Title: Book the Best Hotels with POOL in Dorset in 2026 | Expedia.ca [Hotels in Dorset](https://expedia.ca/Dorset-Hotels.d184046.Travel-Guide-Hotels)[Vacation Rentals in Dorset](https://expedia.ca/Dorset-Vacation-Rentals.d184046.Travel-Guide-VacationRentals)[Dorset Car Rentals](https://expedia.ca/Car-Rentals-In-Dorset.d184046.Car-Rental-Guide)[Dorset Vacation Packages](https://expedia.ca/Dorset.d184046.Destination-Travel-Guides) ![Little farm in the mountains in Dorset, Vermont, New England ](https://images.trvl-media.com/place/184046/958e89fc-f8a9-40ce-9961-9281d80f8c91.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Dorset, VT from CA $148 - ![](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 Dorset Hotels with a Pool Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=184046&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=184046&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=184046&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=184046&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Dorset 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) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/e3a525d6.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) ### 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 (687) "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 $133 CA $148 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.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) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/96a629e2.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) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/1d2c94d1.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 (927) "Great place to stay while skiing at okemo" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ken CA $198 CA $226 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.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) ![Breakfast and dinner served, American cuisine](https://images.trvl-media.com/lodging/7000000/6030000/6028500/6028480/e35d4a9f.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) ![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) ### 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 (865) "Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $139 CA $176 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.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) ![Property amenity](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/f766d453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, individually decorated, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2760000/2759100/2759006/f3cb230a.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 (576) "Beautiful hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sarah CA $260 CA $364 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Bennington-Hotels-The-Equinox-Golf-Resort-Spa.h2759006.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/ba818b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/cdc27f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/5d6f68a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Green Briar) | Living area](https://images.trvl-media.com/lodging/2000000/1510000/1505900/1505817/45cd95f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Manchester [](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.Hotel-Information) Manchester Village Historic District 10/10 Exceptional (280) "Great establishment " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda CA $227 CA $250 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bennington-Hotels-The-Inn-At-Manchester.h1505817.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) ![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) ![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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/108000000/107450000/107448700/107448633/c7526449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Bromley Retreat [](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.Hotel-Information) Bromley Mountain 9.8/10 Exceptional (7) "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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vanessa P. CA $126 CA $449 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Peru-Hotels-Charming-One-Bedroom-Condo-On-Bromley-Mountain.h107448633.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) ![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) ### Toll Road Inn [](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.Hotel-Information) Manchester Center 9.0/10 Wonderful (488) "clean spacious room - great location - highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marybeth CA $197 CA $217 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Bennington-Hotels-Toll-Road-Inn.h7652200.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) ![Lobby](https://images.trvl-media.com/lodging/19000000/18190000/18188900/18188804/3d428b23.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 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.Hotel-Information) Manchester Center 9.6/10 Exceptional (1005) "Great time " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $197 CA $217 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Bennington-Hotels-Hampton-Inn-And-Suites-Manchester.h18188804.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) ![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) ![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/7000000/6850000/6846700/6846625/6a517157.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 (778) "Room very clean comfortable and quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patty CA $175 CA $193 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.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) ![Lobby](https://images.trvl-media.com/lodging/8000000/7650000/7640900/7640832/d22bae40.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) ![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 (520) "The check in was very quick and staff was friendly. The room is clean, comfortable, and quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alicia CA $150 CA $165 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Bennington-Hotels-Four-Winds-Country-Motel.h7640832.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=2025-12-30&endDate=2025-12-31®ionId=184046&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Dorset Hotel Reviews ![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 "Experience was flawless from Check-In to Checking Out 👌🥰 The Staff was absolutely delightful - attentive , professional, so helpful and the Grouse Staff was equally outstanding - Bartender, and special mention for Chef Jeffery, and Servers Aria and Bean. We definitely plan to stay here again on our next visit to Manchester 👌❣️" [](https://expedia.ca/Bennington-Hotels-Kimpton-Taconic-Hotel.h1572989.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 "Nice and neat!" [](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 "Large rooms. Nice view of the river in the back. " [](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 "Room very clean comfortable and quiet " [](https://expedia.ca/Bennington-Hotels-The-Manchester-View.h6846625.Hotel-Information) ![The Upper Pass Lodge at Magic Mountain](https://images.trvl-media.com/lodging/2000000/1450000/1445800/1445790/6e934e60_y.jpg) ### The Upper Pass Lodge at Magic Mountain 10/10 Excellent "This place was a dream, everybody was so nice! We felt at home and safe." [](https://expedia.ca/Londonderry-Hotels-The-Upper-Pass-Lodge-At-Magic-Mountain.h1445790.Hotel-Information) ![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 "Yea" [](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Bromley View Inn](https://images.trvl-media.com/lodging/2000000/1510000/1503000/1502963/85d1c6cb_y.jpg) ### Bromley View Inn 10/10 Excellent "Yes" [](https://expedia.ca/Bennington-Hotels-Bromley-View-Inn.h1502963.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 "Complimentary breakfast was nice. Room was clean. " [](https://expedia.ca/Stratton-Hotels-The-Black-Bear-Lodge-At-Stratton-Mountain-Resort.h800765.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 "Nice staff, big room, comfortable bed, walking distance to downtown-overall great stay! " [](https://expedia.ca/Bennington-Hotels-The-Palmer-House-Resort.h6028480.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Dorset? ### What is there to see and do in Dorset? ### When is the best time to book a hotel with a pool in Dorset? ## 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) - [5 Star Hotels in Manchester ](https://www.expedia.ca/5Star-Manchester-Hotels.s50-0-d129374.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Bromley Mountain ](https://www.expedia.ca/Bromley-Mountain-Peru-Hotels-Beach-Hotel.0-n553248635976472672-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Bromley Mountain ](https://www.expedia.ca/Bromley-Mountain-Peru-Hotels-Historic-Hotel.0-n553248635976472672-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - 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