Best Hotels in Windham County

Explore Windham County from hotels near iconic landmarks, popular shopping streets, and top dining spots.

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

📍 1186 Putney Rd, Brattleboro
★★ 8.3 (101 reviews)

"Central location for the places which I planned to visit."

The Wilmington Inn

The Wilmington Inn

📍 41 W Main St, Wilmington
★★★ 9.6 (52 reviews)

Hampton Inn Brattleboro

Hampton Inn Brattleboro

📍 1378 Putney Rd, Brattleboro
★★ 8.2 (101 reviews)

"The room is very small, and the service is not good. Even though I have already paid for the room, they actually charged a deposit of 300 USD per room, saying that it will be refunded after leaving the hotel. Half a month has passed, and there is no news. I do not recommend staying here."

The Putney Inn

The Putney Inn

📍 57 Putney Landing Rd, Putney
★★ 8.4 (100 reviews)

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT

📍 1254 Putney Rd, Brattleboro
★★ 6.0 (96 reviews)

Holiday Inn Express & Suites BRATTLEBORO by IHG

Holiday Inn Express & Suites BRATTLEBORO by IHG

📍 100 Chickering Dr, Brattleboro
★★★ 9.0 (106 reviews)

"I found that the hotel has a two-bedroom room type and chose it immediately. It feels worth staying. Family outings are two big and two small, and everyone sleeps well in two bedrooms. The room was clean, hygienic and quiet. It is the same for breakfast every day, the basic bagels+ coffee is full, but the omelet for breakfast is very good. Hotel service staff are very nice. It is worth staying."

Four Columns Inn

Four Columns Inn

📍 21 West St, Newfane
★★★ 9.3 (33 reviews)

"We've loved the Four Columns over many years - and our latest visit made us very happy to see it hasn't lost its appeal after some recent changes in ownership. We were lucky to stay in our favorite suite (now named after Tom Cruise), featuring a double-sided fireplace between the very comfortable bedroom and a beautiful bathroom with a wonderful soaking tub. It was nice to be able to enjoy dinner at the 1832 Tavern and head back up to our suite one night, and to venture into nearby Brattleboro for a delicious dinner at Peter Havens another night. The town square is picture-postcard perfect, as is the surrounding area. We enjoyed snowshoeing in nearby Grafton one day - an easy way to get into the countryside. Perhaps best of all is the wonderful staff - with Bridget, the manager, at the top of the list. She could not have been friendlier or more helpful - and the same was true of every other person there."

Colonial Motel and Spa

Colonial Motel and Spa

📍 889 Putney Rd, Brattleboro
★★★ 5.8 (50 reviews)

"NOT SAFE, LOOK ELSEWHERE! A cheaper stay is not worth your safety. We woke up to sounds which we first thought were rats, but quickly realized someone trying to break into our room through a window which was OPENED- no good reason a window should be open in the middle of a Vermont winter. Called the police since the motel lobby is unmanned at night and we didn't feel safe leaving the room at that hour in the night. Other red flags we should have realized sooner: no deadbolt on the front door and people hanging around the parking lot (day and night) who live at the motel"

The Upper Pass Lodge

The Upper Pass Lodge

📍 420 Magic Mountain Access Rd, Londonderry
★★ 8.1 (97 reviews)

"The hotel front desk and restaurant waiter are the same person, I don’t know if he is the boss. They were very hospitable and my little daughter also came along to help. I recommend a room with a balcony, on the first floor. The leaves opposite are red, which is very beautiful."

Explore Accommodation Types in Windham County

Guest Reviews for Windham County Hotels

8.5
Excellent Traveler Rating
Real & verified guest reviews from around the world
a

anita lui

Family
Comfort Inn & Suites Brattleboro I-91 ★★
"Central location for the places which I planned to visit."
★★★★★
2025-04-23
G

Guest User

Other
Hampton Inn Brattleboro ★★
"Had a nice little stay. They are doing renovations in there so the stairs are blocked off on the ground floor. I prefer to use the stairs. The computer took forever also and I waited upfront for over 30 minutes to check in. Which also was annoying but other than those 2 things. It was nice. The breakfast is always great and the staff were nice!"
★★★★★
2024-12-23
E

