Best Middlesex County Hotels
🏨Explore the hottest neighborhoods and insider hotel picks. Each area brings something unique — so you can find exactly what fits your travel style!
1. Postcard Cabins Machimoodus
• Score your stay for just $202 to $547! Rated 9.2/10 based on 54 reviews.
• Conveniently located just 0.37 km from Camp Chomeish of New England.
2. Super 8 by Wyndham Cromwell/Middletown
• From $62, stay at this hotel with rating of 6.5/10, based on 96 reviews.
• Enjoy easy access to TRITAC Training Center, only 0.9 km away.
3. Inn at Middletown
• Prices begin around $192, and with rating of 8.8/10 from 97 reviews, guests clearly love it!
• Offers great amenities like Indoor swimming pool, Skiing, and Hiking.
4. SpringHill Suites Hartford Cromwell
• From $175, stay at this hotel with rating of 8.7/10, based on 102 reviews.
• Only 0.31 km to Bible Baptist Church—super easy access!
5. Courtyard Hartford Cromwell
• Score your stay for just $172 to $928! Rated 8.5/10 based on 100 reviews.
• Enjoy perks like Indoor swimming pool, Sauna, and Gym.
The above hotel prices are from Trip.com, for July 11-July 17.
Enter your dates for prices and availability of the best hotels in Middlesex County.
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Free cancellationSmoking room1 double bedSuiteBarbecueHotelBreakfast includedProperty Type
HotelResortApartmentCountry houseBed and breakfastVacation homeChaletInnMotelProperty facilities & services
BarbecueWi-Fi in public areasParking availableFree parkingGolf course24-hour front deskSmoking areaLuggage storagePoolPets welcomeBarGymElevatorConference roomSpaRestaurantSaunaWake-up callairport transfersEV charging station51 Best Hotels to Stay in Middlesex County
Trip.com brings you a curated list of top accommodations in Middlesex County, complete with reviews, price insights, and amenity highlights, making it easy to find the perfect place to stay.
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Middlesex County
"It was a great experience it was raining and peaceful sleep"
Great
54 reviews
9.2/10
1 night
From $135
72
Hotels in Middlesex County
Private parking
Luggage storage
Wi-Fi in public areas
+4
"The hotel is near highway & gas station, Supermarket, McDonald, StartBucks !"
96 reviews
6.4/10
1 night
From $74
70
Hotels in Middlesex County
Indoor swimming pool
Skiing
Hiking
+10
"First stay, bedding has dirty things, second stay is good"
Very Good
99 reviews
8.8/10
1 night
From $207
19
Hotels in Middlesex County
Gym
Private parking
Conference room
+3
"Ii was sick so I'm trying to reschedule my date please"
Very Good
103 reviews
8.7/10
1 night
From $179
84
Hotels in Middlesex County
Private parking
Wi-Fi in public areas
Skiing
+5
"Good value for money, very good"
96 reviews
7.0/10
1 night
From $84
59
Hotels in Middlesex County
Private parking
Wi-Fi in public areas
With a stay at Pier Blue Inn Old Saybrook - Essex in Old Saybrook (Saybrook Manor), you'll be within a 15-minute drive of Hammonasset Beach State Park and Chalker Beach. This hotel is 1.5 mi (2.4 km) from Crystal Lake Town Park and 1.9 mi (3.1 km) from Saybrook Country Barn.
Make use of convenient amenities, which include complimentary wireless internet access and a picnic area.
The front desk is staffed during limited hours. Free self parking is available onsite.
Make yourself at home in one of the 50 guestrooms featuring refrigerators and microwaves. 44-inch flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include phones, as well as desks and coffee/tea makers.
Very Good
100 reviews
8.0/10
1 night
From $89
60
Hotels in Middlesex County
Outdoor swimming pool
Snorkeling
Skiing
+4
Located in East Hampton, The Bevin House Bed & Breakfast is in the historical district, within a 10-minute drive of Connecticut River and Comstock Bridge. This bed & breakfast is 2.6 mi (4.2 km) from Day Pond State Park and 4.2 mi (6.7 km) from Salmon River State Forest.
Take advantage of recreation opportunities such as a seasonal outdoor pool or take in the view from a terrace and a garden. Additional features at this Victorian bed & breakfast include complimentary wireless internet access, a fireplace in the lobby, and a picnic area.
A complimentary full breakfast is served daily from 8:30 AM to 10:00 AM.
Featured amenities include express check-out, complimentary newspapers in the lobby, and a library. This bed & breakfast has 3 meeting rooms available for events. Free self parking is available onsite.
Make yourself at home in one of the 5 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided once per stay.
Amazing
30 reviews
9.5/10
1 night
From $246
85
Hotels in Middlesex County
Private parking
Gym
Luggage storage
+6
"Dingy hallways detracted from an otrherwise excellent stay. Thank you!"
