Winchester, CT
Travel Guide
Visit Winchester

The Farmington Inn & Suites
Farmington Inn is quaint and has a mature person feel. The room was older and smelled like a nursing home yet it was clean and served the purpose. There was a small laundry room fire while we were there. Luckily, I was in my room and evacuated me and my dog safely. I questioned if they would have ...
Reviewed on May 7, 2026

Sheraton Hartford Hotel at Bradley Airport
Clean and Convenient
Reviewed on May 12, 2026

Hampton Inn & Suites Hartford/Farmington
This was a wonderful place to stay! It was clean and the staff couldn’t have been any nicer. The breakfast selection was great. Definitely would stay here again if our travels bring us back to the area.
Reviewed on May 12, 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

Linny’s Lake House with dock
From the beginning the host was in communication and welcoming. When I had questions, they responded in minutes. They provided a link to their hosting site that included local information. The house is in a residential area in a rural community that's only 20 minutes from Springfield MA and close ...
Reviewed on Apr 20, 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.
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.
The Marina at Highland Lake
Explore the waterfront in Winchester with a trip to The Marina at Highland Lake.
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
- Kent Falls State Park
- Ski Butternut
- New England Air Museum
- St. Joseph College
- Lake Waramaug
- Mohawk Mountain State Forest
- Taconic State Park
- Otis Reservoir
- Infinity Music Hall and Bistro




