Best Winter Haven Hotels
🏨Here are some hot spots in Winter Haven and top picks for places to stay - each with its own vibe to match your travel style!
1. Howard Johnson by Wyndham Winter Haven FL
• Rates typically range from TRY 4,870 to TRY 8,249, with a 6.9/10 rating based on 108 guest reviews.
• Enjoy perks like Private parking, Wi-Fi in public areas, and Bar.
2. Holiday Inn WINTER HAVEN by IHG
• Starts at about TRY 6,503. Guests give it 8.8/10 rating from 101 reviews.
• Just 0.28 km from Chain O'Lakes Stadium—super convenient!
3. Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG
• Starts at about TRY 8,045. Guests give it 9.6/10 rating from 110 reviews.
• You’ll love standout features like Outdoor swimming pool, Gym, and Private parking.
4. Home2 Suites by Hilton Winter Haven
• You’ll find rooms between TRY 9,563 and TRY 22,001 per night—with a solid 9.3/10 rating from 108 happy guests.
• Enjoy Golf course, Outdoor swimming pool, and premium EV charging station — all in one stay.
5. Courtyard Winter Haven
• Prices begin around TRY 9,072, and with rating of 9.1/10 from 101 reviews, guests clearly love it!
• Only 0.17 km to Cypress Ridge Presbyterian—super easy access!
The above hotel prices are from Trip.com, for March 4-March 10.
Enter your dates for prices and availability of the best hotels in Winter Haven.
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Breakfast includedPoolFree cancellation2 bedsVery Good 8+KitchenHotelWithin 1 kmSmoking areaRefrigeratorProperty Type
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PoolSmoking areaWi-Fi in public areasFree parkingPets welcomeRestaurantParking available24-hour front deskBarbecueGolf courseElevatorGymConference roomLuggage storageBarWake-up callEV charging stationSpaWater park18 Best Hotels to Stay in Winter Haven
Trip.com brings you a curated list of top accommodations in Winter Haven, 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 Winter Haven
Private parking
Wi-Fi in public areas
Bar
+5
"This was a great little place and located in the perfect spot for me. There were plenty of places to choose from for dining and entertainment."
108 reviews
6.9/10
1 night
From TRY 5,209
42
Hotels in Winter Haven
Outdoor swimming pool
Gym
Public parking
+8
"Stayed the night for a quick trip to Lego Land. Right down the road from the park. Plenty of food choices around. Front desk was very attentive and friendly."
Very Good
101 reviews
8.8/10
1 night
From TRY 8,224
76
Hotels in Winter Haven
Golf course
Outdoor swimming pool
EV charging station
+3
"Great stay the amenities are the best of any hotel I've visited recently"
Great
108 reviews
9.3/10
1 night
From TRY 8,817
99+
Hotels in Winter Haven
Outdoor swimming pool
Gym
Private parking
+3
"Very nice hotel! Great location in downtown Winter Haven. Looks and feels more expensive than it is and very clean. Kitchenette is complete: full size fridge/ice maker, dishwasher, glassware, nice flatware, stove. Etc. Down pillows as well. Can’t say anything bad about it, other than try getting a room facing the front or side of the building for quietness."
Amazing
110 reviews
9.6/10
1 night
From TRY 7,070
34
Hotels in Winter Haven
Gym
Luggage storage
Wake-up call
+3
"Hotel location is good. It is less than three miles from Legoland, Florida. It is more convenient to drive there. When we checked in, we just caught up with the renovation of the hotel door, the construction was noisy, and the surrounding environment was average. There is Wal-Mart near the hotel, and there are many places to eat. We didn't go to a steakhouse next to it but the decoration was good and very close. There was a Chinese buffet in three minutes by car, and we had dinner. The doorway is a big road, traffic is busy, a bit traffic jam."
Very Good
102 reviews
8.8/10
1 night
From TRY 9,232
63
Hotels in Winter Haven
Outdoor swimming pool
Gym
Public parking
+6
"The stay was amazing. We celebrated my nephews 10th birthday and he loved the pool and the breakfast at the bistro. Definitely will be staying again in the future!"
Great
102 reviews
9.1/10
1 night
From TRY 9,582
42
Hotels in Winter Haven
Private parking
Wi-Fi in public areas
Tennis court
+2
"The room was very clean. The bed was comfortable. It could have used another chair or two, as there was enough room. The room location was very quiet, which was nice. I'd stay again."