Good
101 reviews
7.7/10
1 night
From $132
55
Hotels in Middlesex County
Public parking
Wi-Fi in public areas
Smoking area
+1
Located in Rockfall, Best Way Inn is within a 5-minute drive of Kidcity Children's Museum and General Mansfield House. This motel is 2.3 mi (3.6 km) from Smith Park and 2.6 mi (4.2 km) from Wesleyan University.
Make use of convenient amenities, which include complimentary wireless internet access and a vending machine.
Take advantage of the motel's 24-hour room service.
Featured amenities include a 24-hour front desk and a vending machine. Free self parking is available onsite.
Make yourself at home in one of the 24 air-conditioned guestrooms. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Bathrooms with bathtubs or showers are provided. Conveniences include phones, as well as desks and irons/ironing boards.
79 reviews
6.7/10
1 night
From $81
99+
Hotels in Middlesex County
Indoor swimming pool
Sauna
Gym
+8
"Two thousand RMB a night is really only enough for a bed in downtown New York. The room is only 6 square meters, a tiny dwelling, and does not come with breakfast. Although the subway station is nearby, the subway line is complicated and the transportation is quite time-consuming and labor-intensive. Walking is the best option."
Very Good
101 reviews
8.5/10
1 night
From $161
Find your unique stays in Middlesex County
Immerse yourself in the vibrant atmosphere of Middlesex County with our handpicked accommodation options
Most-booked Middlesex County hotels
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Check out these top-booked hotels from the past 30 days!
9.6/10
99 reviewsSaybrook Point Resort & Marina
Hotel near Old Saybrook
A popular choice among guests booking hotels in Old Saybrook
With a stay at Saybrook Point Resort & Marina in Old Saybrook (Old Saybrook Center), you'll be steps from Fort Saybrook Monument Park and a 2-minute drive from General William Hart House. This spa hotel is 16.9 mi (27.2 km) from Hammonasset Beach State Park and 1.8 mi (2.8 km) from Katharine Hepburn Cultural Arts Center.
Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. You're sure to appreciate the recreational amenities, which include 2 outdoor pools, a health club, and a sauna. This hotel also features complimentary wireless internet access, concierge services, and gift shops/newsstands. Guests can get to nearby shops on the complimentary shuttle.
Grab a bite to eat at the Fresh Salt, a restaurant where you can take in the ocean view and dine alfresco. Or stay in and take advantage of the room service (during limited hours). Relax with a refreshing drink at one of the 2 bars/lounges. Cooked-to-order breakfasts are available daily from 7:30 AM to 11:00 AM for a fee.
Featured amenities include a computer station, dry cleaning/laundry services, and a 24-hour front desk. Planning an event in Old Saybrook? This hotel has 6000 square feet (557 square meters) of space consisting of conference space and 6 meeting rooms. A train station pick-up service is provided at no charge, and free self parking is available onsite.
Make yourself at home in one of the 100 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have designer toiletries and hair dryers. Conveniences include desks and coffee/tea makers, as well as phones with free local calls.
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8.3/10
57 reviewsCopper Beech Inn
Hotel near Essex
A popular choice among guests booking hotels in Essex
When you stay at Copper Beech Inn in Ivoryton, you'll be on a river, within a 5-minute drive of Ivoryton Playhouse and Museum of Fife and Drum. This hotel is 12 mi (19.3 km) from Hammonasset Beach State Park and 1.6 mi (2.5 km) from Essex Steam Train.
Pamper yourself with onsite massages or take in the view from a terrace and a garden. Additional features at this hotel include complimentary wireless internet access, wedding services, and tour/ticket assistance.
Enjoy a satisfying meal at Copper Beech Inn serving guests of Copper Beech Inn. Wrap up your day with a drink at the bar/lounge. A complimentary full breakfast is served daily from 8:00 AM to 10:00 AM.
Featured amenities include a business center, luggage storage, and a safe deposit box at the front desk. Planning an event in Ivoryton? This hotel has 500 square feet (46 square meters) of space consisting of conference space and meeting rooms. Free self parking is available onsite.
Make yourself at home in one of the 22 guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with separate bathtubs and showers feature complimentary toiletries and hair dryers. Conveniences include phones, as well as coffee/tea makers and irons/ironing boards.
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9.8/10
53 reviewsWestbrook Inn B&B
Hotel near Westbrook
A popular choice among guests booking hotels in Westbrook
Located in Westbrook (Westbrook Center), Westbrook Inn B&B is within a 5-minute drive of Westbrook Town Beach and Tanger Outlets. This bed & breakfast is 5.3 mi (8.5 km) from Hammonasset Beach State Park and 5.8 mi (9.3 km) from Essex Steam Train.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this bed & breakfast include an arcade/game room, wedding services, and a fireplace in the lobby.
Grab a bite from the snack bar/deli serving guests of Westbrook Inn B&B. A complimentary full breakfast is served daily from 8:00 AM to 9:00 AM.
