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Holidays to Skegness

Choose two or more items and save on your trip:

Accommodation, flights, car rentals, things to do and more - for your holiday in Skegness choose Expedia! Find everything you need to organise your trip to Skegness in one place. Enter your dates in the search bar above or scroll to our top deals below!

Top Hotel Deals

OYO Grosvenor House Hotel
OYO Grosvenor House Hotel
3 out of 5
North Parade, Skegness, England
Situated on the beach, this hotel is within a 15-minute walk of Skegness Pier and Skegness Beach. Embassy Theatre and Skegness Clock Tower are also within 5 ...
3.7/5Good! (89 reviews)
Quirky and good value
"A little worn in places but lovely place to stay if you like harry potter like buildings :) we had fun and the room was spacious, quirky and comfortable.. just watch out for the tiny lift it goes up and down with a small bump :D lol"

Reviewed on 31 Oct 2020

OYO Grosvenor House Hotel
3 out of 5
45A SCARBROUGH AVENUE, Skegness, England
Situated near the beach, this guesthouse is within a 15-minute walk of Skegness Pier and Skegness Beach. Embassy Theatre and Skegness Clock Tower are also within ...
4.7/5Exceptional! (102 reviews)
Comfy beds, enjoyable stay.
"A lovely small hotel very comfy beds, quiet room great location 2 nights was a lovely enjoyable stay, the host very friendly."

Reviewed on 21 Sep 2020

The Grand Hotel by Paymán Club
The Grand Hotel by Paymán Club
3 out of 5
14 NORTH PARADE, Skegness, England
The price is £37 per night from 13 May to 13 May
Nestled on the beach, this Skegness hotel is within a 10-minute walk of Skegness Pier and Skegness Beach. Natureland Seal Sanctuary and Embassy Theatre are also ...
4.2/5Excellent! (68 reviews)
"Was clean close to all amineties but no staff if need any help"

Reviewed on 28 Apr 2021

The Grand Hotel by Paymán Club
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.

Top things to do in Skegness

Skegness Beach Holiday

Shake off life's daily stresses and let yourself completely relax during your Skegness holiday. There's nothing more refreshing than the smell of fresh salt air and the sound of waves hitting the shore. Organise your trip to Skegness the easy way by locking in one of our Skegness holiday packages. Many travellers choose to stay near Skegness Beach, a local highlight just 0.4 miles from the downtown area.

The Advantages of Skegness Weekend Breaks

Discover a different side of the British Isles with a weekend break in Skegness. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Skegness weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Skegness.

Cheap Weekend Breaks to Skegness

There are lots of ways to take cheap weekend breaks to Skegness. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Skegness. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Skegness Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Skegness. Whisking your lover away for a romantic Skegness weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Skegness and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire. 

Family Weekend Breaks in Skegness

Set some time aside to experience family weekend breaks in Skegness. There are plenty of excellent family-friendly hotels in Skegness within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Skegness. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Skegness family weekend breaks. 

Plan your Skegness holiday with Expedia

  • Book your 2021 holiday package deals now! Buy your accommodation, flight or car together and get extra savings on your next trip!
  • We have selected for you amazing deals on incredible hotels in Skegness. Have a look simply by using the search bar above.
  • Most hotels come with free cancellation, because we believe that flexibility matters now more than ever!

For more information, visit our COVID-19 information page
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*Some hotels require you to cancel at least 24-48 hours before check-in.

Frequently asked questions