Title: TOP Hotels with Entertainment in Weymouth and Portland District for 2026 | Expedia.co.uk [Weymouth and Portland District Travel Guide](https://expedia.co.uk/Weymouth-And-Portland-District.dx553248634717687134)[Hotels in Weymouth and Portland District](https://expedia.co.uk/Weymouth-And-Portland-District-Hotels.d553248634717687134.Travel-Guide-Hotels)[Holiday Rentals in Weymouth and Portland District](https://expedia.co.uk/Weymouth-And-Portland-District-Holiday-Rentals.d553248634717687134.Travel-Guide-HolidayRentals)[Flights to Weymouth and Portland District](https://expedia.co.uk/Cheap-Flights-To-Weymouth-And-Portland-District.d553248634717687134.Travel-Guide-Flights)[Weymouth and Portland District Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Weymouth-And-Portland-District.d553248634717687134.Car-Hire-Guide)[Weymouth and Portland District Holidays](https://expedia.co.uk/Weymouth-And-Portland-District.d553248634717687134.Holidays-City-Breaks) ![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 # Search Hotels with Entertainment in Weymouth and Portland District - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Entertainment Tonight [13 Dec - 14 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248634717687134&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [14 Dec - 15 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248634717687134&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [19 Dec - 21 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248634717687134&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248634717687134&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Weymouth and Portland District hotels with entertainment ![Room](https://images.trvl-media.com/lodging/7000000/6350000/6342800/6342769/w500h371x0y0-3cfc08a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/7000000/6350000/6342800/6342769/be7ecb6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6350000/6342800/6342769/af01955e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/7000000/6350000/6342800/6342769/49085975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Clifton Hotel [](https://www.expedia.co.uk/Weymouth-Hotels-The-Clifton-Hotel.h6342769.Hotel-Information) Weymouth 8.8/10 Excellent (296) "Great stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kerry Ann £98 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Weymouth-Hotels-The-Clifton-Hotel.h6342769.Hotel-Information) ![Lounge](https://images.trvl-media.com/lodging/103000000/102660000/102656100/102656084/9de02004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102660000/102656100/102656084/f52fe3dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/103000000/102660000/102656100/102656084/99a8b088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/103000000/102660000/102656100/102656084/6a31842e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jurassic Bay Holidays [](https://www.expedia.co.uk/Weymouth-Hotels-Jurassic-Bay-Holidays.h102656084.Hotel-Information) Weymouth 8.8/10 Excellent (5) "Was great property for family to all stay in one room. Had everything we needed . Would stay again Thank you " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Rachel £85 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Weymouth-Hotels-Jurassic-Bay-Holidays.h102656084.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456600/44456501/w2500h1874x0y0-c1726028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456600/44456501/a5d73f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456600/44456501/5b518463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456600/44456501/ef68ada6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbourside House [](https://www.expedia.co.uk/Weymouth-Hotels-Harbourside-House.h44456501.Hotel-Information) Weymouth £1,222 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Weymouth-Hotels-Harbourside-House.h44456501.Hotel-Information) ![Standard Apartment, Ensuite (Shared Terrace) | Floor plan](https://images.trvl-media.com/lodging/4000000/3500000/3496600/3496530/5e080d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3500000/3496600/3496530/5dc7e52d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Ensuite (Shared Terrace) | Shared kitchen](https://images.trvl-media.com/lodging/4000000/3500000/3496600/3496530/e8426fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Apartment, Ensuite (Shared Terrace) | Dining](https://images.trvl-media.com/lodging/4000000/3500000/3496600/3496530/81c221ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wilton Guest House [](https://www.expedia.co.uk/Weymouth-Hotels-The-Wilton-Guest-House.h3496530.Hotel-Information) Weymouth 7.8/10 Good (176) "Guest house was in walking distance of everything and parking just across the road would stay there again " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Sandra £67 includes taxes & fees 10 Jan - 11 Jan 2026 [](https://www.expedia.co.uk/Weymouth-Hotels-The-Wilton-Guest-House.h3496530.Hotel-Information) ![32-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/1000000/900000/892300/892279/d1198738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lounge](https://images.trvl-media.com/lodging/1000000/900000/892300/892279/987a149d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/900000/892300/892279/918a2a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room | Premium bedding, pillow-top beds, individually decorated](https://images.trvl-media.com/lodging/1000000/900000/892300/892279/b5a24f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleeping Bear Hotel Dorchester [](https://www.expedia.co.uk/Dorchester-Hotels-Sleeping-Bear-Hotel-Dorchester.h892279.Hotel-Information) Dorchester 8.8/10 Excellent (555) "The room was clean and comfortable and the staff were friendly. The lounge area was also comfortable. The parking area is somewhat restricted." