Winchester
Travel Guide




Visit Winchester

The Colonial Hotel
"Very helpful staff."
Reviewed on 27 May, 2026

Hampton Inn Brattleboro
"This is the best option in the area and we are big fans of the Hilton family of hotels (we stay there exclusively when this is an option). Everything was as expected for a Hampton Inn, including the workout room, layout of the room, and amenities. Five stars for pillows, hot water, and lack of noise. ..."
Reviewed on 26 May, 2026

Latchis Hotel
"Unique hotel. Very quiet - helpful staff though would’ve appreciated a paper receipt at checkout."
Reviewed on 26 May, 2026

InnSeason Resorts Pollard Brook
"The unit was beautiful and perfect for our stay!"
Reviewed on 25 May, 2026

Nordic Village Resort
"Very nice and lovely areas to get away for the weekend👍"
Reviewed on 25 May, 2026

Bluegreen Vacations South Mountain, an Ascend Collection Resort
"We love it there. So convenient to loon mountain and it’s a very comfortable accommodation!"
Reviewed on 21 May, 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.
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 Wildlife Manangement Area
Explore the great outdoors at Richmond Wildlife Manangement Area, a lovely green space in Richmond.
Bennett Gorge
You can take time to visit Bennett Gorge during your travels to Richmond.
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.
