Find hotels in Winchester, CT from NT$3,080

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Our top choices for Winchester hotels

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (416 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is NT$3,315
NT$3,812 total
includes taxes & fees
May 1 - May 2
Locust Tree Bed and Breakfast LLC

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (105 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is NT$4,420
NT$4,906 total
includes taxes & fees
Apr 26 - Apr 27
Truman Gillet House Bed & Breakfast

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (45 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is NT$5,081
NT$5,675 total
includes taxes & fees
Apr 26 - Apr 27
Wilder House Berkshires

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (214 reviews)
"Great place for a quick family getaway!!"
United States
Rosemary
The price is NT$4,254
NT$4,892 total
includes taxes & fees
May 26 - May 27
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, (1,000 reviews)
"Parking was great, staff very helpful, and the room was really clean. "
United States
Enrisa
The price is NT$2,732
NT$3,142 total
includes taxes & fees
May 3 - May 4
Days Inn by Wyndham Torrington

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (187 reviews)
"Staff was very rude.The owner was very rude.We'll never stay there again"
United States
Jeff
The price is NT$2,679
NT$3,080 total
includes taxes & fees
May 4 - May 5
PLYMOUTH MOTOR LODGE

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (173 reviews)
"Charming, quiet, clean very clean with a beautiful dining room for breakfast and very respectful service."
United States
Mara
The price is NT$4,916
NT$5,653 total
includes taxes & fees
Apr 27 - Apr 28
Blackberry River Inn

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very Good, (18 reviews)
"Nice staff, great restaurant at the inn. Very cute town. "
United States
Valerie
The price is NT$7,913
NT$8,952 total
includes taxes & fees
May 4 - May 5
The Millerton Inn

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (83 reviews)
"Checkin was easy, room was clean and comfortable "
United States
Greg
The price is NT$4,097
NT$4,711 total
includes taxes & fees
May 4 - May 5
Hitching Post Country Motel

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 reviews)
"Beautiful property and rooms."
United States
Kara
The price is NT$4,880
NT$5,354 total
includes taxes & fees
May 14 - May 15
Gedney Farm

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.4 out of 10, Exceptional, (59 reviews)
"Clean room "
United States
Casey
The price is NT$24,011
NT$29,444 total
includes taxes & fees
May 3 - May 4
Mayflower Inn & Spa, Auberge Collection

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,004 reviews)
"Lovely stay!"
United States
Ilana
The price is NT$4,238
NT$5,417 total
includes taxes & fees
May 5 - May 6
The Farmington Inn & Suites

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very Good, (1,003 reviews)
"Beautiful spot! Very clean ❤️"
Canada
Peggy
The price is NT$3,567
NT$4,103 total
includes taxes & fees
Apr 26 - Apr 27
Extended Stay America Suites Hartford Farmington

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (158 reviews)
"We stay here frequently…always super clean and the inn keepers are very kind."
United States
Tracy
The price is NT$6,681
NT$7,683 total
includes taxes & fees
Apr 26 - Apr 27
Cornwall Inn and Lodge

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (58 reviews)
"This hotel was absolutely beautiful, the staff was so helpful and attentive. We will definitely be back on our next stay in Litchfield. "
United States
Jessica
The price is NT$9,117
NT$10,484 total
includes taxes & fees
May 3 - May 4
The Abner Hotel

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,004 reviews)
"Clean room, friendly staff and quiet grounds."
United States
shaneice
The price is NT$3,850
NT$4,428 total
includes taxes & fees
May 26 - May 27
Hampton Inn & Suites Hartford/Farmington

9 Academy

9 Academy
4.0 star property
Salisbury
9.2 out of 10, Wonderful, (12 reviews)
"Extremely clean and the rooms are beautifully decorated with warm minimal decor. We will definitely be back!"
United States
Gina
The price is NT$18,746
NT$21,558 total
includes taxes & fees
Apr 26 - Apr 27
9 Academy

Dainty New Preston Cottage w/ Dock & Lake Views!

Dainty New Preston Cottage w/ Dock & Lake Views!
3.0 star property
New Preston
The price is NT$6,757
NT$16,320 total
includes taxes & fees
Apr 26 - Apr 27
Dainty New Preston Cottage w/ Dock & Lake Views!

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
"The stay was great, very accommodating staff, quaint rooms and lounge area!"
United States
Cathy
The price is NT$5,741
NT$7,146 total
includes taxes & fees
Apr 26 - Apr 27
Simsbury 1820 House

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (963 reviews)
"Average clean rooms, pool small, pizza Resterant good. Staff great at hotel and Resterant. "
United States
Kellie
The price is NT$3,309
NT$3,805 total
includes taxes & fees
May 26 - May 27
Fairfield Inn & Suites by Marriott Plainville
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 traveler data. Other good choices for your visit to the area are Sheraton Hartford Hotel at Bradley Airport and Delamar West Hartford. 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?
Avon Old Farms Hotel: Offers a sauna, a seasonal outdoor pool, and buffet. Hampton Inn & Suites Hartford/Farmington and Fairfield Inn & Suites by Marriott Plainville 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 16 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 Highland Lake, Burr Pond State Park, and The Marina at Highland Lake. A couple of additional sights to add to your agenda are Winchester Historical Society and Platt Hill State Park. 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.

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