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

Winsted Hotel Guide - Hotels with Pool in Winsted, Connecticut

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Check availability on Winsted Hotels with Pool

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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.
€152
includes taxes & fees
4 Oct - 5 Oct
Blackberry River Inn
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 central decorative table.
A spacious lobby with a grand staircase, multiple seating areas, and a reception desk.

2. Avon Old Farms Hotel

Avon Old Farms Hotel
Avon
  • Dive into pure refreshment at this seasonal outdoor pool oasis with sauna and fitness centre.
€215
includes taxes & fees
6 Oct - 7 Oct
Avon Old Farms Hotel
A large indoor swimming pool with multiple seating areas and large windows.
An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.
A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.
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.
€132
includes taxes & fees
1 Nov - 2 Nov
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 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.

4. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
€200
includes taxes & fees
1 Nov - 2 Nov
Simsbury 1820 House
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.
An outdoor patio with a circular fire pit surrounded by wicker chairs, a grill, and a dining area with tables and chairs.
A stone fireplace with a flat-screen TV above it, surrounded by two chairs and a small table.

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.
€146
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Hartford Avon
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 Fairfield Inn & Suites hotel with a large parking lot and snow-covered ground.

6. 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 centre just steps away.
€124
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Plainville
An indoor swimming pool with clear lane markings, a poolside area with lounge chairs, and large windows allowing natural light.
A modern bathroom with a large mirror, a sink, and a shower.
A breakfast area with a counter, coffee machine, and a display of pastries.
A hotel room with two beds, a desk, a TV, and a window with curtains.

7. 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.
€100
includes taxes & fees
1 Nov - 2 Nov
Holiday Inn Express Hotel & Suites Great Barrington by IHG
An indoor swimming pool with a tiled floor, a pool ladder, and a few lounge chairs.
A hotel room with a bed, a desk, a chair, a sofa, a microwave, and a coffee machine.
A modern hotel with a flat roof, large windows, and a covered entrance.
A breakfast buffet with various food items and condiments.

8. 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.
€127
includes taxes & fees
1 Nov - 2 Nov
Springhill Suites Marriott Airport
A living room with a TV, leather sofas, a coffee table, and a small side table.
An outdoor patio with a barbecue grill, a gas tank, and a cart with supplies.
A shelf with various board games and a fern plant.
A brown leather sofa with patterned cushions, two wall-mounted artworks, and a potted plant.

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

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
€150
includes taxes & fees
7 Oct - 8 Oct
Collinsville River Escape / Fall Foliage, Deck & Yard
A person in a blue swimsuit relaxing in a hot tub with a pool in the background.
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.
A large, multi-story building surrounded by dense forest, with a parking lot and a small green structure nearby.

10. Simsbury Inn

Simsbury Inn
Simsbury Center
  • Serene indoor pool escape with loungers and après-ski amenities in Simsbury Centre.
€312
includes taxes & fees
14 Oct - 15 Oct
Simsbury 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

Avon Old Farms Hotel

Avon Old Farms Hotel

8/10 Good
"The hotel is a classic, but it needs some upgrades and maintenance. The window openers are falling apart. It needs more outlets for chargers. The toilets should be upgraded to comfort height. The bar is magnificent as is the food. The phones are not answered quickly enough which indicates a lack of sufficient staff."
Lea 3-night trip
Posted 3 hours ago
Avon Old Farms Hotel
Sheraton Hartford Hotel at Bradley Airport

Sheraton Hartford Hotel at Bradley Airport

8/10 Good
"Everything was great and of course it’s connected to the airport so very easy. However I had a handicapped accessible bath"
David 1-night trip
Posted 3 hours ago
Sheraton Hartford Hotel at Bradley Airport
Springhill Suites Marriott Airport

Springhill Suites Marriott Airport

8/10 Good
"Starting to look old but well kept and vkean"
cynthia 1-night trip
Posted 21 hours ago
Springhill Suites Marriott Airport
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 3 days 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 3 days ago
Quality Inn Westfield - Springfield

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 high-speed (wired) Internet access. The Farmington Inn & Suites: Features free self parking, an indoor pool and a 24-hour fitness centre. 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 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.