Windham County Travel Guide

Vermont

A wooden covered bridge over a river with stone walls on either side.
A frozen lake with people fishing and walking around.
A wooden cabin with a stone tower, surrounded by snow-covered ground and trees.
A red covered bridge with a sign indicating a legal load limit of 16,000 pounds.
A covered bridge over a river, surrounded by snow-covered landscape and trees.

Popular cities in Windham County

A snow-covered road winding through a forested area with buildings and mountains in the background.
West Dover
Known for Skiing, Mountains and Hiking
Come to West Dover and enjoy its skiing, mountain views and sports.

Reasons to visit

  • Mount Snow
  • Seasons Ski Lift
A calm lake reflecting a forest with autumn foliage.
Brattleboro
Known for Shopping, Skiing and Entertainment
Explore Brattleboro: its monuments, skiing, theatre and more!

Reasons to visit

  • The Stone Church
A restaurant named 'Dot's Restaurant' with a porch and flower boxes.
Wilmington
Known for Skiing, Mountains and Rivers
Come to quaint Wilmington and enjoy its beer, mountain views and festivals.

Reasons to visit

  • South Main Street
A mountainous landscape with autumn foliage and a lake.
Stratton
Known for Mountains, Skiing and Small town
Escape to romantic Stratton! Enjoy its skiing, mountain views and bars.

Reasons to visit

  • Stratton Mountain Resort
A rural landscape with rolling hills, a winding road, and autumn-colored trees.
Whitingham
Known for Wineries and Natural parks
Love wineries and parks? Get away to Whitingham!
A snow-covered landscape with a bench and trees.
Londonderry
Known for Friendly people, Skiing and Mountains
Upscale Londonderry is calling! Discover its mountain views, skiing, adventures and more.

Stay near popular Windham County attractions