Winchester hotels from RM360

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Our top choices for Winchester hotels

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,002 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is RM623
RM784 total
includes taxes & fees
26 Mar - 27 Mar
Simsbury 1820 House

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (787 reviews)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is RM366
RM421 total
includes taxes & fees
16 Apr - 17 Apr
Americas Best Value Inn Torrington CT

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (290 reviews)
"It was a lovely stay. Beautiful room, ideal location, great food, wonderful staff, and festively decorated."
United States
Mary M
The price is RM927
RM1,152 total
includes taxes & fees
29 Mar - 30 Mar
Simsbury Inn

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 RM838
RM2,025 total
includes taxes & fees
18 Apr - 19 Apr
Dainty New Preston Cottage w/ Dock & Lake Views!

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 RM511
RM587 total
includes taxes & fees
19 Mar - 20 Mar
Hitching Post Country Motel

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (200 reviews)
"Great place good people decent breakfast great room service "
United States
JULES
The price is RM509
RM586 total
includes taxes & fees
2 Apr - 3 Apr
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, (1,004 reviews)
"Staff was very attentive to my needs. I required support on two occasions during the length of my stay and they took care of the problem immediately. "
United States
Michele
The price is RM364
RM419 total
includes taxes & fees
22 Mar - 23 Mar
Days Inn by Wyndham Torrington

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.4 out of 10, Exceptional, (136 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 RM727
RM797 total
includes taxes & fees
26 Mar - 27 Mar
Gedney Farm

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 RM829
RM953 total
includes taxes & fees
24 Mar - 25 Mar
Cornwall Inn and Lodge

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,001 reviews)
"Smooth check in, clean and nice room, comfy bed, good bar staff and food. All in all a fine experience for my second time staying here. "
United States
Eric
The price is RM592
RM681 total
includes taxes & fees
29 Mar - 30 Mar
DoubleTree by Hilton Hotel Bristol, Connecticut

The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (91 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is RM1,195
RM1,442 total
includes taxes & fees
26 Mar - 27 Mar
The Old Inn On The Green

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (946 reviews)
"Average clean rooms, pool small, pizza Resterant good. Staff great at hotel and Resterant. "
United States
Kellie
The price is RM384
RM442 total
includes taxes & fees
29 Mar - 30 Mar
Fairfield Inn & Suites by Marriott Plainville

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (426 reviews)
"Love the hotel "
United States
Carmen
The price is RM463
RM532 total
includes taxes & fees
29 Mar - 30 Mar
Residence Inn by Marriott Hartford Avon

Troutbeck

Troutbeck
5.0 star property
Amenia
The price is RM2,161
RM2,601 total
includes taxes & fees
30 Mar - 31 Mar
Troutbeck

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,005 reviews)
"Beautiful property and complimentary breakfast on the go made our stay memorable, looking to coming back in the future."
United States
Nabonita
The price is RM529
RM694 total
includes taxes & fees
31 Mar - 1 Apr
Avon Old Farms Hotel

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 RM548
RM609 total
includes taxes & fees
30 Mar - 31 Mar
Truman Gillet House Bed & Breakfast

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 RM632
RM706 total
includes taxes & fees
19 Mar - 20 Mar
Wilder House Berkshires

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (183 reviews)
"Nice amount of space"
United States
Amanda
The price is RM313
RM360 total
includes taxes & fees
29 Mar - 30 Mar
PLYMOUTH MOTOR LODGE

Delamar West Hartford

Delamar West Hartford
4.0 star property
West Hartford
9.8 out of 10, Exceptional, (1,000 reviews)
"Great experience "
United States
Fernando
The price is RM1,329
RM1,587 total
includes taxes & fees
29 Mar - 30 Mar
Delamar West Hartford

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (171 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is RM612
RM703 total
includes taxes & fees
19 Mar - 20 Mar
Blackberry River Inn
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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 traveller data. Two other choices for your stay in the area are Sheraton Hartford Hotel at Bradley Airport and Extended Stay America 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, 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: Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Avon Old Farms Hotel and Simsbury 1820 House 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 Platt Hill State Park, Highland Lake and Burr Pond State Park. A couple of additional sights to add to your itinerary are American Mural Project and Ledgebrook Plaza. 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.

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