
Find hotels in Winchester, CT from CA $137
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Go beyond your typical stay in Winchester
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Check prices for these dates
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Aug 29 - Aug 30Tomorrow
Aug 30 - Aug 31Next weekend
Sep 4 - Sep 6In two weeks
Sep 11 - Sep 13Our top choices for Winchester hotels




1. Days Inn by Wyndham Torrington
Days Inn by Wyndham TorringtonTorrington
Juan
CA $135
CA $155 total
includes taxes & fees
Aug 31 - Sep 1




2. Americas Best Value Inn Torrington CT
Americas Best Value Inn Torrington CTTorrington
Carol
CA $181
CA $208 total
includes taxes & fees
Aug 30 - Aug 31




3. Locust Tree Bed and Breakfast LLC
Locust Tree Bed and Breakfast LLCEast Canaan
Regina
CA $145
CA $167 total
includes taxes & fees
Sep 6 - Sep 7




4. Blackberry River Inn
Blackberry River InnNorfolk
Rachel
CA $240
CA $276 total
includes taxes & fees
Sep 28 - Sep 29




5. Manor House Inn
Manor House InnNorfolk
Kevin
CA $428
CA $475 total
includes taxes & fees
Sep 22 - Sep 23




6. The Abner Hotel
The Abner HotelLitchfield Historic District
Eduardo
CA $194
CA $223 total
includes taxes & fees
Sep 20 - Sep 21




7. Truman Gillet House Bed & Breakfast
Truman Gillet House Bed & BreakfastGranby
Valerie
CA $194
CA $215 total
includes taxes & fees
Sep 3 - Sep 4




8. Sunny Peace Homestay
Sunny Peace HomestayHarwinton
Dean
CA $181
CA $288 total
includes taxes & fees
Aug 31 - Sep 1




9. Simsbury 1820 House
Simsbury 1820 HouseSimsbury Center
Thomas
CA $234
CA $293 total
includes taxes & fees
Aug 31 - Sep 1




10. Hitching Post Country Motel
Hitching Post Country MotelCornwall Bridge
Chris
CA $180
CA $207 total
includes taxes & fees
Sep 1 - Sep 2




11. PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGETerryville
SEMORA
CA $119
CA $137 total
includes taxes & fees
Sep 29 - Sep 30




12. Residence Inn by Marriott Hartford Avon
Residence Inn by Marriott Hartford AvonAvon
CA $211
CA $242 total
includes taxes & fees
Sep 13 - Sep 14




13. Home2 Suites by Hilton Bristol
Home2 Suites by Hilton BristolBristol
Laura
CA $184
CA $211 total
includes taxes & fees
Sep 6 - Sep 7




14. The Farmington Inn & Suites
The Farmington Inn & SuitesFarmington
Carol
CA $182
CA $234 total
includes taxes & fees
Aug 30 - Aug 31




15. Avon Old Farms Hotel
Avon Old Farms HotelAvon
Andrew
CA $212
CA $274 total
includes taxes & fees
Sep 3 - Sep 4




16. Wilder House Berkshires
Wilder House BerkshiresSheffield
Jennifer
CA $272
CA $304 total
includes taxes & fees
Sep 1 - Sep 2




17. Extended Stay America Suites Hartford Farmington
Extended Stay America Suites Hartford FarmingtonFarmington
Nigel
CA $146
CA $168 total
includes taxes & fees
Aug 30 - Aug 31




18. Interlaken Inn & Resort
Interlaken Inn & ResortLakeville
Stacie
CA $293
CA $337 total
includes taxes & fees
Sep 24 - Sep 25




