Find hotels in Winchester, CT from NT$2,874

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Feb 27 - Feb 28
Tomorrow
Feb 28 - Mar 1
This weekend
Feb 27 - Mar 1
Next weekend
Mar 6 - Mar 8

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winchester hotels

Free WiFi, bed sheets

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (83 reviews)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is NT$4,061
NT$4,670 total
includes taxes & fees
Mar 3 - Mar 4
Hitching Post Country Motel
Premium bedding, down comforters, Select Comfort beds, in-room safe

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (785 reviews)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is NT$3,451
NT$3,969 total
includes taxes & fees
Mar 4 - Mar 5
Americas Best Value Inn Torrington CT
Indoor spa tub

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (288 reviews)
"Great stay, location, and service!!"
United States
Joey
The price is NT$7,393
NT$9,185 total
includes taxes & fees
Mar 1 - Mar 2
Simsbury Inn
Free daily continental breakfast

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (157 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
United States
Tracy
The price is NT$6,609
NT$7,601 total
includes taxes & fees
Mar 11 - Mar 12
Cornwall Inn and Lodge
Terrace/patio

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (194 reviews)
"Clean room, great staff"
United States
Tamiya
The price is NT$4,166
NT$4,791 total
includes taxes & fees
Mar 8 - Mar 9
Home2 Suites by Hilton Bristol
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is NT$4,624
NT$5,856 total
includes taxes & fees
Mar 3 - Mar 4
Simsbury 1820 House
Desk, free cribs/infant beds, rollaway beds, free WiFi

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,000 reviews)
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is NT$2,902
NT$3,337 total
includes taxes & fees
Mar 8 - Mar 9
Days Inn by Wyndham Torrington
Front of property

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (135 reviews)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is NT$5,794
NT$6,356 total
includes taxes & fees
Mar 1 - Mar 2
Gedney Farm
Lobby

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (941 reviews)
"Rooms were clean and staff was courteous. "
United States
Keith
The price is NT$3,168
NT$3,644 total
includes taxes & fees
Mar 20 - Mar 21
Fairfield Inn & Suites by Marriott Plainville
Breakfast, lunch, dinner served; American cuisine

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (90 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is NT$9,527
NT$11,496 total
includes taxes & fees
Mar 1 - Mar 2
The Old Inn On The Green
Terrace/patio

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,000 reviews)
"clean room, quiet overnight, great hot tub "
United States
MELANIE
The price is NT$4,733
NT$5,443 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton Hotel Bristol, Connecticut
Desk, iron/ironing board, free WiFi, bed sheets

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,002 reviews)
"Great deal in the Hartford area. Large room, comfy bed and super nice people. Very convenient to I 95"
United States
Patricia
The price is NT$2,586
NT$2,974 total
includes taxes & fees
Mar 26 - Mar 27
Extended Stay America Suites Hartford Farmington
Interior

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (182 reviews)
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
United States
David
The price is NT$2,499
NT$2,874 total
includes taxes & fees
Mar 1 - Mar 2
PLYMOUTH MOTOR LODGE
Terrace/patio

Troutbeck

Troutbeck
5.0 star property
Amenia
The price is NT$17,179
NT$20,683 total
includes taxes & fees
Mar 12 - Mar 13
Troutbeck
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very Good, (284 reviews)
"Great"
United States
Jorge
The price is NT$5,594
NT$6,433 total
includes taxes & fees
Mar 2 - Mar 3
Interlaken Inn & Resort
Property entrance

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (104 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is NT$4,373
NT$4,854 total
includes taxes & fees
Mar 1 - Mar 2
Truman Gillet House Bed & Breakfast
BBQ/picnic area

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (425 reviews)
"Love the hotel "
United States
Carmen
The price is NT$4,221
NT$4,855 total
includes taxes & fees
Mar 22 - Mar 23
Residence Inn by Marriott Hartford Avon
Lunch and dinner served

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,000 reviews)
"Clean room, great staff and overall warm atmosphere."
United States
Gavrosh
The price is NT$9,333
NT$11,201 total
includes taxes & fees
Mar 8 - Mar 9
Delamar West Hartford
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is NT$6,021
NT$6,726 total
includes taxes & fees
Mar 1 - Mar 2
Wilder House Berkshires
Exterior

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,001 reviews)
"Very comfortable room, very nice staff. Breakfast was great. "
United States
Michael
The price is NT$3,816
NT$4,389 total
includes taxes & fees
Mar 21 - Mar 22
Hampton Inn & Suites Hartford/Farmington
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Stay near popular Winchester attractions

Highland Lake

Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester.
See properties

The Marina at Highland Lake

Explore the waterfront in Winchester with a trip to The Marina at Highland Lake.
See properties

Top Winchester Hotel Reviews

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

10/10 Excellent
"Clean"
Letitia 9-night trip
Posted 2 days ago
Extended Stay America Suites Hartford Farmington

More cheap stays in Winchester

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

325 Main St Terryville CT
The price is NT$2,499 per night from Mar 1 to Mar 2
NT$2,499
NT$2,874 total
Mar 1 - Mar 2
includes taxes & fees

Hotels in Winchester with star-rating

Frequently asked questions

What's the best place for a stay in Winchester?
Sheraton Hartford Hotel at Bradley Airport, located 21.9 mi (35.2 km) from the heart of Winchester, is a top choice for your stay based on our traveler data. Other good choices for your visit to the area are Extended Stay America Suites Hartford Farmington and Hampton Inn & Suites Hartford/Farmington. 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! You'll find that most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
To access more information about picking new dates or cancelling your trip to Winchester, head over to our customer service page.
What are some hotels with pools in Winchester?
Hampton Inn & Suites Hartford/Farmington: Features daily, an indoor pool, and complimentary wired internet access. Avon Old Farms Hotel and Simsbury 1820 House are two additional hotels with an onsite pool. View all hotels with pools in Winchester.
What is staying in Winchester like?
Visitors to Winchester are sure to find plenty to explore and enjoy. In Winchester, there are 17 hotels and other accommodations to choose from. Find out more about Winchester.
What should I do while I'm visiting Winchester?
Favorite places to visit include The Marina at Highland Lake, Highland Lake, and Burr Pond State Park. A couple of additional sights to add to your agenda are Platt Hill State Park and Ledgebrook Plaza. Check out what more to see and do in Expedia's Winchester guide.
What's the seasonal weather like in Winchester?
The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

Explore a world of travel with Expedia