Default HTG hotel image

Winchester hotels from RM415

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (110 reviews)
"Very nice and comfortable place to stay. I’d definitely return. Breakfast was great."
United States
Lawrence
The price is RM567
RM629 total
includes taxes & fees
24 Jun - 25 Jun
Truman Gillet House Bed & Breakfast

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (53 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is RM784
RM876 total
includes taxes & fees
22 Jun - 23 Jun
Wilder House Berkshires

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (422 reviews)
"Below average B&B"
United States
Larry
The price is RM425
RM489 total
includes taxes & fees
24 Jun - 25 Jun
Locust Tree Bed and Breakfast LLC

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (229 reviews)
"Overall good stay"
United States
Susan
The price is RM583
RM671 total
includes taxes & fees
30 Jun - 1 Jul
Home2 Suites by Hilton Bristol

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,012 reviews)
"Good clean place to stay "
United States
keith
The price is RM389
RM447 total
includes taxes & fees
30 Jun - 1 Jul
Days Inn by Wyndham Torrington

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (195 reviews)
"Everything was nice! I'd stay here again!"
United States
SEMORA
The price is RM360
RM415 total
includes taxes & fees
18 Jun - 19 Jun
PLYMOUTH MOTOR LODGE

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (186 reviews)
"beautiful inn"
United States
Maura
The price is RM631
RM725 total
includes taxes & fees
24 Jun - 25 Jun
Blackberry River Inn

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.8 out of 10, (87 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is RM527
RM606 total
includes taxes & fees
18 Jun - 19 Jun
Hitching Post Country Motel

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (68 reviews)
"This is my litchfield go to spot. The location is spectacular the staff is so friendly and professional the rooms are comfortable and well appointed. Breakfast is not to be missed and the restaurant is comfortable savvy . The rooftop is amazing (when open). "
United States
laura
The price is RM992
RM1,141 total
includes taxes & fees
12 Jul - 13 Jul
The Abner Hotel

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,014 reviews)
"Lovely hotel with great breakfast."
United States
Thomas
The price is RM495
RM569 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn & Suites Hartford/Farmington

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,002 reviews)
"Staff was very friendly accommodating and helpful"
United States
alecia
The price is RM558
RM712 total
includes taxes & fees
21 Jun - 22 Jun
The Farmington Inn & Suites

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (165 reviews)
"A charming stopover on our weekend travels. Small, quiet and lovely. Nice conversation with the host over breakfast too."
United States
Janice
The price is RM880
RM1,012 total
includes taxes & fees
2 Jul - 3 Jul
Cornwall Inn and Lodge

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.6 out of 10, Excellent, (29 reviews)
"We had a beautiful experience, staff was very accommodating."
United States
Bernadette
The price is RM1,017
RM1,151 total
includes taxes & fees
18 Jun - 19 Jun
The Millerton Inn

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,011 reviews)
"Great location right outside the airport. Food reasonably priced and delicious."
United States
Stacy
The price is RM1,094
RM1,259 total
includes taxes & fees
5 Jul - 6 Jul
Sheraton Hartford Hotel at Bradley Airport

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1,001 reviews)
"Room was clean and location in good area"
United States
Keith
The price is RM518
RM596 total
includes taxes & fees
21 Jun - 22 Jun
Extended Stay America Suites Hartford Farmington

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (795 reviews)
"Great hotel. Good service."
United States
Anisha
The price is RM516
RM594 total
includes taxes & fees
20 Jun - 21 Jun
Americas Best Value Inn Torrington CT

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (137 reviews)
"Had a great stay. Beautiful location."
United States
Joan
The price is RM751
RM824 total
includes taxes & fees
23 Jun - 24 Jun
Gedney Farm

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.4 out of 10, Very good, (991 reviews)
"Great Service and food was decent."
United States
Sy A
The price is RM425
RM489 total
includes taxes & fees
2 Jul - 3 Jul
Fairfield Inn & Suites by Marriott Plainville

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (999 reviews)
"Great stay! "
United States
Paige
The price is RM1,101
RM1,266 total
includes taxes & fees
21 Jun - 22 Jun
The Litchfield Inn

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (302 reviews)
"Great staff and location!"
United States
Stacie
The price is RM908
RM1,044 total
includes taxes & fees
29 Jun - 30 Jun
Interlaken Inn & Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Winchester attractions

Top Winchester Hotel Reviews

More cheap stays 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 Sheraton Hartford Hotel at Bradley Airport and Avon Old Farms Hotel. 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: Features a sauna, a seasonal outdoor pool and buffet. Hampton Inn & Suites Hartford/Farmington 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?
Favourite places to visit include Highland Lake, Burr Pond State Park and The Marina at Highland Lake. 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.

Explore a world of travel with Expedia