Best Resorts in Winsted

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Winsted

A hot tub under a pergola with string lights, surrounded by a patio area with chairs and an umbrella.

1. Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
9.4 out of 10, Exceptional, (55 reviews)
"It was a nice stay…worked well for the event we attended in town. The host was very nice to work with"
United States
Roberta S.
$192 nightly
The price is $219
Dec 1 - Dec 2
Total with taxes and fees
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
A wooden cabin interior with a bench, a rug, and a hanging plant.

2. Peaceful and cozy 1 bed 1 bath in quaint Winchester

Peaceful and cozy 1 bed 1 bath in quaint Winchester
Winchester
10.0 out of 10, Exceptional, (4 reviews)
"Great place and wonderful host."
United States
Thomas C.
$166 nightly
The price is $189
Nov 15 - Nov 16
Total with taxes and fees
Peaceful and cozy 1 bed 1 bath in quaint Winchester
A hotel room with a bed, white pillows, a bedside table with a phone, and a wall-mounted TV displaying a scenic sunset.

3. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,000 reviews)
"Rooms were very clean, staff was very nice"
United States
Bethany
$99 nightly
The price is $114
Nov 10 - Nov 11
Total with taxes and fees
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.

4. Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (837 reviews)
"Clean and the staffs are friendly"
United States
Tuty
$150 nightly
The price is $172
Nov 7 - Nov 8
Total with taxes and fees
Americas Best Value Inn Torrington CT
A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

5. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (454 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
$105 nightly
The price is $121
Nov 10 - Nov 11
Total with taxes and fees
Locust Tree Bed and Breakfast LLC
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

6. 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
$173 nightly
The price is $199
Dec 3 - Dec 4
Total with taxes and fees
Blackberry River Inn
A modern hotel room with a dining area, seating arrangements, and a large TV screen.

7. Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
Windsor
9.0 out of 10, Wonderful, (1,005 reviews)
"Close to airport"
United States
Mark
$115 nightly
The price is $132
Nov 28 - Nov 29
Total with taxes and fees
Hampton Inn Hartford/Airport
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

8. 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, (854 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
$83 nightly
The price is $93
Dec 7 - Dec 8
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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
8.8 out of 10, Excellent, (1,000 reviews)
"The hotels staff, amenities & atmosphere was great ."
United States
Carolee
$105 nightly
The price is $120
Nov 25 - Nov 26
Total with taxes and fees
Springhill Suites Marriott Airport
A house with a porch, American flags, and a pathway leading to a bench.

10. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (122 reviews)
"We had a very nice peaceful stay :)"
United States
Melanie
$140 nightly
The price is $155
Nov 8 - Nov 9
Total with taxes and fees
Truman Gillet House Bed & Breakfast
An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

11. 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)
"The room was a great size and very clean."
United States
Loren
$127 nightly
The price is $146
Nov 22 - Nov 23
Total with taxes and fees
Residence Inn by Marriott Hartford Avon
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

12. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,000 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
$76 nightly
The price is $85
Nov 29 - Nov 30
Total with taxes and fees
Quality Inn Great Barrington
A large, historic building with a covered porch and outdoor seating area.

13. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,002 reviews)
"Restaurant inside inn was comforting and had a great vibe."
United States
Enrique
$194 nightly
The price is $223
Nov 8 - Nov 9
Total with taxes and fees
Simsbury 1820 House
A spacious foyer with a grand staircase, a chandelier, and a patterned carpet.

14. The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
9.0 out of 10, Wonderful, (1,003 reviews)
"A beautiful inn in a beautiful town. Loved our stay and will definitely be back."
United States
Kenneth
$140 nightly
The price is $161
Nov 12 - Nov 13
Total with taxes and fees
The Farmington Inn & Suites
A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.

15. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.0 out of 10, Wonderful, (19 reviews)
"When I arrived after dark, it was hard to tell if I was at the right house. The bedroom was clean and quiet. Appears to be a shared bathroom but lucky one of the two bedrooms were vacant. Good for a quick stay."
United States
Dean
$195 nightly
The price is $224
Nov 9 - Nov 10
Total with taxes and fees
Sunny Peace Homestay
A two-story house with a front porch, a small balcony, and a white picket fence.

16. Cozy Attic 10 min to Llitchfield

Cozy Attic 10 min to Llitchfield
Torrington
9.6 out of 10, Exceptional, (7 reviews)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
United States
Nicole N.
$306 nightly
The price is $354
Nov 8 - Nov 9
Total with taxes and fees
Cozy Attic 10 min to Llitchfield
A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

17. 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
$196 nightly
The price is $226
Dec 2 - Dec 3
Total with taxes and fees
Avon Old Farms Hotel
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

18. 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, (1,092 reviews)
"Very good place to stay"
United States
MARITZA RODRIGUEZ
$103 nightly
The price is $118
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn Express & Suites Bradley Airport by IHG
A hotel with a prominent sign, a covered entrance, and a landscaped driveway.

19. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
9.0 out of 10, Wonderful, (1,001 reviews)
"Very pleased with the hotel & staff. Definitely would stay there again."
United States
Penny
$131 nightly
The price is $151
Dec 3 - Dec 4
Total with taxes and fees
Hampton Inn & Suites Hartford/Farmington
A stone cottage with a turquoise door, a sign reading 'Windy Top Cottage,' and flower boxes on the windows.

20. A European Country Getaway ~ 1930s Stone Cottage In Connecticut!

A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
10.0 out of 10, Exceptional, (117 reviews)
"We loved our stay! The cottage was adorable!"
United States
Kristen S.
$202 nightly
The price is $231
Nov 8 - Nov 9
Total with taxes and fees
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
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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Learn more about Winsted

Highland Lake offers refreshing swimming and boating during summer months, with a small beach perfect for families. Explore the American Museum of Tort Law founded by Ralph Nader, then grab coffee at one of Main Street's welcoming cafes.

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

Top reviews in Winsted

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

Blackberry River Inn

Blackberry River Inn
Norfolk

10/10 Excellent

Nice room, great location, excellent breakfast and infinitely helpful staff. Highly recommended.
United States
Brandon
Reviewed October 25, 2026
Blackberry River Inn

Frequently Asked Questions

What is Winsted like for a resort vacation?

Longing for a relaxing getaway? You deserve all the comforts of a resort, where you can find everything you want for your vacation from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the best one for you, whether you envision yourself kicking back in a suite with stunning views or hitting the golf course for an afternoon game.

What's a favorite resort in Winsted?

Our top-rated resort near Winsted: Cozy 1-bedroom apartment Farmington Connecticut - 17.4 mi (28 km) from Winsted.

What can I do in Winsted?

Discover the shopping possibilities at Ledgebrook Plaza, or bring the kids to Action Wildlife Foundation for some family fun. For more to see in the area, you can spend time at Highland Lake or Burr Pond State Park.

What's the weather like in Winsted?

The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winsted are January, February, March, and April, with each month seeing an average of 6 inches of snowfall.

What's the best way to get to and around Winsted?

Fly into Bradley Intl. Airport (BDL), which is located 19.3 mi (31 km) away from the city center. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 24.5 mi (39.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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