Jamestown Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AEDĀ 5,000 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

Find the Best Jamestown Vacation Packages

Jamestown Hotel Deals

Waitai Lodge - Fiordland Escape

Waitai Lodge - Fiordland Escape

3 out of 5
Waitai Lodge Martins Bay Jamestown Southland Region
The price is AEDĀ 9,330 per night from Nov 27 to Nov 28
AEDĀ 9,330
AEDĀ 10,730 total
27 Nov - 28 Nov
includes taxes & fees
Waitai Lodge - Fiordland Escape
Fiordland Discovery

Fiordland Discovery

4 out of 5
Berth 5, Milford Wharf Milford Sound
The price is AEDĀ 4,025 per night from Nov 19 to Nov 20
AEDĀ 4,025
AEDĀ 4,629 total
19 Nov - 20 Nov
includes taxes & fees
9.8/10 Exceptional! (57 reviews)
"staff was awesome! cleanliness of boat, room, etc - perfect the adventure - priceless will be back!"

Reviewed on 24 April 2026

Fiordland Discovery
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 vacation package cost?
You'll find cheap prices on Expedia for your Jamestown escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Jamestown costs.
What are the cheapest months to go to Jamestown?
You can typically find reduced prices and greater availability in May, June and July. Check out our cheap Jamestown vacation packages and you could score some great off-season discounts.
How to find the best Jamestown package deals?
Bagging a cheap Jamestown package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak 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? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Jamestown vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Jamestown vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Jamestown?
Land incredible discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Jamestown vacation.
How to plan a trip to Jamestown?

  1. Choose when to get away: Check your schedule and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to escape to Jamestown.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your hotel will likely be the largest expense during your trip to Jamestown.
  3. Decide how many days away: Start by making a list of all the activities and attractions you want to get to in Jamestown. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a customized Jamestown vacation package.