Best Hotels in Windham County

Explore Windham County hotels and choose from 199 properties near landmarks, luxury hotels, and top boutiques for the best shopping and dining.

The Inn at Mount Snow
9.9 (50 reviews)

The Inn at Mount Snow ★★

📍 401 Vermont Rte 100, West, West Dover

The Hermitage Inn Vermont
8.6 (10 reviews)

The Hermitage Inn Vermont ★★★★

📍 25 Handle Rd, Dover

"Exceptional staff and property. Very Accommodating and they care about their guests."

Grand Summit Resort
8.6 (99 reviews)

Grand Summit Resort ★★★

📍 89 Grand Summit Way, Dover

"Beautiful place. The hotel was fantastic - clean, in the middle of the nature and hikes, close to restaurants. I liked the warmed pool outside."

Otherland Hotel
9.6 (47 reviews)

Otherland Hotel ★★

📍 1086 Vermont Route 30, Newfane

Big Bears Lodge
8.6 (53 reviews)

Big Bears Lodge ★★★

📍 344 Route 100, Dover

Four Columns Inn
9.6 (46 reviews)

Four Columns Inn ★★★

📍 21 West St, Newfane

"Our original overnight reservation was in August, but my mother-in-law passed unexpectedly. I e-mailed Four Columns Inn who allowed us to reschedule to a later date in November which we did, also adding a second night stay. The Inn was spotless, all the staff extremely friendly and helpful, and dinner both nights was beyond our expectations! I had the salmon and steak frites, and my wife the chicken marsala. We also had breakfast at the Inn on the Sunday of our departure. The new owners have "raised the bar" with customer service and with the restaurant. I cannot say enough positive comments about Bridget, the Inn manager who always checked on us to assure our stay was the best possible."

Colonial Motel and Spa
6.2 (46 reviews)

Colonial Motel and Spa ★★★

📍 889 Putney Rd, Brattleboro

"Old, tired, dirty motel with cluttered junk everywhere. Check-in area and dining area have not been updated for many years. Pool looks like it’s been unused for years. Parking is remote and seems unsafe. Definitely a place to avoid."

Kitzhof Inn Vermont
9.4 (83 reviews)

Kitzhof Inn Vermont ★★

📍 332 Route 100, Dover

Doveberry Inn
8.4 (238 reviews)

Doveberry Inn ★★★

📍 284 Vermont 100, Dover

"The hotel is centrally located in the middle of Dover VT. Lots of shops and restaurants nearby. Plus, it’s located right in the center of skying area, lots to do around. Our room was on the second floor, very simple, nothing fancy but big and very clean. Nice balcony overlooking the hotel grounds and mountains. Continental breakfast was simple not many choices. It could be so much nicer with just simple adjustments and better presentation. Breakfast just looked like an afterthought not much effort on this area. Communication with the staff was very clear and precise. You check in yourself, there is no reception, just go into your rooms. Plenty of signs and information are available in the public area of the hotel. Looking for a simple economic stay, this will be fine."

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Guest Reviews on Windham County Hotels

7.4
Excellent Community Rating
Real & verified guest reviews from around the world
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bluetiana

Other
The Hermitage Inn Vermont ★★★★
"What a lovely restaurant experience! Besides having a delicious menu including the fantastic Halibut, it was super family friendly. Great choices on kids menu. The atmosphere was very relaxing with a live singer and fire pit glowing."
★★★★★
2026-08-23
G

US Guest User

Family
Grand Summit Resort ★★★
"Great location, stayed out of season so very quiet. Loved the outdoor hot tub and fire pit. Will look forward to returning in the snow!"
★★★★★
2023-12-17
G

Guest User

Other
Four Columns Inn ★★★
"My husband and I stayed here Valentine's Day weekend and we couldn't have asked for a nicer place! The Inn is gorgeous with rooms decorated old style but upgraded with gas fireplaces (some rooms have them) and comfy beds and walk in showers. The staff was so nice and helpful and the tavern and restaurant is beautiful with farmhouse style decor, lighting and a huge fireplace. They had live music on Saturday and we ate there again on Sunday (there are not too many restaurants to eat in Newfane, but we liked our two dinners at 1882 tavern in the B & B). It was very romantic, quiet and exactly what we were looking for! We would definitely stay again when we go back to Vermont."
★★★★★
2026-02-18
G

Guest User

Other
Colonial Motel and Spa ★★★
"We booked a room here and oh boy were we dead wrong….we didn’t actually stay the night because the minute we saw the place we pulled our reservation…there’s homeless drug addicted zombies everywhere….the weird Indian guys running the place are about as useful as a football bag….the two we met behind the front desk were yammering into cell phones, rude and creepy…the place smelled like a soiled diaper and was filthy…and this is the front desk area…within seconds we left…we’re lucky we did t get bugs…DO NOT stay here…I’m pretty sure it’s a glorified crack house and shooting gallery."
★★☆☆☆
2026-06-22
G

Guest User

Couple
Doveberry Inn ★★★
"We chose the Doveberry because it had good reviews but I think those reviewers must have pretty low standards. On the plus side the bedding and sanitary ware were clean and it’s in a great location. But overall the room felt grubby & tired and despite paying the going rate for a decent hotel this was run with minimal overheads. No hotel staff as such, just a local who pops in (he was very friendly and helpful), the continental breakfast was laid out to help yourself (no one visible) - grocery store bags of bagels, paper plates and plastic cutlery that you throw away into a big black trash bin afterwards and paper cups filled pre-made waffle mix (presumably one cup per guest). On the second morning there was no breakfast at all and we had to find somewhere else. We contacted the hotel owner but no reply."
★★★★☆
2023-10-15
G

Guest User

Other
Inn on Putney Road ★★★★
"My husband and I have stayed at the Inn on Putney Road twice. Both times were lovely stays and we would definitely stay there again if we venture up to that area again. The inn itself is in an old house with a history and stories to tell. The innkeepers have found a way to blend the historic character with modern convenience. The breakfasts at the inn are always delicious, freshly made, with healthy fresh locally sourced food. They alternate days between sweet and savory meals. I am pretty sure they can accommodate special dietary needs or preferences if you let them know in advance. The staff justly pride themselves on providing every guest with a wonderful experience. The inn is also conveniently located whether you are staying in Brattleboro or exploring southern Vermont. Walkable in town and drive able to many attractions in the area."
★★★★★
2026-09-06
G

US 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
G

Guest User

Other
Long Trail House Condominiums at Stratton Mountain Resort ★★★
"Couldn’t get my room above 68 degrees. Balcony doors had visible gaps causing cold Air to blow into room. In-room coffee maker had old grounds still in there. Gross. So figured I’d wait until 7 am when coffee is supposed to be served in lobby. It’s now 7:30 and nothing."
★★★★☆
2026-03-13

Windham County Travel Information

⚡

Power Plug & Voltage

120V/Type A/B

💵

Exchange Rate

1 CAD ≈ 0.70 USD

💳

Local Payment

Cards/ApplePay/Cash

📱

Connectivity

Verizon/AT&T/T-Mobile

🌡️

Current Weather

Mostly cloudy

More Information About Windham County Hotels

Key Info

Details

Number of reviews

3,248

Total properties

199

Weekday Avg. Price

CAD 379

Weekend Avg. Price

CAD 448

Trending hotel

Long Trail House Condominiums at Stratton Mountain Resort

FAQs About Hotels in Windham County

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