Top Hotels in Windsor County

Explore 184 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

The Shire Woodstock
8.8 (100 reviews)

The Shire Woodstock ★★★

📍 46 Pleasant St, Woodstock

Main and Mountain
9.3 (41 reviews)

Main and Mountain ★★

📍 112 Main Street, Ludlow

"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."

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."

Best Western Springfield Hotel
8.7 (101 reviews)

Best Western Springfield Hotel ★★★

📍 818 Charlestown Rd, Springfield

"Ski essential Twin room suitable for a family"

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."

The Norwich Inn
9.6 (100 reviews)

The Norwich Inn ★★★

📍 325 Main St, Norwich

Hotel Coolidge
8.0 (101 reviews)

Hotel Coolidge ★★★

📍 39 S Main St, White River Junction

"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."

Woodstock Inn & Resort
9.4 (99 reviews)

Woodstock Inn & Resort ★★★★★

📍 14 The Grn, Woodstock

Choose the Perfect Windsor County Stay for Your Travel Needs

Real Traveller Reviews of Windsor County Hotels

8.7
Excellent Community Rating
Real & verified guest reviews from all over the world
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
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
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

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
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
Deer Brook Inn ★★★★
"We had a wonderful 3- night stay at Deer Brook Inn. Our room (#2) was bright, well-appointed, quiet and comfortable. In fact, the same could be said about the entire inn. However, the highest marks should go to owner Carmen, who is warm, friendly, welcoming and communicative. She also makes a very good breakfast!"
★★★★★
2026-07-01
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 ≈ 0.79 USD

💳

Local Payment

Cards/ApplePay/Cash

📱

Connectivity

Verizon/AT&T/T-Mobile

🌡️

Current Weather

Showers

More Information About Windsor County Hotels

Data

Detail

Number of reviews

3,417

Total properties

184

Weekday Avg. Price

S$ 400

Weekend Avg. Price

S$ 450

Trending hotel

Align Inn Vermont

FAQs About Hotels in Windsor County

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