Jamestown Island Vacations

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Jamestown Island Hotel Deals

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 ₩116,309 per night from May 17 to May 18
₩116,309
₩149,689 total
May 17 - May 18
includes taxes & fees
8.8/10 Excellent! (2,365 reviews)
I had heard so many good things about Vacation Village. I was so excited to be going there for my grand daughter birthday. Everything was ok but the unit we had was very outdated. We needed a bottom no stairs unit but I did forget to request it and had to end up in an outdated room. Although the ...

Reviewed on May 3, 2026

Vacation Village At Williamsburg
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 ₩173,839 per night from May 20 to May 21
₩173,839
₩238,843 total
May 20 - May 21
includes taxes & fees
9/10 Wonderful! (3,446 reviews)
Warmer water please

Reviewed on May 1, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
The price is ₩121,150 per night from May 5 to May 6
₩121,150
₩155,109 total
May 5 - May 6
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
Great space, lots of things to do there.

Reviewed on May 3, 2026

The Colonies at Williamsburg
See all 1,557 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

KN2A93 USA Virginia VA Williamsburg Entrance to the Wedmore Place hotel and Williamsburg Winery

Williamsburg Winery

4.5/5(66 reviews)

You can enjoy a tasting or tour at Williamsburg Winery during your travels to Williamsburg. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

Williamsburg Winery

York River State Park

4/5(1 review)

You can take time to visit York River State Park during your travels to Williamsburg. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

York River State Park

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 travelers 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 traveling 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.