Southside Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Southside Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Cyril E. King Airport (STT)

Top hotels in Southside

The Westin St. Thomas Beach Resort & Spa

The Westin St. Thomas Beach Resort & Spa

4.5 out of 5
5 Estate Bakkeroe St. Thomas St. Thomas
The price is £398 per night from 14 Jun to 15 Jun
£398
14 Jun - 15 Jun
includes taxes & fees
8.4/10 Very Good! (1,225 reviews)
Beautiful property, wonderful staff! Everything you need in one spot!

Reviewed on 14 May 2026

The Westin St. Thomas Beach Resort & Spa
Buoy Haus Beach Resort St. Thomas, Autograph Collection

Buoy Haus Beach Resort St. Thomas, Autograph Collection

3.5 out of 5
2 Estate Bakkeroe St. Thomas VI
Fully refundableReserve now, pay when you stay
The price is £670 per night from 1 Jun to 2 Jun
£670
1 Jun - 2 Jun
includes taxes & fees
9.4/10 Exceptional! (169 reviews)
Resort is beautiful! Excellent service and staff

Reviewed on 14 May 2026

Buoy Haus Beach Resort St. Thomas, Autograph Collection
Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

3 out of 5
Havensight Mall Parcel 2 Charlotte Amalie St. Thomas
Fully refundableReserve now, pay when you stay
The price is £244 per night from 23 May to 24 May
£244
23 May - 24 May
includes taxes & fees
8.8/10 Excellent! (159 reviews)
Imaculate property, central to down town.

Reviewed on 8 May 2026

Hampton by Hilton St. Thomas
See all 3,683 properties in Southside
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Southside travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Southside from just . And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Southside travel package?
Whether it's your flight or hotel, yes, you can cancel or amend it. Locked in your Southside travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We'll help you each step of the way.
How do I get a cheap travel package to Southside?
Bundle your hotel and flight bookings, throw in extras such as activities or a rental car, and save with a Southside holiday package. You won't just pick up amazing discounts on your adventure — you'll have a world of choice too. When you book through Expedia, you can choose from more than 550 air carriers and 1,000,000 properties around the globe. Your unforgettable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later Southside holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's easy monthly instalment plans. If making small repayments each month works for you, pick this option during the checkout process.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your trip across multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan with Klarna.

How far in advance should I book my Southside holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to take off. This is typically the cheapest time to book. If circumstances have left you booking late, incredible deals to Southside are still known to appear just weeks before departure.
What does an Expedia Southside travel package include?
Hotels, flights and a shiny set of wheels for your road trip adventures. Simply mix and match your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to organising your Southside trip, you're the boss!
What should I know before booking a Southside travel package?
Design deals that match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save loads just by bundling your bookings. Whether you're taking off on a snow and ski adventure or sunning yourself on a warm beach, your ideal getaway is just clicks away.
Can I choose my airline with a Southside Expedia travel package?
Yes — that's the beauty of an Expedia travel package. You're in control. We have more than 550 partner airlines globally, so you have options galore when organising your Southside adventure.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.