Winchester Hotels from ₹7,784

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31 Jan - 1 Feb
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1 Feb - 2 Feb
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6 Feb - 8 Feb
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13 Feb - 15 Feb

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Our top choices for Winchester hotels

Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Experience history and comfort at this restored 1820 inn with two lounges.
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is ₹14,621
₹18,400 total
includes taxes & fees
2 Feb - 3 Feb
Simsbury 1820 House
Indoor spa tub

Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (286 reviews)
  • cleanliness
    Take in nature and history at a premier New England country inn with pool and dining.
"Great stay, location, and service!!"
United States
Joey
The price is ₹22,897
₹28,341 total
includes taxes & fees
2 Feb - 3 Feb
Simsbury Inn
Lobby

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123 reviews)
  • cleanliness
    Comfortable motel near Big E with convenient parking and 24/7 service.
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is ₹9,104
₹10,169 total
includes taxes & fees
24 Feb - 25 Feb
Elm Motel
Premium bedding, down duvets, 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, (784 reviews)
  • cleanliness
    Stay at a comfortable hotel in Torrington, near Sunnybrook State Park and trails.
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is ₹7,972
₹9,167 total
includes taxes & fees
3 Feb - 4 Feb
Americas Best Value Inn Torrington CT
Desk, free cots/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, (1,002 reviews)
  • cleanliness
    Modern Torrington motel offers easy access to local attractions and outdoor activities.
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is ₹7,738
₹8,899 total
includes taxes & fees
2 Feb - 3 Feb
Days Inn by Wyndham Torrington
Free WiFi, bed sheets

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (81 reviews)
  • cleanliness
    Cosy Connecticut motel near hiking trails offers a gateway to outdoor adventures.
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is ₹11,954
₹13,747 total
includes taxes & fees
1 Feb - 2 Feb
Hitching Post Country Motel
Front of property

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (135 reviews)
  • cleanliness
    Elegant Berkshires retreat with on-site dining and lush garden views awaits.
"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 ₹17,057
₹18,711 total
includes taxes & fees
11 Feb - 12 Feb
Gedney Farm
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)
  • cleanliness
    Dine among candlelight at this charming Great Barrington inn with a seasonal pool.
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is ₹28,047
₹33,845 total
includes taxes & fees
1 Feb - 2 Feb
The Old Inn On The Green
Terrace/patio

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (184 reviews)
  • cleanliness
    Comfortable suite-style rooms in Bristol with free breakfast and a relaxing hot tub.
"Clean room, great staff"
United States
Tamiya
The price is ₹11,954
₹13,747 total
includes taxes & fees
22 Feb - 23 Feb
Home2 Suites by Hilton Bristol
Free daily continental breakfast

Cornwall Inn and Lodge

Cornwall Inn and Lodge
3.0 star property
Cornwall Bridge
9.2 out of 10, Wonderful, (156 reviews)
  • cleanliness
    Enjoy a refreshing country stay with a pool at this charming Cornwall Bridge inn.
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is ₹19,458
₹22,377 total
includes taxes & fees
1 Feb - 2 Feb
Cornwall Inn and Lodge
Lobby

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (927 reviews)
  • cleanliness
    Quiet haven near Crescent Lake with indoor pool and 24-hour fitness centre.
"The room was very clean, and the check-in staff was very courteous."
United States
Kristin
The price is ₹9,301
₹10,697 total
includes taxes & fees
7 Feb - 8 Feb
Fairfield Inn & Suites by Marriott Plainville
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)
  • cleanliness
    Enjoy quiet comfort near local attractions with a refreshing indoor pool.
"clean room, quiet overnight, great hot tub "
United States
MELANIE
The price is ₹13,502
₹15,528 total
includes taxes & fees
15 Feb - 16 Feb
DoubleTree by Hilton Hotel Bristol, Connecticut
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, (423 reviews)
  • cleanliness
    Enjoy a spacious suite near Connecticut Convention Centre with an outdoor pool.
"Love the hotel "
United States
Carmen
The price is ₹11,646
₹13,393 total
includes taxes & fees
17 Feb - 18 Feb
Residence Inn by Marriott Hartford Avon
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)
  • cleanliness
    Historic Connecticut B&B surrounded by scenic trails and nature attractions.
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is ₹12,874
₹14,290 total
includes taxes & fees
2 Feb - 3 Feb
Truman Gillet House Bed & Breakfast
Interior detail

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (43 reviews)
  • cleanliness
    Unwind in the Berkshires at this charming B&B with free weekend breakfast.
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
Wilder House Berkshires
Interior

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (180 reviews)
  • cleanliness
    Relax in modern comfort just minutes from Terryville's top attractions.
"Good basic room, squeeky beds and the bathroom faucets doesnt turn off. Good value though for $103.50"
United States
David
The price is ₹6,768
₹7,784 total
includes taxes & fees
7 Feb - 8 Feb
PLYMOUTH MOTOR LODGE
Interior

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,001 reviews)
"I love this hotel. Beds are so comfy, showers are hot with great water pressure, large bathrooms, nice amenities, friendly staff. "
United States
Ann
The price is ₹10,023
₹13,536 total
includes taxes & fees
2 Feb - 3 Feb
Avon Old Farms Hotel
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, (1,004 reviews)
  • cleanliness
    Stay at a tranquil hotel with free breakfast and parking in Farmington.
"Clean although parking lot not cleaned well always enjoy staying at this facility convenient to everything in the area staff is friendly and accommodating "
United States
Michelle
The price is ₹6,951
₹7,994 total
includes taxes & fees
2 Feb - 3 Feb
Extended Stay America Suites Hartford Farmington
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (167 reviews)
  • cleanliness
    Serene New England escape offers tranquil country setting with seasonal pool.
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is ₹14,660
₹16,859 total
includes taxes & fees
2 Feb - 3 Feb
Blackberry River Inn
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.0 out of 10, Very good, (13 reviews)
  • cleanliness
    Escape to a Mediterranean culinary gem in historic Millerton with complimentary perks.
"Antonia was wonderful and made our stay special. She was kind and warm and when we were initially unhappy with our room immediately rectified the situation and in the end our stay was perfect! It’s a charming hotel, clean and centrally located, walking distance to all the local shops in town."
United States
Jamie
The price is ₹14,822
₹16,768 total
includes taxes & fees
2 Feb - 3 Feb
The Millerton Inn
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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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

Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"Staff was excellent as was the breakfast selections. The restaurant was a gem. !"
Kevin 1-night trip
Posted 4 days ago
Simsbury 1820 House

More cheap stays in Winchester

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

325 Main St Terryville CT
The price is ₹6,768 per night from 7 Feb to 8 Feb
₹6,768
₹7,784 total
7 Feb - 8 Feb
includes taxes & fees
7.6/10 Good! (180 reviews)

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 traveller data. Two other choices for your stay in 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, 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. Simsbury 1820 House and Avon Old Farms Hotel 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 The Marina at Highland Lake, Highland Lake and Burr Pond State Park. A couple of additional sights to add to your itinerary are Platt Hill State Park 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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