Best hotels in Windsor County

Explore Windsor County with 184 stays near iconic landmarks, luxury hotels, and top boutiques for the best shopping and dining

Best Western Springfield Hotel
8.7 (101 reviews)

Best Western Springfield Hotel ★★★

📍 818 Charlestown Rd, Springfield

"Ski essential Twin room suitable for a family"

Woodstock Inn & Resort
9.4 (99 reviews)

Woodstock Inn & Resort ★★★★★

📍 14 The Grn, Woodstock

Sleep Woodstock Motel
9.6 (95 reviews)

Sleep Woodstock Motel ★★

📍 4324 W Woodstock Rd, Woodstock

Align Inn Vermont
9.1 (102 reviews)

Align Inn Vermont ★★

📍 5817 Woodstock Rd, Quechee

"The hotel is also selected temporarily because of the convenience of travel, so it is relatively rushed, but the overall feeling is OK."

The Pointe at Castle Hill Resort & Spa
8.6 (102 reviews)

The Pointe at Castle Hill Resort & Spa ★★★

📍 2940 Route 103, Cavendish

"Everything was wonderful at The Pointe. However, the coffee that they put out in the morning is really just colored water, it is not edible, even if you are an addict. I've noticed more and more hotels are advertising coffee but then not making it correctly. I don't know if they are consciously trying to save money or if their front line employees prefer to use the previous day's grounds because it is somehow easier."

On the River Inn
9.1 (103 reviews)

On the River Inn ★★★★

📍 1653 West Woodstock Road, Woodstock

"Nice accommodation. Beautifully located in nature, with a lot of sitting outside. Nice breakfast and very beautiful decor of both the rooms, the halls, and the restaurant. Also the sauna and the pool were well-cared. We enjoyed!"

Holiday Inn Express & Suites WHITE RIVER JUNCTION by IHG
8.5 (105 reviews)

Holiday Inn Express & Suites WHITE RIVER JUNCTION by IHG ★★★

📍 121 Ballardvale Dr, White River Junction, Hartford

"Quiet, convenient, breakfast is not bad"

Fullerton Inn & Restaurant
8.2 (97 reviews)

Fullerton Inn & Restaurant ★★

📍 40 The Common, Chester

Holiday Inn Club Vacations MOUNT ASCUTNEY RESORT by IHG
9.0 (101 reviews)

Holiday Inn Club Vacations MOUNT ASCUTNEY RESORT by IHG ★★★★

📍 485 Hotel Rd, Brownsville

Find the perfect stay for your travel style in Windsor County

White River Inn & Suites Hotels in Windsor County

White River Inn & Suites

"UNHEATED pool FITNESS ROOM Shut down"

Echo Lake Inn Hotels in Windsor County

Echo Lake Inn

"What a quaint hidden gem. Recently went for a ****** Mystery Weekend and had a lovely time. The food was outstanding and was the perfect getaway. We stayed in room 25 and had a comfy bed. Small refrigerator was also the the room which was a bonus. Being an old building the walls are slightly thin to hear others but this did not detract from our trip. The staff was wonderful. We enjoyed ourselves and met some very nice people."

Golden Stage Inn Hotels in Windsor County

Golden Stage Inn

"We really enjoyed our stay at the Golden Stage Inn. Innkeepers Julie and Mike, were warm and personable. They were very attentive to our needs and made us feel very welcomed into their attractive home. We just really like them! They have a very comfortable living area perfect for relaxing, reading, playing cards, games or just chatting with other guests. That is one of the reasons why I love the B&B experience. You can meet such interesting people along the way. Our room was on the cozy size and we were ok with that but if you need a big bedroom you might want to explore their options. The place is kept very clean! I am an early riser and one of the things I super appreciated is that they had delicious coffee available at 6am. I'd grab my cup, sit in the living room, and let my day unfold. I do have to report that wi-fi can be a little sketchy at times. And then of course there is breakfast. We had a three course breakfast that was very good. One option they offer if you are not in the mood for anything fancy, they will make an egg breakfast to your liking which I took them up on one morning. Everything tasted fresh and delicious. Their location, Proctorsville, is a very small town so don't expect to see much. We used it as a base to explore other parts of Vermont within a 30 mile or so drive. And unlike most places, just driving through beautiful Vermont is like driving through a little bit of green paradise."

