Title: Book the Best Hotels with POOL in Rupert in 2025 | Expedia.ca [Rupert Travel Guide](https://expedia.ca/Rupert.dx3000459728)[Hotels in Rupert](https://expedia.ca/Rupert-Hotels.d3000459728.Travel-Guide-Hotels)[Vacation Rentals in Rupert](https://expedia.ca/Rupert-Vacation-Rentals.d3000459728.Travel-Guide-VacationRentals)[Rupert Car Rentals](https://expedia.ca/Car-Rentals-In-Rupert.d3000459728.Car-Rental-Guide)[Rupert Vacation Packages](https://expedia.ca/Rupert.d3000459728.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 Rupert, VT from CA $95 ![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 Rupert Hotels with a Pool Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-10-01&endDate=2025-10-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Rupert Hotels with a Pool ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/3b0c7cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/31952972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/1c3d8a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain Londonderry 8.2/10 Very good (667) "If this property was updated it would be a wonderful place to stay but as is it’s like a very old motel. I would not stay there again. " CA $86 CA $95 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/c09bb59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/dd07686d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/8693102d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/8a2fe541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gentian Lodge at Magic Mountain Londonderry 9.2/10 Wonderful (108) "Lisa was great!" CA $232 CA $256 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/2da73c3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/931e6922.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/1b417e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/965a693c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bromley Retreat Bromley Mountain 10/10 Exceptional (5) "There is no place I’d rather stay in VT. It’s a perfect condo and the recent renovations are really nice. It’s got all the comforts of home and great touches throughout. Bromley is a great community to be in, it’s close to town, obviously the slopes, and just a overall stay!" CA $126 CA $453 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/022214a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/d295676b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/ae5164c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44580000/44577300/44577227/cc74d03c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts Stratton 7.8/10 Good (52) "Location was great, pool, hot tubs and sauna were great" CA $150 CA $402 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Stratton-Hotels-Stratton-Mountain-Condo-With-Shared-Pool.h44577227.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-b5950146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 2 Queen Beds, Accessible, Bathtub (Mobility & Hearing)](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/b55c319b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-24a9373a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn and Suites Manchester Manchester Center 9.6/10 Exceptional (1000) "This was the best Hampton Inn I’ve stayed at, and location is excellent. " CA $188 CA $207 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/c8c582d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Guesthouse A](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/102e0e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Guesthouse C](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/309a4723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Guesthouse B | Living area](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/98f6f22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aspen At Manchester Manchester Center 8.8/10 Excellent (592) "Very nice hotel. Clean and looked recently remodeled. It was very quiet, allowing me to relax. Will stay here again when in the area." CA $157 CA $187 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/1f4ca265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/738a0d56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Bedrooms, Fireplace, Mountain View | Living room](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/7a801e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Manchester View Manchester Center 9.4/10 Exceptional (754) "We enjoyed our stay. Clean, great staff, great continental breakfast!" CA $186 CA $205 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/be6cf63b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/089820b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/588d6d78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96220000/96211300/96211209/5df4ccf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mountain Escape! Jamaica 9.8/10 Exceptional (18) "Easy booking, clean home, great location and the owner very easy to get in touch with." CA $235 CA $875 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Bondville-Hotels-The-Mountain-Escape.h96211209.Hotel-Information) ![Seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/fcb0767d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed | Bathroom](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/351bbc55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/37344d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Toll Road Inn Manchester Center 9.0/10 Wonderful (475) "The room was very clean, and the beds were extremely comfortable. Would definitely stay there again. Coffee 24 hours a day, pool and hot tub. Highly recommend staying there." CA $227 CA $250 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/73348812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/916d5cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/7cb29799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89550000/89541000/89540910/dc8751a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely ski-in/out condo steps from ski lift with trails and amazing views Stratton 8.4/10 Very good (25) "We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great." CA $118 CA $402 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Stratton-Hotels-Lovely-Ski-Inout-Condo-Steps-From-Ski-Lift-With-Trails-And-Amazing-Views.h89540910.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=2025-10-15&endDate=2025-10-16®ionId=3000459728&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Rupert Hotel Reviews ![The Palmer House Resort, an Ascend Collection Hotel](//images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/b3cf5e7e_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "My Aunt and Uncle started this resort in the 1950's. A lot of great memories for me. Completely updated but still the same fabulous location. " [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Hampton Inn and Suites Manchester](//images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "The staff was great!" [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](//images.trvl-media.com/lodging/1000000/810000/800800/800765/a75b732a_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "The mountain view was nice. " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.Hotel-Information) ![The Equinox Golf Resort & Spa](//images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Lovely room with updated bathroom and excellent linens. Beautiful property. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Kimpton Taconic Hotel by IHG](//images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "Very nice, beautiful inn" [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ![Weathervane Motel](//images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189_y.jpg) ### Weathervane Motel 10/10 Excellent "I had a good time" [](https://expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information) ![The Olympia Lodge](//images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg) ### The Olympia Lodge 10/10 Excellent "It felt as if you were guests in someone’s home. So warm and friendly. Sal and Trish were great!" [](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Bromley View Inn](//images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb_y.jpg) ### Bromley View Inn 10/10 Excellent "Breakfast , beverages and hot tub were nice in addition to the family game room area. " [](https://expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![The Manchester View](//images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "Love this motel.... Late 50's motel but with modern updates and very clean and safe. Only negative was the spotty internet service. That is a minor thing and issue throughout Vermont. Manchester View was especially welcome to me as had been in a less than ideal situation 2 nights before. Thanks again" [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Rupert? > [The Equinox Golf Resort & Spa](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information): Offers a seasonal outdoor pool, an indoor pool, and 4 restaurants. [Hampton Inn and Suites Manchester](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information): Provides buffet, an indoor pool, and complimentary wired internet access. [Kimpton Taconic Hotel by IHG](https://www.expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information): Features complimentary bicycles, a seasonal outdoor pool, and a 24-hour fitness center. [The Palmer House Resort, an Ascend Collection Hotel](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information): Offers a seasonal outdoor pool, an indoor pool, and 2 outdoor tennis courts. [Aspen At Manchester](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information): Features free self parking, a seasonal outdoor pool, and complimentary bicycles. ### What is there to see and do in Rupert? > Spend some time experiencing the great outdoors at Green Mountain National Forest and Merck Forest Farmland Center. Discover sights such as R. K. Kittay Public Library during your stay. ### When is the best time to book a hotel with a pool in Rupert? > Taking into account the local weather in Rupert can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. 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