Skegness Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Rob Hancock

Top hotels in Skegness

Harbour Hotel
Harbour Hotel
3 out of 5
18-19 North Parade, Skegness, England
Fully refundableReserve now, pay when you stay
5.4/10 (138 reviews)
"We like staying at harbour hotel but really like the flats very nice place to stay, the hotel toilets is blocked so had 2 have someone out for that, still not right but it’s fine the staff is nice and helpful I would recommend the hotel and the flat two stay"

Reviewed on 17 Jun 2025

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Harbour Hotel
Beautiful 2-bed Caravan in Ingoldmells
Beautiful 2-bed Caravan in Ingoldmells
3 out of 5
Skegness, England
9.4/10 Exceptional! (3 reviews)
Amazing!!
"AMAZING Thank You. Everything you need inside the caravan and outside. Has a lovely balcony to sit outside. Very close to all the funfair, beach, shops and the amusements. Has a little market up the road on a Saturday. Great communication with the owner. Very safe has card for barriers to get in ..."

Reviewed on 9 Apr 2025

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Beautiful 2-bed Caravan in Ingoldmells
The Grand Hotel
The Grand Hotel
3 out of 5
14 NORTH PARADE, Skegness, England
Fully refundableReserve now, pay when you stay
The price is 2.087.950 ₫ per night from 29 Jun to 30 Jun
2.087.950 ₫
2.087.950 ₫ total
29 Jun - 30 Jun
includes taxes & fees
6.4/10 (310 reviews)
"staff were very helpful room clean and tidy just what we wanted"

Reviewed on 21 Jun 2025

The Grand Hotel
See all 722 properties in Skegness
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.

Frequently asked questions

How much does a Skegness holiday package cost?
You'll find cheap prices on Expedia for your Skegness getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Skegness costs.
What are the cheapest months to go to Skegness?
The off-season is the best time to head to Skegness if you're trying to keep costs down. Another tip for getting cheap Skegness holiday packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Skegness?
Usually, a handful of days is enough to see the top sights during your Skegness holiday. However, if you want to have some time to relax or go on day trips, think about extending your itinerary.
Is it worth booking a holiday package to Skegness?
Skegness has everything you need for an amazing trip --- walking trails, watersports and bars and pubs are just the start. Whether you'd like to check out attractions like Skegness Beach and Embassy Theatre, or take the road less traveled, you'll have plenty to see and do on your Skegness holiday.
How to find the best Skegness package deals?
Use Expedia's handy filters to find some terrific Skegness package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Skegness package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Skegness holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component individually. And you'll still have the freedom to create a customised Skegness holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Skegness?
If you've got your Skegness travel dates finalized, book early to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Skegness?

  1. Choose when to go: Check your calendar and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to escape to Skegness.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Skegness.
  3. Decide how long to go away for: Now that you know more about Skegness, you can figure out the perfect length of your holiday. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Skegness holiday package that brings all your bookings together.

Popular places to visit

Skegness Beach

Skegness Beach

4/5(71 reviews)

If a restful holiday is part of your travel plans, Skegness Beach might be the perfect place to visit during your trip to Skegness. While you're here, you can savour the lively bars.

Skegness Beach
Skegness Pier

Skegness Pier

4/5(73 reviews)

Enjoy an outing to Skegness Pier during your stay in Skegness. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Skegness Pier

Butlins

4/5(13 reviews)

Enjoy an outing to Butlins during your stay in Chapel Saint Leonards. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Butlins