102 reviews
7.2/10
1 night
From TRY 4,157
14
Hotels in Winter Haven
Parking
Wi-Fi in public areas
Smoking area
Located in Winter Haven, Budget Inn Winter Haven is within a 5-minute drive of Winter Haven Hospital and Theatre Winter Haven. This motel is 2 mi (3.3 km) from Chain of Lakes Park and 2.1 mi (3.4 km) from Sertoma Park.
Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area.
Featured amenities include a 24-hour front desk and laundry facilities. Free self parking is available onsite.
Make yourself at home in one of the 23 air-conditioned rooms 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 complimentary toiletries. Conveniences include desks and microwaves, and housekeeping is provided daily.
49 reviews
7.2/10
1 night
From TRY 3,449
73
Hotels in Winter Haven
Parking
Wi-Fi in public areas
With a stay at this cottage in Winter Haven, you'll be within a 15-minute drive of LEGOLAND® Florida and Lake Conine. This cottage is 0.9 mi (1.4 km) from Inman Park and 1.5 mi (2.5 km) from Rotary Park.
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 cottage, which features a fireplace. There's a private patio. A kitchen is outfitted with an oven, a stovetop, and a microwave. Conveniences include a desk and a coffee/tea maker, and you can also request a crib/infant bed (complimentary).
Outstanding
2 reviews
10.0/10
1 night
From TRY 7,478
32
Hotels in Winter Haven
Outdoor swimming pool
Private parking
Wi-Fi in public areas
"Every thing we needed Quiet property Friendly owner"
46 reviews
6.9/10
1 night
From TRY 3,456
Trip.com's insights for hotels in Winter Haven
Plan smarter with Trip.com’s data-backed insights on travel seasons so that you can book your Winter Haven hotel at the right time!
Which month offers the lowest hotel rates in Winter Haven?
May is the most affordable month to book a hotel in Winter Haven, with average nightly rates around TRY 5,923. Prices peak in April, when rates reach about TRY 9,359 per night.
(Based on Trip.com data from March 3, 2025 to March 3, 2026.)
(Based on Trip.com data from March 3, 2025 to March 3, 2026.)
0
TRY 5,000
TRY 10,000
TRY 9,181
Mar
TRY 9,359
Apr
TRY 5,923
May
TRY 5,993
Jun
TRY 6,503
Jul
TRY 5,993
Aug
TRY 5,967
Sep
TRY 7,325
Oct
TRY 6,631
Nov
TRY 7,115
Dec
TRY 8,849
Jan
TRY 6,031
Feb
What is the cheapest day of the week for hotels in Winter Haven?
Hotel rates in Winter Haven are typically lowest on Friday, with average nightly rates around TRY 6,631. Sunday tends to be the most expensive, averaging TRY 8,428 per night.
(Based on Trip.com data from March 3, 2025 to March 3, 2026.)
(Based on Trip.com data from March 3, 2025 to March 3, 2026.)
0
TRY 5,000
TRY 10,000
TRY 7,702
Mon
TRY 7,262
Tue
TRY 7,000
Wed
TRY 6,847
Thu
TRY 6,631
Fri
TRY 7,600
Sat
TRY 8,428
Sun
Trending places in Winter Haven
Find top attractions and hotspots in Winter Haven
Landmarks
Winter Haven Public Library
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Martin Luther King Jr Park
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Islamic Center of Polk County
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Find your unique stays in Winter Haven
Immerse yourself in the vibrant atmosphere of Winter Haven with our handpicked accommodation options
Handpicked budget hotels in Winter Haven
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Affordable stays in Winter Haven, selected for value, comfort, and convenient locations.
9.4/10
5 reviewStudio Apartment in Winter Haven, FL
Hotel near Winter Haven
Welcome to our studio apartment, a perfect retreat for solo travelers or couples seeking a comfortable and convenient place to stay. Nestled in a quiet neighborhood in Winter Haven, our studio offers a kitchen, living area with a TV equipped with streaming services for your entertainment, queen-size bed, and a full bathroom. We're committed to providing a cozy and comfortable home away from home for your visit. We look forward to hosting you in our lovely apartment!
This studio apartment is located in a small complex of (5) total units and though the studio is private, the grounds are shared with others.
Upon entering, you'll find an inviting open-concept layout. The apartment is designed to maximize both space and functionality. The well-lit living room area is furnished with a sofa, perfect for unwinding after a day of exploring. You can catch up on your favorite shows or movies on the flat-screen TV, which is equipped with streaming services for your entertainment.
