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Our top choices for Winchester hotels

1. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,002 reviews)
"Was clean, didn't smell weird and was exactly what we were looking for, just a place to sleep while our home was being repaired, no complaints at all."
United States
Graeme
The price is ąøæ3,681
ąøæ4,233 total
includes taxes & fees
16 Aug - 17 Aug
Days Inn by Wyndham Torrington

2. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (198 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is ąøæ5,555
ąøæ6,388 total
includes taxes & fees
30 Jul - 31 Jul
Blackberry River Inn

3. Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (805 reviews)
"Great hotel. Good service."
United States
Anisha
The price is ąøæ3,738
ąøæ4,299 total
includes taxes & fees
26 Jul - 27 Jul
Americas Best Value Inn Torrington CT

4. The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,002 reviews)
"Staff were all very friendly and helpful. Breakfast was great!"
United States
Evan
The price is ąøæ10,925
ąøæ12,564 total
includes taxes & fees
27 Jul - 28 Jul
The Litchfield Inn

5. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (451 reviews)
"It was such a great experience, the hotel was so nice and clean. Plenty of things for the kids to do. And we were able to walk to get ice cream after dinner."
United States
Laura
The price is ąøæ4,842
ąøæ5,568 total
includes taxes & fees
16 Aug - 17 Aug
Residence Inn by Marriott Hartford Avon

6. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (435 reviews)
"Below average B&B"
United States
Larry
The price is ąøæ3,549
ąøæ4,081 total
includes taxes & fees
2 Aug - 3 Aug
Locust Tree Bed and Breakfast LLC

7. Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (139 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is ąøæ11,120
ąøæ12,343 total
includes taxes & fees
28 Jul - 29 Jul
Manor House Inn

8. Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,001 reviews)
"Great stay"
United States
Andrew
The price is ąøæ6,578
ąøæ8,304 total
includes taxes & fees
26 Jul - 27 Jul
Avon Old Farms Hotel

9. Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (303 reviews)
"Great little historical hotel with nice amenities, such as sports courts and a breakfast buffet. The room was large and comfortable!"
United States
Rachel
The price is ąøæ9,768
ąøæ11,972 total
includes taxes & fees
17 Aug - 18 Aug
Simsbury Inn

10. Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,001 reviews)
"the staff was helpful and very friendly and the property and the breakfast were great! we enjoyed our stay and will be back."
United States
Kelly
The price is ąøæ5,260
ąøæ6,049 total
includes taxes & fees
16 Aug - 17 Aug
Homewood Suites by Hilton Hartford-Farmington

11. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,001 reviews)
"Great stay and would definitely be back to stay again"
United States
Mary Melissa
The price is ąøæ4,411
ąøæ5,073 total
includes taxes & fees
9 Aug - 10 Aug
Hampton Inn & Suites Hartford/Farmington

12. The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,002 reviews)
"Wonderful breakfast and great staff."
United States
Carol
The price is ąøæ4,364
ąøæ5,603 total
includes taxes & fees
26 Jul - 27 Jul
The Farmington Inn & Suites

13. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,001 reviews)
"Beautiful historical hotel Room was lovely Staff friendly and helpful"
United States
FRANK
The price is ąøæ8,078
ąøæ9,873 total
includes taxes & fees
20 Aug - 21 Aug
Simsbury 1820 House

14. Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport
3.5 star property
Windsor Locks
9.2 out of 10, Wonderful, (1,010 reviews)
"Great location right outside the airport. Food reasonably priced and delicious."
United States
Stacy
The price is ąøæ8,585
ąøæ9,873 total
includes taxes & fees
14 Aug - 15 Aug
Sheraton Hartford Hotel at Bradley Airport

15. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (305 reviews)
"Great staff and location!"
United States
Stacie
The price is ąøæ9,104
ąøæ10,470 total
includes taxes & fees
4 Aug - 5 Aug
Interlaken Inn & Resort

16. The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.6 out of 10, Exceptional, (80 reviews)
"Property has great character in converted old courthouse. Good bed, quiet, nice restaurant for breakfast (included)."
United States
Steven
The price is ąøæ8,846
ąøæ10,173 total
includes taxes & fees
23 Aug - 24 Aug
The Abner Hotel

17. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (114 reviews)
"Cute place. Antiquey Excellent breakfast!"
United States
Valerie
The price is ąøæ4,732
ąøæ5,252 total
includes taxes & fees
27 Jul - 28 Jul
Truman Gillet House Bed & Breakfast

18. PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (202 reviews)
"Everything was nice! I'd stay here again!"
United States
SEMORA
The price is ąøæ3,008
ąøæ3,459 total
includes taxes & fees
30 Jul - 31 Jul
PLYMOUTH MOTOR LODGE

19. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (139 reviews)
"Pet friendly and amazing grounds"
United States
Kristi
The price is ąøæ8,213
ąøæ9,010 total
includes taxes & fees
26 Jul - 27 Jul
Gedney Farm

20. Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1,001 reviews)
"nice quiet clean rooms, spacious."
United States
Barbara
The price is ąøæ3,760
ąøæ4,324 total
includes taxes & fees
16 Aug - 17 Aug
Extended Stay America Suites 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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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 Avon Old Farms Hotel and The Farmington Inn & Suites. 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?
Avon Old Farms Hotel: Features a sauna, a seasonal outdoor pool and buffet. Homewood Suites by Hilton Hartford-Farmington and Hampton Inn & Suites Hartford/Farmington 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 22 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, Platt Hill State Park and Highland Lake. A couple of additional sights to add to your itinerary are Burr Pond 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.