Skegness Vacation Packages 2026 from $1,038

Skegness flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Nottingham City Centre by Sunday

Nottingham City Centre

$1,038

per person

Aug 22 - Aug 28

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to East Midlands (EMA)

A 24-hour gym is featured at this hotel, along with free WiFi in public areas and dry cleaning. Traveling on business? Take advantage of the business center and onsite conference space. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Top Skegness hotels deals

Skegness The Royal Hotel

Drummond road Skegness England

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$94 total

Aug 2 - Aug 3

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like English breakfast and free self parking.

Breakfast included

Parking included

Simplystay Lincoln Road

Skegness Skegness England

$44 nightly

$44 total

Jul 19 - Jul 20

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.

The Monsell Hotel

2 Firbeck Avenue Skegness England

$60 nightly

$60 total

Jul 30 - Jul 31

Total with taxes and fees

A bar/lounge and a snack bar/deli are featured at this hotel, along with free self parking. WiFi in public areas is free. Express check-in, express check-out, and luggage storage are also on offer.

Sea Side Hotel

15-16 North Parade Skegness England

Free Cancellation

Reserve now, pay when you stay

$52 nightly

$62 total

Jul 19 - Jul 20

Total with taxes and fees

Free WiFi in public areas is provided and the front desk is staffed around-the-clock.

Harbour Flats

18 North Parade Skegness England

$48 nightly

$58 total

Jul 30 - Jul 31

Total with taxes and fees

Free WiFi in public areas is available at this hotel.

OYO Ivy Hotel

29 Scarborough Avenue Skegness England

Free Cancellation

Reserve now, pay when you stay

$58 nightly

$68 total

Jul 19 - Jul 20

Total with taxes and fees

This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning.

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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.

Stay near popular Skegness attractions

A beach with a roller coaster and a Ferris wheel.

Skegness Beach

8.6/10 (356 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.

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Frequently asked questions

How much are vacation packages to Skegness?

With vacation packages available for just $1,038, there's no need to blow out the credit card for your visit to Skegness. Travelocity is here to help. Bundle your flights, hotels and tours into a package and walk away with impressive discounts. The more you book, the more you save.

How long should my Skegness vacation be?

Around 2 nights is what many travelers book for their Skegness vacation. That's a great guide, but there's so much more to uncover if you allow yourself a little longer.

Where can I get the best vacation package deals for Skegness?

You can grab sensational Skegness package deals with Travelocity. Choose from 400 partner airlines and 1,000,000 worldwide properties and turn those vacation dreams into reality.

Why should I book my Skegness vacation package with Travelocity?

Travel is all about making fantastic new memories and leaving all your stresses behind — which is why we have a professional team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of getaway packages. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.

Will I save money on my Skegness car rental if I bundle it with hotels and flights?

Combining your car, hotel and flight into a Skegness vacation package is a great way to score an incredible deal. Plus, having your own set of wheels gives you total freedom to find your way to all those big-name sights you can't wait to explore. Sitting 120 mi away from Skegness, Big Ben is one attraction that should feature on your itinerary. Fasten your seat belt and make a day trip of it.

Which airport is best for Skegness?

Many visitors choose to fly into Norwich Intl. Airport (NWI), 50 mi southeast of downtown Skegness. Others prefer Humberside Airport (HUY) (40 mi away from central Skegness) or Robin Hood Airport (DSA) (60 mi away from central Skegness).

What is there to do in Skegness?

While venturing off the beaten track can be rewarding, you really shouldn't miss the well-known sights that make a place famous. Skegness Beach and Butlins are just two of them in Skegness.

Where should I stay when visiting Skegness?

Many people choose to spend their nights at the Greystones. It's sure to be a great base for your Skegness escape.