Winchester, CT
Travel Guide
Visit Winchester
Sheraton Hartford Hotel at Bradley Airport
1 Bradley International Airport Windsor Locks CT
$229 nightly
The price is $263 total per night from Jan 30 to Jan 31
$263 total
Jan 30 - Jan 31
Total with taxes and fees
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,013 reviews)
I arrived at 2 am and front desk was able to get me into a room at a great rate so I could get a few hours of sleep. Thank you!
Reviewed on Jan 4, 2026
Extended Stay America Suites Hartford Farmington
1 Batterson Park Rd Farmington CT
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Feb 2 to Feb 3
$92 total
Feb 2 - Feb 3
Total with taxes and fees
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (999 reviews)
Great place.
Reviewed on Jan 2, 2026
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
$123 nightly
The price is $142 total per night from Jan 20 to Jan 21
$142 total
Jan 20 - Jan 21
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! (1,000 reviews)
Always cozy with lovely staff. The pet-friendly rooms are great. Love the breakfast and the afternoon cookies/tea!
Reviewed on Jan 2, 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.
Lakefront Escape on Highland
Winchester CT
Stay at this vacation home in Winsted. Enjoy laundry facilities and air conditioning. Popular attractions The Marina at Highland Lake and Winchester Historical ...
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Ski Butternut and Lake Buel are located ...
10/10 Exceptional! (28 reviews)
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 Oct 20, 2025
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
Barkhamsted CT
Stay at this vacation home in Barkhamsted. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Canton Land Conservation Trust and Joan Kenney ...
10/10 Exceptional! (7 reviews)
Denis, our host, was very helpful and responsive. The house was very nice, all updated and nicely designed. The hot tub was great as well. Lots of space for our family of 4 to spread out. We will definitely be back again in the future! Highly recommend it!
Reviewed on Jan 10, 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.
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.
Ledgebrook Plaza
You can enjoy retail therapy at Ledgebrook Plaza during your stay in Winchester.
Northwestern Connecticut Community College Library
After visiting Northwestern Connecticut Community College Library, make a plan to see the other sights and activities 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.
- Winchester Historical Society
- Ski Butternut
- Mohawk Mountain Ski Area
- Lime Rock Park
- Lake Compounce
- Elizabeth Park
- Warner Theater
- Lake Waramaug
- Taconic State Park
- Kent Falls State Park
- Ski Sundown
- Mohawk Mountain State Forest
- The Christmas Shop
- Lake Waramaug State Park
- St. Joseph College
- Blue Back Square
- American School for Deaf