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Trevor £56 includes taxes & fees 5 Jan - 6 Jan 2026 [](https://www.expedia.co.uk/Dorchester-Hotels-Sleeping-Bear-Hotel-Dorchester.h892279.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26992300/26992281/622d5e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26992300/26992281/8fc38c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992300/26992281/b5738e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area | TV, DVD player, table football](https://images.trvl-media.com/lodging/27000000/27000000/26992300/26992281/3ba1f917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rowdens Barn [](https://www.expedia.co.uk/Blandford-Forum-Hotels-Rowdens-Barn.h26992281.Hotel-Information) Blandford Forum 10/10 Exceptional (2) "Lovely countryside location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Michael £377 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Blandford-Forum-Hotels-Rowdens-Barn.h26992281.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26995400/26995336/0aaf52c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/27000000/27000000/26995400/26995336/b9aef1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, table football](https://images.trvl-media.com/lodging/27000000/27000000/26995400/26995336/defae1fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/27000000/27000000/26995400/26995336/cd16596f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Stables [](https://www.expedia.co.uk/Blandford-Forum-Hotels-The-Old-Stables.h26995336.Hotel-Information) Blandford Forum £469 includes taxes & fees 22 Dec - 23 Dec [](https://www.expedia.co.uk/Blandford-Forum-Hotels-The-Old-Stables.h26995336.Hotel-Information) ![Cottage | Outdoor dining](https://images.trvl-media.com/lodging/27000000/27000000/26991500/26991419/031e00d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Living area | TV, DVD player, table football](https://images.trvl-media.com/lodging/27000000/27000000/26991500/26991419/56a6adba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Games room](https://images.trvl-media.com/lodging/27000000/27000000/26991500/26991419/02197711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/27000000/27000000/26991500/26991419/4dc886fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Barn [](https://www.expedia.co.uk/Blandford-Forum-Hotels-New-Barn.h26991419.Hotel-Information) Blandford Forum 10/10 Exceptional (1) £396 includes taxes & fees 16 Dec - 17 Dec [](https://www.expedia.co.uk/Blandford-Forum-Hotels-New-Barn.h26991419.Hotel-Information) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44459200/44459143/fb5dc36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Property grounds](https://images.trvl-media.com/lodging/45000000/44460000/44459200/44459143/1256a00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44459200/44459143/387554cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44459200/44459143/d3a545c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterson [](https://www.expedia.co.uk/Weymouth-Hotels-Waterson.h44459143.Hotel-Information) Weymouth 8.0/10 Very good (1) "lovely location , inside house a little tired " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Nigel £890 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Weymouth-Hotels-Waterson.h44459143.Hotel-Information) ![Cottage | Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26995600/26995571/6adcde7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage | Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26995600/26995571/22254606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/27000000/27000000/26995600/26995571/35648d02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![DVD player, table football](https://images.trvl-media.com/lodging/27000000/27000000/26995600/26995571/05f29529.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Old Cart Shed [](https://www.expedia.co.uk/Blandford-Forum-Hotels-The-Old-Cart-Shed.h26995571.Hotel-Information) Blandford Forum £467 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Blandford-Forum-Hotels-The-Old-Cart-Shed.h26995571.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.co.uk/Hotel-Search?startDate=2025-12-27&endDate=2025-12-28®ionId=553248634717687134&adults=2&nearby_group=entertainment&sort=RECOMMENDED&openPlayBack=true) ## Top Weymouth and Portland District Hotel Reviews ![Beach View Guesthouse](https://images.trvl-media.com/lodging/3000000/2310000/2301800/2301796/8c6e08f2_y.jpg) ### Beach View Guesthouse 10/10 Excellent "Lovely views great breakfast s.ashing hosts" [](https://expedia.co.uk/Weymouth-Hotels-Beach-View-Guesthouse.h2301796.Hotel-Information) ![The Jubilee Hotel West- with Spa Facilities](https://images.trvl-media.com/lodging/6000000/5380000/5370600/5370569/7a507093_y.jpg) ### The Jubilee Hotel West- with Spa Facilities 10/10 Excellent "Great staff" [](https://expedia.co.uk/Weymouth-Hotels-Hotel-Mon-Ami.h5370569.Hotel-Information) ## Explore a world of travel with Expedia - Accommodation - [Business Hotels in Dorset ](https://www.expedia.co.uk/Destinations-In-Dorset-Business-Hotel.0-0-d6046198-tBusinessHotel.Hotel-Filter-Destinations) - 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