Find hotels in Winchester, CT from ฿2,859

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Our top choices for Winchester hotels

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (83 reviews)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is ฿4,039
฿4,645 total
includes taxes & fees
28 Feb - 1 Mar
Hitching Post Country Motel

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (785 reviews)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is ฿3,433
฿3,948 total
includes taxes & fees
5 Mar - 6 Mar
Americas Best Value Inn Torrington CT

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (288 reviews)
"Great stay, location, and service!!"
United States
Joey
The price is ฿7,355
฿9,137 total
includes taxes & fees
28 Feb - 1 Mar
Simsbury Inn

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (157 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
United States
Tracy
The price is ฿6,575
฿7,561 total
includes taxes & fees
28 Feb - 1 Mar
Cornwall Inn and Lodge

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (194 reviews)
"Clean room, great staff"
United States
Tamiya
The price is ฿4,104
฿4,719 total
includes taxes & fees
8 Mar - 9 Mar
Home2 Suites by Hilton Bristol

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is ฿4,602
฿5,829 total
includes taxes & fees
3 Mar - 4 Mar
Simsbury 1820 House

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,000 reviews)
"Very respectable staff and clean environment "
United States
Hannah
The price is ฿2,879
฿3,311 total
includes taxes & fees
8 Mar - 9 Mar
Days Inn by Wyndham Torrington

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (135 reviews)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is ฿5,764
฿6,323 total
includes taxes & fees
3 Mar - 4 Mar
Gedney Farm

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (940 reviews)
"Rooms were clean and staff was courteous. "
United States
Keith
The price is ฿3,407
฿3,918 total
includes taxes & fees
8 Mar - 9 Mar
Fairfield Inn & Suites by Marriott Plainville

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is ฿9,477
฿11,436 total
includes taxes & fees
10 Mar - 11 Mar
The Old Inn On The Green

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
"clean room, quiet overnight, great hot tub "
United States
MELANIE
The price is ฿4,715
฿5,422 total
includes taxes & fees
8 Mar - 9 Mar
DoubleTree by Hilton Hotel Bristol, Connecticut

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1,001 reviews)
"Great deal in the Hartford area. Large room, comfy bed and super nice people. Very convenient to I 95"
United States
Patricia
The price is ฿2,574
฿2,960 total
includes taxes & fees
26 Mar - 27 Mar
Extended Stay America Suites Hartford Farmington

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (182 reviews)
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
United States
David
The price is ฿2,486
฿2,859 total
includes taxes & fees
8 Mar - 9 Mar
PLYMOUTH MOTOR LODGE

Troutbeck

Troutbeck
5.0 star property
Amenia
The price is ฿17,090
฿20,576 total
includes taxes & fees
12 Mar - 13 Mar
Troutbeck

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (284 reviews)
"Great"
United States
Jorge
The price is ฿5,565
฿6,400 total
includes taxes & fees
8 Mar - 9 Mar
Interlaken Inn & Resort

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (104 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is ฿4,350
฿4,829 total
includes taxes & fees
28 Feb - 1 Mar
Truman Gillet House Bed & Breakfast

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (425 reviews)
"Love the hotel "
United States
Carmen
The price is ฿4,200
฿4,829 total
includes taxes & fees
8 Mar - 9 Mar
Residence Inn by Marriott Hartford Avon

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,000 reviews)
"Clean room, great staff and overall warm atmosphere."
United States
Gavrosh
The price is ฿9,284
฿11,143 total
includes taxes & fees
8 Mar - 9 Mar
Delamar West Hartford

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is ฿5,990
฿6,691 total
includes taxes & fees
8 Mar - 9 Mar
Wilder House Berkshires

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"Very comfortable room, very nice staff. Breakfast was great. "
United States
Michael
The price is ฿3,824
฿4,397 total
includes taxes & fees
21 Mar - 22 Mar
Hampton Inn & Suites Hartford/Farmington
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.
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Frequently asked questions

What's the best place for a stay in Winchester?
Sheraton Hartford Hotel at Bradley Airport, located 21.9 mi (35.2 km) from the heart of Winchester, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Extended Stay America Suites Hartford Farmington and Hampton Inn & Suites Hartford/Farmington. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What are some hotels with pools in Winchester?
Hampton Inn & Suites Hartford/Farmington: Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel and Simsbury 1820 House are two additional hotels with an on-site pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester will definitely find plenty to explore and enjoy. In Winchester, there are 17 hotels and other accommodation options to choose from. Find out more about Winchester.
What should I see while I'm in Winchester?
Favourite places to visit include The Marina at Highland Lake, Highland Lake and Burr Pond State Park. A couple of additional sights to add to your itinerary are Platt Hill State Park and Ledgebrook Plaza. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the seasonal weather in Winchester?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 15 cm of snowfall.