Winchester Hotels from S$106

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Check prices for these dates

Tonight
9 Mar - 10 Mar
Tomorrow
10 Mar - 11 Mar
This weekend
13 Mar - 15 Mar
Next weekend
20 Mar - 22 Mar

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Our top choices for Winchester hotels

Exterior

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (415 reviews)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is S$154
includes taxes & fees
10 Mar - 11 Mar
Locust Tree Bed and Breakfast LLC
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 S$199
includes taxes & fees
10 Mar - 11 Mar
Truman Gillet House Bed & Breakfast
Terrace/patio

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (197 reviews)
"Clean room, great staff"
United States
Tamiya
The price is S$185
includes taxes & fees
29 Mar - 30 Mar
Home2 Suites by Hilton Bristol
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, (1,003 reviews)
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is S$142
includes taxes & fees
24 Mar - 25 Mar
Days Inn by Wyndham Torrington
Exterior

The Millerton Inn

The Millerton Inn
2.0 star property
Millerton
8.4 out of 10, Very good, (18 reviews)
"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 S$224
includes taxes & fees
11 Mar - 12 Mar
The Millerton Inn
Interior

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,006 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 S$188
includes taxes & fees
10 Mar - 11 Mar
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, (1,009 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 S$122
includes taxes & fees
26 Mar - 27 Mar
Extended Stay America Suites Hartford Farmington
Interior

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 S$106
includes taxes & fees
10 Mar - 11 Mar
PLYMOUTH MOTOR LODGE
Exterior

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,008 reviews)
"Very comfortable room, very nice staff. Breakfast was great. "
United States
Michael
The price is S$180
includes taxes & fees
21 Mar - 22 Mar
Hampton Inn & Suites Hartford/Farmington
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 S$275
includes taxes & fees
12 Mar - 13 Mar
Wilder House Berkshires
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (169 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is S$206
includes taxes & fees
19 Mar - 20 Mar
Blackberry River Inn
Staircase

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,003 reviews)
"Love the inn"
United States
Donna
The price is S$209
includes taxes & fees
16 Mar - 17 Mar
The Farmington Inn & Suites
Lobby

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.6 out of 10, Excellent, (942 reviews)
"Rooms were clean and staff was courteous. "
United States
Keith
The price is S$154
includes taxes & fees
3 Apr - 4 Apr
Fairfield Inn & Suites by Marriott Plainville
Restaurant

The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (53 reviews)
"My stay was flawless. From staff to the clean room and comfortable bedding all made for an amazing experience."
United States
Francis
The Abner Hotel
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 S$191
includes taxes & fees
10 Mar - 11 Mar
Hitching Post Country Motel
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 S$311
includes taxes & fees
10 Mar - 11 Mar
Cornwall Inn and Lodge
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (285 reviews)
"Great"
United States
Jorge
The price is S$263
includes taxes & fees
10 Mar - 11 Mar
Interlaken Inn & Resort
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,003 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is S$256
includes taxes & fees
10 Mar - 11 Mar
Simsbury 1820 House
Exterior

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,006 reviews)
"I love this Wonderful Location and the breakfast is astounding!"
United States
Mark
The price is S$312
includes taxes & fees
15 Mar - 16 Mar
Sheraton Hartford Hotel at Bradley Airport
Exterior

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,003 reviews)
"Very courteous staff. Room was clean and spotless."
United States
Richard
The price is S$209
includes taxes & fees
15 Mar - 16 Mar
Homewood Suites by Hilton 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.
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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

Platt Hill State Park

You can take time to visit Platt Hill State Park during your travels to Winchester.
See properties

Top Winchester Hotel Reviews

Recent Reviews in Winchester

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"Stay was great! "
Teresa 1-night trip
Posted 16 hours ago
Sheraton Hartford Hotel at Bradley Airport

More cheap stays in Winchester

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

325 Main St Terryville CT
The price is S$106 per night from 10 Mar to 11 Mar
S$106
10 Mar - 11 Mar
includes taxes & fees

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: Offers 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 Highland Lake, Burr Pond State Park and The Marina at Highland Lake. A couple of additional sights to add to your itinerary are Platt Hill State Park and Winchester Historical Society. 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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