Title: TOP Hotels with Connecting Rooms in Portland for 2025 | Expedia.co.uk [Portland Travel Guide](https://expedia.co.uk/Portland.dx182615)[Hotels in Portland](https://expedia.co.uk/Portland-Hotels.d182615.Travel-Guide-Hotels)[Holiday Rentals in Portland](https://expedia.co.uk/Portland-Holiday-Rentals.d182615.Travel-Guide-HolidayRentals)[Things to do in Portland](https://expedia.co.uk/Things-To-Do-In-Portland.d182615.Travel-Guide-Activities)[Portland Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Portland.d182615.Car-Hire-Guide)[Portland Holidays](https://expedia.co.uk/Portland.d182615.Holidays-City-Breaks) ![Adobe](https://images.trvl-media.com/place/182615/0db1baf5-d984-433d-99e7-8908d576f968.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Connecting Rooms in Portland - ![](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 Portland Hotels with Connecting Rooms Tonight [17 Nov - 18 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-11-17&endDate=2025-11-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [18 Nov - 19 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-11-18&endDate=2025-11-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Portland Hotels with Connecting Rooms ![Beach](https://images.trvl-media.com/lodging/3000000/2290000/2288600/2288507/d2ad7ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Whole House Rental - self-catering) | Premium bedding, pillow-top beds, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2290000/2288600/2288507/fc4aa4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2290000/2288600/2288507/476fbefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite (Room 2) | Premium bedding, pillow-top beds, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/3000000/2290000/2288600/2288507/deb82130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Johns Guest House Weymouth 9.6/10 Exceptional (188) "Very clean, tidy and friendly. Would stay again 😀" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Terry £115 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Weymouth-Hotels-St-Johns-Guest-House.h2288507.Hotel-Information) ![Superior Double Room, Ensuite | 1 bedroom](https://images.trvl-media.com/lodging/4000000/3550000/3543000/3542965/28233fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3550000/3543000/3542965/74a5a234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite | 1 bedroom](https://images.trvl-media.com/lodging/4000000/3550000/3543000/3542965/89b168fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3550000/3543000/3542965/15411bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westwood House Dorchester 10/10 Exceptional (249) "Great stay. Would recommend " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Darron £117 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Dorchester-Hotels-Westwood-Guest-House.h3542965.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/8000000/7510000/7509500/7509446/6df27aa6.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) ![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 (196) "Fantastic all round." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) John £235 includes taxes & fees 18 Nov - 19 Nov [](https://www.expedia.co.uk/Weymouth-Hotels-Moonfleet-Manor.h7509446.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/45000000/44830000/44828400/44828320/de044752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/45000000/44830000/44828400/44828320/748d5b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/45000000/44830000/44828400/44828320/acd7719f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, Ensuite | Private kitchen | High chair](https://images.trvl-media.com/lodging/45000000/44830000/44828400/44828320/96200b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Spice Ship Weymouth 9.0/10 Wonderful (97) "Great stop over for the night. Good value and breakfast included. Rooms are small but had everything you needed. Aa its on a main road, you can hear the road traffic but they leave little courtesy packs in the rooms that contain ear plugs and eye mask :)" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michelle £84 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Weymouth-Hotels-The-Spice-Ship.h44828320.Hotel-Information) ![Suite, Ensuite](https://images.trvl-media.com/lodging/5000000/4970000/4960700/4960659/71ccb24d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4970000/4960700/4960659/a3b3266b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Ensuite](https://images.trvl-media.com/lodging/5000000/4970000/4960700/4960659/2b111b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/5000000/4970000/4960700/4960659/56fb3f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Countryman Inn Dorchester 9.0/10 Wonderful (224) "Staff was great, food and bar service was excellent. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Kim £107 includes taxes & fees 21 Nov - 22 Nov [](https://www.expedia.co.uk/Dorchester-Hotels-The-Countryman-Inn.h4960659.Hotel-Information) ![Double Room (Master) | Premium bedding, blackout curtains, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/cf2e9428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor wedding](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/e76117df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/b83ee4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/23b7b08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bull Hotel Bridport 9.0/10 Wonderful (365) "Very welcoming friendly staff, great breakfast " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Noreen £77 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Bridport-Hotels-The-Bull-Hotel.h10083919.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=2025-12-01&endDate=2025-12-02®ionId=182615&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## Top Portland Hotel Reviews ![Heights Hotel](//images.trvl-media.com/lodging/1000000/890000/888900/888814/29776a60_y.jpg) ### Heights Hotel 10/10 Excellent "Staff were fantastic " [](https://expedia.co.uk/Portland-Hotels-Heights-Hotel.h888814.Hotel-Information) ### Best Western Weymouth Hotel Rembrandt 10/10 Excellent "We had an excellent stay, staff very welcoming and the food was outstanding. We will recommend and shall definitely visit again. " [](https://expedia.co.uk/Weymouth-Hotels-Best-Western-Weymouth-Hotel-Rembrandt.h4102869.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) - [Casino Hotels in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Casino-Hotel.0-0-d6046198-tCasinoHotel.Hotel-Filter-Destinations) - [Golf Hotels in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Golf-Hotels.0-0-d6046198-tGolfHotels.Hotel-Filter-Destinations) - [Green Hotels in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Green-Sustainable.0-0-d6046198-tGreenSustainable.Hotel-Filter-Destinations) - [Hotels near Museums in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Hotel-Near-Museums.0-0-d6046198-thotelnearmuseums.Hotel-Filter-Destinations) - [Hotels Suites in Dorset](https://www.expedia.co.uk/Destinations-In-Dorset-Hotel-Suites.0-0-d6046198-thotelsuites.Hotel-Filter-Destinations) - 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