Best Hotels in Windsor County

Explore Windsor County hotels and choose from 176 properties near landmarks, luxury hotels, and top boutiques for the best shopping and dining.

Best Western Springfield Hotel
8.7 (102 reviews)

Best Western Springfield Hotel ★★★

📍 818 Charlestown Rd, Springfield

"Ski essential Twin room suitable for a family"

Woodstock Inn & Resort
9.4 (100 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

"love this place … decor pool pool room lounge childrens play room.  all delighters"

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

"A good local business hotel, the price is a little expensive, it would be better if it was more economical!"

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 Your Perfect Stay in Windsor County by Travel Style

Luxury 6Br Solitude Ge- Indoor Bball Court, Private Tub 6 Bedroom Home by Redawning Hotels in Windsor County

Luxury 6Br Solitude Ge- Indoor Bball Court, Private Tub 6 Bedroom Home by Redawning

White River Inn & Suites Hotels in Windsor County

White River Inn & Suites

"The hotel is quite old, and many facilities need updating, especially the carpets in public areas and elevators, which are very worn."

Echo Lake Inn Hotels in Windsor County

Echo Lake Inn

"Nestled deep in the dense forests of Vermonts green mountains and worlds away from bustling Main streets, packed strip malls and summer highway traffic is Echo Lake Inn, an ode to classic Rockwellian New England beauty with enough of a sense of modernity to appeal to almost anybody. The Inn built in the waning days of the 18th century is full of comfortable areas to relax and celebrate your vacation. A small but fully stocked bar with local beers and wines is adorned with odes to Vermonts history specifically President Calvin Coolidge who is one of the many historical figures who’ve spent time at the Inn throughout the years. The deep cushioned leather chairs and couches offer premium relaxation to enjoy a nightcap to put an exclamation point on a fantastic day. The cavernous basement has, what was during our stay a non functional bar area full of local beer taps not in use. There is a dart board, pool table and an endless supply of board/ card games to relax and waste the day away with. The large and charmingly forward sloped wooden farmers porch is a great place to enjoy your morning coffee overlooking the thick forest and nearby black brook that flows into the pristine reflective echo lake for which the Inn is named If wasting away the day playing games or taking in the scenery isn’t your speed then there is plenty of hiking trails, golf, paddle board and kayaking right by the Inn. And of course during the winter months the Inn is in the shadow of Okemo mountain, one of Vermonts premier ski resorts. Modern amenities include a hot tub in a nearby small pool house that comfortably fits four to six, and sits adjacent to a tennis/pickleball court As for my personal experience I showed up on a Friday afternoon with a group of nine for a ****** Mystery experience. This event brought about 60 visitors to the inn and despite the onslaught of seemingly never needing guest arrivals the staff didn’t miss a beat along the way. Never once did we feel the staff was inattentive or that the experience wasn’t enjoyable despite the ever increasing crowd. During this time of year (early June) a lot of the downtown area is shut down or on limited and restricted hours so the Inn became our sanctuary. All of our needs were at worst met, and far often exceeded. John, the Inn owner and his staff were absolutely amazing. Simply singing the praises of the staff on a review board would not do them the justice they deserve. I’d advise anybody who makes this area of the Green Mountains a destination to come to the Echo Lake Inn. It was old world hospitality and charm that kept everybody happy and made just another weekend into an unforgettable experience that myself and my friends will treasure. I would be remiss if I didn’t mention the Inns most popular employee the lovable and accommodating She Ra. A sweetheart of a dog that makes all guests feel at home."

Golden Stage Inn Hotels in Windsor County

Golden Stage Inn

"Our favorite inn! Our family of 4 has been coming annually for 11 years each winter to ski at nearby Okemo. Julie and Mike are wonderful hosts. Rooms are lovely and spotless. Breakfasts are delicious and creative. Cookies and hot apple cider after skiing and if you are lucky to stay here on a Saturday- Mike’s chocolate cake. Really, the best. Highly recommended!"

Guest Reviews on Windsor County Hotels

8.5
Excellent Community Rating
Real & verified guest reviews from around 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

CN Guest User

Traveling with friends
The Pointe at Castle Hill Resort & Spa ★★★
"Suitable for skiing, very close to Okemo. Facilities: Basic, just enough for a bed. Environment: Not many restaurants nearby, so bring your own. The hotel is very expensive; a simple meal will cost over $50."
★★★★★
2025-11-29
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
H

US Hwan Ok

Family
Holiday Inn Express & Suites WHITE RIVER JUNCTION by IHG ★★★
"The experience at the Holiday Inn on April 11th was the worst. As soon as we checked in and entered the room, it was as hot as if we had stepped into a sauna. The room temperature gauge showed 82 degrees, and despite our attempts to lower it, the room kept getting hotter, making it difficult to even breathe. Unable to bear it any longer, I called the front desk, only to be told that the heating system was broken and they couldn't adjust the room temperature. If the hotel's most important facility, the HVAC system, was broken, it is the duty of the front desk to inform guests upon check-in. However, nobody informed us of such, and the room was unbearably hot, making it impossible to stay. We spent the night with windows open, wearing t-shirts, unable to get any sleep. By morning, all three of us in the family had high fevers, swollen throats, and found it difficult to swallow.If such a critical HVAC system failure occurred in the hotel, they should have informed guests first upon check-in and asked whether they still wanted to proceed with their stay. I am very angry and disappointed, and I strongly desire to receive credit for this matter."
★★★★★
2024-04-13
F

FeliciaDawn

Couple
Main and Mountain ★★
"The place was clean and newly remodeled. Bed was comfortable. Not impressed with it overall, however, and we didn't feel comfortable. The biggest problem was self checkin. Lacking a feel of hospitality. It was rather sad. Drab colors inside and out. A bit more color and flair needed. Need to add some appealing artwork to the walls. The one piece there didn't enhance the room. TV channels impossible to access. The common room was a little far away, upstairs and down the hall and more....but we did use the microwave to cook the food we brought. It just felt inadequate overall, but we wish the proprietors well."
★★★★★
2025-09-13
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 ★★★★
"Great Inn. We had been before and have come back because it is such a terrific experience. We've come to the Inn to ski at Okemo (which is 25mins away driving, very easy). The owners and staff are fantastic. The public areas and the rooms are super cozy. And the food (breakfast is included, dinner is charged apart) is awesome. Highly recommend it."
★★★★★
2026-03-10

Windsor County Travel Information

Power Plug & Voltage

120V/Type A/B

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Exchange Rate

1 CAD ≈ 0.72 USD

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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

3,381

Total properties

176

Weekday Avg. Price

CAD 442

Weekend Avg. Price

CAD 500

Trending hotel

Align Inn Vermont

FAQs About Hotels in Windsor County

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