Winchester Hotels from S$122

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Check prices for these dates

Tonight
17 Feb - 18 Feb
Tomorrow
18 Feb - 19 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

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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, (1006)
"Great"
The price is S$354
includes taxes & fees
1 Mar - 2 Mar
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, (941)
"Very nice place. Valet services were provided and the room came with a bar. The breakfast included was also delicious "
The price is S$499
includes taxes & fees
9 Mar - 10 Mar
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, (880)
"Everything was nice. Just should step it up a bit with the breakfast."
The price is S$122
includes taxes & fees
22 Feb - 23 Feb
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, (925)
"Conveniently located, in need of a refresh though, a little tired. Breakfast options could be better. But good value for money and location. "
The price is S$163
includes taxes & fees
9 Mar - 10 Mar
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)
"Very good staff, all the areas and the room were very clean!!"
The price is S$198
includes taxes & fees
15 Mar - 16 Mar
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, (780)
"Clean, quiet, great staff and breakfast "
The price is S$143
includes taxes & fees
21 Feb - 22 Feb
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, (1003)
"Good value"
The price is S$176
includes taxes & fees
18 Feb - 19 Feb
The Farmington Inn & Suites
Avon Old Farms Hotel
Interior

Avon Old Farms Hotel

3.5 star property
8.4 out of 10, Very good, (1002)
"Classic New England style hitwl with so much charm. Restaurant was great bartender were friendly. Free ping pong and pool table!!!! "
The price is S$213
includes taxes & fees
18 Feb - 19 Feb
Avon Old Farms Hotel
Simsbury 1820 House
Front of property

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (947)
"Great place and amazing friendly staff."
The price is S$268
includes taxes & fees
18 Feb - 19 Feb
Simsbury 1820 House
Simsbury Inn
View from property

Simsbury Inn

3.5 star property
9.2 out of 10, Wonderful, (238)
"Very pretty historical property in a lovely area. "
The price is S$336
includes taxes & fees
18 Feb - 19 Feb
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, (360)
"Great options at the continental breakfast. I was surprised to see cage free eggs, oat milk, and almond milk for coffee. "
The price is S$169
includes taxes & fees
16 Mar - 17 Mar
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, (86)
"Wonderful!! Lovely decor, the owners are very gracious, great food and service! Would definitely like to stay again and recommend to anyone staying in the area. "
The price is S$193
includes taxes & fees
18 Feb - 19 Feb
Truman Gillet House Bed & Breakfast
Elm Motel
Reception

Elm Motel

2.0 star property
7.0 out of 10, Good, (122)
"Cute remodeled rooms, the exterior reminds you of a 60's motel, but step inside to a cute remodeled room, new floors, new fixtures, bathroom, I will definitely stay there again"
The price is S$148
includes taxes & fees
25 Feb - 26 Feb
Elm Motel
DoubleTree by Hilton Hotel Bristol, Connecticut
Lobby

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
9.0 out of 10, Wonderful, (1000)
"Staff was nice. Beautifully decorated for the holidays. The pool and hot tub area was nice."
The price is S$221
includes taxes & fees
2 Mar - 3 Mar
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, (29)
"Great experience "
The price is S$208
includes taxes & fees
23 Feb - 24 Feb
Home2 Suites by Hilton Bristol
PLYMOUTH MOTOR LODGE
Interior

PLYMOUTH MOTOR LODGE

2.5 star property
7.8 out of 10, Good, (138)
"Nice location nice town and close to highways and shopping great staff and the owners are very friendly and helpful "
The price is S$137
includes taxes & fees
18 Feb - 19 Feb
PLYMOUTH MOTOR LODGE
Sunny Peace Homestay
Living room

Sunny Peace Homestay

3.0 star property
9.0 out of 10, Wonderful, (2)
"A beautiful home in the woods of Northwest Connecticut. Quiet. Responsive and pleasant customer service. "
The price is S$175
includes taxes & fees
18 Feb - 19 Feb
Sunny Peace Homestay
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1001)
"It was conveniently located safe place to stay."
The price is S$127
includes taxes & fees
16 Mar - 17 Mar
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, (708)
"Nice hotel. "
The price is S$170
includes taxes & fees
18 Feb - 19 Feb
Americas Best Value Inn Torrington CT
The Abner Hotel
Bar (on property)

The Abner Hotel

3.0 star property
10.0 out of 10, Exceptional, (6)
"Clean, quiet upscale"
The price is S$454
includes taxes & fees
18 Feb - 19 Feb
The Abner Hotel
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 Extended Stay America Suites Hartford Farmington and Delamar West Hartford. 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?

Homewood Suites by Hilton Hartford-Farmington: Offers a snack bar/deli, an indoor pool and buffet. Avon Old Farms Hotel and Hampton Inn & Suites Hartford/Farmington 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?

Natural beauty is on display at Highland Lake, Burr Pond State Park and Platt Hill State Park. A couple of additional sights to add to your itinerary are Laurel Lanes 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.