Winchester
Travel Guide
Visit Winchester
The Colonial Hotel
625 Betty Spring Road Gardner MA
Book a stay at this business-friendly hotel in Gardner. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,001 reviews)
Friendly staff, clean room, gym and poll area.
Reviewed on Feb 4, 2026
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
The price is CA $168 per night from Mar 1 to Mar 2
CA $168
CA $185 total
Mar 1 - Mar 2
includes taxes & fees
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. ...
8.4/10 Very Good! (760 reviews)
Nice location… clean room! Breakfast was not appetizing…
Reviewed on Jan 29, 2026
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
The price is CA $156 per night from Mar 1 to Mar 2
CA $156
CA $171 total
Mar 1 - Mar 2
includes taxes & fees
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 ...
8.2/10 Very Good! (940 reviews)
Recently renovated room
Reviewed on Jan 27, 2026
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.
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
Townshend VT
Book a stay at this family-friendly vacation home in Townshend. Enjoy free WiFi, private pools, and a garden. Popular attractions Townshend State Park and Townshend ...
10/10 Exceptional! (62 reviews)
The home was as pictured. Great space to host larger groups of people
Reviewed on Nov 17, 2025
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Wilmington VT
Stay at this cottage in Wilmington. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions The Art of Humor Gallery and Lake Raponda ...
8.8/10 Excellent! (45 reviews)
Everything was very nice and welcoming in the cottage- exactly what we were looking for.
Reviewed on Jan 15, 2026
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC
Townshend VT
Stay at this vacation home in Townshend. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Townshend State Park and Moore Free Library are ...
10/10 Exceptional! (9 reviews)
Julie was wonderful, quick to respond and very helpful. The house itself was perfect for a long ski weekend with my family. Plenty of space for the kids to have fun in the basement while the adults kicked back upstairs. The view, the decor, everything was marvelous. Also, one of the best stocked ...
Reviewed on Jan 4, 2026
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.
Popular places to visit
New England Sweetwater Farm & Distillery
You can take time to visit New England Sweetwater Farm & Distillery during your travels to Winchester. While you're in the area, stroll along the lakeside.
Barden State Wildlife Management Area
Explore the great outdoors at Barden State Wildlife Management Area, a lovely green space in Richmond.
Richmond Town Hall
After visiting Richmond Town Hall, make a plan to see the other sights and activities in Richmond.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to Richmond.
Winchester Speedpark
You can take time to visit Winchester Speedpark during your travels to Winchester. While you're in the area, stroll along the lakeside.
Cass Pond
Commune with nature and explore the great outdoors at Cass Pond during your travels in Richmond.
