Winchester Hotels from S$109

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Check prices for these dates

Tonight
21 Jan - 22 Jan
Tomorrow
22 Jan - 23 Jan
This weekend
23 Jan - 25 Jan
Next weekend
30 Jan - 1 Feb

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Our top choices for Winchester hotels

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, (783 reviews)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is S$128
includes taxes & fees
5 Feb - 6 Feb
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, (285 reviews)
"Great stay, location, and service!!"
United States
Joey
The price is S$396
includes taxes & fees
27 Jan - 28 Jan
Simsbury Inn
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, (1,001 reviews)
"Staff was very friendly, room was clean. Overall great stay, thanks!"
United States
Nathaniel
The price is S$143
includes taxes & fees
25 Jan - 26 Jan
Days Inn by Wyndham Torrington
Lobby

Elm Motel

Elm Motel
2.0 star property
Westfield
7.2 out of 10, Good, (123 reviews)
"Very clean, lacking bathroom and bathroom storage. Good price."
United States
Daniel
The price is S$128
includes taxes & fees
23 Jan - 24 Jan
Elm Motel
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)
"Basic accommodation that was clean and easy."
United States
Elizabeth
The price is S$192
includes taxes & fees
23 Jan - 24 Jan
Hitching Post Country Motel
Terrace/patio

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (182 reviews)
"Clean room, great staff"
United States
Tamiya
The price is S$192
includes taxes & fees
19 Feb - 20 Feb
Home2 Suites by Hilton Bristol
Reception

Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.2 out of 10, Wonderful, (1,006 reviews)
"Lovely staff, beautiful room, comfy bed, delicious fresh breakfast. "
United States
Debra
The price is S$257
includes taxes & fees
27 Jan - 28 Jan
Simsbury 1820 House
Lobby

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (926 reviews)
"The room was very clean, and the check-in staff was very courteous."
United States
Kristin
The price is S$158
includes taxes & fees
29 Jan - 30 Jan
Fairfield Inn & Suites by Marriott Plainville
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)
"This inn was very quaint and welcoming. It was a nice inn for the value. "
United States
Jacqueline
The price is S$312
includes taxes & fees
24 Jan - 25 Jan
Cornwall Inn and Lodge
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 S$261
includes taxes & fees
1 Feb - 2 Feb
Gedney Farm
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, (1,005 reviews)
"clean room, quiet overnight, great hot tub "
United States
MELANIE
The price is S$218
includes taxes & fees
15 Feb - 16 Feb
DoubleTree by Hilton Hotel Bristol, Connecticut
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 S$473
includes taxes & fees
26 Jan - 27 Jan
The Old Inn On The Green
Interior

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (179 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 S$109
includes taxes & fees
27 Jan - 28 Jan
PLYMOUTH MOTOR LODGE
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)
"it’s just a very moderate place to stay"
United States
suzanne
The price is S$112
includes taxes & fees
22 Feb - 23 Feb
Extended Stay America Suites Hartford Farmington
Property entrance

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (103 reviews)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is S$200
includes taxes & fees
24 Jan - 25 Jan
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, (423 reviews)
"Love the hotel "
United States
Carmen
The price is S$174
includes taxes & fees
1 Feb - 2 Feb
Residence Inn by Marriott Hartford Avon
Porch

Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (276 reviews)
"It is so pretty and the views around the hotel were amazing. "
United States
Noraida
The price is S$262
includes taxes & fees
4 Feb - 5 Feb
Interlaken Inn & Resort
Library

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (167 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is S$243
includes taxes & fees
26 Jan - 27 Jan
Blackberry River Inn
Exterior

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"It was great, clean, friendly!!"
United States
Stacey
The price is S$180
includes taxes & fees
31 Jan - 1 Feb
Hampton Inn & Suites Hartford/Farmington
Staircase

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"Love the inn"
United States
Donna
The price is S$175
includes taxes & fees
14 Feb - 15 Feb
The Farmington Inn & Suites
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

Northwestern Connecticut Community College

Explore the campus of Northwestern Connecticut Community College during your stay in Winchester.
See properties

Top Winchester Hotel Reviews

The Farmington Inn & Suites

The Farmington Inn & Suites

10/10 Excellent
"Wonderful place, very clean and nice…!"
Stephen 4-night trip
Posted 2 days ago
The Farmington Inn & Suites

More cheap stays in Winchester

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

325 Main St Terryville CT
The price is S$109 per night from 27 Jan to 28 Jan
S$109
27 Jan - 28 Jan
includes taxes & fees
7.6/10 Good! (178 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?
Extended Stay America Suites Hartford Farmington, located 22.6 mi (36.3 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 Delamar West Hartford and Sheraton Hartford Hotel at Bradley Airport. 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 Highland Lake, Burr Pond State Park and The Marina at Highland Lake. A couple of additional sights to add to your itinerary are Ledgebrook Plaza 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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