The kitchen is equipped with all of the basics you would need to prepare meals. You will find a stove, oven, toaster, refrigerator, and basic cookware and utensils. The dining area is right next to the kitchen, providing a cozy spot for enjoying your meals.
The unit includes a queen-size bed in a comfortable sleeping space to ensure a peaceful night's rest. You'll find ample storage for your belongings, making it easy to keep the area neat and organized during your stay.
The full bathroom features a shower, toilet, and we provide towels and essential toiletries to ensure your stay is as convenient as possible.
There is a laundry room available at the complex that is shared among the community. You will need coins and detergent to operate during your stay.
We look forward to hosting you in beautiful Winter Haven, Florida!
This studio apartment is on-site with (4) other units. The GPS will take you to the property, but it will not take you to the exact location you need to park. Your parking spot will be available at the back of the complex so you will need to drive around the yellow/green building to get to the blue building where you will be staying.
Winter Haven, Florida, offers a variety of activities and attractions in and around our Airbnb! Here are some things to do:
1. **LEGOLAND Florida Resort:** Just a short drive away, LEGOLAND offers a fantastic theme park experience with rides, shows, and intricate LEGO displays for families and LEGO enthusiasts.
2. **Chain of Lakes:** Enjoy boating, fishing, and water sports on the Chain of Lakes, including Lake Howard and Lake Cannon, which are nearby.
3. **Bok Tower Gardens:** Explore the picturesque gardens and experience the beautiful carillon tower, which hosts daily concerts.
4. **Lake Howard Park:** A great place for picnics, walking, or simply enjoying the lake views. There's also a playground for kids.
5. **Historic Downtown Winter Haven:** Stroll through the charming streets, visit local shops, dine in restaurants, and experience the town's historic architecture.
6. **Theatre Winter Haven:** If you're interested in the arts, check out local performances at this community theater.
7. **Golf:** Tee off at one of the nearby golf courses, such as Cypresswood Golf & Country Club.
8. **Shopping:** Explore nearby shopping centers like the Winter Haven Square and Cypress Gardens Boulevard for shopping and dining options.
9. **Cultural Attractions:** Visit local museums, like the Polk County Historical Museum, to learn about the area's history and culture.
10. **Outdoor Activities:** Enjoy hiking, biking, and wildlife watching in the various parks and preserves in the area.
Remember to check local event listings and seasonal activities for even more options to explore the Winter Haven area.About pets:No pets allowed.About checkOut:Check out before 10:00 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: 25.About events:No events allowed.
This studio apartment is located in a small complex of (5) total units and though the studio is private, the grounds are shared with others.
Upon entering, you'll find an inviting open-concept layout. The apartment is designed to maximize both space and functionality. The well-lit living room area is furnished with a sofa, perfect for unwinding after a day of exploring. You can catch up on your favorite shows or movies on the flat-screen TV, which is equipped with streaming services for your entertainment.
The kitchen is equipped with all of the basics you would need to prepare meals. You will find a stove, oven, toaster, refrigerator, and basic cookware and utensils. The dining area is right next to the kitchen, providing a cozy spot for enjoying your meals.
The unit includes a queen-size bed in a comfortable sleeping space to ensure a peaceful night's rest. You'll find ample storage for your belongings, making it easy to keep the area neat and organized during your stay.
The full bathroom features a shower, toilet, and we provide towels and essential toiletries to ensure your stay is as convenient as possible.
There is a laundry room available at the complex that is shared among the community. You will need coins and detergent to operate during your stay.
We look forward to hosting you in beautiful Winter Haven, Florida!
This studio apartment is on-site with (4) other units. The GPS will take you to the property, but it will not take you to the exact location you need to park. Your parking spot will be available at the back of the complex so you will need to drive around the yellow/green building to get to the blue building where you will be staying.
Winter Haven, Florida, offers a variety of activities and attractions in and around our Airbnb! Here are some things to do:
1. **LEGOLAND Florida Resort:** Just a short drive away, LEGOLAND offers a fantastic theme park experience with rides, shows, and intricate LEGO displays for families and LEGO enthusiasts.
2. **Chain of Lakes:** Enjoy boating, fishing, and water sports on the Chain of Lakes, including Lake Howard and Lake Cannon, which are nearby.
3. **Bok Tower Gardens:** Explore the picturesque gardens and experience the beautiful carillon tower, which hosts daily concerts.
4. **Lake Howard Park:** A great place for picnics, walking, or simply enjoying the lake views. There's also a playground for kids.
5. **Historic Downtown Winter Haven:** Stroll through the charming streets, visit local shops, dine in restaurants, and experience the town's historic architecture.
