Westcliff-on-Sea Hotels with Swimming Pool

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 Westcliff-on-Sea Hotels with Swimming Pools

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Westcliff-on-Sea hotels with a pool

Indoor pool, pool loungers
ORIDA Maidstone Hotel

ORIDA Maidstone Hotel

ORIDA Maidstone Hotel
3.0 star property
Maidstone
8.6 out of 10, Excellent, (1210)
"Nice stay"
United States
Opeayo
ORIDA Maidstone Hotel
Indoor pool, pool loungers
Village Hotel Maidstone

Village Hotel Maidstone

Village Hotel Maidstone
3.5 star property
Maidstone
7.8 out of 10, Good, (1002)
"Staff very friendly, Room was good, Bathroom very good and the food that i had was very nice "
United Kingdom
Katrina
The price is RM251
RM301 total
includes taxes & fees
29 Dec - 30 Dec
Village Hotel Maidstone
Indoor pool, outdoor pool, pool loungers
Pontlands Park

Pontlands Park

Pontlands Park
3.5 star property
Chelmsford
9.4 out of 10, Exceptional, (410)
"Really nice stay had an amazing time very friendly staff"
United Kingdom
Marie
The price is RM595
RM713 total
includes taxes & fees
4 Jan - 5 Jan 2026
Pontlands Park
Indoor pool, seasonal outdoor pool, pool loungers
Hempstead House Hotel

Hempstead House Hotel

Hempstead House Hotel
4.0 star property
Sittingbourne
9.2 out of 10, Wonderful, (635)
"Amazing staff, fantastic rooms and setting. Lovely evening meal and treatments in the spa were great"
United Kingdom
Grace
Hempstead House Hotel
Indoor pool, pool loungers
Bridgewood Manor

Bridgewood Manor

Bridgewood Manor
4.0 star property
Chatham
8.4 out of 10, Very good, (1001)
"Excellent base - comfortable rooms. "
United Kingdom
Derek
The price is RM306
RM367 total
includes taxes & fees
18 Jan - 19 Jan 2026
Bridgewood Manor
Indoor pool
Holiday Inn Brentwood M25, Jct. 28 by IHG

Holiday Inn Brentwood M25, Jct. 28 by IHG

Holiday Inn Brentwood M25, Jct. 28 by IHG
4.0 star property
Brentwood
8.0 out of 10, Very good, (761)
"Very nice stay"
United Kingdom
Keith
The price is RM296
RM426 total
includes taxes & fees
1 Jan - 2 Jan 2026
Holiday Inn Brentwood M25, Jct. 28 by IHG
Living area
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi

3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
2.0 star property
Sheerness
The price is RM757
RM757 total
includes taxes & fees
30 Dec - 31 Dec
3 Bed Caravan - Sleeps 6 - Pets - Parking - Wifi
Outdoor dining
Seaside Bliss Retreat in Heart of Isle of Sheppy

Seaside Bliss Retreat in Heart of Isle of Sheppy

Seaside Bliss Retreat in Heart of Isle of Sheppy
2.5 star property
Sheerness
The price is RM655
RM786 total
includes taxes & fees
30 Dec - 31 Dec
Seaside Bliss Retreat in Heart of Isle of Sheppy
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 Westcliff-on-Sea Hotel Reviews

Holiday Inn Rochester Chatham by IHG

Holiday Inn Rochester Chatham by IHG

10/10 Excellent
"Room was very clean and the bed was very comfy. Breakfast was lovely and the staff were very friendly and welcoming. Would 100% stay again."
Andy 1-night trip
Posted 8 days ago
Holiday Inn Rochester Chatham by IHG

Frequently asked questions

What are some accommodation options with pools in Westcliff-on-Sea?
Muthu Westcliff Hotel (Near London Southend Airport): Features a steam room, an indoor pool and spa services. Devine Beach Hotel, Westcliff Southend-On-Sea: Features a sauna, an indoor pool and complimentary wireless Internet access. Spring River Ebbsfleet by Marston's Inns: Features a full-service spa, an indoor pool and a health club. ORIDA Maidstone Hotel: Features a full-service spa, an indoor pool and a health club. The Inn on the Lake Hotel: Provides a seasonal outdoor pool, an indoor pool and 2 restaurants.
What is there to see and do in Westcliff-on-Sea?
The picturesque setting of Chalkwell Beach and Southend Cliff Gardens showcase the area's natural beauty. During your stay, visit sights such as Cliffs Pavilion, Genting Casino and Palace Theatre. Westcliff-on-Sea appeals to visitors with its beautiful ocean views and array of dining options.
When is the best time to book a hotel with a pool in Westcliff-on-Sea?
Taking the local weather in Westcliff-on-Sea into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 17°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Westcliff-on-Sea is 767 mm.
What's the best way to travel around Westcliff-on-Sea?
Knowing the transportation options in Westcliff-on-Sea can help you enjoy the area beyond your hotel pool. To venture out into the surrounding area, hop aboard a train at Westcliff Station. Westcliff-on-Sea might not have very many public transport options to choose from, so consider renting a car to explore more.