Winchester Hotels

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Check prices for these dates

Tonight
7 Apr - 8 Apr
Tomorrow
8 Apr - 9 Apr
This weekend
11 Apr - 13 Apr
Next weekend
18 Apr - 20 Apr

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Top 10 trending Winchester hotels

Sheraton Hartford Hotel at Bradley Airport
Executive lounge

Sheraton Hartford Hotel at Bradley Airport

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Extremely COMFORTABLE BED"
The price is €240
includes taxes & fees
12 Apr - 13 Apr
Sheraton Hartford Hotel at Bradley Airport
Delamar West Hartford
Daily buffet breakfast for a fee

Delamar West Hartford

4.0 star property
9.8 out of 10, Exceptional, (957)
"Fabulous property! Highly recommend!!"
The price is €340
includes taxes & fees
27 Apr - 28 Apr
Delamar West Hartford
Extended Stay America Suites Hartford Farmington
Desk, iron/ironing board, free WiFi

Extended Stay America Suites Hartford Farmington

2.5 star property
8.0 out of 10, Very good, (914)
"Very cute Suite. Limited cook wear available, no extra blanket available, floors were dirty but everything else was clean. "
The price is €99
includes taxes & fees
13 Apr - 14 Apr
Extended Stay America Suites Hartford Farmington
Homewood Suites by Hilton Hartford-Farmington
Exterior

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
8.6 out of 10, Excellent, (957)
"Bathroom was meh… shower was a little clogged so the water wasn’t going down "
The price is €128
includes taxes & fees
14 Apr - 15 Apr
Homewood Suites by Hilton Hartford-Farmington
Hampton Inn & Suites Hartford/Farmington
Exterior

Hampton Inn & Suites Hartford/Farmington

2.5 star property
8.8 out of 10, Excellent, (1006)
"Expedia"
The price is €133
includes taxes & fees
19 Apr - 20 Apr
Hampton Inn & Suites Hartford/Farmington
Fairfield Inn & Suites by Marriott Plainville
Lobby

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
8.6 out of 10, Excellent, (798)
"Great stay. I had my kids with me they loved it"
The price is €120
includes taxes & fees
10 Apr - 11 Apr
Fairfield Inn & Suites by Marriott Plainville
The Farmington Inn & Suites
Staircase

The Farmington Inn & Suites

3.0 star property
8.8 out of 10, Excellent, (1002)
"Beautiful room, so comfortable. Staff is so kind! We came to celebrate our anniversary and it’s been so peaceful and nice. "
The price is €135
includes taxes & fees
18 Apr - 19 Apr
The Farmington Inn & Suites
Avon Old Farms Hotel
Interior

Avon Old Farms Hotel

3.5 star property
8.4 out of 10, Very good, (1005)
"amazing place"
The price is €145
includes taxes & fees
8 Apr - 9 Apr
Avon Old Farms Hotel
Simsbury 1820 House
Front of property

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (951)
"Our room was beautiful and very clean. Loved the four poster bed, the white and blue toile wallpaper, and the numerous windows. The bedroom and bathroom were both a very good size. The continental breakfast offered a selection of coffees and a delicious assortment of breakfast breads, scones and bagels. The sitting room is very charming. Enjoyed our stay and will be returning. "
The price is €183
includes taxes & fees
8 Apr - 9 Apr
Simsbury 1820 House
Simsbury Inn
View from property

Simsbury Inn

3.5 star property
9.2 out of 10, Wonderful, (249)
"Excellent experience. Staff are terrific and it’s a nice and peaceful place to stay. "
The price is €229
includes taxes & fees
8 Apr - 9 Apr
Simsbury Inn
Residence Inn by Marriott Hartford Avon
Seasonal outdoor pool, pool umbrellas, pool loungers

Residence Inn by Marriott Hartford Avon

3.0 star property
8.8 out of 10, Excellent, (378)
"Love the property..Traveled with my family from florida will stay again."
The price is €142
includes taxes & fees
13 Apr - 14 Apr
Residence Inn by Marriott Hartford Avon
Truman Gillet House Bed & Breakfast
Property grounds

Truman Gillet House Bed & Breakfast

3.0 star property
9.6 out of 10, Exceptional, (87)
"It is a very charming place. I would recommend it."
The price is €132
includes taxes & fees
8 Apr - 9 Apr
Truman Gillet House Bed & Breakfast
DoubleTree by Hilton Hotel Bristol, Connecticut
Lobby

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Friendly staff and cleanly rooms. "
The price is €159
includes taxes & fees
21 Apr - 22 Apr
DoubleTree by Hilton Hotel Bristol, Connecticut
Home2 Suites by Hilton Bristol
Exterior

Home2 Suites by Hilton Bristol

3.0 star property
9.6 out of 10, Exceptional, (57)
"Very clean quiet and easy to navigate "
The price is €151
includes taxes & fees
27 Apr - 28 Apr
Home2 Suites by Hilton Bristol
PLYMOUTH MOTOR LODGE
Interior

PLYMOUTH MOTOR LODGE

2.5 star property
7.8 out of 10, Good, (143)
"We needed a last minute place to crash after being at a party and the motel was just perfect. It's no five star resort, but it's clean and the beds are comfortable and we managed to get a good night's sleep. Will definitely be back as we visit the area from time to time."
The price is €84
includes taxes & fees
8 Apr - 9 Apr
PLYMOUTH MOTOR LODGE
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1000)
"Extremely friendly & helpful staff, clean rooms and we always have a great experience when we stay there. "
The price is €92
includes taxes & fees
21 Apr - 22 Apr
Days Inn by Wyndham Torrington
Americas Best Value Inn Torrington CT
Premium bedding, down duvets, Select Comfort beds, in-room safe

Americas Best Value Inn Torrington CT

2.5 star property
5.6 out of 10, (712)
"Nice hotel. "
The price is €116
includes taxes & fees
14 Apr - 15 Apr
Americas Best Value Inn Torrington CT
The Abner Hotel
Bar (on property)

The Abner Hotel

3.0 star property
9.8 out of 10, Exceptional, (10)
"Beautiful rooms"
The price is €332
includes taxes & fees
27 Apr - 28 Apr
The Abner Hotel
The Litchfield Inn
Lobby sitting area

The Litchfield Inn

4.0 star property
9.0 out of 10, Wonderful, (904)
"Relaxing "
The price is €248
includes taxes & fees
16 Apr - 17 Apr
The Litchfield Inn
Mayflower Inn & Spa, Auberge Resorts Collection
Couples treatment room(s), steam room, body treatments, aromatherapy

Mayflower Inn & Spa, Auberge Resorts Collection

5.0 star property
9.2 out of 10, Wonderful, (52)
"Incredible place - will definitely return. "
The price is €891
includes taxes & fees
6 May - 7 May
Mayflower Inn & Spa, Auberge Resorts 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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Learn more about Winchester

Check out the local area in Winchester—home to attractions like Highland Lake and Burr Pond State Park.

See all hotels in Winchester

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 Avon Old Farms Hotel and Extended Stay America Suites Hartford Farmington. See all available top hotels, or vacation rentals in Winchester.

What are some of the best holiday rentals that Winchester has to offer?

Tranquil Litchfield Connecticut Retreat".: This holiday home rental outside of Winchester is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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: Provides a sauna, a seasonal outdoor pool and buffet. Homewood Suites by Hilton 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 Winchester Historical Society. A couple of additional sights to add to your itinerary are Platt Hill State Park and Laurel Lanes. 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.