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
Sep 28 - Sep 29
Tomorrow
Sep 29 - Sep 30
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 bathroom with a toilet, sink, bathtub, and a glass-enclosed shower.
A grand hallway with a chandelier, a staircase, and a table with flowers.
A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

1. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
￥20,289
￥23,333 total
includes taxes & fees
Oct 6 - Oct 7
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 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.
￥22,593
￥25,982 total
includes taxes & fees
Oct 4 - Oct 5
Residence Inn by Marriott Hartford Avon
A large indoor swimming pool with multiple seating areas and large windows.
A modern breakfast area with a counter, seating, and a refrigerator.
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.
￥21,796
￥25,065 total
includes taxes & fees
Oct 18 - Oct 19
Home2 Suites by Hilton Bristol
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 grand staircase with patterned carpet, a wooden table with a vase of flowers, a chandelier, and a clock.
A large, historic house with multiple chimneys, a covered porch, and lush greenery.

4. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
￥29,726
￥36,898 total
includes taxes & fees
Sep 29 - Sep 30
Simsbury 1820 House
A swimming pool with lounge chairs and umbrellas, surrounded by a house and trees.
A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.
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.

5. Avon Old Farms Hotel

Avon Old Farms Hotel
Avon
  • Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness center.
￥30,303
￥38,285 total
includes taxes & fees
Oct 6 - Oct 7
Avon Old Farms Hotel
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.
A hot tub with a metal ladder, surrounded by tiled walls, with a view of trees through a window.
A hotel with a prominent sign, a covered entrance, and a landscaped driveway.

6. 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.
￥25,407
￥29,218 total
includes taxes & fees
Oct 12 - Oct 13
Hampton Inn & Suites Hartford/Farmington
An indoor swimming pool with clear water, a lifeguard chair, and a changing room with a shower.
A buffet with labeled trays of turkey sausage and cookies.
A hotel room with a bed, a sofa, a desk with a chair, a TV, and a lamp.
A Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.

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.
￥21,233
￥24,418 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express & Suites Bradley Airport by IHG
An indoor swimming pool with lounge chairs and a potted plant.
A hotel room with two beds, a desk, a chair, a lamp, and a window with a view.
A reception area with a large aquarium, a welcome sign, and a reception desk.
A modern bathroom with a large mirror, a sink, a toilet, and a glass-enclosed shower.

8. Hampton Inn Westfield

Hampton Inn Westfield
Westfield
  • Splash into a tranquil indoor oasis with this hotel's immaculate pool and premium morning spread.
￥19,088
￥21,322 total
includes taxes & fees
Oct 20 - Oct 21
Hampton Inn Westfield
An outdoor patio with wicker furniture, a glass-top table, and a barbecue grill.
A living room with a TV, leather sofas, a coffee table, and a small side table.
A two-story house with a dark gray exterior, a brick chimney, and a small front porch with a white railing.
A living room with a brown leather sofa, a white coffee table, and two wall-mounted paintings.

9. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
￥18,402
￥24,308 total
includes taxes & fees
Oct 5 - Oct 6
Collinsville River Escape / Fall Foliage, Deck & Yard
An indoor swimming pool with a 'No Diving' sign, a glass enclosure, and a tiled wall with a 'No Diving' sign.
A hotel reception area with a computer desk, chairs, and a carpeted floor.
A lobby with a blue sofa, a small round table, and a fireplace.
A hotel room with a sofa, two small tables, a TV, a desk, and a mirror.

10. Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
Plainville
  • Swim year-round at this hotel's indoor pool, with 24-hour fitness center just steps away.
￥17,246
￥19,832 total
includes taxes & fees
Oct 4 - Oct 5
Fairfield Inn & Suites by Marriott Plainville
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

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

8/10 Good
"Good location. Clean room and nice property."
DARWIN F 1-night trip
Posted 2 hours ago
Quality Inn Westfield - Springfield
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Front desk guy was great very helpful.. rooms were clean,good location"
Michael 1-night trip
Posted 1 day ago
Quality Inn Great Barrington
Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"We will be returning in May for our Anniversary. Very pleased with everything…"
Denise 2-night trip
Posted 3 days ago
Avon Old Farms Hotel
Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

10/10 Excellent
"Just what was needed for a one night last minute stay due to a Bradley delay. Nice and clean and super convenient shuttle to the airport."
Tim 1-night trip
Posted 6 days ago
Holiday Inn Express & Suites Bradley Airport by IHG
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Good location. Shuttle offered to wedding. Good venue for after party."
Katherine 2-night trip
Posted 10 days ago
DoubleTree by Hilton Hotel Bristol, Connecticut

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.

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