Title: Book the Best Hotels with POOL in Rupert in 2026 | 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) ![Vermont Foliage](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000459728/0596c53e-acf8-4425-a7ad-1840b2dc5352.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 Rupert Hotels with a Pool Tonight [Feb 27 - Feb 28](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-27&endDate=2026-02-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 28 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-28&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000459728&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Rupert hotels with a pool ![Aerial view](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/0a06a28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/ab91ee25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/883050b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/cbf700aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aspen At Manchester [](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) Manchester Center 8.8/10 Excellent (636 reviews) - Seasonal pool adventures await with ski storage and free bicycles at this garden retreat. CA $134 CA $163 total includes taxes & fees Mar 24 - Mar 25 [](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/19942074.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/2bcff138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/e4ab8f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hot tub](https://images.trvl-media.com/lodging/15000000/14590000/14586400/14586320/84ff55dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Gentian Lodge at Magic Mountain [](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) Londonderry 9.2/10 Wonderful (115 reviews) - Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont. CA $234 CA $258 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Londonderry-Hotels-Blue-Gentian-Lodge-At-Magic-Mountain.h14586320.Hotel-Information) ![Indoor pool, seasonal outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/e0c2a7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/c6f78187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/f766d453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0ab2343d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Equinox Golf Resort & Spa [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) Manchester Village Historic District 7.4/10 Good (598 reviews) - Unwind in the mountain resort's year-round aquatic paradise featuring both indoor and seasonal outdoor pools. [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.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) ![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) ![Snack bar](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3836h2559x0y0-353e3678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-fdf02cc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn and Suites Manchester [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) Manchester Center 9.6/10 Exceptional (1,001 reviews) - Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes. CA $178 CA $196 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/3b0c7cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/e3a525d6.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) ![Interior](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/80ab5ea8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Upper Pass Lodge at Magic Mountain [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) Londonderry 8.2/10 Very good (693 reviews) - Slope-side sanctuary beckons with mountain vistas and a seasonal outdoor pool. CA $152 CA $169 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 7:30 PM, pool umbrellas](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/99da9548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | View from room](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/58757ea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/9d5c6b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Winds Country Motel [](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information) Manchester Center 8.4/10 Very good (536 reviews) - Splash into family fun with seasonal pool adventures in the heart of Manchester shopping district. CA $134 CA $148 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/720b006f.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) ![Point of interest](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/8607e1f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/6a517157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Manchester View [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) Manchester Center 9.4/10 Exceptional (813 reviews) - Mountain views from the pool create a picturesque escape at this serene Manchester retreat. [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/60000000/59840000/59831900/59831898/0b0b143a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/60000000/59840000/59831900/59831898/8145803a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/60000000/59840000/59831900/59831898/a037cf53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/60000000/59840000/59831900/59831898/117a7702.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palmer House Resort - Deluxe King Bed 2 [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort-Deluxe-King-Bed-2.h59831898.Hotel-Information) Manchester Center, 8.0/10 Very good (2 reviews) - Lakeside resort features dual pools and a rejuvenating hot tub, perfect for year-round aquatic relaxation on vacation. CA $231 CA $319 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort-Deluxe-King-Bed-2.h59831898.