Westcliff-on-Sea Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Westcliff-on-Sea Vacation

When a getaway to the city is calling, answer it with a Westcliff-on-Sea vacation package. The neighborhood of Thorpe Bay, which is good for golfing, watersports and walking, makes a wonderful base for your adventures. Fill your days with visits to Southend Pier, Adventure Island and Cliffs Pavilion, some of the things you should see during your trip to Westcliff-on-Sea. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your Westcliff-on-Sea vacation plans into action!

Top Westcliff-on-Sea Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Dao By Dorsett West London

Dao By Dorsett West London

Hammersmith and Fulham
CA $1,586
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to London (LHR)
8.4/10 Very good! (428 reviews)
Great hotel to stay at, close to many attractions in London while still being in a quieter area.

Reviewed on Aug 3, 2026

Elegant Apartment in Marylebone

Elegant Apartment in Marylebone

London City Centre
CA $3,998
per person
Oct 10 - Oct 15
found 19 hours ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
No reviews
Montcalm Mayfair Townhouse

Montcalm Mayfair Townhouse

London City Centre
CA $2,568
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to London (LHR)
8/10 Very good! (25 reviews)
This place way exceeded my expectations. The stay was beautiful and I wasn’t expecting how nice the interior would be given it’s in a charming older building. Staff were all super nice and always someone available 24/7. 10/10 would stay there again and definitely recommend for solo female travelers for a central stay in London!

Reviewed on Jul 19, 2026

Victory House Leicester Square

Victory House Leicester Square

London City Centre
CA $1,966
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to London (LHR)
8/10 Very good! (1,004 reviews)
Victory House is very well located, right in Leicester Square. The room was spacious and very comfortable, with a lovely view of the square. The area is always lively, with plenty of restaurants, shops, and attractions nearby, and the Tube station is just a few steps away, which is very convenient. We arrived early, and the staff kindly stored our luggage for us. Everyone was very friendly and welcoming. Room was clean and bed comfortable with good AC for summer time :) Overall, we had a very pleasant stay and would definitely recommend Victory House for its excellent location and friendly service.

Reviewed on Aug 13, 2026

Hotel La Place

Hotel La Place

London City Centre
CA $2,171
per person
Sep 29 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to London (LHR)
8.4/10 Very good! (473 reviews)
We were two adults and two young children and had enough space. I liked that we could give the kids a bath, there was AC in the room (which was a requirement for my husband), the location was great being right by the baker st. stop, and the breakfast and service at breakfast were amazing. The area also felt safe and it felt like there was a lot within walking distance.

Reviewed on Aug 11, 2026

Westcliff-on-Sea Beach Vacation

Listen to the waves rolling into the shore and stroll by the glistening waters on your Westcliff-on-Sea vacation. If you need a break from everyday life, a trip to Westcliff-on-Sea is your ticket to relaxation. We have a great range of Westcliff-on-Sea vacation packages to select from. Snap up one near Chalkwell Beach, just 2 kilometres from the center of town, and live out your vacation fantasies without blowing your budget.

Things You Should Know About Westcliff-on-Sea

  • Spend your getaway by the water and let the stresses and strains of daily life drift away with the sea breeze. Book one of our Westcliff-on-Sea beach hotels and experience beachside bliss.
  • Our apartments, including Hounds of Love and The Love Below, are a hit with travelers of all types. Check out the facilities and get ready for your vacation in Westcliff-on-Sea!
  • Westcliff-on-Sea is home to about 1,000 people and offers plenty to keep the whole gang busy. Can't wait to start planning some exciting activities? Take a look at our Westcliff-on-Sea things to do page.
  • Cliffs Pavilion, Chalkwell Beach and Palace Theatre are some impressive attractions that should be on your sightseeing schedule. With our Westcliff-on-Sea vacation deals, you'll have more money in your pocket to explore.

Ready to book your vacation to Westcliff-on-Sea?

