Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winchester on Hotels.com. These Winchester hotels consistently deliver on comfort, location and traveler experience. Last updated on .
Hotels in Winchester
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Truman Gillet House Bed & Breakfast
Truman Gillet House Bed & BreakfastGranby
9.6 out of 10, Exceptional, (111 reviews)
The price is CNY948
CNY1,052 total
includes taxes & fees
Jun 23 - Jun 24

Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (186 reviews)
The price is CNY1,054
CNY1,212 total
includes taxes & fees
Jun 21 - Jun 22

Hitching Post Country Motel
Hitching Post Country MotelCornwall Bridge
6.8 out of 10, (88 reviews)
The price is CNY880
CNY1,012 total
includes taxes & fees
Jun 21 - Jun 22

Days Inn by Wyndham Torrington
Days Inn by Wyndham TorringtonTorrington
7.4 out of 10, Good, (1,001 reviews)
The price is CNY650
CNY748 total
includes taxes & fees
Jun 29 - Jun 30

Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (54 reviews)
The price is CNY1,305
CNY1,457 total
includes taxes & fees
Jun 22 - Jun 23

Sheraton Hartford Hotel at Bradley Airport
Sheraton Hartford Hotel at Bradley AirportWindsor Locks
9.2 out of 10, Wonderful, (1,003 reviews)
The price is CNY1,509
CNY1,736 total
includes taxes & fees
Jul 2 - Jul 3

PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGETerryville
7.8 out of 10, Good, (195 reviews)
The price is CNY602
CNY693 total
includes taxes & fees
Jun 21 - Jun 22

The Millerton Inn
The Millerton InnMillerton
8.6 out of 10, Excellent, (29 reviews)
The price is CNY1,700
CNY1,923 total
includes taxes & fees
Jun 21 - Jun 22

The Farmington Inn & Suites
The Farmington Inn & SuitesFarmington
8.8 out of 10, Excellent, (1,004 reviews)
The price is CNY929
CNY1,185 total
includes taxes & fees
Jun 21 - Jun 22

Cornwall Inn and Lodge
Cornwall Inn and LodgeCornwall Bridge
9.2 out of 10, Wonderful, (165 reviews)
The price is CNY1,471
CNY1,692 total
includes taxes & fees
Jun 21 - Jun 22

Home2 Suites by Hilton Bristol
Home2 Suites by Hilton BristolBristol
9.6 out of 10, Exceptional, (230 reviews)
The price is CNY1,022
CNY1,175 total
includes taxes & fees
Jul 2 - Jul 3

Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
8.8 out of 10, Excellent, (423 reviews)
The price is CNY711
CNY817 total
includes taxes & fees
Jun 21 - Jun 22

Hampton Inn & Suites Hartford/Farmington
Hampton Inn & Suites Hartford/FarmingtonFarmington
9.0 out of 10, Wonderful, (1,004 reviews)
The price is CNY827
CNY951 total
includes taxes & fees
Jun 29 - Jun 30

The Abner Hotel
The Abner HotelLitchfield Historic District
9.4 out of 10, Exceptional, (68 reviews)
The price is CNY1,657
CNY1,906 total
includes taxes & fees
Jul 12 - Jul 13

The Litchfield Inn
The Litchfield InnLitchfield
9.2 out of 10, Wonderful, (999 reviews)
The price is CNY1,840
CNY2,115 total
includes taxes & fees
Jun 21 - Jun 22

Simsbury Inn
Simsbury InnSimsbury Center
9.2 out of 10, Wonderful, (299 reviews)
The price is CNY1,956
CNY2,397 total
includes taxes & fees
Jun 21 - Jun 22

Simsbury 1820 House
Simsbury 1820 HouseSimsbury Center
9.4 out of 10, Exceptional, (1,000 reviews)
The price is CNY1,618
CNY1,977 total
includes taxes & fees
Jun 21 - Jun 22

Gedney Farm
Gedney FarmGreat Barrington
9.2 out of 10, Wonderful, (137 reviews)
The price is CNY1,255
CNY1,377 total
includes taxes & fees
Jun 24 - Jun 25

The White Hart
The White HartSalisbury
9.8 out of 10, Exceptional, (151 reviews)
The price is CNY2,324
CNY2,672 total
includes taxes & fees
Jun 21 - Jun 22
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.
Go beyond your typical stay in Winchester
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Check out reviews of Winchester hotels guests love

Sheraton Hartford Hotel at Bradley Airport
10/10 Excellent
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