Winsted, CT
Travel Guide
Visit Winsted
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
$135 nightly
The price is $155 total per night from Jul 2 to Jul 3
$155 total
Jul 2 - Jul 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,006 reviews)
"What more can you say when the general manger checks you in and helps with your bags? Excellent stay all around."
Reviewed on Jun 22, 2026
Avon Old Farms Hotel
279 Avon Mountain Rd Avon CT
$143 nightly
The price is $164 total per night from Jul 2 to Jul 3
$164 total
Jul 2 - Jul 3
Total with taxes and fees
Book a stay at this family-friendly hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,001 reviews)
"Just love this place. So quiet and comfortable."
Reviewed on Jun 18, 2026
Quality Inn Great Barrington
372 Main Street Great Barrington MA
$104 nightly
The price is $116 total per night from Jun 25 to Jun 26
$116 total
Jun 25 - Jun 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,012 reviews)
"Room was clean and comfy except for the window A/C unit which quit working about an hour after we turned it on. Opened the windows later at night which helped some, but not a perfect temperature. Did not try the morning continental breakfast because we slept in too late and had to be home by a certain ..."
Reviewed on Jun 22, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Little Longbow Lakefront Chalet
Becket MA
Book a stay at this family-friendly chalet in Becket. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Pyramid Lake and Jacob's ...
9.8/10 Exceptional! (28 reviews)
"Good location in the berkshires. Property is private and pretty with lots of amenities."
Reviewed on Jun 15, 2026
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Sandisfield MA
Stay at this cabin in Sandisfield. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Otis Ridge and Old Baldy Wildlife Sanctuary are ...
9.6/10 Exceptional! (51 reviews)
"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
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Becket MA
Stay at this cabin in Becket. Enjoy a garden, laundry facilities, and furnished lanais. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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.
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- Winchester Historical Society
- Ames Plaza Shopping Center
- Visit Riverton
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- Visit Colebrook
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- Ski Sundown
- Satan's Kingdom State Recreation Area
- Connecticut Valley Winery
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- Winchester Historical Society
- Lake Compounce
- Lime Rock Park
- Elizabeth Park
- Jacob's Pillow
- Lake Waramaug State Park
- Ski Butternut
- Mohawk Mountain Ski Area
- New England Air Museum
- Kent Falls State Park
- Goose Pond Reservation
- Otis Reservoir
- Warner Theater
- Taconic State Park
- St. Joseph College
- Harlem Valley Rail Trail
- Music Mountain
- Northwest Park
- Lake Waramaug
- Holley-Williams House Museum