Winchester Travel Guide
Tourist Guide




Visit Winchester

The Colonial Hotel
Bathroom should have a safety grab bar in the shower as well as hooks for towels.
Reviewed on 5 Apr 2026

Colonial Motel And Spa
Eletric was out without. Found a note on door at check.in to call and they said no information if reopening. Man was pleasant not his fault he is employee. had to find another place that night. Expedia helped.
Reviewed on 10 Apr 2026

Hampton Inn Brattleboro
Nice
Reviewed on 29 Mar 2026

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

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.
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.
Barden State Wildlife Management Area
Explore the great outdoors at Barden State Wildlife Management Area, a lovely green space in Richmond.



