Jamestown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

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

Ready to book your vacation to Jamestown?

 

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Jamestown Hotel Deals

Cockburn House

Cockburn House

3.5 out of 5
35 Cockburn Road Jamestown SA
10/10 Exceptional! (2 reviews)
"It's an amazing property in a great quiet location."

Reviewed on Dec 3, 2020

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Cockburn House
Stone Hut Cottage

Stone Hut Cottage

3 out of 5
1 Main North Road Stone Hut SA
The price is CA $130 per night from Nov 23 to Nov 24
CA $130
CA $144 total
Nov 23 - Nov 24
includes taxes & fees
Stone Hut Cottage
Roundhouse Motel

Roundhouse Motel

3 out of 5
25 Queen Street Peterborough SA
The price is CA $149 per night from Nov 8 to Nov 9
CA $149
CA $164 total
Nov 8 - Nov 9
includes taxes & fees
8.6/10 Excellent! (43 reviews)
"Self check in so didn’t see any staff. The room was clean and reasonably well appointed. The pool was closed which was a shame as the weather was warm."

Reviewed on Oct 23, 2026

Roundhouse Motel
See all 18 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
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Frequently asked questions

How much does a Jamestown vacation package cost?
You can grab a vacation package to this destination on Expedia. But how much your vacation to Jamestown costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Jamestown?
You can generally find lower prices and better availability in May, June and July. Browse our cheap Jamestown vacation packages and you could score some excellent off-season deals.
How many days is enough for Jamestown?
Usually, a handful of days is enough to see the major attractions during your Jamestown vacation. However, if you want to have some time to kick back or take day trips, think about extending your itinerary.
How to find the best Jamestown package deals?
Use Expedia's handy filters to find some terrific Jamestown package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Jamestown package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Jamestown vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Jamestown vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Jamestown?
If you're planning an impromptu Jamestown vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Jamestown?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Jamestown.
  2. Figure out your budget: Ensure you have enough money to pay for everything from dining out and transportation to activities and airfares. Your accommodations will probably be the largest expense during your trip to Jamestown.
  3. Decide how long to go for: Now that you know more about Jamestown, you can work out the perfect length of your vacation. Pull together a rough plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Jamestown vacation package.

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