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Winchester Hotels from ā‚¹9,233

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov

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Our top choices for Winchester hotels

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

1. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (251 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is ā‚¹16,779
ā‚¹19,295 total
includes taxes & fees
2 Nov - 3 Nov
Blackberry River Inn
A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

2. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,004 reviews)
"Rooms were very clean, staff was very nice"
United States
Bethany
The price is ā‚¹9,120
ā‚¹10,489 total
includes taxes & fees
12 Nov - 13 Nov
Days Inn by Wyndham Torrington
A hotel room with a large bed, bedside lamps, a desk with a chair, a mirror, and a coat rack.

3. Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (833 reviews)
"Clean and the staffs are friendly"
United States
Tuty
The price is ā‚¹14,748
ā‚¹16,961 total
includes taxes & fees
8 Nov - 9 Nov
Americas Best Value Inn Torrington CT
A lobby with a chandelier, a reception desk, and a sign indicating an exit.

4. The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.2 out of 10, Wonderful, (1,001 reviews)
"Wonderful stay! Beautiful property and pool, breakfast was delicious."
United States
Jacqueline
The price is ā‚¹27,741
ā‚¹31,902 total
includes taxes & fees
29 Nov - 30 Nov
The Litchfield Inn
A bedroom with a large bed, a chair, and a window with curtains.

5. The White Hart

The White Hart
4.0 star property
Salisbury
9.8 out of 10, Exceptional, (156 reviews)
"Itā€™s an exceptional place in every aspect. "
United States
William
The price is ā‚¹28,316
ā‚¹32,563 total
includes taxes & fees
23 Nov - 24 Nov
The White Hart
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

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, (453 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is ā‚¹9,970
ā‚¹11,466 total
includes taxes & fees
2 Nov - 3 Nov
Locust Tree Bed and Breakfast LLC
An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

7. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (466 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 ā‚¹12,078
ā‚¹13,890 total
includes taxes & fees
19 Nov - 20 Nov
Residence Inn by Marriott Hartford Avon
A stone fountain with water spouting from the top, surrounded by greenery and a brick building with windows in the background.

8. Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (321 reviews)
"Loved the 4 post beds and the linens were the nicest I have ever slept in. Lots of free parking on sight with a couple of outdoor fire pits. I would definitely stay there when we are in Simsbury"
Canada
SueEllen and Ian
The price is ā‚¹27,442
ā‚¹33,633 total
includes taxes & fees
2 Nov - 3 Nov
Simsbury Inn
A restaurant with wooden tables and chairs, a bar area, and hanging spherical light fixtures.

9. The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (122 reviews)
"Friendly staff, good location, clean and cute room and thoughtful design. Good breakfast"
United States
Lanny
The price is ā‚¹23,053
ā‚¹26,511 total
includes taxes & fees
22 Nov - 23 Nov
The Abner Hotel
A large, historic building with a covered porch and outdoor seating area.

10. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,000 reviews)
"Restaurant inside inn was comforting and had a great vibe."
United States
Enrique
The price is ā‚¹16,997
ā‚¹21,184 total
includes taxes & fees
2 Nov - 3 Nov
Simsbury 1820 House
A dining area with round tables set for two, a fireplace, and a mural on the wall.

11. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is ā‚¹27,537
ā‚¹33,229 total
includes taxes & fees
2 Nov - 3 Nov
The Old Inn On The Green
A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

12. Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,001 reviews)
"We stay every Fall when visiting family. It never disappoints"
United States
Kristen
The price is ā‚¹16,152
ā‚¹20,650 total
includes taxes & fees
2 Nov - 3 Nov
Avon Old Farms Hotel
A hotel with a prominent sign, a covered entrance, and a landscaped driveway.

13. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean and nice property Helpful staff"
United States
Raed
The price is ā‚¹12,752
ā‚¹14,665 total
includes taxes & fees
19 Nov - 20 Nov
Hampton Inn & Suites Hartford/Farmington
A bar area with a long counter, bar stools, and shelves stocked with bottles.

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, (1,002 reviews)
"Easy access to parking and flight departures."
United States
Cindy
The price is ā‚¹20,097
ā‚¹23,112 total
includes taxes & fees
8 Nov - 9 Nov
Sheraton Hartford Hotel at Bradley Airport
A hotel with multiple buildings, a parking lot, and a well-maintained lawn.

15. Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1,000 reviews)
"Breakfast was great and the rooms were very clean and comfortable. Staff was also very friendly and courteous."
United States
EDWARD
The price is ā‚¹14,447
ā‚¹16,615 total
includes taxes & fees
29 Nov - 30 Nov
Homewood Suites by Hilton Hartford-Farmington
An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.

16. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (284 reviews)
"Everything was wonderful , we enjoy a lot the hot tub and the go to pool that feels amazing"
United States
Gabriela
The price is ā‚¹12,380
ā‚¹14,237 total
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites by Hilton Bristol
A wooden deck with a swing chair and a bench overlooking a lake.

17. Interlaken Inn & Resort

Interlaken Inn & Resort
3.5 star property
Lakeville
8.2 out of 10, Very good, (323 reviews)
"Over eight annual visits to this hotel, it has been a wonderful stay each time."
United States
mary
The price is ā‚¹24,451
ā‚¹28,118 total
includes taxes & fees
1 Dec - 2 Dec
Interlaken Inn & Resort
A spacious foyer with a grand staircase, a chandelier, and a patterned carpet.

18. The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1,006 reviews)
"A beautiful inn in a beautiful town. Loved our stay and will definitely be back."
United States
Kenneth
The price is ā‚¹11,879
ā‚¹15,299 total
includes taxes & fees
8 Nov - 9 Nov
The Farmington Inn & Suites
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

19. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,003 reviews)
"Lovely stay, easy check in and kind staff. The room was clean and comfortable"
United States
Julia
The price is ā‚¹13,782
ā‚¹15,849 total
includes taxes & fees
8 Nov - 9 Nov
DoubleTree by Hilton Hotel Bristol, Connecticut
Interior detail

20. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is ā‚¹16,475
ā‚¹18,402 total
includes taxes & fees
2 Nov - 3 Nov
Wilder House Berkshires
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

Top Winchester Hotel Reviews

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent
"Very pleased with the hotel & staff. Definitely would stay there again."
Penny 2-night trip
Posted less than an hour ago
Hampton Inn & Suites Hartford/Farmington

More cheap stays in Winchester

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE

325 Main St Terryville CT
The price is ā‚¹8,028 per night from 2 Dec to 3 Dec
ā‚¹8,028
ā‚¹9,233 total
2 Dec - 3 Dec
includes taxes & fees
7.6/10 Good! (223 reviews)

Frequently asked questions

What's the best place for a stay in Winchester?
The Farmington Inn & Suites, located 20.6 mi (33.1 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 Extended Stay America 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?
Homewood Suites by Hilton Hartford-Farmington: Offers a snack bar/deli, an indoor pool and buffet. Mayflower Inn & Spa, Auberge Collection and Avon Old Farms Hotel 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 21 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, The Marina at Highland Lake and Burr Pond State Park. A couple of additional sights to add to your itinerary are Winchester Historical Society and American Museum of Tort Law. 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 20Ā°C, while the coldest months are January and February, with an average of -1Ā°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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