6. **Theatre Winter Haven:** If you're interested in the arts, check out local performances at this community theater.
7. **Golf:** Tee off at one of the nearby golf courses, such as Cypresswood Golf & Country Club.
8. **Shopping:** Explore nearby shopping centers like the Winter Haven Square and Cypress Gardens Boulevard for shopping and dining options.
9. **Cultural Attractions:** Visit local museums, like the Polk County Historical Museum, to learn about the area's history and culture.
10. **Outdoor Activities:** Enjoy hiking, biking, and wildlife watching in the various parks and preserves in the area.
Remember to check local event listings and seasonal activities for even more options to explore the Winter Haven area.About pets:No pets allowed.About checkOut:Check out before 10:00 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: 25.About events:No events allowed.
Select dates to view prices
8.0/10
19 reviewLuxury StayComfy at WinterHeaven
Hotel near Winter Haven
Have fun with the whole family at this two bedroom stylish place. Enjoy two comfy queen beds and a sofa-bed, tv 50'' with streaming and channels. Coffee station, all utensils, and appliances. Welcome refreshment, kids coloring books, washer and dryer. Well located at Winter Heaven, Florida. Only five minutes from Winter Heaven hospital, 14 minutes from Legoland , 40 minutes from Disney, and four minutes from Winter Heaven downtown. Many lakes with outside activities, restaurants and shops.
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 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
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 4:00 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
3 reviewNewly Remodeled Lakefront Vacation Home on the Chain of Lakes in Winter Haven
Hotel near Winter Haven
Newly remodeled Lakefront Vacation Home on the Chain of Lakes right next to Winter Haven Municipal Airport across from Brown's Seaplane base. Come and enjoy the beautiful sunrises over the lake.
The house offers wonderful lake views from almost every room with 2 bedrooms, 2 bathrooms (2nd bathroom in the garage), large living room with sleeper sofa in the corner and small desk, a fully equipped kitchen with dining area, screened lanai/porch with outside furniture, large backyard, internet, and AC/heating. Every room is furnished with a smart TV.
We have over 20 lakes connected by channels, therefor a perfect vacation destination for water sports people and nature lovers. Our central location offers numerous opportunities for further recreational activities in the surrounding area like Jack Browns Seaplane Base, Legoland, Disney World, Universal Orlando, Busch Gardens Tampa, Bok Tower Gardens, Sun 'n Fun Airshow Lakeland, and more.
The boat house and dock is unfortunately NOT usable. It was destroyed by one of last hurricanes and is not repaired yet. Please be careful and DO NOT try to get on the dock!
We do not offer cable TV, but we provide a smart TV in every room with different TV apps, and you can login to your own accounts on Netflix, Hulu, sling, Vudu, Amazon, apple TV, etc.
We provide WiFi, but there may be a power outage or an internet failure like it can happen everywhere. We will do everything we can to fix it quickly. For business people, we always recommend an internet backup.
We provide essentials such as toilet paper, trash bags, paper towels, detergents, etc. only for the beginning of your stay. Sometimes it is not enough as stays vary and everyone uses and handles things differently. Please refill for yourself if you run out of something.
At or near a lake "Blind mosquitoes," also known as lake gnats, are common here. They don't bite, but they can appear in swarms and may impact your outdoor enjoyments. We can't predict when they'll arrive, and there's no known way to deter them.
POLICIES & HOUSE RULES
We allow bookings for 5 guests including children. Must be at least 25 years old to book. No additional guests and unauthorized visitors are permitted on the property outside of your reservation. We do not allow parties and events, including friend and family gatherings. If we find out there are more guests as booked, you will be asked to leave and not given a refund as this violates our house rules. The home is strictly no-smoking/vaping.
Please be advised we have an outdoor security camera with video surveillance facing the front yard and driveway.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.We do not have set up for infants..About customRules:NO ADDITIONAL GUESTS AND VISITORS! If we find out there are more guests as booked, you will be asked to leave without given any refund. No exceptions!.Absolutely no smoking/vaping inside the house - also do not discard cigarettes in the house trash can.,No parties and events allowed. This includes family and friend gatherings..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.
The house offers wonderful lake views from almost every room with 2 bedrooms, 2 bathrooms (2nd bathroom in the garage), large living room with sleeper sofa in the corner and small desk, a fully equipped kitchen with dining area, screened lanai/porch with outside furniture, large backyard, internet, and AC/heating. Every room is furnished with a smart TV.
