Find hotels in Winchester, CT from ₩154,400
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
Home2 Suites by Hilton Bristol
Home2 Suites by Hilton BristolBristol
9.6 out of 10, Exceptional, (222 reviews)
"Great place for a quick family getaway!!"
Rosemary
The price is ₩247,351
₩284,453 total
includes taxes & fees
Jun 3 - Jun 4
Days Inn by Wyndham Torrington
Days Inn by Wyndham TorringtonTorrington
7.4 out of 10, Good, (1,000 reviews)
"Rooms were fresh and clean, staff is very friendly and accommodating!"
Amanda
The price is ₩152,219
₩175,052 total
includes taxes & fees
May 27 - May 28
The Abner Hotel
The Abner HotelLitchfield Historic District
9.4 out of 10, Exceptional, (65 reviews)
"This is a gem of a place. I have stayed at the abner many times and am delighted to say it is always a treat. The hotel is warm charming sparkling clean and perfectly located with shopping and dining just outside your doors. The rooms are comfortably appointed with all the extras of a posh stay . The breakfast is a must and don’t skip the frittata. Dinner is a cozy culinary experience with an ample menu to cover many tastes but dine exquisitely. If open do not miss out on the rooftop lounge...
laura
The price is ₩283,391
₩325,896 total
includes taxes & fees
Jun 22 - Jun 23
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 ₩211,197
₩234,429 total
includes taxes & fees
May 24 - May 25
Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
Debra
The price is ₩158,398
₩182,158 total
includes taxes & fees
Jun 3 - Jun 4
Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (49 reviews)
"the breakfast is from heaven. the house is beautiful. love the stay."
Catherine
The price is ₩290,818
₩324,843 total
includes taxes & fees
Jun 4 - Jun 5
Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (181 reviews)
"Breakfast was great"
Archna
The price is ₩236,273
₩271,714 total
includes taxes & fees
May 25 - May 26
PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGETerryville
7.6 out of 10, Good, (192 reviews)
"Clean"
Young Hwan
The price is ₩134,261
₩154,400 total
includes taxes & fees
May 25 - May 26
Hampton Inn & Suites Hartford/Farmington
Hampton Inn & Suites Hartford/FarmingtonFarmington
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean room, great pool area, good breakfast options."
Monica
The price is ₩235,939
₩271,327 total
includes taxes & fees
Jun 4 - Jun 5
Simsbury 1820 House
Simsbury 1820 HouseSimsbury Center
9.2 out of 10, Wonderful, (1,001 reviews)
"Awesome r[m, nice breakfast, excellent staff!"
Julie
The price is ₩209,688
₩267,163 total
includes taxes & fees
May 25 - May 26
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 ₩157,628
₩181,272 total
includes taxes & fees
May 31 - Jun 1
Gedney Farm
Gedney FarmGreat Barrington
9.2 out of 10, Wonderful, (137 reviews)
"Had a great stay. Beautiful location."
Joan
The price is ₩234,566
₩257,318 total
includes taxes & fees
May 25 - May 26
The Farmington Inn & Suites
The Farmington Inn & SuitesFarmington
8.8 out of 10, Excellent, (1,003 reviews)
"Older buildings but clean and well maintained. Breakfast was good, staff was friendly."
Linda
The price is ₩223,405
₩283,088 total
includes taxes & fees
Jun 1 - Jun 2
The Millerton Inn
The Millerton InnMillerton
8.4 out of 10, Very Good, (26 reviews)
The price is ₩378,796
₩428,514 total
includes taxes & fees
Jun 3 - Jun 4
Hitching Post Country Motel
Hitching Post Country MotelCornwall Bridge
6.8 out of 10, (86 reviews)
"A little dated but clean.
A room for the night for when I race at lime rock"
William
The price is ₩196,112
₩225,529 total
includes taxes & fees
Jun 1 - Jun 2
Avon Old Farms Hotel
Avon Old Farms HotelAvon
8.4 out of 10, Very Good, (1,002 reviews)
"Great place to stay"
Linda
The price is ₩209,688
₩274,103 total
includes taxes & fees
Jun 1 - Jun 2
Cornwall Inn and Lodge
Cornwall Inn and LodgeCornwall Bridge
9.2 out of 10, Wonderful, (161 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
Tracy
The price is ₩319,209
₩367,090 total
includes taxes & fees
Jun 1 - Jun 2
Fairfield Inn & Suites by Marriott Plainville
Fairfield Inn & Suites by Marriott PlainvillePlainville
8.4 out of 10, Very Good, (976 reviews)
"Pool was cold and not a lot of great breakfast options other than that amazing stay "
Ayanna
The price is ₩172,994
₩198,943 total
includes taxes & fees
May 28 - May 29
DoubleTree by Hilton Hotel Bristol, Connecticut
DoubleTree by Hilton Hotel Bristol, ConnecticutBristol
9.0 out of 10, Wonderful, (1,000 reviews)
"Great place"
Karuna
The price is ₩243,785
₩280,353 total
includes taxes & fees
Jun 7 - Jun 8
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
Top Winchester Hotel Reviews
Homewood Suites by Hilton Hartford-Farmington
8/10 Good
More cheap stays in Winchester
Days Inn by Wyndham Torrington
492 East Main St Torrington CT
The price is ₩152,219 per night from May 27 to May 28
₩152,219
₩175,052 total
May 27 - May 28
includes taxes & fees
7.4/10 Good! (1,000 reviews)
