Title: Book the Best Hotels with POOL in Winsted in 2025 | Expedia.ca [Hotels in Winsted](https://expedia.ca/Winsted-Hotels.d3000430645.Travel-Guide-Hotels)[Vacation Rentals in Winsted](https://expedia.ca/Winsted-Vacation-Rentals.d3000430645.Travel-Guide-VacationRentals)[Winsted Car Rentals](https://expedia.ca/Car-Rentals-In-Winsted.d3000430645.Car-Rental-Guide)[Winsted Vacation Packages](https://expedia.ca/Winsted.d3000430645.Destination-Travel-Guides) ![A tractor up a tree! And, there's a picnic table underneath.](https://images.trvl-media.com/place/6125522/bf8d15d8-5a06-4bf9-b059-b9dc4d18a280.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Kim Knox Beckius # Find Hotels with a Pool in Winsted, CT from CA $141 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winsted Hotels with a Pool Tonight [Nov 23 - Nov 24](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-11-23&endDate=2025-11-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 24 - Nov 25](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-11-24&endDate=2025-11-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-11-28&endDate=2025-11-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000430645&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winsted Hotels with a Pool ![Pool](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/31f305c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/31e09d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/d26781d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94950000/94946700/94946614/ebe022ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home2 Suites by Hilton Bristol Bristol 9.6/10 Exceptional (157) "I would stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jael CA $179 CA $206 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Bristol-Hotels-Home2-Suites-By-Hilton-Bristol.h94946614.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ecdb1729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/9c0a3e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/w531h370x4y0-37170d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/01d5897d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Plainville Plainville 8.6/10 Excellent (907) "Yes, the room was clean. Staff was very nice and we look forward to our next stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liza Marie CA $123 CA $141 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/62ab3ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/be126a14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/11bb9318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG Great Barrington 8.8/10 Excellent (697) "Everything was wonderful....super clean rooms, check-in was fast and smooth, staff was on top of everything. We definitely will be back at Holiday Inn. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tabitha CA $151 CA $169 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/20124035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/894da154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/e63c41d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Avon Old Farms Hotel Avon 8.4/10 Very good (1007) "Very nice place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alvero CA $168 CA $224 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/0e1f3025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/ee4e9e41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/111d9992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Hartford/Farmington Farmington 8.8/10 Excellent (1004) "Great breakfast buffet!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina CA $157 CA $180 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/35e3e6be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/cde7c3e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/w3838h2587x1y0-b516eca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily full breakfast](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/w3839h2584x0y3-17f28d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Westfield Westfield 8.4/10 Very good (813) "Very pet friendly and the night check in agent was super kind and friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) olivia townsend CA $146 CA $163 total includes taxes & fees Dec 10 - Dec 11 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/b13b4fd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/b057ddd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/7c7d0fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![32-inch TV with cable channels](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/84b5be7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Springhill Suites Marriott Airport Windsor Locks 8.6/10 Excellent (1001) "Clean room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dorine CA $151 CA $174 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Hartford-Hotels-Springhill-Suites-Marriott-Airport.h2242056.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/5dc7d6d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/27e9804b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/dca364d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/2000000/1080000/1074400/1074390/1cbdfdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Residence Inn by Marriott Hartford Avon Avon 8.8/10 Excellent (407) "Good hotel but expensive " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher CA $155 CA $178 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hartford-Hotels-Residence-Inn-By-Marriott-Hartford-Avon.h1074390.