19. Simsbury Inn
Simsbury InnSimsbury Center
Rachel
CA $332
CA $413 total
includes taxes & fees
Sep 16 - Sep 17




20. Cornwall Inn and Lodge
Cornwall Inn and LodgeCornwall Bridge
Judith
CA $293
CA $337 total
includes taxes & fees
Sep 1 - Sep 2
Stay near popular Winchester attractions
Highland Lake
Commune with nature and explore the great outdoors at Highland Lake during your travels in Winchester.
Northwestern Connecticut Community College
Walk around the campus at Northwestern Connecticut Community College as part of your travels around Winchester.
The Marina at Highland Lake
Explore the waterfront in Winchester with a trip to The Marina at Highland Lake.
Platt Hill State Park
You can take time to visit Platt Hill State Park during your travels to Winchester.
Winchester Historical Society
8.0/10 (1 review)
You can spend an afternoon exploring the galleries in Winchester Historical Society during your trip to Winchester. Take in the live music in this relaxing area.
Walker Field
Explore the great outdoors at Walker Field, a lovely green space in Winchester.
American Mural Project
You can spend time studying the exhibits at American Mural Project in Winchester.
Top Winchester Hotel Reviews
Homewood Suites by Hilton Hartford-Farmington
10/10 Excellent
"nons"
Fairfield Inn & Suites by Marriott Plainville
10/10 Excellent
"The staff was very accommodating and the breakfast was delicious. Lots of choices and always enough available."
Hampton Inn & Suites Hartford/Farmington
10/10 Excellent
"The staff was super helpful and the facilities were c clean and modern. Breakfast was fresh and had good choices."
The Litchfield Inn
10/10 Excellent
"Charming older hotel. Wish there were more tv options"
The Abner Hotel
10/10 Excellent
"I think this hotel would be wonderful in any season...beautiful area to walk on the wide, stately streets with beautiful 1800's home in the summer, spring or fall; lots of beautiful autumn leaves in the fall, perfect New England town with center green in winter, summer, spring and fall, to beautiful spring with flowers all over the town too. At Abner Hotel you can enjoy any season with the great rooftop bar, the cozy fireplace in the lounge outside the restaurant in the winter.... A special attraction for attorneys or anyone interested in the law is the unique nature of this property which was a renovated and preserved old courthouse.... Don't forget the fascinating attraction of country's very first Law School, walking distance from the hotel! Lourdes of Litchfield Grotto, lovely with outdoor masses, stations of the cross, gift shop and Cafe, open to all, just down the road."
The Farmington Inn & Suites
8/10 Good
"The staff were friendly and helpful, but you have to pay 17.25 a day (even the day you check out) for amenities that we never used. The back door we used looks all scratched up and worn metal door on the bottom. Bad 1st impression. Rooms are prettily decorated with wall paper and curtains that match. 4 poster beds looked great and were comfortable. Breakfast was good with enough choices. English tea bags weren't replenished after one day and don't think they have a designated person to handle only the food area. We left early every day and came back late. It was quiet and clean so recommend it, but be aware you pay for amenities whether you use them or not. Staff were helpful and friendly."
Avon Old Farms Hotel
10/10 Excellent
"Good"
Simsbury 1820 House
10/10 Excellent
"The staff at Simsbury 1820 were the highlight of the stay. They were expecially friendly and very helpful. They had some suggestions of things to do that were interesting and area specific. Understandably but a bit disappointing was the inadquacy of the plumbing. It's a very old building but toilets could be updated."
Mayflower Inn & Spa, Auberge Collection
10/10 Excellent
"Beautiful property with lovely pool and spa area. The rooms are beautifully decorated. The staff are all friendly, welcoming, and very helpful. The grounds and gardens are well maintained. The hiking trail is highly recommended. My room in the main house was a bit noisy; the room above mine appeared to be a utility room that was active early in the morning. I could hear footsteps throughout the day. The dinner was overrated, but the breakfast and lunch were delicious."
More cheap stays in Winchester

PLYMOUTH MOTOR LODGE
325 Main St Terryville CT
CA $119
CA $137 total
Sep 29 - Sep 30
includes taxes & fees

Days Inn by Wyndham Torrington
492 East Main St Torrington CT
CA $135
CA $155 total
Aug 31 - Sep 1
includes taxes & fees

Extended Stay America Suites Hartford Farmington
1 Batterson Park Rd Farmington CT
CA $146
CA $168 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very good! (1,003 reviews)

Hitching Post Country Motel
45 Kent Rd S Cornwall Bridge CT
CA $180
CA $207 total
Sep 1 - Sep 2
includes taxes & fees
6.8/10 (109 reviews)

Americas Best Value Inn Torrington CT
395 Winsted Rd Torrington CT
CA $181
CA $208 total
Aug 30 - Aug 31
includes taxes & fees
5.6/10 (813 reviews)

Hampton Inn & Suites Hartford/Farmington
301 Colt Hwy Farmington CT
CA $192
CA $221 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Hotels in Winchester with star rating

5 Star Hotels
4 properties

4 Star Hotels
11 properties

3 Star Hotels
70 properties

2 Star Hotels
18 properties
Frequently asked questions
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