Hotels in Winsted

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Tonight
Nov 3 - Nov 4
Tomorrow
Nov 4 - Nov 5
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Winsted?

A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

1. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,004 reviews)
Located near Hotchkiss-Fyler House Museum and Warner Theater, this motel offers free WiFi and parking. Enjoy the on-site fitness center or venture to nearby downhill skiing. Clean rooms provide a comfortable base while the exceptionally helpful staff ensures a pleasant stay.
The price is $99
$114 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham Torrington
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

2. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (251 reviews)
Unwind in this peaceful country retreat with a seasonal outdoor pool and complimentary gourmet breakfast. Located near Haystack Mountain State Park, the inn offers free WiFi and parking while helpful staff ensure a memorable stay in Norfolk's quiet surroundings.
The price is $190
$219 total
includes taxes & fees
Nov 4 - Nov 5
Blackberry River Inn
An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

3. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (467 reviews)
This extended-stay hotel offers a seasonal outdoor pool and tennis court just 15 minutes from Connecticut Convention Center. Explore nearby Farmington Valley Arts Center while enjoying spacious rooms with sofa beds and kitchenettes.
The price is $127
$146 total
includes taxes & fees
Nov 19 - Nov 20
Residence Inn by Marriott Hartford Avon
A hotel room with a large bed, bedside lamps, a desk with a chair, a mirror, and a coat rack.

4. Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (835 reviews)
This charming hotel offers free breakfast, WiFi, and parking while keeping you near outdoor adventures. Enjoy the fitness center after exploring nearby Sunnybrook State Park or hit local ski slopes in winter. The friendly staff ensures a comfortable stay.
The price is $160
$184 total
includes taxes & fees
Nov 4 - Nov 5
Americas Best Value Inn Torrington CT
A modern hotel room with a dining area, seating arrangements, and a large TV screen.

5. Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
Windsor
9.0 out of 10, Wonderful, (1,002 reviews)
Just 1.7 miles from Bradley Airport, this Windsor hotel offers free breakfast and parking with 24-hour shuttle service. Enjoy the indoor pool, fitness center, and helpful staff. Connecticut Convention Center is a short drive away.
The price is $115
$132 total
includes taxes & fees
Nov 28 - Nov 29
Hampton Inn Hartford/Airport
A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.

6. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.0 out of 10, Wonderful, (19 reviews)
The price is $145
$224 total
includes taxes & fees
Nov 4 - Nov 5
Sunny Peace Homestay
A covered porch with white railings and rocking chairs.

7. 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)
Wake up to a complimentary full breakfast at this cozy East Canaan B&B. Located near Land of Nod Vineyard and Winery, the inn offers free parking and daily housekeeping. Guests consistently praise the helpful staff for making stays memorable.
The price is $105
$121 total
includes taxes & fees
Nov 4 - Nov 5
Locust Tree Bed and Breakfast LLC
A house with a porch, American flags, and a pathway leading to a bench.

8. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (122 reviews)
Discover historic charm at this B&B near McLean Game Refuge. Wake up to a daily full breakfast before exploring hiking trails. Free WiFi and parking add convenience while Old New-Gate Prison is just a short drive away.
The price is $140
$155 total
includes taxes & fees
Nov 4 - Nov 5
Truman Gillet House Bed & Breakfast
A modern hotel with a flat roof, large windows, and a covered entrance.

9. Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1,000 reviews)
This airport hotel offers a revitalizing indoor pool after your flight. Located 1.3 mi from Bradley International, with a complimentary 24-hour shuttle. Close to Connecticut Fallen Firefighters Memorial and Six Flags New England, with free breakfast and WiFi.
The price is $105
$120 total
includes taxes & fees
Nov 25 - Nov 26
Springhill Suites Marriott Airport
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

10. Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
2.5 star property
Windsor Locks
8.8 out of 10, Excellent, (1,099 reviews)
Explore New England Air Museum or Connecticut Fallen Firefighters Memorial from this business-friendly hotel. Enjoy a free breakfast and indoor pool after a workout in the fitness center. The helpful staff ensures a pleasant stay.
The price is $118
$136 total
includes taxes & fees
Nov 28 - Nov 29
Holiday Inn Express & Suites Bradley Airport by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

11. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,003 reviews)
This peaceful hotel offers complimentary breakfast, WiFi, and parking, with Mahaiwe Performing Arts Center just moments away. Fitness enthusiasts will appreciate the on-site gym and outdoor activities, while the helpful staff ensures a comfortable stay.
The price is $76
$85 total
includes taxes & fees
Nov 25 - Nov 26
Quality Inn Great Barrington
A large, historic building with a covered porch and outdoor seating area.

12. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,000 reviews)
Immerse yourself in the rich history of this Simsbury B&B, where an indoor pool and fitness center await. Enjoy complimentary breakfast, WiFi, and bike rentals near Performing Arts Center, with 2 bars and a restaurant for evening relaxation.
The price is $179
$223 total
includes taxes & fees
Nov 4 - Nov 5
Simsbury 1820 House
A lobby with a blue sofa, a small round table, and a fireplace.

13. Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
3.0 star property
Plainville
8.4 out of 10, Very good, (1,002 reviews)
This quiet hotel offers free breakfast, WiFi and parking just minutes from Crescent Lake. The indoor pool provides year-round relaxation, while the helpful staff ensures a seamless stay for business travelers near Relic Brewing Company.
The price is $96
$110 total
includes taxes & fees
Nov 19 - Nov 20
Fairfield Inn & Suites by Marriott Plainville
A spacious foyer with a wooden staircase, a reception desk, and a seating area.

14. The Abner Hotel

The Abner Hotel
3.0 star property
Litchfield Historic District
9.4 out of 10, Exceptional, (123 reviews)
Savor free breakfast at this inviting 3-star hotel before exploring nearby Litchfield Town Green. Return for evening drinks at the bar while taking in views from the rooftop terrace. Free WiFi and parking make your Connecticut getaway seamless.
The price is $278
$320 total
includes taxes & fees
Nov 23 - Nov 24
The Abner Hotel
A spacious foyer with a grand staircase, a chandelier, and a patterned carpet.

15. The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
9.0 out of 10, Wonderful, (1,002 reviews)
Escape to this serene Farmington hotel, just 15 minutes from Hartford Convention Center. Start your day with complimentary breakfast at Victoria's Café before exploring nearby Miss Porter's School. The health club, room service, and exceptionally helpful staff ensure a comfortable stay.
The price is $125
$161 total
includes taxes & fees
Nov 8 - Nov 9
The Farmington Inn & Suites
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)
Wake up to a complimentary breakfast at this Bristol hotel before exploring nearby Pine Lake Park. Unwind in the hot tub after a workout in the 24-hour fitness center, or enjoy a drink at the bar. In-room refrigerators and microwaves add convenience to your stay.
The price is $130
$150 total
includes taxes & fees
Nov 15 - Nov 16
Home2 Suites by Hilton Bristol
A hotel with a prominent sign, a covered entrance, and a landscaped driveway.

17. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,005 reviews)
Located in Farmington, this hotel offers free WiFi and parking, plus an indoor pool and hot tub for relaxation. Enjoy a complimentary breakfast before exploring nearby Hill-Stead Museum, or maintain your routine at the 24-hour fitness center.
The price is $131
$151 total
includes taxes & fees
Dec 3 - Dec 4
Hampton Inn & Suites Hartford/Farmington
A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.

18. Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1,002 reviews)
The price is $170
$217 total
includes taxes & fees
Nov 4 - Nov 5
Avon Old Farms Hotel
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

19. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (938 reviews)
The price is $67
$74 total
includes taxes & fees
Nov 4 - Nov 5
Monument Mountain Motel
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.

20. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (853 reviews)
Refresh in the indoor pool at this welcoming Great Barrington hotel. The fitness center adds value to each stay, while free breakfast fuels adventures to nearby Lake Mansfield Park and Housatonic River. Guests rave about the clean rooms and helpful staff.
The price is $83
$93 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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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Go beyond your typical stay in Winsted

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Top landmarks in Winsted

Highland Lake

Highland Lake is 2.6 mi (4.3 km) from central Winchester, why not stop by during your stay.
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Learn more about Winsted

Winsted is well-known for its attractions such as Highland Lake and Burr Pond State Park.

See all hotels in Winsted
A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

Check out reviews of Winsted hotels guests love

A house with a porch, American flags, and a pathway leading to a bench.
Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
Granby

10/10 Exceptional

We came to see a local nursery and really enjoyed the hospitality, food, home comforts and EV charge-up. Wayne and Kim really know the area and are great guides. Plus the home is beautiful with a lovely yard to relax in.
United States
Christine
Reviewed May 22, 2022
Truman Gillet House Bed & Breakfast

Frequently Asked Questions

What accommodations do travelers like in Winsted?

Guests like Days Inn by Wyndham Torrington.

Can I book a refundable hotel in Winsted?

If you're looking for the flexibility to change your travel plans to Winsted, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Winsted if I want a vacation home instead of a traditional hotel?

You'll find 12 vacation homes on our site. In addition, you can choose from 5 apartments.

What will the weather in Winsted be like during my vacation?

The warmest months in Winsted are usually July and August with an average temp of 67°F. January and February are the chilliest months when the average temp is 30°F. The rainiest months are July and October.

Why should I book my Winsted hotel with Hotels.com?

There are plenty of reasons to book your Winsted travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.