Choose your dates

Westcliff-on-Sea Hotel Deals

Muthu Westcliff Hotel (Near London Southend Airport)

Muthu Westcliff Hotel (Near London Southend Airport)

18-20 Westcliff Parade Westcliff-on-Sea England
CA $115
CA $138 total
Sep 6 - Sep 7
includes taxes & fees
7.6/10 Good! (1,001 reviews)
"Everything was just ok ,we like it only close to sea side view but breakfast was not good very very less item one day croissant and two different juices and next day no croissant just one juice so my children are skip the breakfast"

Reviewed on Aug 18, 2026

Muthu Westcliff Hotel (Near London Southend Airport)
Devine Beach Hotel, Westcliff Southend-On-Sea

Devine Beach Hotel, Westcliff Southend-On-Sea

21-23 Manor Road Westcliff-on-Sea England
CA $78
CA $105 total
Aug 23 - Aug 24
includes taxes & fees
6.4/10 (270 reviews)
"Room was very basic but ok for a short trip it was clean and checking in at late hours was a bonus. There was no air con or fans so if I stayed again in this heat I would have to supply my own to feel more comfortable but overall happy and pleasant."

Reviewed on Aug 9, 2026

Devine Beach Hotel, Westcliff Southend-On-Sea
Multiple Self-Contained 1 Bedroom Apartments Near Westcliff Beach

Multiple Self-Contained 1 Bedroom Apartments Near Westcliff Beach

Southend-on-Sea England
CA $154
CA $406 total
Aug 31 - Sep 1
includes taxes & fees
Multiple Self-Contained 1 Bedroom Apartments Near Westcliff Beach
See all 1,724 properties in Westcliff-on-Sea
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 Westcliff-on-Sea attractions

Cliffs Pavilion

8.8/10 (42 reviews)
You can make plans for a show at Cliffs Pavilion during your stay in Westcliff-on-Sea. Wander the area's seaside or simply enjoy one of its top-notch restaurants.
See properties

Palace Theatre

8.4/10 (5 reviews)
You can make plans for a show at Palace Theatre on your trip to Westcliff-on-Sea. Wander the seaside and beautiful beaches in the area.
See properties

Genting Casino

8.8/10 (3 reviews)
Why not roll the dice with a visit to Genting Casino during your travels in Westcliff-on-Sea? Wander the seaside and beautiful beaches in the area.
See properties

Frequently asked questions

How much does a Westcliff-on-Sea vacation package cost?
You'll find cheap prices from CA $1,586 on Expedia for your Westcliff-on-Sea break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Westcliff-on-Sea costs.
What are the cheapest months to go to Westcliff-on-Sea?
Plan your getaway for the off-season and you're likely to find cheap Westcliff-on-Sea vacation packages. Bear in mind that public holidays and major festivals and events can have an impact on prices, so do some research before you go.
How many days is enough for Westcliff-on-Sea?
With around 2 days, you'll have enough time to visit popular neighbourhoods such as Thorpe Bay and Hockley during your Westcliff-on-Sea vacation. Make sure to also add Thorpe Bay Beach and Southend Beach to your sightseeing list. In the mood for more adventures? Consider exploring outside of Westcliff-on-Sea on day trips and tours.
Is it worth booking a vacation package to Westcliff-on-Sea?
Whether you're looking to visit top attractions such as Cliffs Pavilion and Chalkwell Beach on your Westcliff-on-Sea vacation, or coming for its great watersports, views and walking trails, there's something for everyone here. With so much to do, you'll soon find out why so many families think Westcliff-on-Sea is a good vacation destination.
How to find the best Westcliff-on-Sea package deals?
Use Expedia's handy filters to help you find some unbeatable Westcliff-on-Sea package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or look for Westcliff-on-Sea package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Westcliff-on-Sea vacation as a package?
You can enjoy significant savings on your Westcliff-on-Sea break by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Westcliff-on-Sea?
Secure amazing discounts by booking your flights early with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Westcliff-on-Sea getaway.
How to plan a trip to Westcliff-on-Sea?
  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to vacation in Westcliff-on-Sea.
  2. Budget wisely: As well as the price of your accommodations, you'll need to consider other expenses. These include transportation, flights and food. Also, set aside a little extra for unexpected expenses that may arise during your trip to Westcliff-on-Sea.
  3. Set the duration of your trip: Start by listing all the activities and attractions you'd like to get to in Westcliff-on-Sea. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Westcliff-on-Sea vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.