Winchester Travel Guide
Tourist Guide




Visit Winchester

The Colonial Hotel
Comfortable bed, everything was neat and tidy.
Reviewed on 29 Mar 2026

Colonial Motel And Spa
The pictures an description are nothing what is at this motel. The pool was moldy and the kids couldn’t have fun. The room was old, dirty and the door didn’t close.
Reviewed on 3 Apr 2026

Hampton Inn Brattleboro
Nice
Reviewed on 29 Mar 2026

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Cozy and peaceful, just with they had turned the heat up before u got there. It was like 45-50 when I arrived and had to figure out the heating and wait for it to warm up for the first few hours.
Reviewed on 19 Feb 2026

Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min
This place was great. We stayed a week in winter and it was super pretty and was a great house. We loved the fireplace and hot tub and even did some ice fishing. House was super clean and we really appreciated that. Would definitely come back!
Reviewed on 2 Jan 2026

Lovely 2nd Floor Apartment
Beautiful, thoughtful space on a gorgeous piece of property.
Reviewed on 1 Apr 2026
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.
Cass Pond
Commune with nature and explore the great outdoors at Cass Pond during your travels in Richmond.
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.
Richmond Town Hall
After visiting Richmond Town Hall, make a plan to see the other sights and activities in 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.

