Title: Book the Best Hotels with POOL in Weymouth and Portland District in 2025 | Expedia.ca [Weymouth and Portland District Travel Guide](https://expedia.ca/Weymouth-And-Portland-District.dx553248634717687134)[Hotels in Weymouth and Portland District](https://expedia.ca/Weymouth-And-Portland-District-Hotels.d553248634717687134.Travel-Guide-Hotels)[Vacation Rentals in Weymouth and Portland District](https://expedia.ca/Weymouth-And-Portland-District-Vacation-Rentals.d553248634717687134.Travel-Guide-VacationRentals)[Flights to Weymouth and Portland District](https://expedia.ca/Cheap-Flights-To-Weymouth-And-Portland-District.d553248634717687134.Travel-Guide-Flights)[Weymouth and Portland District Car Rentals](https://expedia.ca/Car-Rentals-In-Weymouth-And-Portland-District.d553248634717687134.Car-Rental-Guide)[Weymouth and Portland District Vacation Packages](https://expedia.ca/Weymouth-And-Portland-District.d553248634717687134.Destination-Travel-Guides) ![Weymouth featuring food and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/107000/107969-Weymouth.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Weymouth and Portland District ![](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 Weymouth and Portland District Hotels with a Pool Tonight [Oct 18 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-10-18&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 19 - Oct 20](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-10-19&endDate=2025-10-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Weymouth and Portland District Hotels with a Pool ![Hypo-allergenic bedding, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/9bd0d194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/418b565a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/48d8ed81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/4be10da2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Weymouth Hotel Rembrandt Weymouth 8.2/10 Very good (1006) "Lovely hotel i love weymouth " ![](https://a.travel-assets.com/egds/marks/flags/uk.svg) wendy CA $149 CA $179 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Weymouth-Hotels-Best-Western-Weymouth-Hotel-Rembrandt.h4102869.Hotel-Information) ![Cottage | Pool](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/4b69c301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/82c9f2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/1ef8de8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30995400/30995315/77a8594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Higher Lighthouse Branscombe Lodge Portland 10/10 Exceptional (1) "This property was absolutely amazed and having Access to one of the first lighthouses there " ![](https://a.travel-assets.com/egds/marks/flags/uk.svg) Trevor CA $794 CA $952 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Branscombe-Lodge.h30995315.Hotel-Information) ![Cottage | Pool](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/098c65b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/e91e97b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior detail](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/67bddbea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/31000000/31000000/30996300/30996217/80be046c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Higher Lighthouse Stopes Cottage Portland CA $794 CA $952 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Portland-Hotels-Old-Higher-Lighthouse-Stopes-Cottage.h30996217.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/c7f4f2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/03e249cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/16e4413e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91630000/91621500/91621464/68c8dd05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bear's Apartment Portland CA $841 CA $1,009 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Portland-Hotels-Bears-Apartment.h91621464.Hotel-Information) ![2 indoor pools](https://images.trvl-media.com/lodging/8000000/7510000/7509500/7509446/ceb29bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, body treatments, hydrotherapy, deep-tissue massages](https://images.trvl-media.com/lodging/8000000/7510000/7509500/7509446/402efea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sauna, body treatments, hydrotherapy, deep-tissue massages](https://images.trvl-media.com/lodging/8000000/7510000/7509500/7509446/6df27aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/8000000/7510000/7509500/7509446/5c1b28d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moonfleet Manor Weymouth 9.0/10 Wonderful (195) "Fantastic all round." ![](https://a.travel-assets.com/egds/marks/flags/uk.svg) John CA $220 CA $264 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Weymouth-Hotels-Moonfleet-Manor.h7509446.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/078d460c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/e8efb356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/554b2a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/f963c32d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Lodge Country House Hotel Dorchester 9.8/10 Exceptional (126) "We had a wonderful 3 days, well looked after by friendly helpful staff " ![](https://a.travel-assets.com/egds/marks/flags/uk.svg) Angela CA $384 CA $461 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Dorchester-Hotels-Summer-Lodge-Country-House-Hotel.h903978.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/104000000/103520000/103517800/103517754/e3dd4fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103520000/103517800/103517754/e1943d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/104000000/103520000/103517800/103517754/885e89d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103520000/103517800/103517754/f7e65a9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Pool, Hot Tub, Luxury Cabana Poole Dorset. Poole CA $306 CA $398 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Poole-Hotels-Private-Pool.h103517754.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/27d1daeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/0da0adc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/ad9bc18b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100570000/100567300/100567285/22f4cd5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agua de Plata, 16 Wakeling Island, Silverlake Dorchester CA $1,243 CA $1,491 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Dorchester-Hotels-16-Wakeling-Island.h100567285.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/2f10b0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Dining](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/92a6a082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Dining](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/b4d5598f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456347/020f7c2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Manor Farm Barn Dorchester CA $3,235 CA $3,881 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Dorchester-Hotels-Manor-Farm-Barn.h44456347.Hotel-Information) ![Cottage | Pool](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/d7f4671d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/dca188c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living room](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/fb682f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44460000/44458200/44458160/32ed8002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Churn House Dorchester CA $1,206 CA $1,448 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Dorchester-Hotels-Churn-House.h44458160.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. 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