Jamestown Vacation Packages

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

  • Rest easy

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

Your Jamestown Vacation

When you choose a Jamestown vacation package, you can kick back and enjoy your escape to the fullest. Discover the best things about this fun-filled city knowing that all your travel arrangements have been organized before you go. There's plenty to explore during your trip to Jamestown, including Longwood House and Sub-Tropic Adventures. Don't delay exploring this destination any longer. The ultimate Jamestown vacation is just a few clicks away with Expedia.

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Jamestown Hotel Deals

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
Mantis St Helena

Mantis St Helena

4 out of 5
1-3 Main Street Jamestown
The price is CA $386 per night from Dec 4 to Dec 5
CA $386
CA $386 total
Dec 4 - Dec 5
includes taxes & fees
9.4/10 Exceptional! (16 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
Enchanting 1-bedroom lodge in Saint Helena

Enchanting 1-bedroom lodge in Saint Helena

Saint Helena Saint Helena
10/10 Exceptional! (1 review)
"Best place to stay on the island! The host was extremely helpful and kind. It’s well located to Jamestown, hiking, and all the main tours. The house is immaculate and very comfortable. The entire island is beautiful, historical, and a refreshing change of pace. One of the best vacations I’ve ever ..."

Reviewed on Oct 18, 2026

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Enchanting 1-bedroom lodge in Saint Helena
See all 3 properties in Jamestown
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 Jamestown attractions

Sub-Tropic Adventures

Enjoy an outing to Sub-Tropic Adventures during your stay in Jamestown. Discover the area's waterfalls and mountain views.
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Frequently asked questions

How much does a Jamestown vacation package cost?
You'll find cheap prices on Expedia for your Jamestown break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Jamestown costs.
What are the cheapest months to go to Jamestown?
The off-season is the best time to travel to Jamestown if you're hoping to keep costs down. Another tip for getting cheap Jamestown vacation packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Jamestown?
The ideal length of your Jamestown vacation depends on what you'd like to do. Usually, a few days to a week will give you time to check out all the leading sights and explore some hidden spots along the way.
How to find the best Jamestown package deals?
Use Expedia's handy filters to help you find some tempting Jamestown package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Jamestown package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Jamestown vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually get a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Jamestown vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Jamestown?
Enjoy incredible bargains by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu Jamestown trip.
How to plan a trip to Jamestown?

  1. Choose when to get away: Check your diary and get packing. Your preferred season and the type of activities on offer will also help you decide when to escape to Jamestown.
  2. Set a budget: Consider expenses such as flights, meals and transportation when calculating how much to set aside for your trip to Jamestown. Then, choose a property that suits your budget, whether that's a wallet-friendly stay or a deluxe retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Jamestown. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Jamestown 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.