Eden0207

Family
Holiday Inn Express & Suites BRATTLEBORO by IHG ★★★
"The hotel is relatively new, with two bedrooms and three very comfortable 5-foot beds. Parking is convenient, and it's the best hotel in the nearby towns. The breakfast is quite generous, with takeout plates and bags provided for those on the go. The cleanliness is excellent, except for the clogged drain, which made showering uncomfortable. The sound of footsteps upstairs is quite noticeable, and the sound of passing cars outside is also quite noticeable, but not very frequent. Overall, it's a good stay."
★★★★★
2025-06-19
A

Alfredlee98324

Couple
Four Columns Inn ★★★
"We had a lovely stay at the Four Columns Inn. This was our second time staying here, and our first under recent, new ownership. We were warmly welcomed upon our arrival and were taken to our suite. We stayed in the “Sting Suite” which is located on the 3rd floor of the front building with columns. The room is nicely decorated, with cathedral ceiling and two sided gas fireplace. The bathroom is spacious with double sinks, hot tub and shower. We appreciated having the mini fridge in the room. The bed was comfortable, a bit softer than we are used to. This room price is very expensive, so to give it more of an upscale feel I would suggest offering bathrobes, plusher towels and finer quality bed linens. For skiing and muddy weather, I would suggest adding a waterproof mat or place to put boots and damp ski gear, as we didn’t want to ruin the nice wooden floors. The inn offers a continental breakfast that includes coffee, tea, juice, limited fruit and pastry. We were disappointed with the selection of pastries and fruit, and felt there could be more variety and home baked options. There are very few places nearby for hot breakfast so being able to get a hot breakfast at the hotel would be my suggestion for a future offerings. We ate dinner at the hotel’s restaurant 1832 Tavern. The restaurant serves tavern food. The food was ok, very basic. Our server was very inexperienced, which led to some disappoint with our meal and dining experience. The manager spoke to us and gave us complementary desert to make up for it. There are very few dining options in Newfane so I hope the restaurant can provide more compelling food options and improve service. Overall our stay was very pleasant and comfortable. The inn is lovely and the staff is kind and helpful. For the new management, I hope these suggestions are helpful."
★★★★★
2025-03-11
G

Guest User

Other
Colonial Motel and Spa ★★★
"I felt unsafe. It was a first floor room with multiple random doors accessing it and I didn’t know where they led to. You could see the doors once had deadbolts that had been ripped off and there were peep holes with toilet paper shoved in them so you couldn’t see into the room! There were questionable guests on the property who I didn’t feel safe around. My parking space backed up to a wooded area with homeless people living behind a dilapidated shed. The room was dirty with wasps flying around it. As a single female traveling by herself I did not feel comfortable staying here. I left immediately, without even requesting a different room since the entire property was like this."
★★☆☆☆
2024-08-15
G

Guest User

Business traveler
The Upper Pass Lodge ★★
"We arrived late but the inn keeper (Vince) was so helpful, understanding and accommodating. Refreshing to find such great service. The room was clean and neat. Quaint little place. Love it! Will recommend 👍🏼"
★★★★★
2025-06-02
F

FiorellaBisetti

Couple
Grand Summit Resort ★★★
"AWESOME PLACE! CLOSE TO EVERYTHING, SHOPS,RESTAURANTS ETC"
★★★★★
2023-09-05
K

Kimberlyn JH

Solo traveler
The Covered Bridge Inn ★★
"Great location and the room is spacious"
★★★★★
2025-09-06
G

Guest User

Other
Blue Gentian Lodge at Magic Mountain ★★
"Comfortable, VERY clean, hospitable! Hot tub was beautiful after a day of skiing, and hot breakfast is perfect before a day of skiing. Cozy and cute. Cannot wait to return. Conveniently located walking distance to Magic Mountain, which has a good restaurant with live music, and another Inn right up the road with a bar and dinner spot. 20 min drive to Okemo."
★★★★★
2025-03-11

Windham County Travel Information

Power Plug & Voltage

120V/Type A/B

💵

Exchange Rate

1 GBP ≈ 1.35 USD

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Local Payment

Cards/ApplePay/Cash

📱

Connectivity

Verizon/AT&T/T-Mobile

🌡️

Current Weather

Showers

More Information About Windham County Hotels

Key Info

Details

Number of reviews

2,978

Total properties

155

Weekday Avg. Price

£184

Weekend Avg. Price

£201

Trending hotel

The Covered Bridge Inn

FAQ – Hotels in Windham County

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