Longwood Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Top hotels in Longwood

Mantis St Helena
Mantis St Helena
4 out of 5
1-3 Main Street, Jamestown
The price is S$300 per night from 6 Dec to 7 Dec
S$300
includes taxes & fees
6 Dec - 7 Dec
8.8/10 Excellent! (7 reviews)
"Great Location, Staff was Excellent & Food was Very Good. Rooms were Great with all amenities"

Reviewed on 20 Oct,2024

Mantis St Helena
Richards Travel Lodge
Richards Travel Lodge
3.5 out of 5
49 Emirates Way, Jamestown
The price is S$229 per night from 23 Nov to 24 Nov
S$229
includes taxes & fees
23 Nov - 24 Nov
10/10 Exceptional! (2 reviews)
Enjoying Saint helene
"Very comfortable and the couple is really very nice and helpfull"

Reviewed on 27 Feb,2024

Richards Travel 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.

Frequently asked questions

How much does a Longwood holiday package cost?
Starting from only , a package is your gateway to low-cost travel. Custom make your Longwood getaway by choosing from our huge range of hotels, airfares and rental cars.
How do I get a cheap travel package to Longwood?
Think of all the fabulous things you could do in Longwood with extra cash in your wallet. Watch your savings stack up when you combine your airfare and hotel bookings into a Longwood holiday package. You have plenty of choice when you book with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 properties throughout the world. Whether you’re enjoying a break with the entire family or travelling with someone special, organising a trip to Longwood is better with a package.
Where should I stay in Longwood?
A trip to Longwood isn’t complete without paying a visit to Longwood House, Sub-Tropic Adventures and Turks Cap. Spend your nights close to these attractions and make sightseeing easy.
How far in advance should I book my Longwood holiday?
It can be hard to know when is the perfect time to book your Longwood trip. But usually the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to 12 months before departure. If you’re considering a last-minute getaway, no need to worry! There are plenty of fantastic bargains advertised on Expedia all the time.
What does an Expedia Longwood travel package include?
Flights, car rentals and hotels — we connect you to the very best bargains. All you have to do is pick your ideal combination. Once you’ve made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it simple to put together an unforgettable Longwood getaway.
What should I know before booking a Longwood travel package?
Locking in all the parts of your holiday together is one of the best ways to save. Combine your car rentals, airfares and hotels into a tidy little package. But you’re not limited to hotels. Expedia features all types of properties, including holiday rentals like beach villas and serviced residences. You’ve got choices galore!
Can I choose my airline with a Longwood Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Longwood holiday package?
Because we understand life can be unpredictable, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you’ve booked your Longwood holiday package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.