Featured amenities include express check-out, luggage storage, and a library. Planning an event in Westbrook? This bed & breakfast has facilities measuring 700 square feet (65 square meters), including conference space. Free self parking is available onsite.
Make yourself at home in one of the 9 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature shower/tub combinations, designer toiletries, and hair dryers. Conveniences include irons/ironing boards, and housekeeping is provided daily.
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8.6/10
96 reviewsSolano Inn
Hotel near Portland
A popular choice among guests booking hotels in Portland
With a stay at Solano Inn in Portland, you'll be within a 15-minute walk of Connecticut River and Arrigoni Winery. This hotel is 3.4 mi (5.5 km) from Chris Cote's Toptracer Golf Range and Performance Center and 3.9 mi (6.2 km) from Brownstone Exploration & Discovery Park.
Make use of convenient amenities such as complimentary wireless internet access, a television in a common area, and a picnic area.
Featured amenities include express check-out, a 24-hour front desk, and laundry facilities. Free self parking is available onsite.
Make yourself at home in one of the 49 individually furnished guestrooms, featuring kitchenettes. 55-inch Smart televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include desks and separate sitting areas, and housekeeping is provided daily.
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8.8/10
97 reviewsWater's Edge Resort & Spa
Hotel near Westbrook
A popular choice among guests booking hotels in Westbrook
With a stay at Water's Edge Resort & Spa in Westbrook (Westbrook Center), you'll be a 4-minute drive from Tanger Outlets and 8 minutes from Clinton Crossing Premium Outlets. This beach resort is 3.7 mi (6 km) from Harvey's Beach and 6 mi (9.7 km) from Essex Steam Train.
Pamper yourself with a visit to the spa, which offers massages, body treatments, and facials. You can soak up the sun at the private beach or enjoy other recreational amenities including outdoor tennis courts and an indoor pool. Additional features at this resort include complimentary wireless internet access, concierge services, and an arcade/game room.
Enjoy Italian cuisine at Dattilo's Fine Dining, one of the resort's 3 restaurants, or stay in and take advantage of the room service (during limited hours). Snacks are also available at the coffee shop/cafe. Unwind at the end of the day with a drink at the bar/lounge or the beach bar. Cooked-to-order breakfasts are available daily from 7 AM to 11 AM for a fee.
Featured amenities include a 24-hour business center, express check-out, and dry cleaning/laundry services. Planning an event in Westbrook? This resort has 30000 square feet (2787 square meters) of space consisting of a conference center and 8 meeting rooms. Free valet parking is available onsite.
Make yourself at home in one of the 190 guestrooms featuring refrigerators and iPod docking stations. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms have designer toiletries and hair dryers. Conveniences include laptop-compatible safes and desks, as well as phones with free local calls.
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6.6/10
1 reviewsPassport Inn and Suites - Middletown
Hotel near Middletown
A popular choice among guests booking hotels in Middletown
Accommodations come equipped with all the conveniences required for a restful night's slumber.A selection of rooms at Passport Inn and Suites Middletown come furnished with air conditioning to cater to your needs and comfort.
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9.8/10
99 reviewsThe Captain Stannard
Hotel near Westbrook
A popular choice among guests booking hotels in Westbrook
With a stay at The Captain Stannard in Westbrook (Westbrook Center), you'll be within a 15-minute drive of Hammonasset Beach State Park and Westbrook Town Beach. This bed & breakfast is 1.5 mi (2.4 km) from Tanger Outlets and 3.1 mi (4.9 km) from Clinton Plaza Shopping Center.
Take in the views from a terrace and a garden and make use of amenities such as complimentary wireless internet access. Additional features at this Georgian bed & breakfast include a television in a common area, a picnic area, and bike parking.
A complimentary continental breakfast is served daily from 8:30 AM to 9:30 AM.
Featured amenities include express check-out and refrigerator in a common area. Guests may use a roundtrip airport shuttle for a surcharge, and free self parking is available onsite.
Make yourself at home in one of the 11 air-conditioned rooms featuring iPod docking stations. Complimentary wireless internet access is available to keep you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers. Conveniences include complimentary bottled water, and housekeeping is provided on request.
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8.6/10
100 reviewsClinton Motel
Hotel near Clinton
A popular choice among guests booking hotels in Clinton
With a stay at Clinton Motel in Clinton, you'll be in the historical district, within a 10-minute drive of Hammonasset Beach State Park and Clinton Plaza Shopping Center. This motel is 0.5 mi (0.9 km) from Adam Stanton House and General Store Museum and 1 mi (1.6 km) from Clinton Town Beach.
Enjoy recreation amenities such as a seasonal outdoor pool or take in the view from a garden. This motel also features complimentary wireless internet access, a picnic area, and barbecue grills.
Free self parking is available onsite.
