Title: Book the Best Hotels with POOL in Hillside in 2025 | Expedia.ca [Hotels in Hillside](https://expedia.ca/Hillside-Hotels.d553248635975855399.Travel-Guide-Hotels)[Vacation Rentals in Hillside](https://expedia.ca/Hillside-Vacation-Rentals.d553248635975855399.Travel-Guide-VacationRentals)[Hillside Car Rentals](https://expedia.ca/Car-Rentals-In-Hillside.d553248635975855399.Car-Rental-Guide)[Hillside Vacation Packages](https://expedia.ca/Hillside.d553248635975855399.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Hillside, ME from CA $150 ![](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 Hillside Hotels with a Pool Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-10-24&endDate=2025-10-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-10-25&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975855399&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Hillside Hotels with a Pool ![Indoor pool](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/d7f1778f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/fdea5069.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/ac3c9d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/b91483c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Oxford Oxford 9.0/10 Wonderful (1002) "It was clean, and had a great breakfast. Nice room with nice shower !! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) nina CA $149 CA $163 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Bridgton-Hotels-Hampton-Inn-By-Hilton-Oxford.h15835107.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/6fd90e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/eaaa6212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/98a701cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dormir Windham 8.8/10 Excellent (1011) "Would stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dena CA $156 CA $170 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8070000/8065100/8065019/adba2496.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's play area - outdoor](https://images.trvl-media.com/lodging/9000000/8070000/8065100/8065019/186d16e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8070000/8065100/8065019/cc052e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/9000000/8070000/8065100/8065019/a7878201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saco River Motor Lodge & Suites Center Conway 7.4/10 Good (504) "Affordable, friendly staff, clean and comfortable room." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsay CA $138 CA $150 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Center-Conway-Hotels-Saco-River-Motor-Lodge-Suites.h8065019.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/084a3d38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/58f940c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/0db37864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/57cbd7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Poland Spring Resort Poland 8.0/10 Very good (813) "Beautiful and very friendly staff!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela CA $183 CA $200 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Poland-Hotels-The-Poland-Spring-Resort.h15143940.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5920000/5917900/5917860/16cbe70b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Emma's Loft with refrigerator | Balcony](https://images.trvl-media.com/lodging/6000000/5920000/5917900/5917860/2aa87bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Saco Suite with refrigerator](https://images.trvl-media.com/lodging/6000000/5920000/5917900/5917860/cc1c1609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/6000000/5920000/5917900/5917860/a064368c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Saco Inn Fryeburg 9.8/10 Exceptional (171) "Bruce one of the owners was very attentive and very friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $300 CA $328 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bridgton-Hotels-The-Old-Saco-Inn.h5917860.Hotel-Information) ![House, 5 Bedrooms | Outdoor dining](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/fcf99f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Exterior](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/2b9249f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms | Interior](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/2e655d66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 5 Bedrooms](https://images.trvl-media.com/lodging/121000000/120240000/120238900/120238862/99ecb732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home Gray CA $581 CA $1,116 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Gray-Hotels-Gray-Woodland-Escape-Golf.h120238862.