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Hotels in Windsor County

Top Hotels in Windsor County

Explore 177 Windsor County hotels and find the perfect stay, from landmark locations and luxury hotels to boutiques with convenient access to top attractions.

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

1 night S$ 175
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The Shire Woodstock
8.8 (100 reviews)

The Shire Woodstock ★★★

📍 46 Pleasant St, Woodstock

1 night S$ 274
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Main and Mountain
9.3 (42 reviews)

Main and Mountain ★★

📍 112 Main Street, Ludlow

"Stayed here with our two kids for one night while looking at real estate in the area. Nicely updated and modern room. Email sent with check in codes for door made virtual check in a breeze. Excellent location. Able to walk to dinner and breakfast. Nice bath products as well. Highly recommend."

1 night S$ 241
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Align Inn Vermont
9.0 (102 reviews)

Align Inn Vermont ★★

📍 5817 Woodstock Rd, Quechee

"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."

1 night S$ 157
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Best Western Springfield Hotel
8.7 (101 reviews)

Best Western Springfield Hotel ★★★

📍 818 Charlestown Rd, Springfield

"Ski essential Twin room suitable for a family"

1 night S$ 196
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Jackson Gore Village on Okemo Mountain
8.5 (100 reviews)

Jackson Gore Village on Okemo Mountain ★★★

📍 111 Jackson Gore Rd, Ludlow

"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."

1 night S$ 251
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The Norwich Inn
9.6 (100 reviews)

The Norwich Inn ★★★

📍 325 Main St, Norwich

1 night S$ 266
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Hotel Coolidge
8.0 (100 reviews)

Hotel Coolidge ★★★

📍 39 S Main St, White River Junction

"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"

1 night S$ 178
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Woodstock Inn & Resort
9.4 (99 reviews)

Woodstock Inn & Resort ★★★★★

📍 14 The Grn, Woodstock

1 night S$ 676
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Choose the Perfect Windsor County Stay for Your Travel Needs

Castle Hill Resort and Spa Hotels in Windsor County

Castle Hill Resort and Spa

"We had a small wedding at the Castle. The location was beautiful and very private. Lisa Cormier was an amazing wedding coordinator. She accommodated our group which included babies, toddlers, pre-teens, teens, and my 95 year old grandmother. She was very responsive and made everything perfect. I couldn’t have done it without her. Fonze, the chef, provided one of the best meals I’ve ever had. We will definitely be back for dinner. Even with the menu being fine dining, the portions are very generous and all of our guests loved it. Our waitstaff, Kelly and her counterpart (didn’t catch her name) were also amazing! They provided everything we needed with quick service. They were so kind and patient, especially with all the kids being there. The hotel manager, Andy, is very welcoming and accommodating. The rooms are very clean and provided everything we needed and we were asked if we needed anything extra. The hotel has beautiful grounds and is well maintained. Beautiful scenery for all the photos! 10/10 would recommend."

S$ 292 Detail ➡
Castle Hill Resort Condo 5 Mi to Slopes at Okemo! Hotels in Windsor County

Castle Hill Resort Condo 5 Mi to Slopes at Okemo!

Detail ➡
The Weston Hotels in Windsor County

The Weston

S$ 573 Detail ➡
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Super 8 by Wyndham White River Junction Hotels in Windsor County

Super 8 by Wyndham White River Junction

"Clean, close to attractions, and with plenty of restaurants nearby."

S$ 120 Detail ➡
Woodbridge Inn Bed & Breakfast Hotels in Windsor County

Woodbridge Inn Bed & Breakfast

"My boyfriend and I had a wonderful stay at the Woodbridge Inn during our trip to Vermont for a wedding. It was the perfect place to stay—lovely breakfasts and a very welcoming atmosphere. We couldn’t have asked for a better experience! Thank you"

S$ 562 Detail ➡
The Quechee Inn at Marshland Farm Hotels in Windsor County

The Quechee Inn at Marshland Farm

S$ 200 Detail ➡
The Jackson Hotels in Windsor County

The Jackson

S$ 260 Detail ➡
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The Hartness House Hotels in Windsor County

The Hartness House

S$ 204 Detail ➡
Stone Hearth Inn and Eatery Hotels in Windsor County

Stone Hearth Inn and Eatery

S$ 267 Detail ➡
Comfort Inn Hotels in Windsor County

Comfort Inn

"Generally speaking, the hygiene is average, and there is always a musty smell in the room."