Make yourself at home in one of the 15 air-conditioned rooms featuring refrigerators. Complimentary wireless internet access is available to keep you connected. Bathrooms have showers and complimentary toiletries. Conveniences include coffee/tea makers, as well as phones with free local calls.
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6.4/10
81 reviewsLamplighter Motel - Clinton, Connecticut
Hotel near Clinton
A popular choice among guests booking hotels in Clinton
With a stay at Lamplighter Motel - Clinton, Connecticut in Clinton, you'll be within a 10-minute drive of Hammonasset Beach State Park and Clinton Plaza Shopping Center. This motel is 1.1 mi (1.7 km) from Adam Stanton House and General Store Museum and 1.5 mi (2.5 km) from Clinton Town Beach.
Free self parking is available onsite.
Make yourself at home in one of the 15 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms with shower/tub combinations feature complimentary toiletries and toothbrushes and toothpaste.
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7.1/10
89 reviewsEcono Lodge Inn & Suites Old Saybrook - Westbrook
Hotel near Old Saybrook
A popular choice among guests booking hotels in Old Saybrook
With a stay at Econo Lodge Inn & Suites Old Saybrook Westbrook, you'll be centrally located in Old Saybrook, within a 15-minute drive of Hammonasset Beach State Park and Chalker Beach. This motel is 2.1 mi (3.3 km) from Crystal Lake Town Park and 2.5 mi (4.1 km) from Saybrook Country Barn.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a television in a common area. Additional features at this motel include a picnic area and a vending machine.
Take advantage of the motel's room service (during limited hours).
Featured amenities include a 24-hour front desk, laundry facilities, and a safe deposit box at the front desk. Free self parking is available onsite.
Make yourself at home in one of the 44 individually decorated guestrooms, featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers. Conveniences include desks and microwaves, as well as phones with free local calls.
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Handpicked budget hotels in Middlesex County
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Affordable stays in Middlesex County, selected for value, comfort, and convenient locations.
9.8/10
9 reviewsLake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger
Hotel near Haddam
Lakefront! Look no further than our tranquil home on beautiful Hidden Lake! What a gem! Relax with the whole family as you sit by the fire pit and enjoy the sights and sounds of nature on the lakefront.
It's the perfect waterfront getaway, only a short distance from CT's most popular attractions: the CT River, Gilette Castle, The Goodspeed Opera House, and the world famous Mohegan Sun and Foxwoods Casinos.
With plenty of space for everyone, come have a vacation you won't forget.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Paddle boat limited to 350lbs combined maximum weight load Kayaks limited to one passenger at a time.Do not keep windows and / or doors to the outside or the to the enclosed porch open during winter stays or while the heating system is running.,Please do not allow children to play / climb on the retaining wall and fence.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
It's the perfect waterfront getaway, only a short distance from CT's most popular attractions: the CT River, Gilette Castle, The Goodspeed Opera House, and the world famous Mohegan Sun and Foxwoods Casinos.
With plenty of space for everyone, come have a vacation you won't forget.About pets:Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Paddle boat limited to 350lbs combined maximum weight load Kayaks limited to one passenger at a time.Do not keep windows and / or doors to the outside or the to the enclosed porch open during winter stays or while the heating system is running.,Please do not allow children to play / climb on the retaining wall and fence.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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10/10
0 reviewsSummer at the Haddam House
Hotel near Haddam
You cannot miss this beautifully renovated waterfront cottage in Haddam with stunning views of the East Haddam Swing Bridge, Goodspeed Opera House and The Gelston House. Watch float planes come in and out from the certified landing strip on the CT RIver. There is a deep water dock for larger boats and a "No Wake" zone to further enhance the peace and tranquility of your private spot. Enjoy your own private beach, patio with firepit and step down dock for provided kayak and your own jetskis. If you would like to bring your boat and or jetskis and use the deep water dock please inquire to the availability of doing so.
The cottage comes equipped with central air, Kureg brewing station and wifi to help with modern day essentials. Bordering Eagle Landing State Park, this is a nature lover's dream. Enjoy a cup of coffee on your own private dock while the fish jump and the Eagles soar. Step back in time at the Goodspeed Station, browse their many items and take a ride on The Essex Steam Train. If the water suits your fancy, hop on one of the many river cruise offerings all with in a short walk from you home away from home. We welcome you to our "Haddam House" where there is so much to see and do!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours between 10:30pm and 7:00am..No guests besides the ones renting the property. No firewood is provided but can be purchased locally.,Parking for 2 cars in front of house..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
The cottage comes equipped with central air, Kureg brewing station and wifi to help with modern day essentials. Bordering Eagle Landing State Park, this is a nature lover's dream. Enjoy a cup of coffee on your own private dock while the fish jump and the Eagles soar. Step back in time at the Goodspeed Station, browse their many items and take a ride on The Essex Steam Train. If the water suits your fancy, hop on one of the many river cruise offerings all with in a short walk from you home away from home. We welcome you to our "Haddam House" where there is so much to see and do!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Quiet hours between 10:30pm and 7:00am..No guests besides the ones renting the property. No firewood is provided but can be purchased locally.,Parking for 2 cars in front of house..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
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10/10
2 reviewsDowntown Essex Apartment - Steps to River!
