Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Save up to 17% by booking Flight + Hotel.

Search 321,000 hotels and 400 airlines worldwide.

Get the price Guarantee available for your trip.


Windham County Vacation Packages

Whether you stay for a weekend or a month, Windham County, in Vermont, United States of America is one of those destinations you'll remember long after the souvenir t-shirt has faded.

This city is situated some 85 miles (137 kilometers) from the state capital of Vermont, Montpelier and about 55 miles (89 kilometers) from Albany.

During winter, enjoy the range of wintersports activities surrounding Windham County. Take the family to Mount Snow, Stratton Mountain Resort or make bookings for Magic Mountain Ski Resort.

A great way to experience age-old traditions and the great outdoors in Windham County is to head to Honora Winery, one of the region’s most visited vineyards. Lovers of fine wine can tour the vineyards and barrel rooms, before savouring the wonderfully crafted wines on offer.

Visit Jacksonville Pond, a special place where both locals and visitors often get away to enjoy the scenery. Follow the water’s edge and discover the local birdlife or merely embrace the unique beauty.

There’s no excuse to neglect your swing when travelling in Windham County; visit Haystack Golf and Country Club, home to the fastest greens, nastiest bunkers and friendliest clubhouse in the area. Grab your favorite five iron and putter and hit the fairways, then finish the day in the clubhouse sharing a cold beer with friendly locals.


Top Hotel Deals

See all 263 Hotels in Windham County
£44
Quality Inn & Conference Center

Quality Inn & Conference Center

1380 Putney Road, Brattleboro
2.8
of 5, from 142 reviews
2.5 out of 5.0

Situated in Brattleboro, this hotel is 0.8 mi (1.3 km) from United States Navy Seabee Bridge and within 3 mi (5 km) of Brattleboro Common and Brattleboro Museum & Art Center. Madame Sherris Castle Ruins and Madame Sherri Forest are also within 6 mi (10 km).

£51
Colonial Motel And Spa

Colonial Motel And Spa

889 Putney Rd, Brattleboro
3.3
of 5, from 227 reviews
3.0 out of 5.0

Located in the heart of Brattleboro, this motel is 0.7 mi (1.1 km) from United States Navy Seabee Bridge and within 3 mi (5 km) of Brattleboro Common and Brattleboro Museum & Art Center. Estey Organ Museum and Vermont Jazz Center are also within 3 mi (5 km).

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

89 Grand Summit Way, West Dover
3.3
of 5, from 3 reviews
0.0 out of 5.0

Set amidst the mountains, this ski-in/ski-out resort in West Dover is within 6 mi (10 km) of Mount Snow and Mount Snow Golf Course and close to winter sports such as snowmobiling. Jacksonville Pond is 14.6 mi (23.5 km) away.

£38
Motel 6 Brattleboro

Motel 6 Brattleboro

1254 Putney Rd, Brattleboro
2.9
of 5, from 70 reviews
2.0 out of 5.0

Situated in Brattleboro, this motel is 0.5 mi (0.8 km) from United States Navy Seabee Bridge and within 3 mi (5 km) of Brattleboro Common and Brattleboro Museum & Art Center. Madame Sherris Castle Ruins and Madame Sherri Forest are also within 3 mi (5 km).

£35
Super 8 Brattleboro

Super 8 Brattleboro

1043 Putney Road, Brattleboro
3.2
of 5, from 138 reviews
2.0 out of 5.0

Situated in Brattleboro, this motel is 0.4 mi (0.7 km) from United States Navy Seabee Bridge and within 3 mi (5 km) of Brattleboro Common and Brattleboro Museum & Art Center. Madame Sherri Forest and Estey Organ Museum are also within 3 mi (5 km).

£96
Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro
4.4
of 5, from 100 reviews
2.5 out of 5.0

Situated in Brattleboro, this hotel is 0.7 mi (1.2 km) from United States Navy Seabee Bridge and within 3 mi (5 km) of Brattleboro Common and Brattleboro Museum & Art Center. Madame Sherris Castle Ruins and Madame Sherri Forest are also within 6 mi (10 km).

£36
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry
4.0
of 5, from 67 reviews
2.5 out of 5.0

Conveniently near skiing facilities, this Londonderry motel is located in the mountains within 3 mi (5 km) of Magic Mountain Ski Resort, Viking Nordic Center, and Lowell Lake State Park. Taylor Farm and Mill Museum are also within 9 mi (15 km).

£76
Latchis Hotel

Latchis Hotel

50 Main Street, Brattleboro
3.9
of 5, from 84 reviews
2.5 out of 5.0

Situated in Brattleboro, this boutique hotel is within a 15-minute walk of Brattleboro Museum & Art Center and Brattleboro Common. Estey Organ Museum and Vermont Jazz Center are also within 1 mi (2 km).

Top Deals on Flights

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.