Title: Book the Best Hotels with POOL in Winter Park in 2025 | Expedia.ca [Vacation Rentals in Big Bear Lake](https://expedia.ca/Big-Bear-Lake-Vacation-Rentals.d6919.Travel-Guide-VacationRentals)[Flights to Big Bear Lake](https://expedia.ca/Cheap-Flights-To-Big-Bear-Lake.d6919.Travel-Guide-Flights)[Things to do in Big Bear Lake](https://expedia.ca/Things-To-Do-In-Big-Bear-Lake.d6919.Travel-Guide-Activities)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d553248635976471321.Car-Rental-Guide)[Winter Park Vacations](https://expedia.ca/Winter-Park.d553248635976471321.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Winter Park, CA ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winter Park Hotels with a Pool Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=553248635976471321&startDate=2025-09-28&endDate=2025-09-29&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=553248635976471321&startDate=2025-09-29&endDate=2025-09-30&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976471321&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976471321&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Park Hotels with a Pool ## Top Winter Park Hotel Reviews ![Hotel Marina Riviera](//images.trvl-media.com/lodging/1000000/920000/910300/910279/f5a77977_y.jpg) ### Hotel Marina Riviera 10/10 Excellent "Close to everything. Lake view. " [](https://expedia.ca/Big-Bear-Lake-Hotels-Marina-Riviera.h910279.Hotel-Information) ![Big Bear Frontier](//images.trvl-media.com/lodging/1000000/530000/522000/521927/5f281ea4_y.jpg) ### Big Bear Frontier 10/10 Excellent "We had a great stay at Big Bear Frontier. The room was very clean and comfortable, parking was easy, and we were only steps away from the lake." [](https://expedia.ca/Big-Bear-Lake-Hotels-Big-Bear-Frontier.h521927.Hotel-Information) ![Big Bear Lakefront Lodge](//images.trvl-media.com/lodging/1000000/900000/892700/892697/e659e151_y.jpg) ### Big Bear Lakefront Lodge 10/10 Excellent "Everything was great thank you " [](https://expedia.ca/Big-Bear-Lake-Hotels-Big-Bear-Lakefront-Lodge.h892697.Hotel-Information) ![Bluegreen Vacations Big Bear Village, an Ascend Collection Resort](//images.trvl-media.com/lodging/6000000/5250000/5244400/5244355/efea733d_y.jpg) ### Bluegreen Vacations Big Bear Village, an Ascend Collection Resort 10/10 Excellent "Despite I gave 5 stars, but I only wish it is indoor walking from the room to the lobby. When it rains, we have to drive to the lobby…" [](https://expedia.ca/Big-Bear-Lake-Hotels-Bluegreen-Vacations-Big-Bear-Village.h5244355.Hotel-Information) ![Lagonita Lodge](//images.trvl-media.com/lodging/1000000/20000/18900/18814/936064c7_y.jpg) ### Lagonita Lodge 10/10 Excellent "Me and my husband stayed for one night for our first wedding anniversary celebration. It was amazing! The room we stayed in even had a living room, a kitchen and a balcony, I wasn't expecting as much as we got out of it. The staff were very nice and when we had questions they were thorough with information. They even have a jacuzzi outside with a lakeside view and it was gorgeous! Best part is the fact the lake was right next to it and we were able to go fishing there! Definitely recommend and going back again next year!" [](https://expedia.ca/Big-Bear-Lake-Hotels-Lagonita-Lodge.h18814.Hotel-Information) ![Fireside Lodge](//images.trvl-media.com/lodging/1000000/920000/914800/914754/432cbebc_y.jpg) ### Fireside Lodge 10/10 Excellent "U" [](https://expedia.ca/Big-Bear-Lake-Hotels-Fireside-Lodge.h914754.Hotel-Information) ![Black Forest Lodge And Cabins](//images.trvl-media.com/lodging/2000000/1760000/1753900/1753837/53897f01_y.jpg) ### Black Forest Lodge And Cabins 10/10 Excellent "This is a beautiful property with super cute cabin rooms and suites. They have a heated