Hotel near Essex
With a stay at this apartment in Essex, you'll be just steps from Essex Island Marina and Hattitudes. This apartment is 12.2 mi (19.6 km) from Hammonasset Beach State Park and 0.3 mi (0.5 km) from Connecticut River Museum.
Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills.
Free self parking is available onsite.
Make yourself comfortable in this air-conditioned apartment, which has a kitchen. There's a private balcony. Conveniences include a desk and a microwave.
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10/10
0 reviewsBest of Both Worlds
Hotel near Old Saybrook
Great location- 1 mile to the beach, 1/2 mile to shops and restaurants, and less than a 1/4 mile to a park!
The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun.
We’ve made great memories there over the years and are now looking to share it with others!
The space
The house is quaint with lots of sunlight- a mix of old and new!
Other things to note
Beach Access:
If you plan on driving to the beach you can either pay a daily fee or if you are staying for at least 1 week you can purchase a beach pass to access Harvey’s beach! Renters staying at least 1 week can purchase a 2 week beach pass starting April 15th, 2021. I will send instructions directly to renters once you have confirmed your stay!
If you walk or bike to the beach it is free.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
The house is set back from the road with a good size driveway. The inside is newly renovated and we are working to finish the yard area for the summer! The house has WiFi, large yard, and a great front porch that gets a ton of sun.
We’ve made great memories there over the years and are now looking to share it with others!
The space
The house is quaint with lots of sunlight- a mix of old and new!
Other things to note
Beach Access:
If you plan on driving to the beach you can either pay a daily fee or if you are staying for at least 1 week you can purchase a beach pass to access Harvey’s beach! Renters staying at least 1 week can purchase a 2 week beach pass starting April 15th, 2021. I will send instructions directly to renters once you have confirmed your stay!
If you walk or bike to the beach it is free.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Select dates to view prices
9.6/10
0 reviewsDriftwood Cottage @ Saybrook Point Marina, 2 King Beds
Hotel near Old Saybrook
Nestled between the Long Island Sound and the Connecticut River, Cove Street Cottage is your luxury getaway. You won’t have to pack a thing when you stay at this fabulous cottage-- linens, bikes, and chairs are all included. The charming upstairs master suite has a full bathroom and king bed, while the downstairs hosts two (2) additional bedrooms. Cozy up in the backyard by the fire pit, or adventure right across the street to the Saybrook Point Resort and Marina. Whether you are docking for the weekend or attending an event, you are just steps away. Ideal for 4 people, but can fit up to 6.
Soak up the friendliness of this small town, the breathtaking marina vistas, and glimpses of rich history throughout the area. Enjoy the many amenities of the resort on your doorstep, including its spa or award-winning dining at Fresh Salt. Beaches, Main Street, shopping and historic stops are all nearby. Come enjoy this coastal treasure!About pets:Pets allowed: limit 2 total.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Soak up the friendliness of this small town, the breathtaking marina vistas, and glimpses of rich history throughout the area. Enjoy the many amenities of the resort on your doorstep, including its spa or award-winning dining at Fresh Salt. Beaches, Main Street, shopping and historic stops are all nearby. Come enjoy this coastal treasure!About pets:Pets allowed: limit 2 total.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Select dates to view prices
9.8/10
40 reviewsAuthentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Hotel near Old Saybrook
Gather your people at our 1795 historic homestead near Coastal Connecticut, ideal for reunions, retreats & wedding weekends. Cook & linger in the well-stocked kitchen, read fireside or spread out across the private lawn and porches. A character-rich, memory-making home!
⭐ “Full of character, spacious and comfortable—our family loves coming back.” – Stephen
🏜 HIGHLIGHTS
✓ Authentic 1795 historic estate
✓ Private grounds, porches, firepit
✓ Well-stocked kitchen & cozy fireside spaces
THE SPACE
***Message us for weddings or other large events!***
Historic charm with private grounds, fireside rooms, porches, and a cook-ready kitchen.
