
Find hotels in Winchester, CT from ฿2,717
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Winchester
Family friendly
Check prices for these dates
Our top choices for Winchester hotels

Simsbury 1820 House
Simsbury 1820 HouseSimsbury Center
9.2 out of 10, Wonderful, (1,000 reviews)
cleanliness Experience history and comfort at this restored 1820 inn with two lounges.
The price is ฿4,969
฿6,253 total
includes taxes & fees
3 Feb - 4 Feb

Simsbury Inn
Simsbury InnSimsbury 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.
The price is ฿7,782
฿9,632 total
includes taxes & fees
3 Feb - 4 Feb

Americas Best Value Inn Torrington CT
Americas Best Value Inn Torrington CTTorrington
5.6 out of 10, (784 reviews)
cleanliness Stay at a comfortable hotel in Torrington, near Sunnybrook State Park and trails.
The price is ฿2,709
฿3,115 total
includes taxes & fees
2 Feb - 3 Feb

Days Inn by Wyndham Torrington
Days Inn by Wyndham TorringtonTorrington
7.4 out of 10, Good, (1,002 reviews)
cleanliness Modern Torrington motel offers easy access to local attractions and outdoor activities.
The price is ฿2,630
฿3,024 total
includes taxes & fees
2 Feb - 3 Feb

Hitching Post Country Motel
Hitching Post Country MotelCornwall Bridge
6.6 out of 10, (81 reviews)
cleanliness Cosy Connecticut motel near hiking trails offers a gateway to outdoor adventures.
The price is ฿4,063
฿4,672 total
includes taxes & fees
10 Feb - 11 Feb

Gedney Farm
Gedney FarmGreat Barrington
9.2 out of 10, Wonderful, (135 reviews)
cleanliness Elegant Berkshires retreat with on-site dining and lush garden views awaits.
The price is ฿5,797
฿6,359 total
includes taxes & fees
11 Feb - 12 Feb

The Old Inn On The Green
The Old Inn On The GreenGreat Barrington
9.2 out of 10, Wonderful, (90 reviews)
cleanliness Dine among candlelight at this charming Great Barrington inn with a seasonal pool.
The price is ฿9,532
฿11,502 total
includes taxes & fees
1 Feb - 2 Feb

Home2 Suites by Hilton Bristol
Home2 Suites by Hilton BristolBristol
9.6 out of 10, Exceptional, (184 reviews)
cleanliness Comfortable suite-style rooms in Bristol with free breakfast and a relaxing hot tub.
The price is ฿4,063
฿4,672 total
includes taxes & fees
8 Feb - 9 Feb

Cornwall Inn and Lodge
Cornwall Inn and LodgeCornwall Bridge
9.2 out of 10, Wonderful, (156 reviews)
cleanliness Enjoy a refreshing country stay with a pool at this charming Cornwall Bridge inn.
The price is ฿6,613
฿7,605 total
includes taxes & fees
4 Feb - 5 Feb

Fairfield Inn & Suites by Marriott Plainville
Fairfield Inn & Suites by Marriott PlainvillePlainville
8.6 out of 10, Excellent, (927 reviews)
cleanliness Quiet haven near Crescent Lake with indoor pool and 24-hour fitness centre.
The price is ฿3,161
฿3,635 total
includes taxes & fees
7 Feb - 8 Feb

DoubleTree by Hilton Hotel Bristol, Connecticut
DoubleTree by Hilton Hotel Bristol, ConnecticutBristol
9.0 out of 10, Wonderful, (1,000 reviews)
cleanliness Enjoy quiet comfort near local attractions with a refreshing indoor pool.
The price is ฿4,587
฿5,275 total
includes taxes & fees
15 Feb - 16 Feb

Residence Inn by Marriott Hartford Avon
Residence Inn by Marriott Hartford AvonAvon
8.8 out of 10, Excellent, (423 reviews)
cleanliness Enjoy a spacious suite near Connecticut Convention Centre with an outdoor pool.
The price is ฿3,958
฿4,552 total
includes taxes & fees
8 Feb - 9 Feb

Truman Gillet House Bed & Breakfast
Truman Gillet House Bed & BreakfastGranby
9.6 out of 10, Exceptional, (104 reviews)
cleanliness Historic Connecticut B&B surrounded by scenic trails and nature attractions.
The price is ฿4,375
฿4,856 total
includes taxes & fees
3 Feb - 4 Feb

Wilder House Berkshires
Wilder House BerkshiresSheffield
9.8 out of 10, Exceptional, (43 reviews)
cleanliness Unwind in the Berkshires at this charming B&B with free weekend breakfast.

PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGETerryville
7.6 out of 10, Good, (180 reviews)
cleanliness Relax in modern comfort just minutes from Terryville's top attractions.
The price is ฿2,500
฿2,875 total
includes taxes & fees
2 Feb - 3 Feb

Avon Old Farms Hotel
Avon Old Farms HotelAvon
8.4 out of 10, Very good, (1,001 reviews)
The price is ฿3,406
฿4,600 total
includes taxes & fees
2 Feb - 3 Feb

Extended Stay America Suites Hartford Farmington
Extended Stay America Suites Hartford FarmingtonFarmington
8.0 out of 10, Very good, (1,004 reviews)
cleanliness Stay at a tranquil hotel with free breakfast and parking in Farmington.
The price is ฿2,362
฿2,717 total
includes taxes & fees
2 Feb - 3 Feb

Blackberry River Inn
Blackberry River InnNorfolk
9.4 out of 10, Exceptional, (167 reviews)
cleanliness Serene New England escape offers tranquil country setting with seasonal pool.
The price is ฿5,136
฿5,907 total
includes taxes & fees
2 Feb - 3 Feb

The Millerton Inn
The Millerton InnMillerton
8.0 out of 10, Very good, (13 reviews)
cleanliness Escape to a Mediterranean culinary gem in historic Millerton with complimentary perks.
The price is ฿5,037
฿5,699 total
includes taxes & fees
2 Feb - 3 Feb
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Winchester attractions
More cheap stays in Winchester

Extended Stay America Suites Hartford Farmington
1 Batterson Park Rd Farmington CT
The price is ฿2,362 per night from 2 Feb to 3 Feb
฿2,362
฿2,717 total
2 Feb - 3 Feb
includes taxes & fees
7.8/10 Good! (1,001 reviews)





































































