Windham County Hotels

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Where to stay in Windham County

Great weekend hotel deals in Windham County, VT

Showing deals for:Jun 6 - Jun 8

Top hotels in Brattleboro

Top hotels in Wilmington

Top hotels in West Dover

Top hotels in Stratton

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
7.4/10 Good! (898 reviews)
Vantage Point Villas at Stratton Mountain Resort

Vantage Point Villas at Stratton Mountain Resort

3 out of 5

Find out more about Windham County

Find out more about Windham County

What's Windham County like?

Windham County is a family-friendly place known for its restaurants. Enjoy winter fun such as skiing and snowboarding. Nature lovers can visit Brattleboro Common and Hogback Mountain Conservation Area. While you're here, stop by Townshend State Park and Yellow Barn.

Where are the best places to stay in Windham County?

Here are our travelers' top 5 places to stay in Windham County:

Vikings Villages , in Brattleboro

  • Free parking • Free WiFi • Rooftop terrace • Garden • Attentive staff

Deerhill Inn, in West Dover

West Dover adults-only B&B with bar
  • Free breakfast • Free parking • Free WiFi • Outdoor pool • Attentive staff

Farm Road Estate, in West Dover

Mountain West Dover hotel with bar
  • Free parking • Free WiFi • Restaurant • Outdoor pool • Attentive staff

Deerfield Valley Inn, in West Dover

West Dover B&B in mountains
  • Free parking • Free WiFi • Garden

Colonel Williams Inn, in Brattleboro

  • Free breakfast • Free parking • Free WiFi • Terrace • Attentive staff

What is there to see around Windham County?

  • The Putney School (5.1 mi/8.3 km from the city center)
  • Landmark College (7.3 mi/11.7 km from the city center)
  • New England Center for Circus Arts (9.3 mi/15 km from the city center)
  • Brattleboro Common (10.1 mi/16.3 km from the city center)
  • Latchis Theatre (10.5 mi/16.9 km from the city center)

What is there to do around Windham County?

  • Yellow Barn (6.8 mi/11 km from the city center)
  • Brattleboro Country Club (8.6 mi/13.9 km from the city center)
  • Brattleboro Bowl (8.9 mi/14.3 km from the city center)
  • Tasha Tudor Museum (9.5 mi/15.3 km from the city center)
  • Brattleboro Farmers' Market (9.8 mi/15.7 km from the city center)

Other Popular Windham County Attractions

  • Plummer's Sugar House
  • Lake Raponda
  • Vermont Marketplace
  • Jamaica State Park
  • South Main Street