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) ![Front of property](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/92912eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/7679bd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/93d23d63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Toll Road Inn [](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) Manchester Center 9.0/10 Wonderful (503 reviews) - Indulge in a refreshing mountain retreat at this Vermont inn with a seasonal outdoor pool and rejuvenating hot tub experience. CA $195 CA $215 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/885bc0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/06fc7115.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/889f5a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olympia Lodge [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) Manchester Center 9.4/10 Exceptional (582 reviews) - Dive into the seasonal outdoor pool after a day exploring Vermont's stunning mountains and valleys. CA $239 CA $263 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.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=2026-03-14&endDate=2026-03-15®ionId=3000459728&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Rupert Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_3000459728) ## Top Rupert Hotel Reviews ![Bromley View Inn](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb_y.jpg) ### Bromley View Inn 10/10 Excellent "Amazing" [](https://expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.Hotel-Information) ![The Olympia Lodge](https://images.trvl-media.com/lodging/10000000/9260000/9257700/9257616/c701f02d_y.jpg) ### The Olympia Lodge 10/10 Excellent "Our room was super comfortable and very clean. The owners were so kind and accommodating. The breakfast in the morning was made to order and such an excellent way to start our day of snowboarding. The next time we visit the area we are definitely staying at The Olympia Lodge. " [](https://expedia.ca/Bennington-Hotels-The-Olympia-Lodge.h9257616.Hotel-Information) ![Hampton Inn and Suites Manchester](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/5bd509a3_y.jpg) ### Hampton Inn and Suites Manchester 10/10 Excellent "Great" [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Toll Road Inn](https://images.trvl-media.com/lodging/8000000/7660000/7652200/7652200/94368990_y.jpg) ### Toll Road Inn 10/10 Excellent "Owners & staff were great, loved the atmosphere & location. Room was huge & clean, with VERY MUCH appreciated LARGE sliding doors closet space with floor space too. Liked the large room mirror, & extra sink. Shower was large & very safe> ie > safety handle exactly where it should be. Loved the Lobby set- up, with 24 hr. coffee bar, & a variety of coffees & even flavors to add if so desired. Lobby also had round the clock 24 hr. music through a good speaker system. The whole "vibe" of this place screams retro... being a Snowboarder for 37 years, ALL my gear screams retro too, just a Retro guy at 72\. Toll Road Inn is my new home away from home when Riding in the area...great places to eat mere minutes away. Plan to return sometime in the summer months to check out the creek. \*\*\*\* Fridge in the room, 24-hour available Micro-wave in the Lobby. Decent priced 5-nite stay. Will be returning EVERY winter for as long as I am Riding.....& most likely...after that too. PEACE & LOVE: L." [](https://expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) ![The Manchester View](https://images.trvl-media.com/lodging/7000000/6850000/6846700/6846625/b534a8c8_y.jpg) ### The Manchester View 10/10 Excellent "The room was very nice and confortable." [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![The Equinox Golf Resort & Spa](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/0d30b96a_y.jpg) ### The Equinox Golf Resort & Spa 10/10 Excellent "Beautiful hotel. Nice pool and gym. " [](https://expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![The Palmer House Resort, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/9c9da73f_y.jpg) ### The Palmer House Resort, an Ascend Collection Hotel 10/10 Excellent "Our 2nd time staying here this season. We love it, perfect location to town and ski. Spotless rooms, microwave and fridge a bonus when kids are traveling. Rooms were so warm we turned off heat. Breakfast included. Check in and out very quick and friendly, we will absolutely stay again." [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Weathervane Motel](https://images.trvl-media.com/lodging/11000000/10430000/10429400/10429394/17ddc189_y.jpg) ### Weathervane Motel 10/10 Excellent "Family owned and run! Everything was as advertised and the room was large, clean and comfortable. This Motel is like the old fashioned ones where you can part directly in front of your room, which is VERY convenient!!!" [](https://expedia.ca/Bennington-Hotels-Weathervane-Motel.h10429394.Hotel-Information) ![Kimpton Taconic Hotel by IHG](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572989/72cb9377_y.jpg) ### Kimpton Taconic Hotel by IHG 10/10 Excellent "Best atmosphere and family stay ever. Kids friendly." [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Rupert? ### What is there to see and do in Rupert? ### When is the best time to book a hotel with a pool in Rupert? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [2 Star Hotels in Manchester ](https://www.expedia.ca/2Star-Manchester-Hotels.s20-0-d129374.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Danby ](https://www.expedia.ca/3Star-Danby-Hotels.s30-0-d6034870.Travel-Guide-Filter-Hotels) - [4 Star Hotels in West Arlington ](https://www.expedia.ca/4Star-West-Arlington-Hotels.s40-0-d553248635976385881.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Manchester ](https://www.expedia.ca/5Star-Manchester-Hotels.s50-0-d129374.Travel-Guide-Filter-Hotels) - [Aparthotels in Danby ](https://www.expedia.ca/Danby-Apart-Hotels.d6034870-aaApartHotels.Travel-Guide-Accommodation) - 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