Visit Winchester
The Colonial Hotel
Nice and quiet. Friendly desk staff. It was nice to have a restaurant on site, but breakfast should start earlier than 8.
Reviewed on 8 Dec 2025
The Covered Bridge Inn
Room very nice, comfortable clean
Reviewed on 29 Nov 2025
Hampton Inn & Suites Greenfield
Lovely night.
Reviewed on 10 Dec 2025
Historic Home w/ Modern Updates on < 4 Acres
Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors.
Reviewed on 25 Oct 2025
Popular places to visit
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.
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.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to Richmond.
Loring Field
Explore the great outdoors at Loring Field, a lovely green space in Winchester. While you're in the area, stroll along the lakeside.
Richmond Wildlife Manangement Area
Explore the great outdoors at Richmond Wildlife Manangement Area, a lovely green space in Richmond.
Conant Public Library
After visiting Conant Public Library, make a plan to see the other sights and activities in Winchester. While you're in the area, stroll along the lakeside.
- Green Mountain National Forest
- Keene State College
- Connecticut River
- Northfield Mount Hermon School
- Landmark College
- Spofford Lake
- Historic Deerfield Village
- Bridge of Flowers
- Monadnock State Park
- Franklin Pierce University
- Pack Monadnock Mountain
- Brattleboro Farmers' Market
- Crumpin-Fox Golf Club
- The Winchendon School