Skegness Vacations from $1,386

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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.
Novotel Leicester

Novotel Leicester

4 out of 5
per person
Jun 14 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to East Midlands (EMA)
9.2/10 Wonderful! (762 reviews)
Staff is welcoming and very helpful

Reviewed on Apr 25, 2025

Kegworth Hotel & Conference Centre

Kegworth Hotel & Conference Centre

3 out of 5
per person
Jun 14 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to East Midlands (EMA)
7.6/10 Good! (627 reviews)
A rather old fashioned hotel Huge room 208 and very large bathroom Surprised to get an excellent jacket potato with tuna cheese and salad for supper !

Reviewed on Apr 27, 2025

Lace Market Hotel

Lace Market Hotel

4 out of 5
Nottingham City Centre
per person
Jun 14 - Jun 16
found 1 day ago
Roundtrip non-stop flight included
Albuquerque (ABQ) to East Midlands (EMA)
8.8/10 Excellent! (1,000 reviews)
Great location and clean.

Reviewed on Apr 30, 2025

Best Western Plus Ullesthorpe Court Hotel & Golf Club

Best Western Plus Ullesthorpe Court Hotel & Golf Club

4 out of 5
per person
Jun 17 - Jun 21
found 11 hours ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
8.8/10 Excellent! (401 reviews)
My daughter and dog had a lovely stay used the spa facilities which were great Unfortunately my dinner was overcooked (lamb) But breakfast was of a good standard

Reviewed on Apr 12, 2025

OYO Sunrise Hotel, A46 N Leicester

OYO Sunrise Hotel, A46 N Leicester

3 out of 5
per person
Jun 17 - Jun 21
found 11 hours ago
Roundtrip flight included
New York (NYC) to East Midlands (EMA)
7/10 Good! (256 reviews)
The parking was very busy due to the indian restaurant next door .the passage way and my room was very cold put heating on but still had to go to bed partially dressed.the bed was comfy room was clean

Reviewed on Apr 9, 2025

Find the Best Skegness Vacation Packages

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

Ready to book your vacation to Skegness?

 

Choose your dates

Skegness Hotel Deals

North Shore Hotel & Golf Club
North Shore Hotel & Golf Club
3 out of 5
North Shore Road, Skegness, England
Fully refundableReserve now, pay when you stay
The price is $69 per night from May 5 to May 6
$69
includes taxes & fees
$57 per night
May 5 - May 6
8/10 Very Good! (504 reviews)
"Liked watching the golfers from our bedroom window,friendly staff,"

Reviewed on Apr 5, 2025

North Shore Hotel & Golf Club
Beautiful 2-bed Wigwam in Ingoldmells
Beautiful 2-bed Wigwam 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 Wigwam in Ingoldmells
Sea Side Hotel
Sea Side Hotel
3 out of 5
15-16 North Parade, Lincolnshire, Skegness, England
Fully refundableReserve now, pay when you stay
The price is $60 per night from May 5 to May 6
$60
includes taxes & fees
$50 per night
May 5 - May 6
4.8/10 (211 reviews)
"Nice big room, very comfortable bed, staff very friendly, spot on for the money"

Reviewed on Feb 9, 2025

Sea Side Hotel
See all 658 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.

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 $1,386 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.

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
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 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

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.