Winchester Hotels

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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 P7,477
P8,599 total
includes taxes & fees
Feb 28 - Mar 1
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 P6,355
P7,308 total
includes taxes & fees
Mar 4 - Mar 5
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 P13,615
P16,914 total
includes taxes & fees
Feb 28 - Mar 1
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 P12,171
P13,996 total
includes taxes & fees
Mar 4 - Mar 5
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 P7,592
P8,731 total
includes taxes & fees
Mar 5 - Mar 6
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 P8,531
P10,805 total
includes taxes & fees
Mar 3 - Mar 4
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)
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is P5,427
P6,241 total
includes taxes & fees
Mar 1 - Mar 2
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 P10,669
P11,704 total
includes taxes & fees
Mar 2 - Mar 3
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 P5,829
P6,704 total
includes taxes & fees
Mar 20 - Mar 21
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 P17,543
P21,170 total
includes taxes & fees
Mar 2 - Mar 3
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 P8,715
P10,022 total
includes taxes & fees
Mar 19 - Mar 20
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 P4,771
P5,487 total
includes taxes & fees
Mar 26 - Mar 27
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 P4,601
P5,292 total
includes taxes & fees
Feb 28 - Mar 1
PLYMOUTH MOTOR LODGE

Troutbeck

Troutbeck
5.0 star property
Amenia
The price is P31,635
P38,088 total
includes taxes & fees
Mar 12 - Mar 13
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 P10,301
P11,847 total
includes taxes & fees
Mar 3 - Mar 4
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 P8,053
P8,938 total
includes taxes & fees
Feb 28 - Mar 1
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 P7,774
P8,940 total
includes taxes & fees
Mar 22 - Mar 23
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 P17,219
P20,667 total
includes taxes & fees
Mar 8 - Mar 9
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 P11,088
P12,386 total
includes taxes & fees
Mar 3 - Mar 4
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 P7,075
P8,136 total
includes taxes & fees
Mar 21 - Mar 22
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 traveler data. Other good choices for your visit to 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! You'll find that most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, it might still be possible to cancel it and be given 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 wired internet access. Avon Old Farms Hotel and Simsbury 1820 House are two additional hotels with an onsite pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester are sure to find plenty to explore and enjoy. In Winchester, there are 17 hotels and other accommodations to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Favorite 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 agenda are Platt Hill State Park and Ledgebrook Plaza. Check out what more to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

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