Winchester Hotels
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Winchester
Family friendly
Check prices for these dates
Our top choices for Winchester hotels
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Great Place!!!"
page
The price is P6,468
P7,439 total
includes taxes & fees
Jun 4 - Jun 5
Truman Gillet House Bed & Breakfast
Truman Gillet House Bed & BreakfastGranby
9.6 out of 10, Exceptional, (109 reviews)
"Very nice and comfortable place to stay. I’d definitely return. Breakfast was great."
Lawrence
The price is P8,625
P9,573 total
includes taxes & fees
Jun 2 - Jun 3
Home2 Suites by Hilton Bristol
Home2 Suites by Hilton BristolBristol
9.6 out of 10, Exceptional, (224 reviews)
"Great place for a quick family getaway!!"
Rosemary
The price is P11,027
P12,681 total
includes taxes & fees
Jun 1 - Jun 2
PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGETerryville
7.6 out of 10, Good, (192 reviews)
"Clean"
Young Hwan
The price is P5,483
P6,305 total
includes taxes & fees
May 31 - Jun 1
Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (183 reviews)
"beautiful inn"
Maura
The price is P9,592
P11,031 total
includes taxes & fees
May 31 - Jun 1
Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (50 reviews)
"My favorite place to stay! Always comfortable and breakfast was great."
Allison
The price is P11,879
P13,269 total
includes taxes & fees
May 31 - Jun 1
Hitching Post Country Motel
Hitching Post Country MotelCornwall Bridge
6.8 out of 10, (87 reviews)
"A little dated but clean.
A room for the night for when I race at lime rock"
William
The price is P8,009
P9,210 total
includes taxes & fees
Jun 4 - Jun 5
Days Inn by Wyndham Torrington
Days Inn by Wyndham TorringtonTorrington
7.4 out of 10, Good, (1,002 reviews)
"Rooms were fresh and clean, staff is very friendly and accommodating!"
Amanda
The price is P6,180
P7,106 total
includes taxes & fees
Jun 22 - Jun 23
The Abner Hotel
The Abner HotelLitchfield Historic District
9.4 out of 10, Exceptional, (65 reviews)
"This is my litchfield go to spot. The location is spectacular the staff is so friendly and professional the rooms are comfortable and well appointed. Breakfast is not to be missed and the restaurant is comfortable savvy . The rooftop is amazing (when open). "
laura
The price is P11,505
P13,230 total
includes taxes & fees
Jun 29 - Jun 30
The Farmington Inn & Suites
The Farmington Inn & SuitesFarmington
8.8 out of 10, Excellent, (1,001 reviews)
"Clean, friendly, accommodating"
Dianne E.
The price is P7,875
P10,118 total
includes taxes & fees
Jun 7 - Jun 8
Extended Stay America Suites Hartford Farmington
Extended Stay America Suites Hartford FarmingtonFarmington
8.0 out of 10, Very Good, (1,000 reviews)
"Good coffee at breakfast. "
Janet
The price is P6,730
P7,739 total
includes taxes & fees
Jun 7 - Jun 8
Simsbury 1820 House
Simsbury 1820 HouseSimsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"Awesome r[m, nice breakfast, excellent staff!"
Julie
The price is P8,563
P10,910 total
includes taxes & fees
Jun 9 - Jun 10
Cornwall Inn and Lodge
Cornwall Inn and LodgeCornwall Bridge
9.2 out of 10, Wonderful, (164 reviews)
"A charming stopover on our weekend travels. Small, quiet and lovely. Nice conversation with the host over breakfast too."
Janice
The price is P13,035
P14,991 total
includes taxes & fees
May 31 - Jun 1
Avon Old Farms Hotel
Avon Old Farms HotelAvon
8.4 out of 10, Very Good, (1,002 reviews)
"Just all around wonderful stay. Very quiet and comfortable."
Grady
The price is P8,563
P11,193 total
includes taxes & fees
May 31 - Jun 1
Hampton Inn & Suites Hartford/Farmington
Hampton Inn & Suites Hartford/FarmingtonFarmington
9.0 out of 10, Wonderful, (1,002 reviews)
"Clean room, great pool area, good breakfast options."
Monica
The price is P10,294
P11,838 total
includes taxes & fees
Jun 11 - Jun 12
The Millerton Inn
The Millerton InnMillerton
8.4 out of 10, Very Good, (28 reviews)
"We had a beautiful experience, staff was very accommodating."
Bernadette
The price is P15,469
P17,499 total
includes taxes & fees
May 31 - Jun 1
DoubleTree by Hilton Hotel Bristol, Connecticut
DoubleTree by Hilton Hotel Bristol, ConnecticutBristol
9.0 out of 10, Wonderful, (1,002 reviews)
"Great place"
Karuna
The price is P10,420
P11,983 total
includes taxes & fees
Jun 21 - Jun 22
Gedney Farm
Gedney FarmGreat Barrington
9.2 out of 10, Wonderful, (137 reviews)
"Had a great stay. Beautiful location."
Joan
The price is P11,427
P12,535 total
includes taxes & fees
Jun 10 - Jun 11
Fairfield Inn & Suites by Marriott Plainville
Fairfield Inn & Suites by Marriott PlainvillePlainville
8.4 out of 10, Very Good, (982 reviews)
"its was nice and cozy, the Amenities was also good. breakfast was on point and delicious, yummy .Rooms was a lil small but convenient. plenty of parking and being that it was next to the hwy, made it in my opinion, ideal. i would definitely stay there again."
edgardo
The price is P7,516
P8,643 total
includes taxes & fees
Jun 10 - Jun 11
Sheraton Hartford Hotel at Bradley Airport
Sheraton Hartford Hotel at Bradley AirportWindsor Locks
9.2 out of 10, Wonderful, (1,001 reviews)
"Very convenient to airport when you have an early flight to catch. Parking safe and easy as well."
Danielle
The price is P15,647
P17,995 total
includes taxes & fees
Jun 28 - Jun 29
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Winchester attractions
More cheap stays in Winchester
Days Inn by Wyndham Torrington
492 East Main St Torrington CT
The price is P6,180 per night from Jun 22 to Jun 23
P6,180
P7,106 total
Jun 22 - Jun 23
includes taxes & fees
7.4/10 Good! (1,002 reviews)
