Best Hotels in Windsor County
Explore Windsor County with 164 hotels near iconic landmarks, popular shopping streets, and top dining spots.
The Pointe at Castle Hill Resort & Spa ★★★
"The hot tub was filthy"
Main and Mountain ★★
"I really love this place. This was our second stay in the very comfortable Room 6. The king sized bed is unbelievably comfortable and the heat pump in the room works so well to keep the room whatever temperature you want. I like the remote check in; it works pretty well. Staff is extremely helpful if you have any issues."
The Shire Woodstock ★★★
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."
Castle Hill Resort and Spa ★★★
"A dream wedding venue and experience supported by a remarkably professional, caring, and detail-oriented team. The spa was a fantastic experience. Wonderful staff interactions and amenities for us and our wedding guests to enjoy throughout the weekend. The Castle is perfectly situated to provide a private and intimate experience while just a short drive to shops and restaurants. We have visited the venue in every season and can attest that it is beautiful no matter the time of year. We look forward to returning to stay at Castle Hill Resort & Spa for many years to come."
Best Western Springfield Hotel ★★★
"Ski essential Twin room suitable for a family"
The Jackson ★★★★
Super 8 by Wyndham White River Junction ★★
"Very clean and well maintained. I absolutely loved every single sec. Two besds breakfast was ok coffe was great. I absolutely recommend throwing is to everyone"
White River Inn & Suites ★★
"UNHEATED pool FITNESS ROOM Shut down"
Explore Accommodation Types in Windsor County
Woodstock Inn & Resort
On the River Inn
"love this place … decor pool pool room lounge childrens play room. all delighters"
Holiday Inn Club Vacations MOUNT ASCUTNEY RESORT by IHG
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."
The Hartness House
Sleep Woodstock Motel
Woodbridge Inn Bed & Breakfast
"We absolutely loved our stay at the Woodbridge Inn. The room was charming and the hosts were exceptionally kind and accommodating. Loved the location as we could walk to get the most delicious pizza and the homemade breakfast provided was amazing. The atmosphere around the in was so beautiful and we loved hanging out in the backyard viewing the river and trees. Such a great place to stay!"
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
Guest Reviews for Windsor County Hotels
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Windsor County Travel Information
Power Plug & Voltage
120V/Type A/B
Exchange Rate
1 GBP ≈ 1.33 USD
Local Payment
Cards/ApplePay/Cash
Connectivity
Verizon/AT&T/T-Mobile
Current Weather
Mostly clear
More Information About Windsor County Hotels
|
Key Info |
Details |
|
Number of reviews |
3,385 |
|
Total properties |
164 |
|
Weekday Avg. Price |
£271 |
|
Weekend Avg. Price |
£314 |
|
Trending hotel |
Align Inn Vermont |
FAQ – Hotels in Windsor County
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What is the average price of a hotel in Windsor County this weekend?
According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Windsor County this weekend is £276 per night. For a 4-star hotel, the average cost is £527 per night. If you're looking for a luxury experience, 5-star hotels in Windsor County this weekend typically cost £857 per night.
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How much do hotels in Windsor County cost per night on weekdays?
Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Windsor County during weekdays is £235 per night. For a 4-star hotel, you can expect to pay around £478 per night. If you're seeking a luxury stay, 5-star hotels in Windsor County generally cost £634 per night on weekdays.
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What are the best places to stay in Windsor County?
Some of the best places to stay in Windsor County are near popular attractions like AT trailhead Woodstock VT, offering easy access to key sights and amenities.
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What are some of the best hotels in Windsor County?
The most popular Windsor County hotels for your stay: Align Inn Vermont (from £148), The Shire Woodstock (from £280) and Super 8 by Wyndham White River Junction (from £102) are the preferred hotels.
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Which hotels in Windsor County are worth visiting for their spa experience?
Feel tired from travelling? On the River Inn (from £131), The Pointe at Castle Hill Resort & Spa (from £113) and Woodstock Inn & Resort (from £925) provide highly rated spa services.
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Which hotels in Windsor County have swimming pools?
On the River Inn (from £131), White River Inn & Suites (from £114) and Best Western Springfield Hotel (from £165) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!
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What hotels in Windsor County offer an especially good breakfast ?
Woodstock Inn & Resort (from £925),On the River Inn (from £131) and Holiday Inn Club Vacations MOUNT ASCUTNEY RESORT by IHG (from £170) provide high-quality breakfast. Start your day with a delicious breakfast!
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How to get good deals on hotels in Windsor County?
To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.