Winchester Travel Guide
Tourist Guide
Visit Winchester

Sheraton Hartford Hotel at Bradley Airport
Clean room
Reviewed on 26 Dec 2025

Extended Stay America Suites Hartford Farmington
Room was clean, staff were nice.
Reviewed on 19 Dec 2025

The Farmington Inn & Suites
The staff is amazing! So friendly and helpful! Gotta love those afternoon chocolate chip cookies!
Reviewed on 26 Dec 2025

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
The Turning Point stay was excellent in every respect. We had a large group (11) and all had great sleeping locations, some with ensuite bathrooms, all in short distance to them. Kitchen was awesome for large group cooking and service. Nothing lacking! Location great for Great Barrington attractions, ...
Reviewed on 20 Oct 2025

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
The house, location, and amenities were wonderful. My guest and I enjoyed a lovely vacation.
Reviewed on 23 Dec 2025

Cozy Lakefront Bungalow w firepit/dock/kayaks
Pleasant, comfortable, conveniently located. I always appreciate a pet friendly host because they are rare. Easy to communicate with host. Would totally come back!
Reviewed on 27 Dec 2025
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
Explore the campus of Northwestern Connecticut Community College during your stay 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.
Northwestern Connecticut Community College Library
After visiting Northwestern Connecticut Community College Library, make a plan to see the other sights and activities in Winchester.
The Marina at Highland Lake
Explore the waterfront in Winchester with a trip to The Marina at Highland Lake.
American Mural Project
You can spend time browsing the exhibits at American Mural Project during your trip to Winchester.

