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Our top choices for Winchester hotels

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,003 reviews)
"Stay was great! "
United States
Teresa
The price is NZ$564
includes taxes & fees
7 May - 8 May
Sheraton Hartford Hotel at Bradley Airport

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,002 reviews)
"Great overall experience."
United States
Matthew
The price is NZ$639
includes taxes & fees
17 Apr - 18 Apr
Delamar West Hartford

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1,000 reviews)
"Feels like home ! Great experience! "
United States
Yong
The price is NZ$205
includes taxes & fees
30 Apr - 1 May
Extended Stay America Suites Hartford Farmington

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,000 reviews)
"An overall enjoyable stay"
United States
Delroy
The price is NZ$272
includes taxes & fees
26 Apr - 27 Apr
Homewood Suites by Hilton Hartford-Farmington

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,006 reviews)
"Nice clean hotel "
United States
Tiffany
The price is NZ$255
includes taxes & fees
6 May - 7 May
Hampton Inn & Suites Hartford/Farmington

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (958 reviews)
"Average clean rooms, pool small, pizza Resterant good. Staff great at hotel and Resterant. "
United States
Kellie
The price is NZ$223
includes taxes & fees
25 Apr - 26 Apr
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, (1,002 reviews)
"Lovely stay!"
United States
Ilana
The price is NZ$298
includes taxes & fees
6 May - 7 May
The Farmington Inn & Suites

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,003 reviews)
"Beautiful property and complimentary breakfast on the go made our stay memorable, looking to coming back in the future."
United States
Nabonita
The price is NZ$299
includes taxes & fees
18 Apr - 19 Apr
Avon Old Farms Hotel

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,002 reviews)
"The stay was great, very accommodating staff, quaint rooms and lounge area!"
United States
Cathy
The price is NZ$386
includes taxes & fees
15 Apr - 16 Apr
Simsbury 1820 House

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (293 reviews)
"It was a lovely stay. Beautiful room, ideal location, great food, wonderful staff, and festively decorated."
United States
Mary M
The price is NZ$471
includes taxes & fees
3 May - 4 May
Simsbury Inn

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (435 reviews)
"Clean room, friendly staff"
United States
Eric
The price is NZ$298
includes taxes & fees
26 Apr - 27 Apr
Residence Inn by Marriott Hartford Avon

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (105 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is NZ$265
includes taxes & fees
22 Apr - 23 Apr
Truman Gillet House Bed & Breakfast

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,003 reviews)
"Great food"
United States
Ethan
The price is NZ$299
includes taxes & fees
26 Apr - 27 Apr
DoubleTree by Hilton Hotel Bristol, Connecticut

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (213 reviews)
"Great place good people decent breakfast great room service "
United States
JULES
The price is NZ$276
includes taxes & fees
30 Apr - 1 May
Home2 Suites by Hilton Bristol

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (186 reviews)
"Staff was very rude.The owner was very rude.We'll never stay there again"
United States
Jeff
The price is NZ$150
includes taxes & fees
4 May - 5 May
PLYMOUTH MOTOR LODGE

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,004 reviews)
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is NZ$168
includes taxes & fees
19 Apr - 20 Apr
Days Inn by Wyndham Torrington

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (788 reviews)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is NZ$200
includes taxes & fees
18 Apr - 19 Apr
Americas Best Value Inn Torrington CT

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (58 reviews)
"My stay was flawless. From staff to the clean room and comfortable bedding all made for an amazing experience."
United States
Francis
The price is NZ$610
includes taxes & fees
15 Apr - 16 Apr
The Abner Hotel

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (980 reviews)
"Our stay was increidble!"
United States
Deborah
The price is NZ$527
includes taxes & fees
20 Apr - 21 Apr
The Litchfield Inn

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
"Clean room "
United States
Casey
The price is NZ$1,772
includes taxes & fees
6 May - 7 May
Mayflower Inn & Spa, Auberge Collection
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?
The Farmington Inn & Suites, located 20.6 mi (33.1 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 Sheraton Hartford Hotel at Bradley Airport and Delamar West Hartford. See all available top hotels, or vacation rentals in Winchester.
What are some of the best holiday rentals that Winchester has to offer?
4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi: This holiday home rental outside of Winchester is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all 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?
Avon Old Farms Hotel: Offers a sauna, a seasonal outdoor pool and buffet. Hampton Inn & Suites Hartford/Farmington and Fairfield Inn & Suites by Marriott Plainville 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 16 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 Highland Lake, Burr Pond State Park and The Marina at Highland Lake. A couple of additional sights to add to your itinerary are Winchester Historical Society and Platt Hill State Park. 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.

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