Winchester Hotels

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Our top choices for Winchester hotels

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"Excellent stay "
United States
Suzanne
The price is P9,411
P11,844 total
includes taxes & fees
Jan 12 - Jan 13
Simsbury 1820 House

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,001 reviews)
"I love this hotel. Beds are so comfy, showers are hot with great water pressure, large bathrooms, nice amenities, friendly staff. "
United States
Ann
The price is P7,044
P9,393 total
includes taxes & fees
Jan 19 - Jan 20
Avon Old Farms Hotel

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (102 reviews)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is P8,296
P9,209 total
includes taxes & fees
Jan 12 - Jan 13
Truman Gillet House Bed & Breakfast

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,000 reviews)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is P5,383
P6,191 total
includes taxes & fees
Jan 22 - Jan 23
Days Inn by Wyndham Torrington

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (921 reviews)
"The room was very clean, and the check-in staff was very courteous."
United States
Kristin
The price is P6,222
P7,155 total
includes taxes & fees
Jan 29 - Jan 30
Fairfield Inn & Suites by Marriott Plainville

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"Love the inn"
United States
Donna
The price is P5,867
P7,769 total
includes taxes & fees
Jan 11 - Jan 12
The Farmington Inn & Suites

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is P6,215
P7,147 total
includes taxes & fees
Jan 22 - Jan 23
Locust Tree Bed and Breakfast LLC

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)
"Amazing stay"
United States
Marquise
The price is P9,055
P10,413 total
includes taxes & fees
Feb 8 - Feb 9
DoubleTree by Hilton Hotel Bristol, Connecticut

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (166 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is P9,728
P11,187 total
includes taxes & fees
Jan 12 - Jan 13
Blackberry River Inn

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (275 reviews)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is P10,601
P12,191 total
includes taxes & fees
Jan 22 - Jan 23
Interlaken Inn & Resort

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"It was great, clean, friendly!!"
United States
Stacey
The price is P7,240
P8,326 total
includes taxes & fees
Jan 31 - Feb 1
Hampton Inn & Suites Hartford/Farmington

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (421 reviews)
"Love the hotel "
United States
Carmen
The price is P7,505
P8,631 total
includes taxes & fees
Jan 25 - Jan 26
Residence Inn by Marriott Hartford Avon

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,003 reviews)
"it’s just a very moderate place to stay"
United States
suzanne
The price is P4,426
P5,090 total
includes taxes & fees
Jan 11 - Jan 12
Extended Stay America Suites Hartford Farmington

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (134 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 P10,979
P12,044 total
includes taxes & fees
Jan 22 - Jan 23
Gedney Farm

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,002 reviews)
"Clean room, great staff and overall warm atmosphere."
United States
Gavrosh
The price is P17,400
P20,899 total
includes taxes & fees
Jan 25 - Jan 26
Delamar West Hartford

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1,001 reviews)
"Everything from reservation to check-in. Room cleanliness and dining room selections were excellent."
United States
Ken
The price is P7,715
P8,873 total
includes taxes & fees
Feb 6 - Feb 7
Homewood Suites by Hilton Hartford-Farmington

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (155 reviews)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is P12,525
P14,403 total
includes taxes & fees
Jan 22 - Jan 23
Cornwall Inn and Lodge

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (968 reviews)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is P13,841
P15,918 total
includes taxes & fees
Jan 13 - Jan 14
The Litchfield Inn

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,000 reviews)
"So convenient for early departures, great rooms and friendly staff."
United States
Mark
The price is P13,570
P15,606 total
includes taxes & fees
Jan 30 - Jan 31
Sheraton Hartford Hotel at Bradley Airport

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (180 reviews)
"Clean room, great staff"
United States
Tamiya
The price is P7,704
P8,859 total
includes taxes & fees
Jan 25 - Jan 26
Home2 Suites by Hilton Bristol
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 The Farmington Inn & Suites. 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. Simsbury 1820 House and Mayflower Inn & Spa, Auberge Collection 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 Highland Lake, Burr Pond State Park, and The Marina at Highland Lake. A couple of additional sights to add to your agenda are Winchester Historical Society and Platt Hill State Park. 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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