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=2025-11-07&endDate=2025-11-08®ionId=553248635975855399&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Hillside Hotel Reviews ![The Poland Spring Resort](//images.trvl-media.com/lodging/16000000/15150000/15144000/15143940/a475403b_y.jpg) ### The Poland Spring Resort 10/10 Excellent "VERY "mom and pop" feel to a nice, unassuming hotel. The front office is welcoming and helpful, the beds are some of the best I've stayed at, and the shower's water pressure is VERY nice. We stayed for one night, but there is a community kitchen you can use so if you stay longer, you can have convenience of cooking a meal and not eating out the whole time. Only slight complaint is that you can hear the main road at times, but it didn't upset our sleeping." [](https://expedia.ca/Poland-Hotels-The-Poland-Spring-Resort.h15143940.Hotel-Information) ![Dormir](//images.trvl-media.com/lodging/10000000/9320000/9312400/9312400/1c6ce74e_y.jpg) ### Dormir 10/10 Excellent "Parking was great, needed a handicapped spot and in spite of the busy holiday weekend, one was always available! Breakfast was fine, oatmeal and cereal for healthy meals. Coffee pots always full, but we were always down at 7 so cannot speak to later in the breakfast hours. Would like to give a shout out to Sanni at the front desk, Jo in housekeeping and the young lady who kept the breakfast area tables clean and things stocked. All in all a good experience and we will look no further when we are in that area to visit our family, who are close by. Lots of great restaurants and shopping right outside the facility too. " [](https://expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information) ![Saco River Motor Lodge & Suites](//images.trvl-media.com/lodging/9000000/8070000/8065100/8065019/1cc10864_y.jpg) ### Saco River Motor Lodge & Suites 10/10 Excellent "Didn't have pet. Pool out season." [](https://expedia.ca/Center-Conway-Hotels-Saco-River-Motor-Lodge-Suites.h8065019.Hotel-Information) ![Hampton Inn Oxford](//images.trvl-media.com/lodging/16000000/15840000/15835200/15835107/ac3c9d7b_y.jpg) ### Hampton Inn Oxford 10/10 Excellent "Room was clean " [](https://expedia.ca/Bridgton-Hotels-Hampton-Inn-By-Hilton-Oxford.h15835107.Hotel-Information) ![Highland Lake Resort](//images.trvl-media.com/lodging/7000000/6640000/6634000/6633906/ef2eef30_y.jpg) ### Highland Lake Resort 10/10 Excellent "Staff was very friendly and nice. The bed was super comfortable. The water pressure was good. Property has beautiful views. Nice area. Decent amount of dining options, walking areas a few miles away. Some areas for improvement is the bathroom. It’s fully functional but very dated and mismatched. The stand up shower stall is a tight fit for an average size person. The rug in the room needed a good deep clean/shampoo. A ceiling fan would be lovely to circulate the airflow. Felt a little stagnant. To me minor but notable mentions. Everyone has different taste and style. Overall was a great experience. " [](https://expedia.ca/Bridgton-Hotels-Highland-Lake-Resort.h6633906.Hotel-Information) ## Frequently asked questions ### What are some hotels with pools in Hillside? > [Dormir](https://www.expedia.ca/Windham-Hotels-Dormir.h9312400.Hotel-Information): Features buffet, a pool, and free self parking. [Oxford Casino Hotel](https://www.expedia.ca/Bridgton-Hotels-Oxford-Casino-Hotel.h35183095.Hotel-Information): Hotel steps from Oxford Casino. Provides buffet, an indoor pool, and complimentary wired internet access. [Hampton Inn Oxford](https://www.expedia.ca/Bridgton-Hotels-Hampton-Inn-By-Hilton-Oxford.h15835107.Hotel-Information): Features 3 restaurants, a seasonal outdoor pool, and 3 bars. [The Poland Spring Resort](https://www.expedia.ca/Poland-Hotels-The-Poland-Spring-Resort.h15143940.Hotel-Information): Offers free self parking, an outdoor pool, and complimentary wireless internet access. [Snowvillage Inn](https://www.expedia.ca/Silver-Lake-Hotels-Snowvillage-Inn.h18678531.Hotel-Information): Offers complimentary wireless internet access, a communal pool, and kitchens. ### What is there to see and do in Hillside? > Make a point to visit attractions like Sebago Cove and Ossipee Valley Fairgrounds. Discover sights such as Wards Cove and Peabody Pond during your stay. ### When is the best time to book a hotel with a pool in Hillside? > Taking into account the local weather in Hillside 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 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Hillside are January, March, December, and February, with each month seeing an average of 10 inches of snowfall. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Thompson's Point](https://www.expedia.ca/4Star-Thompsons-Point-Naples-Hotels.s40-n553248635976481495-0.Travel-Guide-Filter-Hotels) - [B&B in Baldwin](https://www.expedia.ca/Baldwin-Bed-And-Breakfast.d553248635975851850-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Resorts in Baldwin](https://www.expedia.ca/Baldwin-Resort-Hotels.d553248635975851850-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Bridgton](https://www.expedia.ca/Bridgton-Bed-And-Breakfast.d6131432-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Bridgton Hotels](https://www.expedia.ca/Bridgton-Hotels.d6131432.Travel-Guide-Hotels) - [Beach Hotel Hotels in Cape Elizabeth](https://www.expedia.ca/Cape-Elizabeth-Hotels-Beach-Hotel.0-0-d55620-tBeachHotel.Travel-Guide-Filter-Hotels) - 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