Jamestown Holidays

  • Plan, book, travel with confidence

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

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

Top hotels in Jamestown

Cockburn House

Cockburn House

3.5 out of 5
35 Cockburn Road, Jamestown, SA
"It's an amazing property in a great quiet location."

Reviewed on 3 Dec, 2020

Get rates
Cockburn House
Stone Hut Cottage

Stone Hut Cottage

3 out of 5
1 Main North Road, Stone Hut, SA
The price is S$117 per night from 8 Sept to 9 Sept
S$117
8 Sept - 9 Sept
includes taxes & fees
Stone Hut Cottage
Roundhouse Motel

Roundhouse Motel

3 out of 5
25 Queen Street, Peterborough, SA
The price is S$149 per night from 5 Sept to 6 Sept
S$149
5 Sept - 6 Sept
includes taxes & fees
9/10 Wonderful! (31 reviews)
"Electric blanket! What next ? Perfect for my needs"

Reviewed on 21 Aug, 2025

Roundhouse Motel
See all 15 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.

Frequently asked questions

How much does a Jamestown holiday package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a holiday to Jamestown costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jamestown?
May, June and July are the best times to look for cheap Jamestown holiday packages. Choosing to travel in less busy months means you can generally find lower prices on accommodation and flights.
How many days is enough for Jamestown?
The ideal length of your Jamestown holiday depends on what you'd like to do and see. Generally, a few days to a week will give you time to hit all the leading attractions and discover some hidden spots along the way.
How to find the best Jamestown package deals?
Bagging a cheap Jamestown package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Jamestown package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Jamestown holiday as a package?
Expedia holiday packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the flexibility to create a personalised Jamestown holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Jamestown?
Secure incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Jamestown holiday.
How to plan a trip to Jamestown?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to holiday in Jamestown.
  2. Set a budget: Factor in expenses such as flights, food and transportation when calculating how much to save for your trip to Jamestown. Then, choose a property that fits your budget, whether that's an economical stay or a high-end retreat.
  3. Work out your trip length: Think about how long you want to spend discovering Jamestown. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to pick a Jamestown holiday 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. 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.