Title: TOP Hotels with Connecting Rooms in Skegness for 2025 | 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) ![](https://mediaim.expedia.com/destination/1/108828ff036af21a6da696a11e672415.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Hotels with Connecting Rooms in Skegness ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [18 Sept - 19 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2025-09-18&endDate=2025-09-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [19 Sept - 20 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2025-09-19&endDate=2025-09-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [19 Sept - 21 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2025-09-19&endDate=2025-09-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [26 Sept - 28 Sept](https://www.expedia.co.uk/Hotel-Search?regionId=6048672&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Skegness Hotels with Connecting Rooms ## Our top choices for Skegness hotels with connecting rooms ![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) ![Garden](https://images.trvl-media.com/lodging/5000000/4490000/4485400/4485393/f8a0e3c9.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) ![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) ### Boston West Hotel Boston 8.4/10 Very good (681) "Clean, quiet and enjoyable place. " £47 includes taxes & fees 25 Sept - 26 Sept [](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) ![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) ![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) ### The Windmill Alford 8.6/10 Excellent (103) "Great hotel, ample car park, friendly staff, really nice bar, clean room with plenty of towels. Great hotel." £58 includes taxes & fees 19 Oct - 20 Oct [](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 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) ![Interior](https://images.trvl-media.com/lodging/5000000/4470000/4464500/4464479/a542dd39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/5000000/4470000/4464500/4464479/328e0cc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston Lodge Boston 8.4/10 Very good (179) "Conveniently located quiet and comfy" £55 includes taxes & fees 2 Oct - 3 Oct [](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 | 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 | 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 | 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 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" £99 includes taxes & fees 1 Oct - 2 Oct [](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=2025-10-02&endDate=2025-10-03®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](//images.trvl-media.com/lodging/7000000/6560000/6559500/6559433/7dd50cf6_y.jpg) ### The Eastleigh 10/10 Excellent "The Eastleigh was an easy base for a few days away: two minutes from the pier and beach but tucked far enough up Scarbrough Avenue that you don’t hear arcade noise at night. We rolled in late morning, snagged an on-street space outside and never moved the car again. The room was spotless and practical—ceiling fan for stuffy evenings, mini-fridge with cold water and the check-in took seconds. The Wi-Fi was usable but a bit flaky, dropping in and out, so fine for quick checks but not much more. Cafés, shops and the prom were all within a five-minute wander, keeping the whole trip refreshingly hassle-free." [](https://expedia.co.uk/Skegness-Hotels-The-Eastleigh.h6559433.Hotel-Information) ## Frequently asked questions ### How much do hotels with connecting rooms in Skegness cost? > Hotels with connecting rooms in Skegness range from £48 to £99 per night. This means lots of space for your whole family at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### Are there any family-friendly hotels with connecting rooms in Skegness? > Take the crew to [JJs Hotel](https://www.expedia.co.uk/Skegness-Hotels-JJs-Hotel.h4936072.Hotel-Information) and make your trip to Skegness a comfortable one. This family-friendly hotel with connecting rooms has a 2.5-star rating and amenities including WiFi and a picnic area. Once you've checked in and unpacked your suitcase, there's a host of family-friendly attractions to see around Skegness. [Skegness Beach](https://www.expedia.co.uk/Skegness-Beach-Skegness.d6087829.Attraction) and [Fantasy Island](https://www.expedia.co.uk/Fantasy-Island-Skegness.d553248621561946078.Attraction) are two of our top picks. ### Why book your hotel with connecting rooms in Skegness with Expedia? > Reserving a hotel with connecting rooms in Skegness is as simple as deciding on your travel dates and choosing a place that meets your needs. On the search for something upscale or budget friendly, or a stay that also features a pool? Use Expedia's search filters to narrow your results even further and find the ideal fit. ### How can I find cheap hotels with connecting rooms in Skegness? > With Expedia's filter tool, locating cheap hotels with connecting rooms in Skegness is a breeze. To find properties that'll make your hip pocket happy, tailor your search results by star rating, amenities and budget. ### What is there to do in Skegness near my hotel with connecting rooms? > Skegness has enough experiences to keep you on the hop for weeks (or months!), beginning with [Skegness Beach](https://www.expedia.co.uk/Skegness-Beach-Skegness.d6087829.Vacation-Attraction). [Fantasy Island](https://www.expedia.co.uk/Fantasy-Island-Skegness.d553248621561946078.Vacation-Attraction), [Embassy Theatre](https://www.expedia.co.uk/Embassy-Theatre-Skegness.d553248621561946056.Vacation-Attraction) and [Skegness Aquarium](https://www.expedia.co.uk/Skegness-Aquarium-Skegness.d553248623255446766.Vacation-Attraction) are other renowned attractions. If you're in town a while, [Natureland Seal Sanctuary](https://www.expedia.co.uk/Natureland-Seal-Sanctuary-Skegness.d6170870.Vacation-Attraction) and [Lucky Strike](https://www.expedia.co.uk/Lucky-Strike-Skegness.d553248621532509429.Vacation-Attraction) will add the finishing touches to your itinerary. ## 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) - [4 Star Hotels in Addlethorpe](https://www.expedia.co.uk/4Star-Addlethorpe-Hotels.s40-0-d3000012573.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Addlethorpe](https://www.expedia.co.uk/5Star-Addlethorpe-Hotels.s50-0-d3000012573.Travel-Guide-Filter-Hotels) - [B&B in Addlethorpe](https://www.expedia.co.uk/Addlethorpe-Bed-And-Breakfasts.d3000012573-aaBedAndBreakfasts.Travel-Guide-Accommodation) - [Caravan Parks in Addlethorpe](https://www.expedia.co.uk/Addlethorpe-Caravan-Parks.d3000012573-aaCaravanParks.Travel-Guide-Accommodation) - 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[Cheap Hotels in Wainfleet All Saints](https://www.expedia.co.uk/Wainfleet-All-Saints-Hotels-Budget-Hotels.0-0-d3000009481-tBudgetHotels.Travel-Guide-Filter-Hotels) - [Family-Friendly Hotels in Wainfleet All Saints](https://www.expedia.co.uk/Wainfleet-All-Saints-Hotels-Family-Friendly-Hotel.0-0-d3000009481-tFamilyFriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Bar in Wainfleet All Saints](https://www.expedia.co.uk/Wainfleet-All-Saints-Hotels-Hotel-With-A-Bar.0-0-d3000009481-thotelwithabar.Travel-Guide-Filter-Hotels) - [Hotels with Parking in Wainfleet All Saints](https://www.expedia.co.uk/Wainfleet-All-Saints-Hotels-Hotel-With-Free-Parking.0-0-d3000009481-thotelwithfreeparking.Travel-Guide-Filter-Hotels) - [Hotels near XSite Skatepark](https://www.expedia.co.uk/XSite-Skatepark-Hotels.0-l553248621532509430-0.Travel-Guide-Filter-Hotels) - [Visit Addlethorpe](https://www.expedia.co.uk/Addlethorpe.dx3000012573) - [Embassy Theatre](https://www.expedia.co.uk/Embassy-Theatre-Skegness.d553248621561946056.Attraction) - 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