Winchester Hotels

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Winchester hotel prices

Tonight
30 Nov - 1 Dec
Tomorrow night
1 Dec - 2 Dec
Next weekend
6 Dec - 8 Dec

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Winchester hotels

Holiday Inn Express Southington, an IHG Hotel
Exterior

Holiday Inn Express Southington, an IHG Hotel

2.5 star property
8.6 out of 10, Excellent, (1198)
"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 €125
includes taxes & fees
22 Dec - 23 Dec
Holiday Inn Express Southington, an IHG Hotel
Avon Old Farms Hotel
Interior

Avon Old Farms Hotel

3.5 star property
8.2 out of 10, Very good, (1064)
"Quaint, clean, on-site restaurant, close to UHART, affordable, clean, quiet, lobby coffee"
The price is €172
includes taxes & fees
2 Dec - 3 Dec
Avon Old Farms Hotel
Motel 6 Southington, CT - Hartford
Lobby

Motel 6 Southington, CT - Hartford

2.0 star property
6.2 out of 10, (967)
"Very good."
The price is €65
includes taxes & fees
2 Dec - 3 Dec
Motel 6 Southington, CT - Hartford
DoubleTree by Hilton Hotel Bristol, Connecticut
Lobby

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 €173
includes taxes & fees
22 Dec - 23 Dec
DoubleTree by Hilton Hotel Bristol, Connecticut
Homewood Suites by Hilton Southington, CT
Exterior

Homewood Suites by Hilton Southington, CT

3.0 star property
9.2 out of 10, Wonderful, (921)
"Wednesdays they have a meet and greet which is a very cool idea. Staff were super friendly and I would stay there again."
The price is €156
includes taxes & fees
15 Dec - 16 Dec
Homewood Suites by Hilton Southington, CT
The Farmington Inn & Suites
Staircase

The Farmington Inn & Suites

3.0 star property
8.8 out of 10, Excellent, (1077)
"Small town hotel, beautiful, and a wonderful staff."
The price is €157
includes taxes & fees
4 Dec - 5 Dec
The Farmington Inn & Suites
Hampton Inn & Suites Hartford/Farmington
Exterior

Hampton Inn & Suites Hartford/Farmington

2.5 star property
8.8 out of 10, Excellent, (1041)
"Staff was great!"
The price is €153
includes taxes & fees
20 Dec - 21 Dec
Hampton Inn & Suites Hartford/Farmington
Days Inn by Wyndham Southington
Exterior

Days Inn by Wyndham Southington

2.0 star property
7.2 out of 10, Good, (1062)
"Standard days inn, no issues "
The price is €87
includes taxes & fees
2 Dec - 3 Dec
Days Inn by Wyndham Southington
Homewood Suites by Hilton Hartford-Farmington
Exterior

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 €130
includes taxes & fees
29 Dec - 30 Dec
Homewood Suites by Hilton 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, (758)
"Room was nice and clean. "
The price is €138
includes taxes & fees
8 Dec - 9 Dec
Fairfield Inn & Suites by Marriott Plainville
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, (701)
"Nice hotel. "
The price is €120
includes taxes & fees
2 Dec - 3 Dec
Americas Best Value Inn Torrington CT
Simsbury 1820 House
Front of property

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 €189
includes taxes & fees
2 Dec - 3 Dec
Simsbury 1820 House
The Litchfield Inn
Lobby sitting area

The Litchfield Inn

4.0 star property
9.0 out of 10, Wonderful, (873)
"very clean and convenient stay "
The price is €257
includes taxes & fees
4 Dec - 5 Dec
The Litchfield 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, (344)
"Very comfortable stay in one of only hotels in the area..."
The price is €138
includes taxes & fees
22 Dec - 23 Dec
Residence Inn by Marriott Hartford Avon
PLYMOUTH MOTOR LODGE
Interior

PLYMOUTH MOTOR LODGE

2.5 star property
7.6 out of 10, Good, (126)
"Great stay and great staff"
The price is €94
includes taxes & fees
6 Dec - 7 Dec
PLYMOUTH MOTOR LODGE
Residence Inn by Marriott Southington
Lobby

Residence Inn by Marriott Southington

3.0 star property
8.6 out of 10, Excellent, (488)
"Okay "
The price is €138
includes taxes & fees
29 Dec - 30 Dec
Residence Inn by Marriott Southington
Simsbury Inn
View from property

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 €215
includes taxes & fees
15 Dec - 16 Dec
Simsbury Inn
Courtyard by Marriott Southington
Exterior

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 €138
includes taxes & fees
22 Dec - 23 Dec
Courtyard by Marriott Southington
Home2 Suites by Hilton Bristol
Exterior

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 €175
includes taxes & fees
7 Dec - 8 Dec
Home2 Suites by Hilton Bristol
Sunny Peace Homestay
Living room

Sunny Peace Homestay

3.0 star property
"Stayed there for business. Cute bed and breakfast! She made me tea when I got there late. Angie was a sweetheart Will def stay every time I have a shift at the hospital! "
The price is €137
includes taxes & fees
2 Dec - 3 Dec
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.