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
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Winsted hotels with a pool

An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A modern hotel with a flat roof, large windows, and a covered entrance.
A hotel room with a bed, a desk, a chair, a sofa, a microwave, and a coffee machine.
A modern lobby with a reception desk, seating area, and a large wall-mounted screen.

1. 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.
₩167,759
₩192,923 total
includes taxes & fees
Nov 1 - Nov 2
Springhill Suites Marriott Airport
A swimming pool with lounge chairs and a covered seating area, surrounded by multi-story buildings with visible windows and a brick facade.
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.
A stone fireplace with a flat-screen TV above it, surrounded by two chairs and a small table.

2. 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.
₩192,635
₩221,530 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Hartford Avon
An indoor swimming pool with clear water, a lifeguard chair, and a changing room with a shower.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.
A breakfast buffet with a variety of food items, including rolls and pastries, and a sign indicating the availability of cinnamon sweet rolls.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

3. Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG
Windsor Locks
  • Unwind in a pristine indoor pool sanctuary where airport convenience meets comfort at this Hartford retreat hotel.
₩159,579
₩183,516 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express & Suites Bradley Airport by IHG
A person in a blue swimsuit relaxing in a hot tub with a pool in the background.
A large, multi-story building surrounded by dense forest, with a parking lot and a small green structure nearby.
A brick building with a covered patio, a fountain, and a staircase leading to a second floor.
A spacious, well-lit event space with a glass ceiling, white tables, and a chandelier.

4. Simsbury Inn

Simsbury Inn
Simsbury Center
  • Serene indoor pool escape with loungers and après-ski amenities in Simsbury Center.
₩377,478
₩463,396 total
includes taxes & fees
Nov 10 - Nov 11
Simsbury Inn
An indoor swimming pool with clear glass walls, a blue pool area, and sunlit seating areas.
A modern reception area with a digital display, a reception desk, and a seating area with patterned ottomans.
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.

5. 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.
₩167,504
₩192,630 total
includes taxes & fees
Nov 15 - Nov 16
DoubleTree by Hilton Hartford - Bradley Airport
An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.
A bathroom with a toilet, sink, bathtub, and a glass-enclosed shower.
A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

6. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
₩254,790
₩293,008 total
includes taxes & fees
Oct 18 - Oct 19
Blackberry River Inn
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 hot tub with a metal ladder, surrounded by tiled walls, with a view of trees through a window.

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.
₩200,614
₩230,706 total
includes taxes & fees
Oct 30 - Oct 31
Hampton Inn & Suites Hartford/Farmington
A large, historic building with a covered porch and outdoor seating area.
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.
A grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.

8. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
₩234,924
₩293,295 total
includes taxes & fees
Nov 4 - Nov 5
Simsbury 1820 House
A swimming pool with lounge chairs and a red door.
A modern kitchen with a central island, built-in cabinets, and a coffee station.
A hotel room with a bed, a sofa, a desk, a chair, a TV, and a lamp.
A hotel with multiple buildings, a parking lot, and a well-maintained lawn.

9. Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
Farmington
  • Indoor pool oasis for fitness and family fun just 5 minutes from attractions.
₩226,830
₩260,854 total
includes taxes & fees
Oct 30 - Oct 31
Homewood Suites by Hilton Hartford-Farmington
A swimming pool with clear water, surrounded by a fence and trees.
A long wooden table with potted plants and candle holders in a modern interior setting.
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.

10. The Litchfield Inn

The Litchfield Inn
Litchfield
₩387,103
₩445,169 total
includes taxes & fees
Nov 15 - Nov 16
The Litchfield 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

Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

10/10 Excellent
"!"
Anthony 1-night trip
Posted 16 hours ago
Sheraton Hartford Hotel at Bradley Airport
Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

10/10 Excellent
"Staff were helpful esp at breakfast. Room was noisy because the hotel sits on a road. Room was clean. Beds were very good."
Lawrence 2-night trip
Posted 21 hours ago
Quality Inn Westfield - Springfield
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Nice view and location for fall color."
Md 1-night trip
Posted 23 hours ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"We stay every Fall when visiting family. It never disappoints"
Kristen 1-night trip
Posted 2 days ago
Avon Old Farms Hotel
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

10/10 Excellent
"We used the shuttle a couple times and it was quick to get to the airport. The room was great."
Jeremy 3-night trip
Posted 2 days ago
Springhill Suites Marriott Airport
The Farmington Inn & Suites

The Farmington Inn & Suites

8/10 Good
"The room was nice though a few stains on the bathroom ceiling and the floor creaked a lot when the people above walked around but overall it was very nice. I was looking forward to waffles for breakfast but they were out of batter and I didn’t have a lot of time to wait and find someone to refill it. I enjoyed my stay and would stay again though I thought it was a bit pricey."
Donna 1-night trip
Posted 4 days ago
The Farmington Inn & Suites
Interlaken Inn & Resort

Interlaken Inn & Resort

10/10 Excellent
"The Interlaken is a lovely property "between the lakes" in Lakeville. We stayed in the main building, which I recommend (there is also another building on the property with a view of the lake). We had a nice screened-in balcony porch attached to our room which we enjoyed each evening. The lobby is cozy with a fireplace. The staff were friendly and helpful."
Suzanne 5-night trip
Posted 2 weeks ago
Interlaken Inn & Resort

Frequently asked questions

What are some hotels with pools in Winsted?
Quality Inn Great Barrington: Offers a snack bar/deli, an indoor pool, and buffet. The Farmington Inn & Suites: Offers a snack bar/deli, a pool, and buffet. Homewood Suites by Hilton Hartford-Farmington: Features daily, an indoor pool, and complimentary wired internet access. Delamar West Hartford: Features free self parking, an indoor pool, and a 24-hour fitness center. Springhill Suites Marriott Airport: 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.

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