Title: Book the Best ROMANTIC Hotels in Weymouth and Portland District from CA $109 - Weymouth and Portland District Romantic Getaways | 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) ![Portland milky way](https://images.trvl-media.com/place/553248634717687134/73bf8f19-8fcb-4689-9775-bd8e59be409a.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Sean Pike # Find Romantic Hotels in Weymouth and Portland District from CA $109 - ![](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 Romantic Hotels Tonight [Dec 18 - Dec 19](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-12-18&endDate=2025-12-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Tomorrow [Dec 19 - Dec 20](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-12-19&endDate=2025-12-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634717687134&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=romantic) ## Our top choices for Weymouth and Portland District romantic hotels ![View from property](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/29776a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Regional cuisine, ocean views ](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/30a354b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/2d642feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/69351cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heights Hotel [](https://www.expedia.ca/Portland-Hotels-Heights-Hotel.h888814.Hotel-Information) Portland 8.4/10 Very good (681) "Everything was as we remembered from out first visit. 10/10" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Karen [](https://www.expedia.ca/Portland-Hotels-Heights-Hotel.h888814.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769339/f9c568cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769339/0f2fb12f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ensuite](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769339/22167fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5770000/5769400/5769339/ab59d5f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coach House Inn [](https://www.expedia.ca/Dorchester-Hotels-Coach-House-Inn.h5769339.Hotel-Information) Dorchester 8.6/10 Excellent (163) "Very friendly,family friendly, close to national trust,and maiden castle!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Mark CA $120 CA $144 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Dorchester-Hotels-Coach-House-Inn.h5769339.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/11000000/10650000/10648900/10648883/cb654a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite (Large)](https://images.trvl-media.com/lodging/11000000/10650000/10648900/10648883/e9097d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/11000000/10650000/10648900/10648883/42462d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/11000000/10650000/10648900/10648883/1ac9d2ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Greyhound Inn [](https://www.expedia.ca/Dorchester-Hotels-Greyhound-Inn.h10648883.Hotel-Information) Dorchester 9.4/10 Exceptional (311) "What a fantastic place, loved everything about it." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lene CA $184 CA $221 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Dorchester-Hotels-Greyhound-Inn.h10648883.Hotel-Information) ![Hiking](https://images.trvl-media.com/lodging/4000000/3890000/3883900/3883869/a5d641d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast and dinner served, British cuisine](https://images.trvl-media.com/lodging/4000000/3890000/3883900/3883869/e82992a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/4000000/3890000/3883900/3883869/52121c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3890000/3883900/3883869/e0527a22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### George Albert Hotel & Spa [](https://www.expedia.ca/Dorchester-Hotels-George-Albert-Hotel.h3883869.Hotel-Information) Dorchester 9.0/10 Wonderful (487) "Lovely hotel very nice place rooms was soo nice and clean " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Katie CA $123 CA $148 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Dorchester-Hotels-George-Albert-Hotel.h3883869.Hotel-Information) ![Gold Seaview Family of 4](https://images.trvl-media.com/lodging/6000000/5170000/5162600/5162557/dc22676f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/6000000/5170000/5162600/5162557/2ee9203a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/6000000/5170000/5162600/5162557/0fcb38b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5170000/5162600/5162557/bad4a269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jubilee Hotel East- with Spa Facilities [](https://www.expedia.ca/Weymouth-Hotels-The-Richmoor-Hotel.h5162557.Hotel-Information) Weymouth 7.2/10 Good (438) "All thr staff were pollite and very helpful especially james, great facilities even and escape room" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jason CA $92 CA $110 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Weymouth-Hotels-The-Richmoor-Hotel.h5162557.Hotel-Information) ![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/9000000/8050000/8043700/8043695/d8a14151.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8050000/8043700/8043695/c6bfc9e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/9000000/8050000/8043700/8043695/778de230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/9000000/8050000/8043700/8043695/2224a75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Aqua [](https://www.expedia.ca/Portland-Hotels-The-Aqua.h8043695.Hotel-Information) Portland 8.0/10 Very good (194) "Very convenient for the port as we were visiting a cruise ship for the day. They are refurbishing the hotel to a good standard but the front of the building needs attention." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Eric CA $191 CA $230 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Portland-Hotels-The-Aqua.h8043695.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/6000000/5380000/5370600/5370569/7a507093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/6000000/5380000/5370600/5370569/456fb660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5380000/5370600/5370569/67c5ce31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/6000000/5380000/5370600/5370569/91691a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Jubilee Hotel West- with Spa Facilities [](https://www.expedia.ca/Weymouth-Hotels-Hotel-Mon-Ami.h5370569.Hotel-Information) Weymouth 7.0/10 Good (76) "Got upgraded and looked after I bet the place is buzzing in the summer" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Richard CA $90 CA $109 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Weymouth-Hotels-Hotel-Mon-Ami.h5370569.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/abe029b9.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) ![Lounge](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/bd53f8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/910000/904000/903978/a09388f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer Lodge Country House Hotel [](https://www.expedia.ca/Dorchester-Hotels-Summer-Lodge-Country-House-Hotel.h903978.Hotel-Information) Dorchester 9.8/10 Exceptional (130) "Lovely and quaint hotel near the coast. Very friendly staff, beautiful and comfortable king size 4 poster bed and an enormous claw-foot tub! A delicious breakfast was also included!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John P CA $315 CA $379 total includes taxes & fees Jan 15 - Jan 16, 2026 [](https://www.expedia.ca/Dorchester-Hotels-Summer-Lodge-Country-House-Hotel.h903978.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/1e319432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Twin Room | Courtyard view](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/8112c5b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Twin Room](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/59fcb14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Triple Room | Garden view](https://images.trvl-media.com/lodging/92000000/91820000/91820000/91819948/e3d09f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingston Country Courtyard [](https://www.expedia.ca/Wareham-Hotels-Kingston-Country-Courtyard.h91819948.Hotel-Information) Wareham 9.4/10 Exceptional (217) "Lovely hotel in a great location. Breakfast was excellent " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Karen CA $130 CA $157 total includes taxes & fees Jan 18 - Jan 19, 2026 [](https://www.expedia.ca/Wareham-Hotels-Kingston-Country-Courtyard.h91819948.Hotel-Information) ![Double Room, Ensuite (Cerne ) | Miscellaneous](https://images.trvl-media.com/lodging/8000000/7430000/7426400/7426329/61c7d550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/8000000/7430000/7426400/7426329/e0147e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/8000000/7430000/7426400/7426329/ba7b3b1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/8000000/7430000/7426400/7426329/fcf003f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The New Inn [](https://www.expedia.ca/Dorchester-Hotels-The-New-Inn.h7426329.Hotel-Information) Dorchester 9.6/10 Exceptional (155) "A quaint and friendly country Inn, restaurant and bar on site, off street parking. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $215 CA $258 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Dorchester-Hotels-The-New-Inn.h7426329.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=2026-01-01&endDate=2026-01-02®ionId=553248634717687134&adults=2&travelerType=romantic&sort=RECOMMENDED&openPlayBack=true) ## Top Weymouth and Portland District Hotel Reviews ![The Stanley Guest House](https://images.trvl-media.com/lodging/6000000/5320000/5314400/5314362/6d13093d_y.jpg) ### The Stanley Guest House 10/10 Excellent "The room looked stunning, clean and tidy. The hosts were perfect and charming, as always, and the breakfast was fab." [](https://expedia.ca/Weymouth-Hotels-The-Stanley-Guest-House.h5314362.Hotel-Information) ![Best Western Weymouth Hotel Rembrandt](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/48d8ed81_y.jpg) ### Best Western Weymouth Hotel Rembrandt 10/10 Excellent "Staff" [](https://expedia.ca/Weymouth-Hotels-Best-Western-Weymouth-Hotel-Rembrandt.h4102869.Hotel-Information) ![Heights Hotel](https://images.trvl-media.com/lodging/1000000/890000/888900/888814/29776a60_y.jpg) ### Heights Hotel 10/10 Excellent "Everything was as we remembered from out first visit. 10/10" [](https://expedia.ca/Portland-Hotels-Heights-Hotel.h888814.Hotel-Information) ![The George B&B](https://images.trvl-media.com/lodging/4000000/3750000/3741200/3741190/8a1d9fb5_y.jpg) ### The George B&B 10/10 Excellent "We had a lovely stay in the George. A wonderful warm welcome and a lovely spacious room. All the staff were friendly and so helpful and attentive. We don't have a dog but there were well behaved dogs there. Excellent value for money. A short walk to the seafront and the town centre. 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