Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winchester
Sheraton Hartford Hotel at Bradley Airport
1 Bradley International Airport Windsor Locks CT
Fully refundableReserve now, pay when you stay
The price is 7.366.240 ₫ per night from 8 Jun to 9 Jun
7.366.240 ₫
8.471.176 ₫ total
8 Jun - 9 Jun
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
I had issues with the toilet. It would not flush every time it was used. It seemed that the water would work in it occasionally.
Reviewed on 7 May 2026
Hampton Inn & Suites Hartford/Farmington
301 Colt Hwy Farmington CT
Fully refundableReserve now, pay when you stay
The price is 3.334.188 ₫ per night from 25 May to 26 May
3.334.188 ₫
3.834.382 ₫ total
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
Both were great!! Just what we were hoping for when we booked our stay
Reviewed on 4 May 2026
Avon Old Farms Hotel
279 Avon Mountain Rd Avon CT
Fully refundableReserve now, pay when you stay
The price is 3.656.812 ₫ per night from 17 May to 18 May
3.656.812 ₫
4.780.164 ₫ total
17 May - 18 May
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
The breakfast buffet was lovely. Our concern was that all guests are charged an additional $20/day for amenities. We were there on a Monday overnight. The restaurant was closed, the pub was closed, the pool table room was closed, the pool wasn't open yet for the season and there wasn't any special ...
Reviewed on 5 May 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
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.
Laurel Lanes
You can enjoy the entertainment at Laurel Lanes during your trip to Winchester. Take in the live music in this relaxing area.
