Find Hotels with a Pool in Skegness

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Skegness Hotels with a Pool

Tonight
Nov 1 - Nov 2
Tomorrow
Nov 2 - Nov 3
Next weekend
Nov 7 - Nov 9
In two weeks
Nov 14 - Nov 16

Top Skegness Hotels with a Pool

Cabin | Private kitchen | Fridge, microwave, oven, stovetop
3br-sleeps6-parking-pool-nearbeach&skegness
3br-sleeps6-parking-pool-nearbeach&skegness
2.0 star property
The price is ₩247,968
₩421,664 total
includes taxes & fees
Nov 3 - Nov 4
3br-sleeps6-parking-pool-nearbeach&skegness
Indoor pool, outdoor pool
Best Western Plus Kenwick Park Hotel
Best Western Plus Kenwick Park Hotel
3.0 star property
8.6 out of 10, Excellent, (652)
"Breakfast good, evening meal excellent. Pool and Spa facilities excellent and helped us relax. Thoroughly enjoyed our stay."
United Kingdom
Denise
The price is ₩111,425
₩133,710 total
includes taxes & fees
Nov 21 - Nov 22
Best Western Plus Kenwick Park Hotel
Cottage | Interior
Bittern Lodge
Bittern Lodge
3.0 star property
The price is ₩1,051,421
₩1,261,698 total
includes taxes & fees
Nov 5 - Nov 6
Bittern Lodge
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.
View all properties

Top Skegness Hotel Reviews

The Craigside

The Craigside

10/10 Excellent
"This was my first stay at the craigside, i had a lovely clean room and everything in it i needed. With excellent breakfast. The staff were very accommodating and very friendly. I am looking to book my single room again for 2026."
Geraldine 3-night trip
Posted 3 months ago
The Craigside

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Skegness?
If lounging next to a pool is your idea of the perfect getaway, you may want to consider welcoming Skegness, which has 9 places to stay with pools. During your trip, you can explore attractions like Skegness Clock Tower and Skegness Aquarium, and then take it easy poolside at one of the accommodations in Skegness that guests like for their pools.
What are some accommodations with pools in Skegness?
Harbour Hotel: Chalet steps from Butlins. Offers free self parking, an outdoor pool, and complimentary wireless internet access. Caravan - Sleeps 4 - Parking - 10mins To Beach: Features free self parking, an indoor pool, and televisions.
How many pool hotels are there in Skegness?
Expedia has 9 hotels in Skegness for your poolside break.
What is there to see and do in Skegness?
The picturesque setting of Skegness Beach and Gibraltar Point National Nature showcase the area's natural beauty. During your stay, check out sights such as Skegness Clock Tower, Skegness Aquarium, and Embassy Theatre. Skegness appeals to visitors with its beautiful beaches and bar scene.
When is the best time to book a hotel with a pool in Skegness?
Taking into account the local weather in Skegness is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 60°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Skegness is 31 inches.
What's the best way to travel around Skegness?
Knowing the transportation options in and around Skegness can help you enjoy the area beyond your hotel pool. If you want to journey outside of the area, hop aboard a train from Skegness Station, Havenhouse Station, or Wainfleet Station. Skegness might not have very many public transit options so consider a car rental to maximize your time.