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/a4febc34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/463bda09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/07b77cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/83c04a55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Hartford-Farmington Farmington 8.4/10 Very good (1001) "Check-in was easy and the front desk person was friendly. The room is clean and well stocked with everything we need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine CA $162 CA $187 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information) ![Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/c97f0de6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/ebf28595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/aaa7fba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Little Lion Great Barrington 8.6/10 Excellent (544) "The check-in was easy and the room was ready and clean. It was nice having our dogs with us. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria CA $182 CA $203 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08®ionId=3000430645&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_3000430645) ## Top Winsted Hotel Reviews ![Hampton Inn Hartford/Airport](https://images.trvl-media.com/lodging/1000000/900000/892600/892590/4a4de62f_y.jpg) ### Hampton Inn Hartford/Airport 10/10 Excellent "The airport shuttle for the Hampton Inn was VERY easy. I called and they came in 5 minutes. Dropped us off the next day at the airport at 4am. Super nice. Plus good Coffee in the lobby. Not the yuckky hotel kind." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-HartfordAirport.h892590.Hotel-Information) ![Hampton Inn Westfield](https://images.trvl-media.com/lodging/3000000/2080000/2076200/2076197/04ad8e9d_y.jpg) ### Hampton Inn Westfield 10/10 Excellent "All of it. Great place to stay. But there was only one washcloth in the SUITE." [](https://expedia.ca/Springfield-Hotels-Hampton-Inn-By-Hilton-Westfield.h2076197.Hotel-Information) ![Springhill Suites Marriott Airport](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/7c7d0fd0_y.jpg) ### Springhill Suites Marriott Airport 10/10 Excellent "great " [](https://expedia.ca/Hartford-Hotels-Springhill-Suites-Marriott-Airport.h2242056.Hotel-Information) ![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d_y.jpg) ### Sheraton Hartford Hotel at Bradley Airport 10/10 Excellent "Ordered room service and it came very quickly. Hotel is under renovation and is very nice. Will say that walls are not well insulated because you can hear a lot of what’s going on in other rooms. " [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![DoubleTree by Hilton Hotel Bristol, Connecticut](https://images.trvl-media.com/lodging/1000000/10000/5300/5265/7a34507b_y.jpg) ### DoubleTree by Hilton Hotel Bristol, Connecticut 10/10 Excellent "Room was spotless and spacious " [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hotel-Bristol.h5265.Hotel-Information) ![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg) ### Hampton Inn & Suites Hartford/Farmington 10/10 Excellent "I appreciated the fact that they had a laundry room. We were placed right around the corner which was heaven sent. Got quarters from the front desk. Thank you. Kathie was especially helpful with check in but really made went the extra mile when I asked for milk for my toddler who would not go to sleep unless he had a glass of milk. So very thankful. " [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information) ![Quality Inn Westfield - Springfield](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/532eb0dc_y.jpg) ### Quality Inn Westfield - Springfield 10/10 Excellent "Yes, everything was to our satisfaction." [](https://expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information) ![Holiday Inn Express & Suites Bradley Airport by IHG](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/c57c2497_y.jpg) ### Holiday Inn Express & Suites Bradley Airport by IHG 10/10 Excellent "Clean and comfortable bed. " [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information) ![DoubleTree by Hilton Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/775bdf7d_y.jpg) ### DoubleTree by Hilton Hartford - Bradley Airport 10/10 Excellent "Bar was good " [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Winsted? > [DoubleTree by Hilton Hartford - Bradley Airport](https://www.expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information): Features free self parking, an indoor pool, and a 24-hour fitness center. [Extended Stay America Suites Hartford Farmington](https://www.expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information): Provides daily, an indoor pool, and complimentary wired internet access. [Holiday Inn Express & Suites Bradley Airport by IHG](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information): Features a sauna, a seasonal outdoor pool, and buffet. [Avon Old Farms Hotel](https://www.expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information): Offers daily, an indoor pool, and complimentary wired internet access. [Sheraton Hartford Hotel at Bradley Airport](https://www.expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information): Features buffet, an indoor pool, and complimentary wired internet access. ### What is there to see and do in Winsted? > The picturesque setting of Highland Lake and Rowley Fields showcase the area's natural beauty. Discover sights such as The Marina at Highland Lake, Burr Pond State Park, 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. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Business Hotels in Barkhamsted](https://www.expedia.ca/Barkhamsted-Hotels-Business-Hotel.0-0-d6359343-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Barkhamsted](https://www.expedia.ca/Barkhamsted-Hotels-Cheap-Hotels.0-0-d6359343-tCheapHotels.Travel-Guide-Filter-Hotels) - [Motels in Barkhamsted](https://www.expedia.ca/Barkhamsted-Motels.d6359343-aaMotels.Travel-Guide-Accommodation) - [Apartments in City Meadow Boardwalk](https://www.expedia.ca/City-Meadow-Boardwalk-Apartments.d903594079282372608-aaApartments.Travel-Guide-Accommodation) - [Cottages in City Meadow Boardwalk](https://www.expedia.ca/City-Meadow-Boardwalk-Cottages.d903594079282372608-aaCottages.Travel-Guide-Accommodation) - [Farmstay in Colebrook](https://www.expedia.ca/Colebrook-Agritourism.d6125522-aaAgritourism.Travel-Guide-Accommodation) - 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