Title: TOP Hotels with Connecting Rooms in Portland for 2026 | 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) ![](https://images.trvl-media.com/place/182615/0db1baf5-d984-433d-99e7-8908d576f968.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [27 Mar - 28 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2026-03-27&endDate=2026-03-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [28 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2026-03-28&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [27 Mar - 29 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=182615&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Portland hotels with connecting rooms ![Family Suite, Ensuite (2 Adults & 2 Children ) | Free WiFi](https://images.trvl-media.com/lodging/5000000/4970000/4960700/4960659/71ccb24d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast meal](https://images.trvl-media.com/lodging/5000000/4970000/4960700/4960659/c21cb35a.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) ![Free WiFi](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 [](https://www.expedia.co.uk/Dorchester-Hotels-The-Countryman-Inn.h4960659.Hotel-Information) Dorchester 9.0/10 Wonderful (228 reviews) "Clean room, helpful staff." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Adrian £80 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Dorchester-Hotels-The-Countryman-Inn.h4960659.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/937b5db3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/cf15a688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room (Master) | Premium bedding, blackout curtains, iron/ironing board, rollaway beds](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/5f5c6e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast area](https://images.trvl-media.com/lodging/11000000/10090000/10084000/10083919/613ad077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bull Hotel [](https://www.expedia.co.uk/Bridport-Hotels-The-Bull-Hotel.h10083919.Hotel-Information) Bridport 9.0/10 Wonderful (383 reviews) "Albeit small, room was perfect with everything that is needed. Good food - def recommend " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Janet Jessie £97 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Bridport-Hotels-The-Bull-Hotel.h10083919.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/3000000/2290000/2288600/2288507/273566f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/3000000/2290000/2288600/2288507/4e827fd2.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/c942ee98.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) ### St Johns Guest House [](https://www.expedia.co.uk/Weymouth-Hotels-St-Johns-Guest-House.h2288507.Hotel-Information) Weymouth 9.6/10 Exceptional (188 reviews) "Lovely place to stay and great location for Weymouth everything we wanted was in walking distance." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Paul £116 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Weymouth-Hotels-St-Johns-Guest-House.h2288507.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/45000000/44830000/44828400/44828320/e7558f2c.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) ![Garden](https://images.trvl-media.com/lodging/45000000/44830000/44828400/44828320/748d5b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Spice Ship [](https://www.expedia.co.uk/Weymouth-Hotels-The-Spice-Ship.h44828320.Hotel-Information) Weymouth 9.0/10 Wonderful (100 reviews) "Had a great stay here, the staff are brilliant!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Calum £85 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Weymouth-Hotels-The-Spice-Ship.h44828320.Hotel-Information) ![Superior Double Room, Ensuite](https://images.trvl-media.com/lodging/4000000/3550000/3543000/3542965/4177a4e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room, Ensuite](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) ![Miscellaneous](https://images.trvl-media.com/lodging/4000000/3550000/3543000/3542965/74a5a234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westwood House [](https://www.expedia.co.uk/Dorchester-Hotels-Westwood-Guest-House.h3542965.Hotel-Information) Dorchester 10/10 Exceptional (252 reviews) "Great stay. Would recommend " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Darron £120 includes taxes & fees 5 Apr - 6 Apr [](https://www.expedia.co.uk/Dorchester-Hotels-Westwood-Guest-House.h3542965.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=2026-04-10&endDate=2026-04-11®ionId=182615&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## Top Portland Hotel Reviews ![Best Western Weymouth Hotel Rembrandt](https://images.trvl-media.com/lodging/5000000/4110000/4102900/4102869/8f462671_y.jpg) ### Best Western Weymouth Hotel Rembrandt 8/10 Good "The male member of staff who checked me in was excellent and a credit to the company. " [](https://expedia.co.uk/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 "The staff were friendly very accommodating and the beds so comfortable definitely recommended will stay again. Good amazing too" [](https://expedia.co.uk/Portland-Hotels-Heights-Hotel.h888814.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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