Default HTG hotel image

Winchester hotels from RM423

  • 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

Next weekend
In two weeks

Filter by

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Star rating

Our top choices for Winchester hotels

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (55 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is RM797
RM891 total
includes taxes & fees
23 Jun - 24 Jun
Wilder House Berkshires

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (111 reviews)
"Very nice and comfortable place to stay. I’d definitely return. Breakfast was great."
United States
Lawrence
The price is RM579
RM643 total
includes taxes & fees
23 Jun - 24 Jun
Truman Gillet House Bed & Breakfast

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (231 reviews)
"Overall good stay"
United States
Susan
The price is RM703
RM809 total
includes taxes & fees
30 Jun - 1 Jul
Home2 Suites by Hilton Bristol

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (424 reviews)
"Below average B&B"
United States
Larry
The price is RM434
RM500 total
includes taxes & fees
23 Jun - 24 Jun
Locust Tree Bed and Breakfast LLC

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,001 reviews)
"Good clean place to stay "
United States
keith
The price is RM440
RM505 total
includes taxes & fees
5 Jul - 6 Jul
Days Inn by Wyndham Torrington

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (196 reviews)
"Everything was nice! I'd stay here again!"
United States
SEMORA
The price is RM368
RM423 total
includes taxes & fees
22 Jun - 23 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 RM644
RM741 total
includes taxes & fees
22 Jun - 23 Jun
Blackberry River Inn

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (68 reviews)
"Lovely walkable location in quaint town"
United States
Amy
The price is RM1,013
RM1,165 total
includes taxes & fees
12 Jul - 13 Jul
The Abner Hotel

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (89 reviews)
"A little dated but clean. A room for the night for when I race at lime rock"
United States
William
The price is RM538
RM618 total
includes taxes & fees
22 Jun - 23 Jun
Hitching Post Country Motel

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,004 reviews)
"Staff was very friendly accommodating and helpful"
United States
alecia
The price is RM609
RM772 total
includes taxes & fees
29 Jun - 30 Jun
The Farmington Inn & Suites

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,009 reviews)
"Lovely hotel with great breakfast."
United States
Thomas
The price is RM567
RM652 total
includes taxes & fees
2 Jul - 3 Jul
Hampton Inn & Suites Hartford/Farmington

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 RM899
RM1,034 total
includes taxes & fees
22 Jun - 23 Jun
Cornwall Inn and Lodge

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location right outside the airport. Food reasonably priced and delicious."
United States
Stacy
The price is RM1,113
RM1,280 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 RM475
RM547 total
includes taxes & fees
2 Jul - 3 Jul
Extended Stay America Suites Hartford Farmington

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.4 out of 10, Very good, (993 reviews)
"Great Service and food was decent."
United States
Sy A
The price is RM505
RM580 total
includes taxes & fees
3 Jul - 4 Jul
Fairfield Inn & Suites by Marriott Plainville

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 RM1,039
RM1,175 total
includes taxes & fees
22 Jun - 23 Jun
The Millerton Inn

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,001 reviews)
"Beautiful place would stay again."
United States
Carla
The price is RM546
RM718 total
includes taxes & fees
1 Jul - 2 Jul
Avon Old Farms Hotel

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,002 reviews)
"Stay was great."
United States
Robin
The price is RM607
RM698 total
includes taxes & fees
29 Jun - 30 Jun
Homewood Suites by Hilton Hartford-Farmington

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 RM767
RM842 total
includes taxes & fees
22 Jun - 23 Jun
Gedney Farm

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (796 reviews)
"Great hotel. Good service."
United States
Anisha
The price is RM620
RM714 total
includes taxes & fees
23 Jun - 24 Jun
Americas Best Value Inn Torrington CT
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: Offers a sauna, a seasonal outdoor pool and buffet. DoubleTree by Hilton Hotel Bristol, Connecticut 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 18 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 Laurel Lanes. 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