A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.

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Check availability on Winsted Hotels with a Pool

Tonight
Aug 29 - Aug 30
Tomorrow
Aug 30 - Aug 31
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Winsted hotels with a pool

A large, historic building with a covered porch and outdoor seating area.
A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.
A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.
A sign for the Simsbury House, indicating it is a historic building from 1820.

1. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
NT$5,357
NT$6,707 total
includes taxes & fees
Aug 30 - Aug 31
Simsbury 1820 House
An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.
A grand hallway with a chandelier, a staircase, and a table with flowers.
A bathroom with a toilet, sink, bathtub, and a glass-enclosed shower.

2. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
NT$6,008
NT$6,909 total
includes taxes & fees
Aug 31 - Sep 1
Blackberry River Inn
A house with a stone staircase leading to a door, surrounded by lush greenery and a well-maintained garden.
A spacious room with a high ceiling, a ceiling fan, a large window with a view of greenery, a white sofa, a black leather chair, and a wooden table with a computer setup.
A modern bathroom with a walk-in shower, a toilet, a sink, and a bathtub.
A modern living room with a sofa, ottoman, and green armchair, a coffee table with a vase of flowers, and a wooden cabinet with decorative items.

3. Sunny Peace Homestay

Sunny Peace Homestay
Harwinton
NT$4,126
NT$6,563 total
includes taxes & fees
Sep 1 - Sep 2
Sunny Peace Homestay
A swimming pool with lounge chairs and umbrellas, surrounded by a house and trees.
A spacious indoor dining area with high ceilings, large windows, and a brick wall.
A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.
A conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.

4. Avon Old Farms Hotel

Avon Old Farms Hotel
Avon
  • Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness center.
NT$4,839
NT$6,257 total
includes taxes & fees
Sep 3 - Sep 4
Avon Old Farms Hotel
A large indoor swimming pool with multiple seating areas and large windows.
A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.
A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.
A modern breakfast area with a counter, seating, and a refrigerator.

5. Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
Bristol
  • Serene hotel with an indoor pool escape just steps away from relaxing in a soothing hot tub.
NT$4,173
NT$4,799 total
includes taxes & fees
Sep 6 - Sep 7
Home2 Suites by Hilton Bristol
A swimming pool with lounge chairs and a covered seating area, surrounded by multi-story buildings with visible windows and a brick facade.
A Marriott hotel with a red roof, a swimming pool, and a well-maintained lawn.
An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.
A hotel lobby with a long reception desk, multiple seating areas, and a large screen TV.

6. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
Avon
  • Splash into mountain adventures with a rejuvenating seasonal outdoor pool and hot tub retreat just steps from scenic trails.
NT$4,809
NT$5,531 total
includes taxes & fees
Sep 20 - Sep 21
Residence Inn by Marriott Hartford Avon
An indoor swimming pool with clear blue water, surrounded by lounge chairs and large windows offering a view of greenery outside.
An outdoor patio with tables, chairs, and umbrellas, adjacent to a brick building.
A hotel with a prominent sign, a covered entrance, and a landscaped driveway.
A spacious lobby with high ceilings, a fireplace, comfortable seating, and a dining area with tables and chairs.

7. Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
Farmington
  • Swim and unwind at this stylish retreat where guests adore the indoor pool and hot tub for year-round aquatic relaxation.
NT$4,382
NT$5,039 total
includes taxes & fees
Sep 8 - Sep 9
Hampton Inn & Suites Hartford/Farmington
An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.
A bar area with high stools, a counter, and a television mounted on the wall.
A modern hotel lobby with a fireplace, comfortable seating, and artwork on the walls.
A bar area with a long counter, multiple bar stools, and a television mounted above the bar. There are bottles and glasses on the counter, and the room has large windows with blinds.

8. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
Windsor Locks
  • Discover a hotel with a refreshing indoor pool sanctuary, complemented by 24-hour fitness options and airport shuttle convenience.
NT$3,863
NT$4,443 total
includes taxes & fees
Sep 6 - Sep 7
DoubleTree by Hilton Hartford - Bradley Airport
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A hotel room with a bed, a desk, a chair, a sofa, a microwave, and a coffee machine.
A breakfast buffet with various food items and condiments.
A modern lobby with a reception desk, seating area, and a large wall-mounted screen.

9. Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
Windsor Locks
  • Refresh in this tranquil indoor pool with heated waters that create an escape for all-season swimming and family enjoyment.
NT$3,956
NT$4,549 total
includes taxes & fees
Sep 27 - Sep 28
Springhill Suites Marriott Airport
A person in a blue swimsuit relaxing in a hot tub with a pool in the background.
A spacious, well-lit event space with a glass ceiling, white tables, and a chandelier.
A sign for The Simsbury Inn, featuring a swan on water.
A brick building with a covered patio, a fountain, and a staircase leading to a second floor.

10. Simsbury Inn

Simsbury Inn
Simsbury Center
  • Serene indoor pool escape with loungers and après-ski amenities in Simsbury Center.
NT$7,557
NT$9,381 total
includes taxes & fees
Sep 16 - Sep 17
Simsbury Inn
View all properties

Choose what matters most at hotels with a pool in Winsted

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Winsted Hotel Reviews

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent
"I especially like that the hallway and room were not carpeted. No icky carpets. The room has lots of charging stations which is great. They provide easy to carry breakfast items like banana, yogurt and muffins for those leaving on super early flights."
Carolyn 1-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Bradley Airport by IHG
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent
"nons"
Melanie Anne 2-night trip
Posted 5 hours ago
Homewood Suites by Hilton Hartford-Farmington
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

8/10 Good
"The staff was very polite and helpful"
Michelle 1-night trip
Posted 6 hours ago
DoubleTree by Hilton Hartford - Bradley Airport
Fairfield Inn & Suites by Marriott Plainville

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."
Cheryl 8-night trip
Posted 6 hours ago
Fairfield Inn & Suites by Marriott Plainville
Hampton Inn & Suites Hartford/Farmington

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."
Lauren 1-night trip
Posted 7 hours ago
Hampton Inn & Suites Hartford/Farmington
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

10/10 Excellent
"Clean and staff was friendly"
Harinda 1-night trip
Posted 2 days ago
Springhill Suites Marriott Airport
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent
"It was much better than expected. Subtle lighting in the room was a nice touch. Clean and very comfortable bedding and bathroom. Everything in the fitness room was was clean and operational. The breakfast was superb. A very enjoyable stay."
William 1-night trip
Posted 3 days ago
Holiday Inn Express Hotel & Suites Great Barrington by IHG
The Farmington Inn & Suites

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."
Cynthia 3-night trip
Posted 4 days ago
The Farmington Inn & Suites
Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"Good"
Jeremy J 3-night trip
Posted 5 days ago
Avon Old Farms Hotel

Frequently asked questions

What are some hotels with pools in Winsted?
Sheraton Hartford Hotel at Bradley Airport: Offers daily, an indoor pool, and complimentary wired internet access. Holiday Inn Express & Suites Bradley Airport by IHG: Provides a snack bar/deli, an indoor pool, and buffet. Homewood Suites by Hilton Hartford-Farmington: Offers a snack bar/deli, a pool, and buffet. The Farmington Inn & Suites: Provides a snack bar/deli, a pool, and daily. Quality Inn Great Barrington: Features daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Winsted?
Make a point to visit attractions like Highland Lake and Laurel Lanes. Discover sights such as Burr Pond State Park, The Marina at Highland Lake, and Platt Hill State Park during your stay.
When is the best time to book a hotel with a pool in Winsted?
Taking into account the local weather in Winsted is an important factor for planning your visit, especially if you plan to spend your trip poolside. 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.

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