S$ 205 Detail ➡
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views Hotels in Windsor County

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

S$ 1,752 Detail ➡
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Real Traveller Reviews of Windsor County Hotels

8.4
Excellent Community Rating
Real & verified guest reviews from all over the world
S

Stefan J

Couple
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."
★★★★★
2026-07-06
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

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
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
_

_fengsuixindong_

Family
Hotel Coolidge ★★★
"A century-old store, you can personally feel the centuries-old vicissitudes of the building. The price is the cheapest nearby. If you want to experience the country style, you can try it. If you are used to staying in domestic luxury hotels, it is not recommended to come here. I saw the bearded man at the front desk saying enthusiastically to every guest who checked in: Oh, a very good discount price."
★★★★★
2023-10-11
G

Guest User

Other
The Inn at Weathersfield ★★★★
"We were looking for a place in Southern Vermont to chill for a while. I googled and found this hideaway gem. At first when we arrived we were a little early and were told to come back at 3pm. No problem, rules are rules. We came back and were greeted by Peter Ivanov who gave us the background of The Inn at Weathersfield. We were shown to our room on the second floor, a little more history and cookies 🍪 for a treat. We had dinner reservations for 6:30 and were told they would be very busy on this Friday evening. Again we went to the dining area and continued to the bar, were Peter was now the bartender. We were amazed at his skills and knowledge of mixology as we waited to be seated. We were seated by Ivan Ivanov, Peter's brother and co-owner. The choices on the menu were wonderful and visually appealing as well as very delicious 😋. Our meals and conversations with Ivan and Peter and others on the staff were outstanding 👏. Well done. As we found the Inn by chance, we highly recommend it and hope others find it as enjoyable as we did. BTW, the restaurant was very busy that Friday night and must have quite a reputation by the locals and well as travelers like us. Enjoy, we did. Thank you Peter and Ivan for your hospitality."
★★★★★
2026-05-20
G

CN Guest User

Family
Holiday Inn Express & Suites WHITE RIVER JUNCTION by IHG ★★★
"Quiet, convenient, breakfast is not bad"
★★★★★
2025-08-18
E

Elizabeth S

Couple
Deer Brook Inn ★★★★
"We wanted a quiet two nights away during the window between leaf peeping and ski season. Deer Brook was the perfect solution. The hosts Carmen and Chris have created a warm welcoming environment with just the right amount of interaction. A simple text to Carmen for needs and questions. Delicious well-presented breakfasts, afternoon hot cider or cocoa, comfortable living room area with fireplace, and climate-controlled rooms (my husband is always cold). Easy ride to the Woodstock sights. The snow flurries stopped us from using the firepit and sauna, but we walked in the woods at the nearby National Park (buildings still closed due to government shut down). We recommend the Deer Brook Inn to anyone looking for a classic B & B experience. We will be back!!"
★★★★★
2025-11-15
G

Guest User

Family
White River Inn & Suites ★★
"It was the worse hotel ever I experienced"
★★★★☆
2026-05-16

Windsor County Travel Information

⚡

Power Plug & Voltage

120V/Type A/B

💵

Currency

1 SGD ≈ 0.78 USD

💳

Local Payment

Cards/ApplePay/Cash

📱

Connectivity

Verizon/AT&T/T-Mobile

🌡️

Current Weather

Cloudy

More Information About Windsor County Hotels

Data

Detail

Number of reviews

3,360

Total properties

177

Weekday Avg. Price

S$ 409

Weekend Avg. Price

S$ 462

Trending hotel

Align Inn Vermont

FAQs About Hotels in Windsor County

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