Visit Winchester
The Colonial Hotel
Clean room pool was cold.
Reviewed on 29 Nov 2025
Hampton Inn & Suites Greenfield
Staff was friendly, room was very nice and really appreciate the breakfast.
Reviewed on 25 Nov 2025
Hampton Inn Brattleboro
Everything was very nice. I was checked in at the desk by "Jolene" who was cordial, friendly, and welcoming. The room was very clean and it was very quiet. The breakfast in the morning was excellent as was the coffee station. I do miss the little snack bag at the front desk where we could grab 'n ...
Reviewed on 20 Nov 2025
Beautiful Custom Built Timber Frame Home, Sleeps 11
My family had a wonderful time at the house. We gathered in the very spacious beautiful living room by the fire in the evenings and played games. The kitchen was well stocked, spacious and comfortable to move around in. We loved playing ping pong in the downstairs room. Everyone slept great as the ...
Reviewed on 26 Oct 2025
FaLL Western Mass Getaway-Airhockey-Firepit
We love the layout and the beautiful chalkboard of activities and places to see. Great decor and furnishings. We had a lot of fun on the air hockey table and love the cozy fun kitchen area.
Reviewed on 28 Oct 2025
Secluded waterfront 2-bedroom / 2 bath on private 152 acre Sportsman's Pond.
It was a lovely stay! Lake is beautiful and the house is cozy.
Reviewed on 16 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.
