Winchester Hotels from S$119

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Check prices for these dates

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6 Jul - 7 Jul
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7 Jul - 8 Jul
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11 Jul - 13 Jul
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18 Jul - 20 Jul

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Top 10 trending Winchester hotels

DoubleTree by Hilton Hotel Bristol, Connecticut
Lobby

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
9.0 out of 10, Wonderful, (1001)
" Very clean. Restaurant in hotel excellent! Quiet at night. "
The price is S$248
includes taxes & fees
13 Jul - 14 Jul
DoubleTree by Hilton Hotel Bristol, Connecticut
Extended Stay America Suites Hartford Farmington
Desk, iron/ironing board, free WiFi, bed sheets

Extended Stay America Suites Hartford Farmington

2.5 star property
8.0 out of 10, Very good, (959)
"Clean place, clean room, nice and friendly staff. Price is very good too"
The price is S$175
includes taxes & fees
13 Jul - 14 Jul
Extended Stay America Suites Hartford Farmington
Home2 Suites by Hilton Bristol
Exterior

Home2 Suites by Hilton Bristol

3.0 star property
9.4 out of 10, Exceptional, (98)
"Beautiful property "
The price is S$223
includes taxes & fees
17 Jul - 18 Jul
Home2 Suites by Hilton Bristol
Fairfield Inn & Suites by Marriott Plainville
Lobby

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
8.6 out of 10, Excellent, (848)
"Very clean , comfortable beds and friendly staff "
The price is S$154
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites by Marriott Plainville
Homewood Suites by Hilton Hartford-Farmington
Exterior

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
8.4 out of 10, Very good, (993)
"great location "
The price is S$235
includes taxes & fees
3 Aug - 4 Aug
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, (1003)
"Staff was very friendly and prompt, whole facility was clean and nice, breakfast was delicious and the grounds were gorgeous. Will definitely stay there when traveling to that area again!"
The price is S$223
includes taxes & fees
3 Aug - 4 Aug
Hampton Inn & Suites Hartford/Farmington
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1002)
"The staff were very welcoming and friendly. It’s an older hotel but it’s clean and comfortable and very convenient location."
The price is S$131
includes taxes & fees
27 Jul - 28 Jul
Days Inn by Wyndham Torrington
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, (396)
"Beautiful scenery "
The price is S$210
includes taxes & fees
3 Aug - 4 Aug
Residence Inn by Marriott Hartford Avon
Avon Old Farms Hotel
Interior

Avon Old Farms Hotel

3.5 star property
8.4 out of 10, Very good, (1001)
"Lovely stay!"
The price is S$275
includes taxes & fees
7 Jul - 8 Jul
Avon Old Farms Hotel
Simsbury Inn
View from property

Simsbury Inn

3.5 star property
9.2 out of 10, Wonderful, (258)
"We got married here, & still live in the area. Love taking mini vacations to relax here, it’s wondeful"
The price is S$363
includes taxes & fees
7 Jul - 8 Jul
Simsbury Inn
The Abner Hotel
Bar (on property)

The Abner Hotel

3.0 star property
9.6 out of 10, Exceptional, (18)
"Beautiful property and great service."
The price is S$346
includes taxes & fees
3 Aug - 4 Aug
The Abner Hotel
Sheraton Hartford Hotel at Bradley Airport
Executive lounge

Sheraton Hartford Hotel at Bradley Airport

3.5 star property
9.2 out of 10, Wonderful, (1002)
"Great stay "
The price is S$335
includes taxes & fees
13 Jul - 14 Jul
Sheraton Hartford Hotel at Bradley Airport
The Farmington Inn & Suites
Staircase

The Farmington Inn & Suites

3.0 star property
8.8 out of 10, Excellent, (1003)
"dining near by"
The price is S$224
includes taxes & fees
13 Jul - 14 Jul
The Farmington Inn & Suites
Locust Tree Bed and Breakfast LLC
Terrace/patio

Locust Tree Bed and Breakfast LLC

3.0 star property
9.0 out of 10, Wonderful, (390)
"A positively delightful B&B in a beautiful town. "
The price is S$154
includes taxes & fees
8 Jul - 9 Jul
Locust Tree Bed and Breakfast LLC
The Litchfield Inn
Lobby sitting area

The Litchfield Inn

4.0 star property
9.0 out of 10, Wonderful, (916)
"Wonderful Inn"
The price is S$372
includes taxes & fees
9 Jul - 10 Jul
The Litchfield Inn
Blackberry River Inn
Library

Blackberry River Inn

3.0 star property
9.4 out of 10, Exceptional, (112)
"We had a vey clean room with a comfortable bed The breakfast was awesome as was the entire staff. Enjoyed our stay"
The price is S$244
includes taxes & fees
14 Jul - 15 Jul
Blackberry River Inn
Delamar West Hartford
Bar (on property)

Delamar West Hartford

4.0 star property
9.8 out of 10, Exceptional, (992)
"Excellent hotel, by far the best in the Hartford area!"
The price is S$433
includes taxes & fees
27 Jul - 28 Jul
Delamar West Hartford
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, (53)
"Incredible place - will definitely return. "
The price is S$1,699
includes taxes & fees
29 Jul - 30 Jul
Mayflower Inn & Spa, Auberge Resorts Collection
Interlaken Inn & Resort
Porch

Interlaken Inn & Resort

3.5 star property
8.2 out of 10, Very good, (252)
"Always a pleasure to stay at Interlaken. Great service, good food, quite location."
The price is S$392
includes taxes & fees
14 Jul - 15 Jul
Interlaken Inn & Resort
Cornwall Inn and Lodge
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Cornwall Inn and Lodge

3.0 star property
9.2 out of 10, Wonderful, (134)
"Great scenic location for hiking, etc Property, rooms and hosts are wonderful."
The price is S$292
includes taxes & fees
7 Jul - 8 Jul
Cornwall Inn and Lodge
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.

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. Fairfield Inn & Suites by Marriott Plainville and DoubleTree by Hilton Hotel Bristol, Connecticut 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?

The picturesque setting of Highland Lake and Rowley Fields exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Burr Pond State Park and Winchester Historical Society. 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.