Southend-on-Sea Vacations from $598

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Your Southend-on-Sea Vacation

Say bye-bye to the stress of planning and hello to a Southend-on-Sea vacation package. With your travel details organized before you take off, you can focus on discovering every inch of this city, starting with Westcliff-on-Sea, which is good for views, walking and watersports. Make your trip to Southend-on-Sea even more exciting by including some sightseeing. Southend Pier, Adventure Island and Thorpe Bay Beach are some of the big attractions worth exploring. A few quick clicks is all it takes to craft the ultimate Southend-on-Sea vacation on Expedia.

The Latest Southend-on-Sea vacation packages

Price found within the past 48 hours. Click for updated prices.
The Great Hallingbury Manor Hotel

The Great Hallingbury Manor Hotel

4 out of 5
Price was $652, price is now $598 per person
$598
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to London (STN)
7.6/10 Good! (1,001 reviews)
I booked a single room which was basic but had everything I needed for a quick stopover. The hotel is on the flight path so expect to hear the planes! The hotel is set in beautiful grounds with outside seating . Food was good, restaurant staff very friendly. Just a tip (and nothing to do with the hotel) if you book a taxi at the airport from the only taxi supplier to the hotel and back , it’s going to cost best part of £50!

Reviewed on Aug 21, 2025

Hampton by Hilton London Stansted Airport

Hampton by Hilton London Stansted Airport

3 out of 5
Price was $987, price is now $946 per person
$946
per person
Oct 29 - Nov 5
found 1 day ago
Roundtrip flight included
New York (JFK) to London (STN)
8.8/10 Excellent! (2,125 reviews)
Handy for the airport and good breakfast

Reviewed on Aug 20, 2025

OYO The Rivenhall Hotel in Witham, Chelmsford

OYO The Rivenhall Hotel in Witham, Chelmsford

3 out of 5
Price was $762, price is now $629 per person
$629
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to London (STN)
6.6/10 (194 reviews)
Friendly staff great price for the stay

Reviewed on Aug 20, 2025

The Harvard Inn

The Harvard Inn

4 out of 5
Price was $903, price is now $792 per person
$792
per person
Nov 6 - Nov 10
found 22 hours ago
Roundtrip non-stop flight included
New York (NYC) to London (STN)
9.4/10 Exceptional! (349 reviews)
Location in authentic English (Essex) countryside.

Reviewed on Jul 20, 2025

White house

White house

2 out of 5
Price was $923, price is now $815 per person
$815
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip flight included
New York (JFK) to London (STN)
2/10 (1 review)
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Discover the most popular places to visit in Southend-on-Sea

Adventure Island featuring rides

Adventure Island

4.5/5(3 reviews)

Home to some of Britain’s most exciting amusement rides, including the infamous Rage rollercoaster, this theme park has attractions for all ages and budgets.

Adventure Island
Southend Pier

Southend Pier

4.5/5(7 reviews)

Among the longest in the world, this iron pier protrudes far into the Thames Estuary and is a favorite among local fishermen.

Southend Pier
Lovely red sky overlooking Southend on sea, Essex

Thorpe Bay Beach

Why not spend a carefree afternoon at Thorpe Bay Beach during your travels in Southend-on-Sea? Stroll along the area's seaside, or simply savor its lively bars.

Thorpe Bay Beach

Southend-on-Sea Hotel Deals

Park Inn by Radisson Palace Southend-on-Sea

Park Inn by Radisson Palace Southend-on-Sea

3 out of 5
Church Road, Southend-on-Sea, England
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $104 total per night from Sep 14 to Sep 15
$104 total
Sep 14 - Sep 15
Total with taxes and fees
7/10 Good! (1,002 reviews)
"Very nice"

Reviewed on Aug 24, 2025

Park Inn by Radisson Palace Southend-on-Sea
Seven Hotel

Seven Hotel

4 out of 5
5-7 Clifton Terrace, Southend-on-Sea, England
$104 nightly
The price is $125 total per night from Sep 25 to Sep 26
$125 total
Sep 25 - Sep 26
Total with taxes and fees
8.4/10 Very Good! (986 reviews)
"Its a nice hotel but quite expensive over £300 no breakfast included! This booking was for a newlyweds and i order a bottle of prosecco to be in the room upon arrival but unfortunately they forgot to put it even was already paid i have to call the reception a couple of times to check if the couple ..."

