Longwood Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Longwood Vacation

The exciting city of Longwood is calling. Uncover both its hidden gems and highlights with a Longwood vacation package that's tailored to you. There's plenty to see and do during your trip to Longwood, including Longwood House and Sub-Tropic Adventures. Whoever you're taking time off with and whatever your budget, your ultimate Longwood vacation is just a few clicks away with Expedia.

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Longwood Hotel Deals

Mantis St Helena

Mantis St Helena

4 out of 5
1-3 Main Street Jamestown
The price is CA $417 per night from Jul 11 to Jul 12
CA $417
CA $417 total
Jul 11 - Jul 12
includes taxes & fees
9.2/10 Wonderful! (15 reviews)
"The Mantis was a nice hotel centrally located in Jamestown. The staff was very friendly, courteous, and amenable. All of the people on Saint Helena Island were very friendly, and I would recommend a visit there at any time of year."

Reviewed on Jul 6, 2026

Mantis St Helena
Richards Travel Lodge

Richards Travel Lodge

3.5 out of 5
49 Emirates Way Jamestown
9.4/10 Exceptional! (6 reviews)
Enjoying Saint helene
"Very comfortable and the couple is really very nice and helpfull"

Reviewed on Feb 27, 2024

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Richards Travel Lodge
Enchanting 1-bedroom lodge in Saint Helena

Enchanting 1-bedroom lodge in Saint Helena

Saint Helena Saint Helena
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Enchanting 1-bedroom lodge in Saint Helena
See all 3 properties in Longwood
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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Longwood attractions

Longwood House

9.0/10 (2 reviews)
You can find out about the history of Longwood when you stop by Longwood House. Discover the area's waterfalls and mountain views.
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Frequently asked questions

How much does a Longwood vacation package cost?
You'll find cheap prices on Expedia for your Longwood escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Longwood costs.
What are the cheapest months to go to Longwood?
April, September and October are the best times to search for cheap Longwood vacation packages. Opting to travel in less busy months means you can generally find better prices on accommodations and flights.
How many days is enough for Longwood?
The ideal length of your Longwood vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to tick off all the leading attractions and discover some hidden gems along the way.
How to find the best Longwood package deals?
Finding a cheap Longwood package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Longwood package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Longwood vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations individually. Better still, you can tailor your Longwood getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Longwood?
If you have your Longwood travel dates confirmed, book as early as you can to score some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Longwood?

  1. Choose your dates: The things you plan to do in Longwood and your preferred season will help you decide when to go.
  2. Budget wisely: On top of the price of your hotel, you should factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Longwood.
  3. Decide your trip length: Think about how much time you'd like to spend discovering Longwood. Plan your days so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've settled on your dates and duration, lock in the right Longwood vacation package for you.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.