Winchester, CT
Travel Guide
Visit Winchester

The Farmington Inn & Suites
"Everything was first rate: the hotel, staff, room, breakfast"
Reviewed on Jun 18, 2026

Avon Old Farms Hotel
"Just love this place. So quiet and comfortable."
Reviewed on Jun 18, 2026

Delamar West Hartford
"Beautiful hotel, lovely staff. Car service to a local restaurant was a great benefit."
Reviewed on Jun 20, 2026

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
"Could not have been more relaxing or enjoyable."
Reviewed on Oct 14, 2025

Lakefront Summer Stunner in New England Just 2 Hours From NYC
"This is my third time staying here and the hosts made a special last minute accomodation for me. I cannot say enough good things about the hosts, the home, the location and the peaceful surroundings!"
Reviewed on Jun 3, 2026

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
"House was perfect for the occasion. Attended a family wedding in the area. Had three generations stay at the house and entertained extended family as well."
Reviewed on Jun 2, 2026
Popular places to visit
Rowley Fields
Explore the great outdoors at Rowley Fields, a lovely green space in Winchester.
Laurel Lanes
You can enjoy the entertainment at Laurel Lanes during your trip to Winchester. Take in the live music in this relaxing area.
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.
Walker Field
Explore the great outdoors at Walker Field, 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
- Lake Compounce
- Lime Rock Park
- Elizabeth Park
- Lake Waramaug State Park
- Ski Butternut
- Mohawk Mountain Ski Area
- New England Air Museum
- Kent Falls State Park
- Otis Reservoir
- Warner Theater
- Taconic State Park
- St. Joseph College
- Harlem Valley Rail Trail
- Music Mountain
- Northwest Park
- Holley-Williams House Museum
- Bloomfield Crossing