pool, hot tub, and basketball court. Parking is free. There's breakfast of bagels, muffins and breads in the check in building. We just stayed one night and it was perfect for us." [](https://expedia.ca/Big-Bear-Lake-Hotels-Black-Forest-Lodge-And-Cabins.h1753837.Hotel-Information) ![Holiday Inn Resort The Lodge At Big Bear Lake by IHG](//images.trvl-media.com/lodging/2000000/1080000/1072900/1072833/048664a4_y.jpg) ### Holiday Inn Resort The Lodge At Big Bear Lake by IHG 8/10 Good "I loved that the location is just steps from the village—so many things are within easy walking distance. We were there for Oktoberfest and didn’t have to walk far to catch the free transit to the convention center. There’s even a German deli with beer across the steeet. Those were the big wins. The front desk staff were kind and helpful, and the property overall was clean. That said, it’s definitely dated. The bathroom towels were super thin—think 1-ply—and way too small for an adult (they barely wrap around you), so bring your own if you can. I was hoping to enjoy the pool, but it was small and awkwardly placed in the parking lot, so that was a no-go. The AC wasn’t working during my stay, though they did provide fans. The property could use some updates and repairs, but nothing was truly awful. It felt like I was visiting in the off-season; I imagine the place comes alive in the winter. There’s even a little on-site restaurant and bar with live music at night, which was a nice touch. Overall, it’s not as cute, modern, or comfortable as other Big Bear spots I’ve stayed at, but the unbeatable location in the heart of the village makes it worth considering—especially during the winter months" [](https://expedia.ca/Big-Bear-Lake-Hotels-Holiday-Inn-Resort-The-Lodge-At-Big-Bear-Lake.h1072833.Hotel-Information) ![Robinhood Resort](//images.trvl-media.com/lodging/2000000/1160000/1156500/1156451/3e300ca3_y.jpg) ### Robinhood Resort 10/10 Excellent "Nice " [](https://expedia.ca/Big-Bear-Lake-Hotels-Robinhood-Resort.h1156451.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Winter Park? > [Chateau Big Bear Boutique Hotel, BW Signature Collection](https://www.expedia.ca/Big-Bear-Lake-Hotels-Best-Western-Big-Bear-Chateau.h74223.Hotel-Information): Hotel located near The Village. Features flat-screen televisions, a seasonal outdoor pool, and a theme park shuttle. [Lake Arrowhead Resort and Spa](https://www.expedia.ca/Big-Bear-Lake-Hotels-Lake-Arrowhead-Resort-And-Spa.h43582433.Hotel-Information): Hotel, 4-minute walk from Lake Arrowhead Village. Offers a private beach, an outdoor pool, and a full-service spa. [Lagonita Lodge](https://www.expedia.ca/Big-Bear-Lake-Hotels-Lagonita-Lodge.h18814.Hotel-Information): Aparthotel located near The Village. Provides 2 hot tubs, an indoor pool, and a snack bar/deli. [Black Forest Lodge And Cabins](https://www.expedia.ca/Big-Bear-Lake-Hotels-Black-Forest-Lodge-And-Cabins.h1753837.Hotel-Information): Hotel, 7-minute walk from The Village. Features a full-service spa, a seasonal outdoor pool, and daily. [Big Bear Lakefront Lodge](https://www.expedia.ca/Big-Bear-Lake-Hotels-Big-Bear-Lakefront-Lodge.h892697.Hotel-Information): Hotel, 7-minute walk from The Village. Features a private beach, an outdoor pool, and free self parking. ### What is there to see and do in Winter Park? > Make a point to visit attractions like Swim Beach and Bowling Barn. During your stay, check out sights such as Snow Summit, Eagle Point, and Meadow Park. ### When is the best time to book a hotel with a pool in Winter Park? > You may want to consider an accommodation with an outdoor swimming pool if you'll be visiting in the warmest months of July, August, or June when the average temperature is 71°F. 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