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

Find Hotels with a Pool in Winsted, CT

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Check availability on Winsted Hotels with a Pool

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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 grand hallway with a chandelier, a staircase, and a table with flowers.
A room with a fireplace, two striped armchairs, and a floral drape.
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.
$173 nightly
$199 total
Oct 28 - Oct 29
Total with taxes and fees
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.
A stone fireplace with a flat-screen TV above it, surrounded by two chairs and a small table.
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.

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.
$135 nightly
$155 total
Nov 19 - Nov 20
Total with taxes and fees
Residence Inn by Marriott Hartford Avon
A large, historic building with a covered porch and outdoor seating area.
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.
A large, historic house with multiple chimneys, a covered porch, and lush greenery.

3. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
$194 nightly
$223 total
Oct 27 - Oct 28
Total with taxes and fees
Simsbury 1820 House
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.
$195 nightly
$224 total
Nov 4 - Nov 5
Total with taxes and fees
Avon Old Farms Hotel
A Holiday Inn Express & Suites building with a clear entrance, a covered parking area, and a stone facade.
A buffet with various food items, including omelets and other dishes, displayed in metal serving trays.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.
A modern hotel lobby with seating areas, tables, and a reception desk.

5. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
$90 nightly
$101 total
Nov 12 - Nov 13
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
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 modern lobby with a yellow sofa, marble table, and two armchairs.
A hotel room with a bed, a sofa, a desk, a chair, a TV, and a lamp.

6. 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.
$152 nightly
$175 total
Oct 31 - Nov 1
Total with taxes and fees
Homewood Suites by Hilton Hartford-Farmington
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.
$139 nightly
$160 total
Nov 19 - Nov 20
Total with taxes and fees
Hampton Inn & Suites Hartford/Farmington
An indoor swimming pool with a 'No Diving' sign, a glass enclosure, and a tiled wall with a 'No Diving' sign.
A hotel room with a sofa, two small tables, a TV, a desk, and a mirror.
A Fairfield Inn & Suites hotel with a large parking lot and snow-covered ground.
A lobby with a blue sofa, a small round table, and a fireplace.

8. 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.
$105 nightly
$120 total
Nov 8 - Nov 9
Total with taxes and fees
Fairfield Inn & Suites by Marriott Plainville
A poolside area with lounge chairs, a pool, and a fence.
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.

9. The Litchfield Inn

The Litchfield Inn
Litchfield
$289 nightly
$332 total
Nov 15 - Nov 16
Total with taxes and fees
The Litchfield Inn
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.
A modern breakfast area with a counter, seating, and a refrigerator.
A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.

10. 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.
$130 nightly
$150 total
Nov 8 - Nov 9
Total with taxes and fees
Home2 Suites by Hilton Bristol
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

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"Jason, at the front desk, provided a list of fun places to see in the area. The staff cleaning rooms were efficient. The Time-Out restaurant had good variety for breakfast and dinner. The staff were attentive and available when needed."
Clyde 4-night trip
Posted 3 hours ago
DoubleTree by Hilton Hotel Bristol, Connecticut
Avon Old Farms Hotel

Avon Old Farms Hotel

8/10 Good
"Avon Old Farms is in old property that has been very well maintained. It is charming, has comfortable seating throughout with small libraries for reading. It is light and airy. The breakfast that is provided as part of the room is adequate. The biggest negative is the staff, primarily the staff at the front desk. They are courteous but they do not extend themselves or demonstrate any warmth or enthusiasm that you are there. When you walk up, they say 'yes?' No "welcome to Avon Old Farms" or " I hope that your trip went well" or "if there's anything that we can do to make you stay more enjoyable, please let us know". They proceeded to perform the necessary check-in steps, answered my question about room service (not available) without adding any suggestions for dinner alternatives. Their attitude is that they're there because they have to be and that they are courteous and doing what they have to do to keep their jobs. That part was very disappointing. The rest of the hotel was charming, gracious, and I would stay there again in spite of the front office coolness."
Nikki 3-night trip
Posted 4 hours ago
Avon Old Farms Hotel
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"We love staying at this hotel every fall. It is in an easy access location with plenty of parking and very clean. The staff are very friendly and the breakfast is fantastic. We’ll be back!!"
Patricia 2-night trip
Posted 19 hours ago
Quality Inn Great Barrington
Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

8/10 Good
"Conveniently located close to the airport. Gas station located across the street for rental car fuel top off. Hot breakfast available. Staff even put out a few grab and go breakfast items for the very early departure guests."
Dawn Marie 2-night trip
Posted 22 hours ago
Holiday Inn Express & Suites Bradley Airport by IHG
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"We were very pleased with our experience here. Room was super clean and included a mini fridge and microwave. The mini fridge was much needed for storing milk as we were traveling with an 8 month old. We forgot the sheet for our pack and play and the staff was helpful in providing us with one. The black out curtains were very effective and helped get baby ready for his nap. Breakfast was solid. We had lots and bags and baby things resulting in my husband making multiple trips between lobby and room. One thing that would have made our stay better is help with our luggage upon arrival. In any case, we look forward to staying here again!"
Patience 1-night trip
Posted 2 days ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent
"Very nice, comfortable stay. Would stay there again."
Erin 1-night trip
Posted 11 days ago
Fairfield Inn & Suites by Marriott Plainville

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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