Skegness Vacations from $909

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Skegness Vacation

Prepare to experience Skegness in your own style with a custom Skegness vacation package! Discovering the treasures of this fascinating city is simpler with a base in a neighborhood such as Toynton All Saints, which is good for views, among other things. You'll want to do some exploring during your trip to Skegness. Swing by top attractions such as Skegness Beach, Butlins and Fantasy Island. Stop daydreaming and start doing. Check out the range of options on Expedia today and put your Skegness vacation plans into gear!

The Latest Skegness vacation packages

Price found within the past 48 hours. Click for updated prices.
Leonardo Hotel and Conference Venue Hinckley Island

Leonardo Hotel and Conference Venue Hinckley Island

4 out of 5
Burbage
per person
Sep 11 - Sep 17
found 11 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to East Midlands (EMA)
8.2/10 Very Good! (1,004 reviews)
Lovely spacious Executive bedroom. Requested bath safety mat which was provided immediately. Restaurant food very good but service lamentably slow.

Reviewed on Jun 26, 2025

Holiday Inn Express Nuneaton by IHG

Holiday Inn Express Nuneaton by IHG

3 out of 5
per person
Sep 11 - Sep 17
found 11 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to East Midlands (EMA)
8.4/10 Very Good! (592 reviews)
Staff was amazing, got me the quiet side of the hotel and made a lovely cup of tea!

Reviewed on May 30, 2025

Don't see what you're looking for?
See all available trips from Columbus to Skegness
View all trips

Discover the most popular places to visit in Skegness

Skegness Beach

Skegness Beach

4/5(4 reviews)

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

Skegness Beach
Skegness pier

Skegness Pier

3/5(2 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
The Skegness clock tower.

Skegness Clock Tower

3/5(3 reviews)

You can find out about the history of Skegness with a stop at Skegness Clock Tower. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Skegness Clock Tower

Skegness Hotel Deals

Harbour Hotel
Harbour Hotel
3 out of 5
18-19 North Parade, Skegness, England
Fully refundableReserve now, pay when you stay
5.4/10 (139 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 Jun 17, 2025

Get rates
Harbour Hotel
Beautiful 2-bed Caravan in Ingoldmells
Beautiful 2-bed Caravan in Ingoldmells
3 out of 5
Skegness
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 Apr 9, 2025

Get rates
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
$75 nightly
The price is $75 total per night from Jun 30 to Jul 1
$75 total
Jun 30 - Jul 1
Total includes taxes and fees
6.4/10 (310 reviews)
"staff were very helpful room clean and tidy just what we wanted"

Reviewed on Jun 21, 2025

The Grand Hotel
See all 723 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.

Find the Best Skegness Vacation Packages

Skegness Beach Vacation

Listen to the soothing sound of waves breaking onto the shore and look out over the shimmering waters during your Skegness vacation. If you need an escape from everyday life, a trip to Skegness will work wonders. We have a great range of Skegness vacation packages to choose from. Book one near Skegness Beach, just 3 miles from the center of town, and live out your vacation fantasies without blowing your budget.

Things You Should Know About Skegness

  • Be lulled to sleep by the calming sounds of the sea at one of our Skegness beach hotels. There's nothing better than staying within a stroll of the water.
  • Skegness also has a range of cottages. The Vine Hotel and Grosvenor House Hotel are popular with visitors and are worth checking out.
  • Skegness is home to 24,900 people and has plenty to keep you busy. Can't wait to start planning some activities? Head straight to our Skegness things to do page.
  • Skegness vacation deals are a terrific way to save on incredible experiences. Some ideas, including Butlins, Skegness Beach and Skegness Beach, should be right at the top of your must-do list.

Skegness Essential Information

Language
English
Currency
British pounds sterling
Population
24,900
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Skegness Beach, Fantasy Island and Embassy Theatre

More vacations you might like

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Skegness vacation package cost?
You'll find cheap prices from $909 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 vacation to Skegness costs.
What are the cheapest months to go to Skegness?
You can generally find lower prices and better availability in April, October and November. Explore our cheap Skegness vacation packages and you could land some great off-season discounts.
How many days is enough for Skegness?
Usually, a handful of days is enough to go to the main attractions during your Skegness vacation. However, if you prefer to have some time to rest or go on day trips, consider extending your trip.
Is it worth booking a vacation package to Skegness?
Skegness has all the ingredients you need for the perfect getaway --- nature, dining and history are just the start. Whether you want to check out attractions like Skegness Beach and Skegness Pier, or venture off the beaten track, there's plenty to see and do on your Skegness vacation.
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 vacation package as soon as possible.
Is it cheaper to book a Skegness vacation as a package?
Expedia vacation 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 customized Skegness vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 traveling on a whim.
How to plan a trip to Skegness?

  1. Pick your dates: What you plan to do in Skegness and your favorite season will help you decide when to travel.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to airfares and activities. Your hotel will probably be the biggest expense during your trip to Skegness.
  3. Organize your Skegness getaway with our trip planning tool: Search for and book hotels and activities all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Skegness together.
  4. Set the duration of your trip: Start by compiling a list of the activities and sights you'd like to get to in Skegness. Then, estimate how long you'll need at each, as well as any travel time.
  5. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, book the ideal Skegness vacation package for you.
  6. Book experiences or activities ahead of time: Whether it's a ticket to a major attraction or a day trip, you won't have to worry about missing out on Skegness's best offerings. Find all the incredible things to do in Skegness with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Skegness vacation packages?
Your Skegness break should be a relaxing escape from your busy life, not a reason for money worries. So to give you that extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.