Jamestown Island Holidays

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Jamestown Island Holiday

Our pick of the best Jamestown Island Hotel Deals

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is NZ$178 per night from 14 Jan to 15 Jan
NZ$178
14 Jan - 15 Jan
includes taxes & fees
9/10 Wonderful! (3,349 reviews)
Great

Reviewed on 7 Jan 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is NZ$164 per night from 25 Jan to 26 Jan
NZ$164
25 Jan - 26 Jan
includes taxes & fees
8.6/10 Excellent! (2,056 reviews)
Clean room, quiet area, friendly staff.

Reviewed on 5 Jan 2026

Vacation Village At Williamsburg
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
8.8/10 Excellent! (1,695 reviews)
It was a good stay, a good value. The property lacked a restaurant and the free continental breakfast was fair BUT not enough seating to handle the crowds making it a sad situation. Overall pleasant.

Reviewed on 5 Jan 2026

Get rates
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 1,648 properties in Jamestown Island
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.

Discover the most popular places to visit in Jamestown Island

Jamestown Settlement

Jamestown Settlement

You can browse the exhibits at Jamestown Settlement, a museum with a storied past, during your holiday in Berkeley. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

Jamestown Settlement

Water Country USA

Bring the family to Water Country USA and enjoy the excitement of this theme park in Williamsburg. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

Water Country USA

Williamsburg Premium Outlets

You can enjoy retail therapy at Williamsburg Premium Outlets during your trip to Williamsburg. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

Williamsburg Premium Outlets

What to do in Jamestown Island

Colonial Williamsburg Admission

Colonial Williamsburg Admission

NZ$60
per adult
84% of travellers recommend
Colonial Williamsburg Admission
See these Tall Ships up close!

Jamestown Settlement American Revolution Museum 7-Day Ticket

NZ$50
per adult
100% of travellers recommend
Jamestown Settlement American Revolution Museum 7-Day Ticket
Our Merry Band of Characters, Sir Colin from England, Grace Sherwood the witch, Mr Pirate, Blackbeard, Maiden Lexi.

Williamsburg Ghosts, Witches and Pirates Tour

NZ$43
per adult
90% of travellers recommend
Williamsburg Ghosts, Witches and Pirates Tour
See all activities in Jamestown Island

Frequently asked questions

Can I cancel my flight booking to Jamestown Island due to COVID-19?
Many airlines now offer greater flexibility due to COVID-19. Our Customer Service Portal will help you answer most queries about which policies apply to your flight. It's also a good idea to check the terms and conditions of your chosen carrier — preferably before purchasing your tickets!
What's the best way to find cheap flights to Jamestown Island that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just enter your travel dates, click "Search," then select the box directly under the "Flexible change policies" heading (look to the left of your screen). Expedia makes it simple to find flexible and affordable airfares to Jamestown Island.
What are some of the general tips for travellers to Jamestown Island during the COVID-19 outbreak?
The COVID-19 pandemic has led to major changes to the way we travel. If you're flying to Jamestown Island, these tips will help you navigate travel's newest challenges:
  • Before booking your flight, see if any travel restrictions apply — in both your origin and destination. Get the latest updates by reviewing government and airport websites.
  • When you pass through airport screening, keep your face mask on. You will be asked to lower it briefly for ID purposes. Anyone refusing to wear a mask may face civil penalties and may also be escorted from the terminal.
  • You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA officer. Rather, position the pass on the scanner and then hold it up so the agent can inspect it.
  • One liquid hand sanitizer container is now permitted in your carry-on luggage. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray screening.
  • To minimize handling during screening, place personal items such as your phone, wallet and keys into your carry-on rather than the bins.
  • If you're planning to take food on board, place it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA officer will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Jamestown Island?
Let American Airlines take you there. This renowned carrier lists 712 flights every month to Norfolk Intl. Airport (ORF), a Jamestown Island gateway.
How can I find cheap tickets to Jamestown Island?
To nab a terrific deal to Jamestown Island, book in advance. Also take advantage of Expedia's "flexible dates" feature at the top of your search results. This will compare prices for similar time frames. In the last seven days, was the lowest price for a flight to Jamestown Island.
How much is a flight to Jamestown Island?
In the last seven days, return airfares to Jamestown Island sold from just and reached a maximum price of . For one-way trips out of (), the lowest amount paid during this time was .
What are the most popular airports to fly into in Jamestown Island?
Fly into Norfolk Intl. Airport (ORF) and enjoy all that Jamestown Island has to offer. As the region's main entry point, roughly 1958 flights land here each month.
When is the cheapest time to fly to Jamestown Island?
Consider leaving earlier in the week to bag the best deal to Jamestown Island. Tuesday is usually the most economical day to fly, followed by Monday. Saturday typically has the highest ticket prices. This is because lots of people like to begin their trip on a weekend.
How much is a plane ticket to Jamestown Island?
In the last seven days, seats to Jamestown Island varied between and . Prices depend on multiple things, particularly the departure time, airline, seating class and how early you make your booking.
Which airlines with flights to Jamestown Island employ COVID-19 cleanliness policies?
While travelling during the COVID-19 pandemic can be daunting, airlines have worked around the clock to protect the well-being of their passengers and staff. Here are a few carriers that have implemented changes:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.