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
Sep 30 - Oct 1
Tomorrow
Oct 1 - Oct 2
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 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 cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

1. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
$170 nightly
$196 total
Oct 1 - Oct 2
Total with taxes and fees
Blackberry River Inn
A large, historic building with a covered porch and outdoor seating area.
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.
A grand foyer with a patterned carpet, a wooden staircase, a chandelier, a mounted deer head, and a large clock.

2. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
$204 nightly
$235 total
Oct 1 - Oct 2
Total with taxes and fees
Simsbury 1820 House
A large indoor swimming pool with multiple seating areas and large windows.
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.
An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.

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.
$139 nightly
$159 total
Oct 18 - Oct 19
Total with taxes and fees
Home2 Suites by Hilton Bristol
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.

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.
$212 nightly
$243 total
Oct 6 - Oct 7
Total with taxes and fees
Avon Old Farms Hotel
A swimming pool with lounge chairs and a covered seating area, surrounded by multi-story buildings with visible windows and a brick facade.
A Marriott hotel with a red roof, a swimming pool, and a well-maintained lawn.
A hotel lobby with a long reception desk, multiple seating areas, and a large screen TV.
An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.

5. 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.
$161 nightly
$185 total
Oct 25 - Oct 26
Total with taxes and fees
Residence Inn by Marriott Hartford Avon
An indoor swimming pool with clear blue water, surrounded by lounge chairs and large windows offering a view of greenery outside.
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.
A spacious lobby with high ceilings, a fireplace, comfortable seating, and a dining area with tables and chairs.

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.
$139 nightly
$159 total
Oct 31 - Nov 1
Total with taxes and fees
Hampton Inn & Suites Hartford/Farmington
A person in a blue swimsuit relaxing in a hot tub with a pool in the background.
A spacious, well-lit event space with a glass ceiling, white tables, and a chandelier.
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.

7. Simsbury Inn

Simsbury Inn
Simsbury Center
  • Serene indoor pool escape with loungers and après-ski amenities in Simsbury Center.
$308 nightly
$354 total
Oct 1 - Oct 2
Total with taxes and fees
Simsbury Inn
A living room with a TV, leather sofas, a coffee table, and a small side table.
A brown leather sofa with patterned cushions, two wall-mounted artworks, and a potted plant.
A living room with a brown leather sofa, a white coffee table, and two wall-mounted paintings.
An outdoor patio with a barbecue grill, a gas tank, and a cart with supplies.

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

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
$146 nightly
$165 total
Oct 7 - Oct 8
Total with taxes and fees
Collinsville River Escape / Fall Foliage, Deck & Yard
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 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.
$165 nightly
$189 total
Oct 4 - Oct 5
Total with taxes and fees
Homewood Suites by Hilton 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 Holiday Inn Express hotel with a covered entrance, multiple floors, and a landscaped driveway.
A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

10. 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.
$135 nightly
$155 total
Oct 25 - Oct 26
Total with taxes and fees
Holiday Inn Express & Suites Bradley Airport by IHG
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

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

8/10 Good
"Thumbs down on the breakfast"
Paula 2-night trip
Posted 1 day ago
Homewood Suites by Hilton Hartford-Farmington
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Excellent
"The hotel and the staff was excellent thank you so much."
Johnny 1-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Bristol, Connecticut
Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"I typically do not reserve in motel with parking in front of each space due to security, I was mistaken at this facility. Pleasant neighborhood and the building was situated well off the main street."
Peter 1-night trip
Posted 1 day ago
Quality Inn Great Barrington
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 days ago
Quality Inn Westfield - Springfield
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 5 days ago
Avon Old Farms Hotel

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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