Title: TOP Hotels with Connecting Rooms in Skegness for 2026 | Expedia.co.uk [Skegness Travel Guide](https://expedia.co.uk/Skegness.dx6048672)[Hotels in Skegness](https://expedia.co.uk/Skegness-Hotels.d6048672.Travel-Guide-Hotels)[Holiday Rentals in Skegness](https://expedia.co.uk/Skegness-Holiday-Rentals.d6048672.Travel-Guide-HolidayRentals)[Flights to Skegness](https://expedia.co.uk/Cheap-Flights-To-Skegness.d6048672.Travel-Guide-Flights)[Things to do in Skegness](https://expedia.co.uk/Things-To-Do-In-Skegness.d6048672.Travel-Guide-Activities)[Skegness Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Skegness.d6048672.Car-Hire-Guide)[Skegness Holidays](https://expedia.co.uk/Skegness.d6048672.Holidays-City-Breaks) ![Sunset Aerial Panoramic View of the UK Seaside Ingoldmells, a busy tourist town with something for everyone, from stunning campsites to a sunset to die for, showcases the beauty of a serene sunset](https://images.trvl-media.com/place/6048672/c6459314-178a-4bed-92a1-84b09961c9ae.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Connecting Rooms in Skegness - ![](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 Skegness Hotels with Connecting Rooms Tonight [30 Dec - 31 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [31 Dec - 1 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2025-12-31&endDate=2026-01-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [2 Jan - 4 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Skegness hotels with connecting rooms ![Terrace/patio](https://images.trvl-media.com/lodging/13000000/12640000/12631700/12631659/2c4533d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/13000000/12640000/12631700/12631659/98798871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/13000000/12640000/12631700/12631659/23dfeb3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/13000000/12640000/12631700/12631659/30d0fc10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### OYO Harbour Hotel [](https://www.expedia.co.uk/Skegness-Hotels-Harbour-Hotel.h12631659.Hotel-Information) Skegness 5.4/10 (196) "Fast response from staff, easy check-in. Good value for money " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) simon £27 includes taxes & fees 4 Jan - 5 Jan 2026 [](https://www.expedia.co.uk/Skegness-Hotels-Harbour-Hotel.h12631659.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4490000/4485400/4485393/e4e35f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/5000000/4490000/4485400/4485393/53d28143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/5000000/4490000/4485400/4485393/a81aaad5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/5000000/4490000/4485400/4485393/dc4e0341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston West Hotel [](https://www.expedia.co.uk/Boston-Hotels-Boston-West-Hotel.h4485393.Hotel-Information) Boston 8.4/10 Very good (706) "Lovely site, very well maintained and all staff were super friendly and accommodating. We will definitely be returning!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Emma £32 includes taxes & fees 11 Jan - 12 Jan 2026 [](https://www.expedia.co.uk/Boston-Hotels-Boston-West-Hotel.h4485393.Hotel-Information) ![Superior Double Room | Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90190000/90183500/90183421/w3493h2923x0y0-06912c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/91000000/90190000/90183500/90183421/c2d2e0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Private kitchen | Electric kettle](https://images.trvl-media.com/lodging/91000000/90190000/90183500/90183421/fda84133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Double Room | Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90190000/90183500/90183421/868d7efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Windmill [](https://www.expedia.co.uk/Alford-Hotels-The-Windmill.h90183421.Hotel-Information) Alford 8.4/10 Very good (115) "Good Hotel" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Surjan £58 includes taxes & fees 31 Dec - 1 Jan 2026 [](https://www.expedia.co.uk/Alford-Hotels-The-Windmill.h90183421.Hotel-Information) ![Garden](https://images.trvl-media.com/lodging/5000000/4470000/4464500/4464479/eca538ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 1 Bedroom, Garden View | Private kitchen | Coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/5000000/4470000/4464500/4464479/c8726255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/5000000/4470000/4464500/4464479/a542dd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/5000000/4470000/4464500/4464479/d921d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Lodge [](https://www.expedia.co.uk/Boston-Hotels-Boston-Lodge.h4464479.Hotel-Information) Boston 8.4/10 Very good (181) "Conveniently located quiet and comfy" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) S £55 includes taxes & fees 6 Jan - 7 Jan 2026 [](https://www.expedia.co.uk/Boston-Hotels-Boston-Lodge.h4464479.Hotel-Information) ![Comfort House, Private Bathroom | Exterior](https://images.trvl-media.com/lodging/106000000/105550000/105548400/105548344/8b0f7fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Private Bathroom | Shared kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105550000/105548400/105548344/2f59777d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Private Bathroom | Garden](https://images.trvl-media.com/lodging/106000000/105550000/105548400/105548344/a575a17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort House, Private Bathroom | 2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/106000000/105550000/105548400/105548344/ff662346.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Taylor Close Holiday Home [](https://www.expedia.co.uk/Boston-Hotels-Taylor-Close-Holiday-Home.h105548344.Hotel-Information) Boston 10/10 Exceptional (2) "We were not expecting the property to be as big and in such a good location, we will be using that again is for the money its amazing value for upto 4 people" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Andy £99 includes taxes & fees 2 Jan - 3 Jan 2026 [](https://www.expedia.co.uk/Boston-Hotels-Taylor-Close-Holiday-Home.h105548344.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=2026-01-13&endDate=2026-01-14®ionId=6048672&adults=2&room_amenities_group_explore=connecting_rooms_available&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Skegness ### Discover top Skegness attractions In Skegness, families can enjoy a variety of attractions that cater to all ages. Start your adventure at the iconic Skegness Pier, where you can try your luck at the arcade, enjoy thrilling rides, or simply savour the traditional seaside atmosphere. The nearby Natureland Seal Sanctuary provides an educational and heartwarming experience, showcasing rescued seals and other wildlife in a family-friendly environment. For a day of fun under the sun, head to the expansive sandy beach, perfect for building sandcastles or taking a refreshing dip in the sea. If you're looking for a splash of excitement, the Fantasy Island amusement park offers a mix of exhilarating rides and a vibrant market for those seeking unique souvenirs. For accommodation, consider staying along the seafront, where hotels offer stunning views of the coastline and easy access to all the attractions. Many establishments provide family-friendly amenities and attentive service, ensuring you feel pampered after a day of exploration. With its blend of relaxation and adventure, Skegness promises a memorable escape for those seeking quality experiences. ## Top Skegness Hotel Reviews ![The Eastleigh](https://images.trvl-media.com/lodging/7000000/6560000/6559500/6559433/7dd50cf6_y.jpg) ### The Eastleigh 10/10 Excellent "Close by to everything clean eco-friendly all the amenities you need " [](https://expedia.co.uk/Skegness-Hotels-The-Eastleigh.h6559433.Hotel-Information) ## Frequently asked questions ### How much do hotels with connecting rooms in Skegness cost? ### Are there any family-friendly hotels with connecting rooms in Skegness? ### Why book your hotel with connecting rooms in Skegness with Expedia? ### How can I find cheap hotels with connecting rooms in Skegness? ### What is there to do in Skegness near my hotel with connecting rooms? ## Explore a world of travel with Expedia - Accommodation - Packages - Cars - [3 Star Hotels in Addlethorpe ](https://www.expedia.co.uk/3Star-Addlethorpe-Hotels.s30-0-d3000012573.Travel-Guide-Filter-Hotels) - 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