🏷 Main Floor
Kitchen & Dining Room
∙ FULLY stocked kitchen w/plenty of counterspace for at-home baking and cooking
coffee maker, tea kettle, blender and toaster
∙ Cooking oils and seasoning essentials
∙ Abundance of dishware, glassware and silverware, including children’s
∙ Full-sized fridge and freezer
∙ Gas stove and oven
∙ Microwave
∙ Dishwasher
∙ Blender
∙ Slow cooker
∙ Dining room table, seating for 4
Living Room
∙ Smart TV
∙ Netflix, Prime Video, Disney Plus, Hulu, HBO and more
∙ Sound system
∙ Fireplace
∙ Board games
∙ Books
∙ Toys
Bedroom #1 (Primary Bedroom)
∙ King size bed
∙ Premium mattress and comforter
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Books
∙ Mirror
Bedroom #2
∙ Queen size bed
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
Bedroom #3
∙ 2 Double beds
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Books
Bathroom #1 and Laundry Room
∙ GE high-efficiency washer/dryer
∙ Tide Free and Gentle
∙ Shower
∙ Single vanity and mirror
∙ Shampoo, conditioner and body soap
∙ Makeup washcloth
Bathroom #2
∙ Shower
∙ Bathtub
∙ Single vanity and mirror
∙ Shampoo, conditioner and body soap
∙ Makeup washcloth
🏷 2nd Floor
Bedroom #4
∙ Double bed
∙ Single bed
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
Bedroom #5
∙ Queen size bed
∙ 2 Single beds
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Ceiling fan
∙ Full-length mirror
Hallway
∙ Office table and chair
🏷 Outdoor Space(s)
Sunroom
∙ Large glass roof for natural sunlight
∙ Comfortable sofa
∙ Rocking chair
Backyard
∙ Firepit
∙ Outdoor seating
∙ Play area
∙ Picnic tables and umbrella
Balcony
∙ Outdoor seating
∙ Coffee table
Porch
∙ Enclosed porch
∙ Outdoor seating
🏷 Parking
∙ Room for 6 vehicles but can hold up to 50+ for large events (contact us for details)
🚘 Nearby
Main Street Shops & Boutiques (walking ~3 min): Charming local shopping, antiques, galleries and cafés in the heart of Old Saybrook.
Ashlawn Farm Coffee (drive ~2 min): Local favorite café with specialty coffee, pastries, sandwiches and outdoor seating.
Monkey Farm (drive ~3 min): Popular bar & grill with classic fare and laid-back vibe.
Paperback Cafe (drive ~3 min): Cozy breakfast/brunch spot with community favorites.
Swell (drive ~3 min): Highly rated acai & healthy café option on Main Street.
James Pharmacy Bed & Breakfast and Gelateria (drive ~4 min): Historic gelato and coffee stop with old-town charm.
Fresh Salt (drive ~5 min): Upscale seafood dining with seasonal and local offerings.
Cafe Toscana (drive ~4 min): Casual coffee & tea spot for daytime breaks.
Otter Cove Restaurant & Bar (drive ~7 min): Stylish gastropub with seasonal local menus.
Saybrook South Green & Historic Sites (drive ~5 min): Historic district featuring the Humphrey Pratt Tavern and heritage architecture.
The Kate – Katharine Hepburn Cultural Arts Center (drive ~4 min): Live theater, arts and tribute exhibits to the legendary actress.
Saybrook Breakwater Light (drive ~6 min): Iconic sparkplug lighthouse and peaceful waterfront setting.
Lynde Point Light (drive ~6 min): Historic Long Island Sound lighthouse ideal for photography and scenic views.
Old Saybrook Town Beach (drive ~7 min): Saltwater beach with seasonal swimming and sunbathing.
Harvey’s Beach (drive ~9 min): Popular sandy shore and summer gathering spot on Long Island Sound.
Crystal Lake Town Park (drive ~5 min): Community park with playgrounds, trails and open recreational space.
Tanger Outlets Westbrook (drive ~7 min): Outlet shopping with over 150 brands for fashion and gifts.
Rocky Neck State Park (drive ~15 min): Beach, camping, hiking and nature trails.
Hammonasset Beach State Park (drive ~26 min): Connecticut’s largest shoreline park with miles of sandy beach and boardwalk.
Essex Village (drive ~20 min): Historic small town with antique shops, riverfront views and dining (great half-day trip).
💡 Other things to note
✓ This is a true historic home, full of charm and character, which means you may notice older-home quirks that come with a property from the late 1700s.
✓ The home sits near a main road, so you may hear some traffic at times, though the yard and grounds feel private once you’re settled in.
✓ The beach is ~5 minute drive from the property.
✓ Some areas on the property are reserved for caretaking and maintenance use and aren’t accessible to guests.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No smoking in the house or green house.Please keep the door to the house shut, either A/C,Please put things back where you have found them..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 50.
⭐ “Full of character, spacious and comfortable—our family loves coming back.” – Stephen
🏜 HIGHLIGHTS
✓ Authentic 1795 historic estate
✓ Private grounds, porches, firepit
✓ Well-stocked kitchen & cozy fireside spaces
THE SPACE
***Message us for weddings or other large events!***
Historic charm with private grounds, fireside rooms, porches, and a cook-ready kitchen.
