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Top hotels and accommodation in Winchester

Holiday Inn Express Southington, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (1141)
"The hotel was nice. Stuart at check in was very helpful and friendly. Good breakfast options. Can’t beat the hot and gooey cinnamon rolls. Comfy bed and good location. We would stay again. "
The price is AU$205
includes taxes & fees
1 Dec - 2 Dec
Holiday Inn Express Southington, an IHG Hotel

Avon Old Farms Hotel

3.5 star property
8.4 out of 10, Very good, (1049)
"Quaint, clean, on-site restaurant, close to UHART, affordable, clean, quiet, lobby coffee"
The price is AU$279
includes taxes & fees
1 Dec - 2 Dec
Avon Old Farms Hotel

Motel 6 Southington, CT - Hartford

2.0 star property
6.2 out of 10, (967)
"The hotel staff was helpful when needed, They we're all respectful & professional."
The price is AU$117
includes taxes & fees
27 Nov - 28 Nov
Motel 6 Southington, CT - Hartford

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
9.0 out of 10, Wonderful, (996)
"Very clean, plenty of parking and a nice onsite sports bar. "
The price is AU$281
includes taxes & fees
8 Dec - 9 Dec
DoubleTree by Hilton Hotel Bristol, Connecticut

Homewood Suites by Hilton Southington, CT

3.0 star property
9.2 out of 10, Wonderful, (921)
"A big reason we stayed here was the size of the room, we stayed in a studio and there was plenty of room for the 5 of us. Another reason was the pool, which was nice and even was warm enough that our 3 month was able to have an enjoyable time. Def will be staying here the next time we go to CT to visit our family. "
The price is AU$256
includes taxes & fees
15 Dec - 16 Dec
Homewood Suites by Hilton Southington, CT

The Farmington Inn & Suites

3.0 star property
8.8 out of 10, Excellent, (1063)
"We had a lovely stay. The staff were very kind and attentive to all our needs. The room and accommodations were very nice. "
The price is AU$255
includes taxes & fees
1 Dec - 2 Dec
The Farmington Inn & Suites

Hampton Inn & Suites Hartford/Farmington

2.5 star property
8.8 out of 10, Excellent, (1037)
"The hostesses were extremely kind and efficient during the check in process. When they asked what brought us to the area they were beyond excited for our celebration trip and even asked how dinner was upon our return. They were warm and inviting The room they gave us was well away from others which was nice as it meant there was limited noise at all. Overall a good short stay place. Breakfast was what you would expect for a continental breakfast. "
The price is AU$256
includes taxes & fees
27 Dec - 28 Dec
Hampton Inn & Suites Hartford/Farmington

Days Inn by Wyndham Southington

2.0 star property
7.2 out of 10, Good, (1049)
"Standard days inn, no issues "
The price is AU$142
includes taxes & fees
27 Nov - 28 Nov
Days Inn by Wyndham Southington

Homewood Suites by Hilton Hartford-Farmington

3.0 star property
8.6 out of 10, Excellent, (892)
"Room was clean, everything worked properly. Check in and Check out was quick and easy. Breakfast was alright. The grounds and common spaces were also clean. No complaints. Good value overall here. "
The price is AU$217
includes taxes & fees
22 Dec - 23 Dec
Homewood Suites by Hilton Hartford-Farmington

Fairfield Inn & Suites by Marriott Plainville

2.5 star property
8.6 out of 10, Excellent, (758)
"Room was nice and clean. "
The price is AU$225
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Plainville

Americas Best Value Inn Torrington CT

2.5 star property
5.6 out of 10, (701)
"Nice hotel. "
The price is AU$197
includes taxes & fees
27 Nov - 28 Nov
Americas Best Value Inn Torrington CT

Simsbury 1820 House

4.0 star property
9.2 out of 10, Wonderful, (932)
"Great place to stay. Friendly staff and quiet room. Coffee/tea available 24 hours."
The price is AU$310
includes taxes & fees
1 Dec - 2 Dec
Simsbury 1820 House

The Litchfield Inn

4.0 star property
9.0 out of 10, Wonderful, (873)
"The staff were very welcoming, attentive and very helpful."
The price is AU$415
includes taxes & fees
3 Dec - 4 Dec
The Litchfield Inn

Residence Inn by Marriott Hartford Avon

3.0 star property
8.8 out of 10, Excellent, (344)
"May have had updates but seemed a little run down. Nice things like court yard with basketball grill and fire pit. Fire pit would have been great fall thing to do, not working with patio furniture wet and stroon around not attended to. Room seemed to be updated but run down. Bathroom had a tub with darkened grout. Noisy upper floors walking and people talking. Staff seemed to be doing their best."
The price is AU$225
includes taxes & fees
22 Dec - 23 Dec
Residence Inn by Marriott Hartford Avon

PLYMOUTH MOTOR LODGE

2.5 star property
7.6 out of 10, Good, (126)
"Great stay and great staff"
The price is AU$153
includes taxes & fees
29 Nov - 30 Nov
PLYMOUTH MOTOR LODGE

Residence Inn by Marriott Southington

3.0 star property
8.6 out of 10, Excellent, (488)
"Okay "
The price is AU$240
includes taxes & fees
22 Dec - 23 Dec
Residence Inn by Marriott Southington

Simsbury Inn

3.5 star property
9.2 out of 10, Wonderful, (213)
"Glen was exceptional at check in. Room was lovely, clean and had a wonderful view of a garden. Hotel is quiet, traditional and has lots of character. Twigs is a nice evening meal venue and the service is wonderful. "
The price is AU$352
includes taxes & fees
1 Dec - 2 Dec
Simsbury Inn

Courtyard by Marriott Southington

3.0 star property
8.8 out of 10, Excellent, (377)
"I was happy that my room was ready early"
The price is AU$225
includes taxes & fees
8 Dec - 9 Dec
Courtyard by Marriott Southington

Home2 Suites by Hilton Bristol

3.0 star property
9.0 out of 10, Wonderful, (12)
"Great stay. Rooms were comfortable. Hotel was clean and well-run. Good breakfast."
The price is AU$279
includes taxes & fees
16 Dec - 17 Dec
Home2 Suites by Hilton Bristol

Sunny Peace Homestay

3.0 star property
The price is AU$224
includes taxes & fees
27 Nov - 28 Nov
Sunny Peace Homestay
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 Hampton Inn & 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?

Spectacular Short Term Vacation Rental in Kent: This holiday home rental outside of Winchester is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. 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?

Hampton Inn & Suites Hartford/Farmington: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel and Homewood Suites by Hilton 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 15 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 Burr Pond State Park exemplify the area's natural beauty. 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.