Winchester Travel Guide
Tourist Guide
Visit Winchester
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
The price is AU$266 per night from 29 June to 30 June
AU$266
29 June - 30 June
includes taxes & fees
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 clean rooms ...
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 22 June 2026
Avon Old Farms Hotel
279 Avon Mountain Rd Avon CT
The price is AU$248 per night from 1 July to 2 July
AU$248
1 July - 2 July
includes taxes & fees
Stay at this family-friendly hotel in Avon. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the breakfast and the helpful staff in their ...
8.4/10 Very Good! (1,002 reviews)
"We visited for a little Father's Day getaway -- mostly attracted by the outdoor pool. The pool was very large, nicely maintained, and there was plenty of comfortable seating and umbrellas available. The room itself was comfortable - a little dated, but overall clean and spacious. We were on the third ..."
Reviewed on 22 June 2026
Delamar West Hartford
1 Memorial Road West Hartford CT
The price is AU$535 per night from 12 July to 13 July
AU$535
12 July - 13 July
includes taxes & fees
Stay at this spa hotel in West Hartford. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
9.8/10 Exceptional! (1,003 reviews)
"Beautiful hotel, lovely staff. Car service to a local restaurant was a great benefit."
Reviewed on 20 June 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.
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
New Marlborough MA
Stay at this cottage in Great Barrington. Enjoy laundry facilities, patios and in-room washers/dryers. Popular attractions Lake Buel and Les Trois Emme Winery ...
9.2/10 Wonderful! (44 reviews)
"Could not have been more relaxing or enjoyable."
Reviewed on 14 Oct 2025
Lakefront Summer Stunner in New England Just 2 Hours From NYC
Sharon CT
Stay at this holiday home in Sharon. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Veterans Field and Bodhi Tree Gallery are located ...
10/10 Exceptional! (92 reviews)
"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 3 June 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 2 June 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
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
Explore the campus of Northwestern Connecticut Community College during your stay in Winchester.
Walker Field
Explore the great outdoors at Walker Field, a lovely green space in Winchester.
Winchester Historical Society
You can spend an afternoon studying the exhibits at Winchester Historical Society in Winchester. Take in the live music in this relaxing area.