🏷 Main Floor
Kitchen & Dining Room
∙ FULLY stocked kitchen w/plenty of counterspace for at-home baking and cooking
coffee maker, tea kettle, blender and toaster
∙ Cooking oils and seasoning essentials
∙ Abundance of dishware, glassware and silverware, including children’s
∙ Full-sized fridge and freezer
∙ Gas stove and oven
∙ Microwave
∙ Dishwasher
∙ Blender
∙ Slow cooker
∙ Dining room table, seating for 4
Living Room
∙ Smart TV
∙ Netflix, Prime Video, Disney Plus, Hulu, HBO and more
∙ Sound system
∙ Fireplace
∙ Board games
∙ Books
∙ Toys
Bedroom #1 (Primary Bedroom)
∙ King size bed
∙ Premium mattress and comforter
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Books
∙ Mirror
Bedroom #2
∙ Queen size bed
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
Bedroom #3
∙ 2 Double beds
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Books
Bathroom #1 and Laundry Room
∙ GE high-efficiency washer/dryer
∙ Tide Free and Gentle
∙ Shower
∙ Single vanity and mirror
∙ Shampoo, conditioner and body soap
∙ Makeup washcloth
Bathroom #2
∙ Shower
∙ Bathtub
∙ Single vanity and mirror
∙ Shampoo, conditioner and body soap
∙ Makeup washcloth
🏷 2nd Floor
Bedroom #4
∙ Double bed
∙ Single bed
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
Bedroom #5
∙ Queen size bed
∙ 2 Single beds
∙ Premium mattress and comforter
∙ Room darkening shades
∙ Bedside table and lamp
∙ Large closet w/ hangers
∙ Ceiling fan
∙ Full-length mirror
Hallway
∙ Office table and chair
🏷 Outdoor Space(s)
Sunroom
∙ Large glass roof for natural sunlight
∙ Comfortable sofa
∙ Rocking chair
Backyard
∙ Firepit
∙ Outdoor seating
∙ Play area
∙ Picnic tables and umbrella
Balcony
∙ Outdoor seating
∙ Coffee table
Porch
∙ Enclosed porch
∙ Outdoor seating
🏷 Parking
∙ Room for 6 vehicles but can hold up to 50+ for large events (contact us for details)
🚘 Nearby
Main Street Shops & Boutiques (walking ~3 min): Charming local shopping, antiques, galleries and cafés in the heart of Old Saybrook.
Ashlawn Farm Coffee (drive ~2 min): Local favorite café with specialty coffee, pastries, sandwiches and outdoor seating.
Monkey Farm (drive ~3 min): Popular bar & grill with classic fare and laid-back vibe.
Paperback Cafe (drive ~3 min): Cozy breakfast/brunch spot with community favorites.
Swell (drive ~3 min): Highly rated acai & healthy café option on Main Street.
James Pharmacy Bed & Breakfast and Gelateria (drive ~4 min): Historic gelato and coffee stop with old-town charm.
Fresh Salt (drive ~5 min): Upscale seafood dining with seasonal and local offerings.
Cafe Toscana (drive ~4 min): Casual coffee & tea spot for daytime breaks.
Otter Cove Restaurant & Bar (drive ~7 min): Stylish gastropub with seasonal local menus.
Saybrook South Green & Historic Sites (drive ~5 min): Historic district featuring the Humphrey Pratt Tavern and heritage architecture.
The Kate – Katharine Hepburn Cultural Arts Center (drive ~4 min): Live theater, arts and tribute exhibits to the legendary actress.
Saybrook Breakwater Light (drive ~6 min): Iconic sparkplug lighthouse and peaceful waterfront setting.
Lynde Point Light (drive ~6 min): Historic Long Island Sound lighthouse ideal for photography and scenic views.
Old Saybrook Town Beach (drive ~7 min): Saltwater beach with seasonal swimming and sunbathing.
Harvey’s Beach (drive ~9 min): Popular sandy shore and summer gathering spot on Long Island Sound.
Crystal Lake Town Park (drive ~5 min): Community park with playgrounds, trails and open recreational space.
Tanger Outlets Westbrook (drive ~7 min): Outlet shopping with over 150 brands for fashion and gifts.
Rocky Neck State Park (drive ~15 min): Beach, camping, hiking and nature trails.
Hammonasset Beach State Park (drive ~26 min): Connecticut’s largest shoreline park with miles of sandy beach and boardwalk.
Essex Village (drive ~20 min): Historic small town with antique shops, riverfront views and dining (great half-day trip).
💡 Other things to note
✓ This is a true historic home, full of charm and character, which means you may notice older-home quirks that come with a property from the late 1700s.
✓ The home sits near a main road, so you may hear some traffic at times, though the yard and grounds feel private once you’re settled in.
✓ The beach is ~5 minute drive from the property.
