Winchester Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Winchester
The Farmington Inn & Suites
827 Farmington Ave Farmington CT
Fully refundableReserve now, pay when you stay
The price is 3.874.536 ₫ per night from 29 Jun to 30 Jun
3.874.536 ₫
4.909.623 ₫ total
29 Jun - 30 Jun
includes taxes & fees
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 Jun 2026
Avon Old Farms Hotel
279 Avon Mountain Rd Avon CT
Fully refundableReserve now, pay when you stay
The price is 3.472.923 ₫ per night from 1 Jul to 2 Jul
3.472.923 ₫
4.568.804 ₫ total
1 Jul - 2 Jul
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Just love this place. So quiet and comfortable."
Reviewed on 18 Jun 2026
Delamar West Hartford
1 Memorial Road West Hartford CT
Fully refundableReserve now, pay when you stay
The price is 8.241.514 ₫ per night from 12 Jul to 13 Jul
8.241.514 ₫
9.872.511 ₫ total
12 Jul - 13 Jul
includes taxes & fees
9.8/10 Exceptional! (1,003 reviews)
"Beautiful hotel, lovely staff. Car service to a local restaurant was a great benefit."
Reviewed on 20 Jun 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
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
You can spend an afternoon studying the exhibits at Winchester Historical Society in Winchester. Take in the live music in this relaxing area.