Real traveler reviews of Windsor County hotels

9.2
Excellent community rating
Real & verified guest reviews from all over the world
G

Guest User

Traveling with friends
Best Western Springfield Hotel ★★★
"It's good. Each bed in the twin room is 1.5 meters, very large and clean. The bathroom is a little small but ok. The breakfast is very simple, but you can make your own waffles."
★★★★★
2024-10-08
S

GB Sunain

Solo traveler
Align Inn Vermont ★★
"The property is located a teensy bit out but still in a very convenient locations, has ample parking space right in front of the rooms which makes taking luggage out and in very very convenient. The room was very clean, nice and comfortable bed, polite staff, etc. Would definitely stay again if I am in the area."
★★★★★
2026-07-26
G

Guest User

Solo traveler
The Pointe at Castle Hill Resort & Spa ★★★
"The hot tub was filthy"
★★★★★
2026-02-13
G

Guest User

Family
On the River Inn ★★★★
"I have driven by this hotel many times.  Outside is uninspiring but the inside is beautiful.  Rooms very comfortable.  Lovely to have a deck to sit on.  We had a very nice stay. Recommend."
★★★★★
2026-07-29
A

CN Anonymous User

Business traveler
Holiday Inn Express & Suites WHITE RIVER JUNCTION by IHG ★★★
"A good local business hotel, the price is a little expensive, it would be better if it was more economical!"
★★★★★
2024-01-30
G

Guest User

Other
Main and Mountain ★★
"This is a cute and modern place to stay in downtown Ludlow. The rooms are super clean and the beds are very comfortable. I left my purse at the bar and one of the owners kindly came over early to help me locate it from their office. They were very attentive even though there is no front desk there. The coffee bar is great to make some coffee first thing in the morning. Great touch! The bar/restaurant had such a fun and cool vibe. Food and drinks were amazing and it was a packed apres scene everyday we were there! Location can’t be beat. Overall highly recommend!"
★★★★★
2024-03-03
G

US Guest User

Business traveler
Hotel Coolidge ★★★
"It’s a relatively old building. Yet, the room is clean and neat. Staff was friendly. The hotel is right next to the Amtrak station"
★★★★★
2025-04-02
G

US Guest User

Couple
Jackson Gore Village on Okemo Mountain ★★★
"When we arrived, the front desk staff were very kind and welcoming. We were told we could eat at the restaurant right off the lobby so we planned to eat dinner there. When we arrived at the restaurant 20 mins later, they told us we could not eat there unless we had made prior reservations due to a wedding they had next door. The lady told us “we have to prioritize the wedding of 200 people”. I asked where we should eat and the lady shrugged. One of the waiters, who was very kind apologized and recommended the bar . They had some dishes from their restaurant menu. We were pretty irritated because we were both exhausted and the lady was very rude to us. We watched 20+ people get turned away from eating dinner due to this wedding. I completely understand that they need to focus on a wedding and the food for the wedding, however we should’ve been told about this when we arrived that the restaurant wasn’t available unless we had already made a reservation. The resort is very nice and there was a lot of fun things you can do there, but some of the staff were quite unkind."
★★★★★
2023-10-09
G

Guest User

Other
The Inn at Weathersfield ★★★★
"The Inn is absolutely fantastic! My partner and I stayed for the weekend while attending a wedding and just loved it. The staff is attentive and kind, the rooms are well designed and cozy, and the food is outstanding! A really special spot nestled in Vermont! Highly recommend!"
★★★★★
2026-05-05

Windsor County travel info

Power Plug & Voltage

120V/Type A/B

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Exchange Rate

USD

💳

Local Payment

Cards/ApplePay/Cash

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Connectivity

Verizon/AT&T/T-Mobile

🌡️

Current Weather

Thunderstorms

More Windsor County hotel info

Data type

Details

Number of reviews

3,417

Total properties

184

Weekday Avg. Price

$316

Weekend Avg. Price

$356

Trending hotel

Align Inn Vermont

Windsor County hotel FAQs

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