Best Hotels in Windsor County

Explore Windsor County with 163 hotels near iconic landmarks, popular shopping streets, and top dining spots.

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 Jackson
9.6 (100 reviews)

The Jackson ★★★★

📍 43 Senior Lane, Woodstock

Main and Mountain
9.4 (43 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."

The Hartness House
8.2 (68 reviews)

The Hartness House ★★★

📍 109 Front St, Springfield

Stone Hearth Inn and Eatery
9.1 (51 reviews)

Stone Hearth Inn and Eatery ★★

📍 698 Vermont 11, Chester

Woodstock Inn & Resort
9.3 (100 reviews)

Woodstock Inn & Resort ★★★★★

📍 14 The Grn, Woodstock

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

The Pointe at Castle Hill Resort & Spa ★★★

📍 2940 Route 103, Cavendish

"The hot tub was filthy"

Riverfront Home w/ Hot Tub Near Killington Resort
9.1 (1 reviews)

Riverfront Home w/ Hot Tub Near Killington Resort ★★★

📍 145 Mountainside Rd, Bridgewater

Hampton Inn White River Junction
8.5 (100 reviews)

Hampton Inn White River Junction ★★

📍 104 Ballardvale Dr, White River Junction, Hartford

"The room is very clean, the bed is very comfortable, there is a coin-operated washing machine on the second floor, and there are homemade waffles for breakfast. The key is to choose the flavor. I recommend friends to stay here!"

See All Hotels in Windsor County

Guest Reviews for Windsor County Hotels

8.4
Excellent Traveler Rating
Real & verified guest reviews from around the world
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
S

Stefan J

Couple
Main and Mountain ★★
"This is a good place. Very enjoyable stay here in June. Very practical and clean. Nicely appointed room. Modern approaches to keyless entry. Cozy coffee bar. Very pleasant."
★★★★★
2025-06-21
G

XX Guest User

Traveling with friends
The Pointe at Castle Hill Resort & Spa ★★★
"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."
★★★★★
2026-02-07
M

US Mr. SQ

Family
Hampton Inn White River Junction ★★
"The hotel is pretty clean. The room is little bit smaller than expected. The breakfast is refilled quickly but the selection is limited. Overall I would recommend to others."
★★★★★
2026-01-05
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
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
_

_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
A

CN Anonymous User

Family
Comfort Inn ★★
"Generally speaking, the hygiene is average, and there is always a musty smell in the room."
★★★★★
2024-09-09

Windsor County Travel Information

⚡

Power Plug & Voltage

120V/Type A/B

💵

Exchange Rate

1 INR ≈ 0.01 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

3,289

Total properties

163

Weekday Avg. Price

₹ 34,981

Weekend Avg. Price

₹ 40,320

Trending hotel

Align Inn Vermont

FAQ – Hotels in Windsor County

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