Winchester, CT
Travel Guide
Visit Winchester

Sheraton Hartford Hotel at Bradley Airport
Easy access to terminal, welcoming & friendly staff, clean room. Always our go to when needed for early departures.
Reviewed on May 3, 2026

Hampton Inn & Suites Hartford/Farmington
Both were great!! Just what we were hoping for when we booked our stay
Reviewed on May 4, 2026

Avon Old Farms Hotel
The breakfast buffet was lovely. Our concern was that all guests are charged an additional $20/day for amenities. We were there on a Monday overnight. The restaurant was closed, the pub was closed, the pool table room was closed, the pool wasn't open yet for the season and there wasn't any special ...
Reviewed on May 5, 2026

Waterfront Cottage at Highland Lake w/dock
Quiet and comfortable! Thank you
Reviewed on Mar 18, 2026

Cozy Cottage-Sunset On The Lake
We enjoyed this cozy cabin very much, the host was attentive, she checked in with us upon our arrival, and answered our questions immediately. Everything was exactly as described. It was the perfect stay for a weekend getaway!
Reviewed on Dec 8, 2025

Beautiful retreat in a lake community to the enjoy the summer season.
Lovely cabin with plenty of space and amenities set in a peaceful wooded area near a lake. Wonderful hosts would highly recommend.
Reviewed on May 3, 2026
Popular places to visit
Highland Lake
Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester.
Northwestern Connecticut Community College
Walk around the campus at Northwestern Connecticut Community College as part of your travels around Winchester.
The Marina at Highland Lake
Explore the waterfront in Winchester with a trip to The Marina at Highland Lake.
Platt Hill State Park
You can take time to visit Platt Hill State Park during your travels to Winchester.
Rowley Fields
Explore the great outdoors at Rowley Fields, a lovely green space in Winchester.
Winchester Historical Society
You can spend an afternoon exploring the galleries in Winchester Historical Society during your trip to Winchester. Take in the live music in this relaxing area.
- Winchester Historical Society
- Lime Rock Park
- Lake Compounce
- Elizabeth Park
- Mohawk Mountain Ski Area
- Lake Waramaug State Park
- Lake Waramaug
- Ski Butternut
- Kent Falls State Park
- St. Joseph College
- New England Air Museum
- Mohawk Mountain State Forest
- Holley-Williams House Museum
- Taconic State Park
- Otis Reservoir
- Warner Theater