✓ Some areas on the property are reserved for caretaking and maintenance use and aren’t accessible to guests.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:No smoking in the house or green house.Please keep the door to the house shut, either A/C,Please put things back where you have found them..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:Events allowed: family gatherings, birthday parties, weddings.Maximum event attendees: 50.
Select dates to view prices
10/10
25 reviewsBeach House steps to private beaches in sought after location!
Hotel near Old Saybrook
You will fall in love with this beautiful beach house in the sought-after Indian Town beach. Beautiful views of Harvey Beach, a comfortable outdoor area to relax and spend time with your family, two private beaches with a harbor that has panoramic views of Long Island Sound less than a 2-minute walk away!
Enjoy the small-town feel of a great community where you can walk bike, swim. Spectacular low tides await you!
Restaurants, outlets, and attractions all nearby. Perfect location to explore the Ct Shoreline.
This home is our happy place, and we look forward to sharing it with you!
Important - House is Fema Certified, so the living area is on the upper level. There is not ground-level living space, and there is an exterior staircase.
Small well-trained pet welcome! An additional deposit/cleaning fee,
Important Note: Garage is storage, not for parking guest automobiles.
Golf cart is not available for use.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Traveler must engage in a conversation with the host about their group upon booking request..About checkIn:Check in after 4:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Enjoy the small-town feel of a great community where you can walk bike, swim. Spectacular low tides await you!
Restaurants, outlets, and attractions all nearby. Perfect location to explore the Ct Shoreline.
This home is our happy place, and we look forward to sharing it with you!
Important - House is Fema Certified, so the living area is on the upper level. There is not ground-level living space, and there is an exterior staircase.
Small well-trained pet welcome! An additional deposit/cleaning fee,
Important Note: Garage is storage, not for parking guest automobiles.
Golf cart is not available for use.About pets:Pets allowed: dogs less than 20 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Traveler must engage in a conversation with the host about their group upon booking request..About checkIn:Check in after 4:30 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Select dates to view prices
9.4/10
16 reviewsAmazing Lakefront Property
Hotel near Middlefield
Affectionally referred to as The Lake House, this is a beautiful waterfront property with a large deck overlooking the lake and positioned on a private lot on route 147/Baileyville Road in Middlefield. The house has water views from most of the rooms with a great kitchen, dinning area, living room, office on the first floor. The 2nd floor has three bedrooms, two baths and a laundry room. The master bedroom has a balcony overlooking the lake and the bathroom has a jacuzzi/whirlpool tub.
A large deck offers a panoramic view of the lake. The lower level has the 4th bedroom, kitchenette and full bath. There is a beach and dock on the property which is shared with neighboring cottages.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Access to the garage and basement shall not be granted. Owner has access to both the basement and garage without notice..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
A large deck offers a panoramic view of the lake. The lower level has the 4th bedroom, kitchenette and full bath. There is a beach and dock on the property which is shared with neighboring cottages.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Access to the garage and basement shall not be granted. Owner has access to both the basement and garage without notice..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Select dates to view prices
FAQs About Middlesex County Hotels
What are the best places to stay in Middlesex County?
Some of the best places to stay in Middlesex County are near popular attractions like Saybrook Point Marina, offering easy access to key sights and amenities.
What are the top hotels in Middlesex County near Saybrook Point Marina?
Some of the top hotels in Middlesex County near Saybrook Point Marina include Saybrook Point Resort & Marina (from $432), Quality Inn Old Saybrook - Westbrook (from $119) and Liberty Inn Old Saybrook (from $89), all offering easy access to Saybrook Point Marina, making them ideal for visitors looking to explore the area.
Which hotels are the best hotels to stay at in Middlesex County?
Middlesex County has many popular hotels. Whether you're looking for a business stay or a vacation hotel, Postcard Cabins Machimoodus (from $202), Super 8 by Wyndham Cromwell/Middletown (from $62) and Quality Inn Old Saybrook - Westbrook (from $119) are best choices.
What are the best hotels with a spa in Middlesex County?
Plan a peaceful trip? Spa can be a wonderful experience when traveling. Inn at Middletown (from $192), Saybrook Point Resort & Marina (from $432) and Copper Beech Inn (from $322) provide highly rated spa services.
What hotels in Middlesex County provide swimming pools?
Quality Inn Old Saybrook - Westbrook (from $119), Inn at Middletown (from $192) and Courtyard Hartford Cromwell (from $172) are hotels with swimming pools. Book now and enjoy your swimming pool!
Which hotels in Middlesex County have the best breakfast?
Copper Beech Inn (from $322),Saybrook Point Resort & Marina (from $432) and Inn at Middletown (from $192) offer high-quality breakfast. Enjoy your wonderful journey with delicious breakfast!
What hotel deals are available in Middlesex County?
Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.
Middlesex County Hotels Info
Number of reviews
2,024
Total properties
51
Weekday Avg. Price
$253
Weekend Avg. Price
$277
Trending hotel
Postcard Cabins Machimoodus
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