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

Search Hotels with Swimming Pool in Winsted

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winsted Hotels with Swimming Pool

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Winsted hotels with a pool

An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.
A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.
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.

1. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
₹13,891
₹15,974 total
includes taxes & fees
7 Sept - 8 Sept
Blackberry River Inn
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 Marriott hotel with a red roof, a swimming pool, and a well-maintained lawn.
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.
₹13,574
₹15,610 total
includes taxes & fees
13 Sept - 14 Sept
Residence Inn by Marriott Hartford Avon
A large indoor swimming pool with multiple seating areas and large windows.
A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.
An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.
A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.

3. 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.
₹12,320
₹14,168 total
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites by Hilton Bristol
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 conservatory with a glass ceiling, round tables, and chairs, and a brick wall with an exit sign.
A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.

4. Avon Old Farms Hotel

Avon Old Farms Hotel
Avon
  • Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness centre.
₹16,637
₹21,197 total
includes taxes & fees
7 Sept - 8 Sept
Avon Old Farms Hotel
A large, historic building with a covered porch and outdoor seating area.
A large, historic house with multiple chimneys, a covered porch, and lush greenery.
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.

5. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
₹21,606
₹26,477 total
includes taxes & fees
13 Sept - 14 Sept
Simsbury 1820 House
A person in a blue swimsuit relaxing in a hot tub with a pool in the background.
A stone fountain with water spouting from the top, surrounded by greenery and a brick building with windows in the background.
A brick building with a covered patio, a fountain, and a staircase leading to a second floor.
A large, multi-story building surrounded by dense forest, with a parking lot and a small green structure nearby.

6. Simsbury Inn

Simsbury Inn
Simsbury Center
  • Serene indoor pool escape with loungers and après-ski amenities in Simsbury Centre.
₹22,584
₹28,037 total
includes taxes & fees
16 Sept - 17 Sept
Simsbury Inn
An indoor swimming pool with clear water, a lifeguard chair, and a changing room with a shower.
A coffee station with two coffee machines, a coffee press, and various coffee cups and containers.
A modern restaurant with multiple seating areas, including round tables and booths, and a coffee station.
A hotel room with a bed, a sofa, a desk with a chair, a TV, and a lamp.

7. 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.
₹12,662
₹14,562 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express & Suites Bradley Airport by IHG
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.
₹13,823
₹15,896 total
includes taxes & fees
10 Sept - 11 Sept
DoubleTree by Hilton Hartford - Bradley Airport
An indoor swimming pool with clear blue water, surrounded by lounge chairs and large windows offering a view of greenery outside.
A spacious lobby with high ceilings, a fireplace, comfortable seating, and a dining area with tables and chairs.
An outdoor patio with tables, chairs, and umbrellas, adjacent to a brick building.
A hot tub with a metal ladder, surrounded by tiled walls, with a view of trees through a window.

9. 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.
₹14,605
₹16,796 total
includes taxes & fees
10 Sept - 11 Sept
Hampton Inn & Suites Hartford/Farmington
A swimming pool with lounge chairs and a red door.
A hotel with multiple buildings, a parking lot, and a well-maintained lawn.
A modern lobby with a yellow sofa, marble table, and two armchairs.
A modern kitchen with a central island, built-in cabinets, and a coffee station.

10. 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.
₹14,257
₹16,396 total
includes taxes & fees
10 Sept - 11 Sept
Homewood Suites by Hilton Hartford-Farmington
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

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

10/10 Excellent
"Great location."
Nancy 3-night trip
Posted 6 hours ago
Hampton Inn & Suites Hartford/Farmington
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

10/10 Excellent
"Easy check in. Clean room and comfortable beds. On site restaurant/bar was very good with friendly staff. Appreciated the efficient shuttle service to airport."
Helen 1-night trip
Posted 19 hours ago
DoubleTree by Hilton Hartford - Bradley Airport
The Farmington Inn & Suites

The Farmington Inn & Suites

10/10 Excellent
"The Farmington Inn is charming, comfortable and quiet, with an excellent location and easy access to all that CT has to offer."
Rachael Gagner 7-night trip
Posted 1 day ago
The Farmington Inn & Suites
Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"Clean, quiet, great restaurant and pub. Food was over the top delicious!"
Kathryn 1-night trip
Posted 3 days ago
Avon Old Farms Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Staff at the front desk were welcoming, friendly, and helpful throughout my stay. The room was very clean. The bed was comfortable. The shower had good water pressure and plenty of hot water. The room was equipped with a refrigerator, microwave, and coffeemaker, as well as a TV, and the WiFi worked fine. The breakfast area in the office building had several tables, and included a "make-your-own-waffles" station (love that!), buffet-style scrambled eggs and sausage, as well pre-packaged muffins. Yogurt and other items were available in a refrigerator. Parking was in a a space right outside the room entrance on the first floor, which was ground level. The location is on Main Street (Route 7) in Great Barrington, but set back from the road so there's less traffic noise. There are restaurants and shops in easy walking distance of this motel, and it is an easy drive of 15 mins. or so to the nearby towns of Lenox, Lee (location of Mass. Turnpike exit/entrance), West Stockbridge, and Stockbridge that have their own shops, restaurants, sites, and venues of interest. I highly recommend this motel."
Janet L. 2-night trip
Posted 4 days ago
Quality Inn Great Barrington
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Excellent experience all around!"
Allan 2-night trip
Posted 5 days ago
DoubleTree by Hilton Hotel Bristol, Connecticut

Frequently asked questions

What are some hotels with pools in Winsted?
The Farmington Inn & Suites: Provides a snack bar/deli, an indoor pool and buffet. Extended Stay America Suites Hartford Farmington: Features a snack bar/deli, a pool and buffet. Homewood Suites by Hilton Hartford-Farmington: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Quality Inn Great Barrington: Provides free self parking, an indoor pool and a 24-hour fitness centre. Sheraton Hartford Hotel at Bradley Airport: Offers a snack bar/deli, a pool and daily.
What is there to see and do in Winsted?
Make a point to visit attractions such as 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 the local weather in Winsted into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winsted are January, February, March and April, with each month seeing an average of 15 cm of snowfall.

Explore a world of travel with Expedia