Title: Book the Best Hotels with POOL in Weston in 2026 | Expedia.ca [Weston Travel Guide](https://expedia.ca/Weston.dx177460)[Hotels in Weston](https://expedia.ca/Weston-Hotels.d177460.Travel-Guide-Hotels)[Vacation Rentals in Weston](https://expedia.ca/Weston-Vacation-Rentals.d177460.Travel-Guide-VacationRentals)[Flights to Weston](https://expedia.ca/Cheap-Flights-To-Weston.d177460.Travel-Guide-Flights)[Weston Car Rentals](https://expedia.ca/Car-Rentals-In-Weston.d177460.Car-Rental-Guide)[Weston Vacation Packages](https://expedia.ca/Weston.d177460.Destination-Travel-Guides) ![Weston featuring heritage architecture](https://images.trvl-media.com/place/177460/fe628eed-a564-4991-89ad-298fe685a008.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/177460/fe628eed-a564-4991-89ad-298fe685a008.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 Weston Hotels with a Pool Tonight [Jan 14 - Jan 15](https://www.expedia.ca/Hotel-Search?regionId=177460&startDate=2026-01-14&endDate=2026-01-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=177460&startDate=2026-01-15&endDate=2026-01-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=177460&startDate=2026-01-16&endDate=2026-01-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=177460&startDate=2026-01-23&endDate=2026-01-25&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Weston hotels with a pool ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/46351656.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/67ba1eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/8582bd1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Springfield Hotel [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) Springfield 8.8/10 Excellent (813 reviews) "Staff was so nice!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie CA $211 CA $232 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.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/f967c888.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) ### The Manchester View [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) Manchester Center 9.4/10 Exceptional (793 reviews) "Great staff, huge clean room, tasty continental breakfast." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carey CA $151 CA $166 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, aromatherapy, hot stone massages, deep-tissue massages](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/w776h446x0y3-b969a7b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pointe at Castle Hill Resort [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) Cavendish 8.8/10 Excellent (953 reviews) "Nice hotel! Very friendly staff and great value compared to other accommodations. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mauricio CA $210 CA $240 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/27e1cc93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/978b1784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/9331b839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/430000/425200/425171/06298210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) Brownsville 9.0/10 Wonderful (782 reviews) "Clean room, very nice staff, everything was excellent! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $207 CA $248 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.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) ![Exterior](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/w3835h2559x0y0-fdf02cc9.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) ### 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 (1,000 reviews) "Great place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara CA $183 CA $202 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/1368534b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/9ac2f9e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/8897de97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/a61b527d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Rutland [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) Rutland 9.0/10 Wonderful (986 reviews) "clean, quiet, warm room. Comfortable beds." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret CA $209 CA $230 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.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) ![Romantic Room, 1 Queen Bed, Jetted Tub](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/008cdbd0.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 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) Londonderry 8.2/10 Very good (689 reviews) "This place was a dream, everybody was so nice! We felt at home and safe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gracie CA $151 CA $168 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/0a06a28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/323045de.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) ![Meeting facility](https://images.trvl-media.com/lodging/11000000/10260000/10254500/10254459/ab91ee25.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 (620 reviews) "Super clean and modern rooms, excellent location, scenic views… " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fernando CA $121 CA $148 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-Aspen-At-Manchester.h10254459.Hotel-Information) ![Indoor pool, seasonal outdoor pool, open 9 AM to 9 PM, pool umbrellas](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/e2a06630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/cfdc1ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/a52b1bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/4412313e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Palmer House Resort, an Ascend Collection Hotel [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) Manchester Center 8.4/10 Very good (877 reviews) "Rooms were spotless and staff was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen CA $125 CA $160 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/c098bcf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/41e84082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/754a77bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo Hotel Room](https://images.trvl-media.com/lodging/2000000/1410000/1407200/1407156/1d8473ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Castle Hill Resort And Spa [](https://www.expedia.ca/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.Hotel-Information) Cavendish 9.0/10 Wonderful (105 reviews) "Great place for a good price. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew CA $246 CA $269 total includes taxes & fees Jan 15 - Jan 16 [](https://www.expedia.ca/Cavendish-Hotels-Castle-Hill-Resort-And-Spa.h1407156.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=2026-01-28&endDate=2026-01-29®ionId=177460&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Weston Hotel Reviews ![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Clean, nice pool and hot tub, and good price!" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![The Black Bear Lodge at Stratton Mountain Resort](https://images.trvl-media.com/lodging/1000000/810000/800800/800765/ac6aa3fb_y.jpg) ### The Black Bear Lodge at Stratton Mountain Resort 10/10 Excellent "Every thing was excellent " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.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 "Nicely appointed hotel in the heart of Manchester Center. Walking distance to Northshire Bookstore, shops, restaurants and a supermarket. Pool and hot tub are highlights. " [](https://expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) ![Comfort Inn Rutland - Killington](https://images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "The room was clean and the staff were helpful. The breakfast set up was good with plenty of hot food as well as other options and ample seating for everyone. Would definitely stay here again for a ski trip. Easy 25 min drive to Killington" [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.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 place is great. Especially the wood burning stove in the room." [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![The Mountain Inn at Killington](https://images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "The " [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](https://images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "St" [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Hampton Inn Rutland](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg) ### Hampton Inn Rutland 10/10 Excellent "clean, quiet, warm room. Comfortable beds." [](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.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 "Very convenient location.! Spacious and clean room. " [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Weston? ### What is there to see and do in Weston? ### When is the best time to book a hotel with a pool in Weston? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Londonderry ](https://www.expedia.ca/4Star-Londonderry-Hotels.s40-0-d127228.Travel-Guide-Filter-Hotels) - [4 Star Hotels in South Londonderry ](https://www.expedia.ca/4Star-South-Londonderry-Hotels.s40-0-d184074.Travel-Guide-Filter-Hotels) - [B&B in Andover ](https://www.expedia.ca/Andover-Bed-And-Breakfast.d6023580-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Andover ](https://www.expedia.ca/Andover-Chalets.d6023580-aaChalets.Travel-Guide-Accommodation) - [Country Houses in Andover ](https://www.expedia.ca/Andover-Country-House.d6023580-aaCountryHouse.Travel-Guide-Accommodation) - 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