Winchester
Travel Guide




Visit Winchester

The Colonial Hotel
Was able to check in quick and easy. Staff was very friendly and helpful. Room was spacious, comfortable and clean! Pool & hot tub was a great place to unwind and very clean
Reviewed on 12 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
The breakfast was not very good.
Reviewed on 12 Apr, 2026

InnSeason Resorts Pollard Brook
Unit was dated but clean. Staff was very friendly and helpful. Amenities ie: pool, hot tubs and gym were excellent. Great location.
Reviewed on 12 Apr, 2026

Bluegreen Vacations South Mountain, an Ascend Collection Resort
Great stay! Very clean, bed was super comfortable. Only disappointment was the unit didn’t have an oven. I did learn after checking in, you need to request it.
Reviewed on 7 Apr, 2026

Nordic Village Resort
Great place to stay!
Reviewed on 12 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.
