Search Deals onWindham County Vacation Packages
Windham County Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Mountain Lodge at Okemo
Clock Tower Base Area
per person
Sep 6 - Sep 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
The Shire Woodstock
per person
Sep 6 - Sep 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.
Winterplace at Okemo
Clock Tower Base Area
per person
Sep 6 - Sep 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Solitude Village at Okemo
Clock Tower Base Area
per person
Sep 6 - Sep 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Jackson Gore Village
Jackson Gore Base Area
per person
Sep 6 - Sep 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.
Modern & Updated Winterplace 3br- Sleeps 12 3 Bedroom Condo by RedAwning
Okemo Village
per person
Sep 6 - Sep 11
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3.5-star golf condo in Ludlow. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Okemo Mountain Resort and Black Ridge Ski Lift are located nearby.
5-7 Night Vacations in Windham County
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Windham County
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
The Putney Inn
57 Putney Landing Rd, Putney, VT
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Save an average of 15% on thousands of hotels when you're signed in
Latchis Hotel
50 Main Street, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Covered Bridge Inn
1043 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Mountaineer Inn
270 Handle Rd, West Dover, VT
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Mount Snow Grand Summit Resort
89 Grand Summit Way, West Dover, VT
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$346 Roundtrip, found 1 hour ago
$346
Roundtrip
found 1 hour ago
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$356 Roundtrip, found 1 hour ago
$356
Roundtrip
found 1 hour ago
Thu, Sep 4 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$376 Roundtrip, found 3 days ago
$376
Roundtrip
found 3 days ago
Thu, Sep 4 - Thu, Sep 11
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$380 Roundtrip, found 1 day ago
$380
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Brattleboro Vacations
- West Dover Vacations
- Stratton Vacations
- Londonderry Vacations
- Putney Vacations
- Jamaica Vacations
- Grafton Vacations
- Bellows Falls Vacations
- Newfane Vacations
- Whitingham Vacations
- West Wardsboro Vacations
- Wardsboro Vacations
- South Londonderry Vacations
- West Townshend Vacations
- Jacksonville Vacations
- East Dover Vacations