We have over 20 lakes connected by channels, therefor a perfect vacation destination for water sports people and nature lovers. Our central location offers numerous opportunities for further recreational activities in the surrounding area like Jack Browns Seaplane Base, Legoland, Disney World, Universal Orlando, Busch Gardens Tampa, Bok Tower Gardens, Sun 'n Fun Airshow Lakeland, and more.
The boat house and dock is unfortunately NOT usable. It was destroyed by one of last hurricanes and is not repaired yet. Please be careful and DO NOT try to get on the dock!
We do not offer cable TV, but we provide a smart TV in every room with different TV apps, and you can login to your own accounts on Netflix, Hulu, sling, Vudu, Amazon, apple TV, etc.
We provide WiFi, but there may be a power outage or an internet failure like it can happen everywhere. We will do everything we can to fix it quickly. For business people, we always recommend an internet backup.
We provide essentials such as toilet paper, trash bags, paper towels, detergents, etc. only for the beginning of your stay. Sometimes it is not enough as stays vary and everyone uses and handles things differently. Please refill for yourself if you run out of something.
At or near a lake "Blind mosquitoes," also known as lake gnats, are common here. They don't bite, but they can appear in swarms and may impact your outdoor enjoyments. We can't predict when they'll arrive, and there's no known way to deter them.
POLICIES & HOUSE RULES
We allow bookings for 5 guests including children. Must be at least 25 years old to book. No additional guests and unauthorized visitors are permitted on the property outside of your reservation. We do not allow parties and events, including friend and family gatherings. If we find out there are more guests as booked, you will be asked to leave and not given a refund as this violates our house rules. The home is strictly no-smoking/vaping.
Please be advised we have an outdoor security camera with video surveillance facing the front yard and driveway.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.We do not have set up for infants..About customRules:NO ADDITIONAL GUESTS AND VISITORS! If we find out there are more guests as booked, you will be asked to leave without given any refund. No exceptions!.Absolutely no smoking/vaping inside the house - also do not discard cigarettes in the house trash can.,No parties and events allowed. This includes family and friend gatherings..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 Winter Haven Hotels
What are the best places to stay in Winter Haven?
Some of the best places to stay in Winter Haven are near popular attractions like Winter Haven Public Library, Martin Luther King Jr Park and Islamic Center of Polk County, offering easy access to key sights and amenities.
Which hotels are the best hotels to stay at in Winter Haven?
Winter Haven has many popular hotels. Whether you're looking for a business stay or a vacation hotel, Howard Johnson by Wyndham Winter Haven FL (from TRY 4,870), Holiday Inn WINTER HAVEN by IHG (from TRY 6,503) and Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG (from TRY 8,045) are best choices.
What hotels in Winter Haven provide swimming pools?
Howard Johnson by Wyndham Winter Haven FL (from TRY 4,870), Holiday Inn WINTER HAVEN by IHG (from TRY 6,503) and Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG (from TRY 8,045) are hotels with swimming pools. Book now and enjoy your swimming pool!
Which hotels in Winter Haven have the best breakfast?
Holiday Inn WINTER HAVEN by IHG (from TRY 6,503),Staybridge Suites WINTER HAVEN - AUBURNDALE by IHG (from TRY 8,045) and Home2 Suites by Hilton Winter Haven (from TRY 9,563) offer high-quality breakfast. Enjoy your wonderful journey with delicious breakfast!
What hotel deals are available in Winter Haven?
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.
Winter Haven Hotels Info
Number of Reviews
903
Total Properties
18
Weekday Avg. Price
TRY 8,907
Weekend Avg. Price
TRY 10,185
Trending hotel
Howard Johnson by Wyndham Winter Haven FL
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Modern Comfort, Pet Friendly, 2 King BedsHoward Johnson by Wyndham Winter Haven FLCourtyard Winter HavenHome2 Suites by Hilton Winter HavenHoliday Inn WINTER HAVEN by IHG2-bedroom, 2-bath unit offers a family-friendly retreat just mins from LEGOLAND.Hampton Inn Winter HavenLake House on the LEGOLAND Chain-of-Lakes with Private Pool, Beach and Boat DockStaybridge Suites WINTER HAVEN - AUBURNDALE by IHGRodeway Inn & SuitesFamily Fun Haven: 3 Bed/2 Bath/6 Mi to Legoland/Pet Friendly!Cheerful 4 Bed, 3 Bath Home with Screened PoolTravel Inn Winter HavenLanai and Pool Elegant Villa in Winter Haven!The Russell Lake House
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