Reviewed on Aug 12, 2025

Seven Hotel
Holiday Inn Southend by IHG

Holiday Inn Southend by IHG

4 out of 5
77 Eastwoodbury Crescent, Southend-on-Sea, England
Fully refundable
$78 nightly
The price is $93 total per night from Sep 14 to Sep 15
$93 total
Sep 14 - Sep 15
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"Very well Maintained and well run hotel. Excellent customer service,professional and well presented staff who spent time with guests. Truly welcoming. Thank you"

Reviewed on Aug 25, 2025

Holiday Inn Southend by IHG
See all 2,179 properties in Southend-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.

Southend-on-Sea Beach Vacation

A Southend-on-Sea vacation is the perfect opportunity to unwind. Whether you like the idea of lazing by the water or meandering along the shoreline in search of treasures, a trip to Southend-on-Sea is hard to say no to. If you prefer to be close to the center of town, stay around Shoebury East Beach. This well-known stretch of coast is only 4 miles away. We also offer Southend-on-Sea vacation packages around Southend Beach and Thorpe Bay Beach, two other stunning nearby options.

Things You Should Know About Southend-on-Sea

  • Southend-on-Sea beach hotels offer some great options for your next seaside vacation. See what's available close to the water's edge. There's nothing quite like falling asleep to the calming sounds of the sea.
  • If you're after plenty of room to spread out and relax, Southend-on-Sea apartments are a great choice. After some downtime with the family or quality time with that someone special? The Hope Hotel and Edelweiss Guesthouse are ideal choices.
  • Approximately 295,300 people call Southend-on-Sea home. If you're looking for a few suggestions about what to do and see while you're here, have a chat to some of the locals or have a look at our Southend-on-Sea things to do page.

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Frequently asked questions

How much does a Southend-on-Sea vacation package cost?
You'll find cheap prices from $598 on Expedia for your Southend-on-Sea break. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Southend-on-Sea costs.
What are the cheapest months to go to Southend-on-Sea?
You're likely to find reduced prices and better availability in January, May and December. Check out our cheap Southend-on-Sea vacation packages and you could score some great off-season deals.
How many days is enough for Southend-on-Sea?
Usually, a handful of days is great for a Southend-on-Sea vacation. With a detailed itinerary, you can visit all the leading attractions like Thorpe Bay Beach, as well as discover some hidden gems along the way.
Is it worth booking a vacation package to Southend-on-Sea?
Southend-on-Sea has everything you need for a fantastic break — watersports, family-friendly attractions and views are just the start. Whether you want to check out attractions like Southend Pier and Adventure Island, or take the path less traveled, you'll find plenty to see and do on your Southend-on-Sea vacation.
How to find the best Southend-on-Sea package deals?
Use Expedia's filter tool to help you find some fabulous Southend-on-Sea package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Southend-on-Sea package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Southend-on-Sea vacation as a package?
You can enjoy significant savings on your next Southend-on-Sea break by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Southend-on-Sea?
If you're planning an impromptu Southend-on-Sea getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Southend-on-Sea?

  1. Pick your travel dates: The things you plan to do in Southend-on-Sea and your favorite season will help you decide when to get away.
  2. Set a budget: Consider costs like transportation, flights and meals when working out how much to set aside for your trip to Southend-on-Sea. Then, pick a hotel that works with your budget, whether that's a wallet-friendly option or a high-end getaway.
  3. Use Expedia's trip planning tool to discover Southend-on-Sea: Research every aspect of your trip to Southend-on-Sea with this handy planner. Invite your friends and family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how long to go for: Now that you know more about Southend-on-Sea, you can work out the perfect length of your break. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  5. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Southend-on-Sea vacation package that brings all your bookings together.
  6. Book any day trips or activities: Now to the fun part — locking in everything you want to see and do. Check out some of the exciting things to do in Southend-on-Sea and reserve your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Southend-on-Sea vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Southend-on-Sea vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.