Find Hotels with a Pool in Winsted, CT

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Check prices for these dates

Tonight
Nov 14 - Nov 15
Tomorrow
Nov 15 - Nov 16
Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29

Our top choices for Winsted hotels with a pool

An indoor swimming pool with clear water, surrounded by lounge chairs and a table with chairs.

1. 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, (1,089 reviews)
  • cleanliness
    Unwind in a pristine indoor pool sanctuary where airport convenience meets comfort at this Hartford retreat hotel.
The price is ￥16,149
￥18,571 total
includes taxes & fees
Nov 29 - Nov 30
Holiday Inn Express & Suites Bradley Airport by IHG
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.

2. Springhill Suites Marriott Airport

Springhill Suites Marriott Airport
3.0 star property
Windsor Locks
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Refresh in this tranquil indoor pool with heated waters that create an escape for all-season swimming and family enjoyment.
The price is ￥16,744
￥19,255 total
includes taxes & fees
Nov 29 - Nov 30
Springhill Suites Marriott Airport
An indoor swimming pool area with tiled flooring, lounge chairs, and tables with umbrellas.

3. Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport
2.5 star property
Windsor
9.0 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Dive into relaxation at this Connecticut hotel with a refreshing indoor pool, steps from the New England Air Museum.
The price is ￥18,191
￥20,920 total
includes taxes & fees
Nov 28 - Nov 29
Hampton Inn Hartford/Airport
A swimming pool with lounge chairs and a covered seating area, surrounded by multi-story buildings with visible windows and a brick facade.

4. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (468 reviews)
  • cleanliness
    Splash into mountain adventures with a rejuvenating seasonal outdoor pool and hot tub retreat just steps from scenic trails.
The price is ￥20,338
￥23,389 total
includes taxes & fees
Nov 22 - Nov 23
Residence Inn by Marriott Hartford Avon
An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.

5. DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport
4.0 star property
Windsor Locks
8.2 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Discover a hotel with a refreshing indoor pool sanctuary, complemented by 24-hour fitness options and airport shuttle convenience.
The price is ￥18,528
￥21,307 total
includes taxes & fees
Dec 13 - Dec 14
DoubleTree by Hilton Hartford - Bradley Airport
An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.

6. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (256 reviews)
  • cleanliness
    Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
The price is ￥29,131
￥33,500 total
includes taxes & fees
Dec 15 - Dec 16
Blackberry River Inn
A person in a blue swimsuit relaxing in a hot tub with a pool in the background.

7. Simsbury Inn

Simsbury Inn
3.5 star property
Simsbury Center
9.2 out of 10, Wonderful, (323 reviews)
  • cleanliness
    Serene indoor pool escape with loungers and après-ski amenities in Simsbury Center.
The price is ￥44,148
￥54,260 total
includes taxes & fees
Dec 12 - Dec 13
Simsbury Inn
A large, historic building with a covered porch and outdoor seating area.

8. Simsbury 1820 House

Simsbury 1820 House
4.0 star property
Simsbury Center
9.4 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
The price is ￥23,824
￥30,156 total
includes taxes & fees
Nov 15 - Nov 16
Simsbury 1820 House
A swimming pool with lounge chairs and a red door.

9. 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)
  • cleanliness
    Indoor pool oasis for fitness and family fun just 5 minutes from attractions.
The price is ￥22,968
￥26,413 total
includes taxes & fees
Nov 19 - Nov 20
Homewood Suites by Hilton Hartford-Farmington
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

10. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
  • cleanliness
    Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
The price is ￥25,657
￥28,660 total
includes taxes & fees
Dec 9 - Dec 10
Fairfield Inn & Suites by Marriott Great Barrington Lenox/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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Choose what matters most at hotels with a pool in Winsted

Breakfast included
4 stars

Top Winsted Hotel Reviews

An indoor swimming pool with clear water, surrounded by lounge chairs and a table with chairs.
Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
Windsor Locks

10/10 Excellent

The breakfast was wonderful. Such a big savings instead of eating out. The one lady (i forgot her name) was amazing. Very helpful and personable.
United States
Chad
Reviewed August 10, 2025
Holiday Inn Express & Suites Bradley Airport by IHG

Frequently Asked Questions

What are some hotels with pools in Winsted?

Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Offers a snack bar/deli, an indoor pool, and buffet. Waterfront House & Guest House Available in Winchester, CT!: Offers a snack bar/deli, a pool, and buffet. Quality Inn Great Barrington: Features daily, an indoor pool, and complimentary wired internet access. The Farmington Inn & Suites: Features free self parking, an indoor pool, and a 24-hour fitness center. Homewood Suites by Hilton Hartford-Farmington: Provides a sauna, a seasonal outdoor pool, and buffet.

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 Northwestern Connecticut Community College Library 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.