Jamestown Island Vacation Packages

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Top Jamestown Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was CA $937, price is now CA $819 per person
CA $819
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Richmond (RIC)
8.8/10 Excellent! (1,725 reviews)
Good place, location good ,breakfast very good , will come back

Reviewed on May 21, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $1,210, price is now CA $1,048 per person
CA $1,048
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Richmond (RIC)
8.8/10 Excellent! (1,008 reviews)
What a lovely place! The property is gorgeous, rooms were clean. My toddler had the time of her life at the river pool and collecting shells at the beach. The fitness center was nice. Staff were exceptionally helpful! The only thing I didn't love were the food options - fine for a night but next time we will bring food or explore Williamsburg for better veggies, proteins and healthy options. Overall we had so much fun we booked our next stay before we left!

Reviewed on May 22, 2026

Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

2.5 out of 5
Price was CA $929, price is now CA $821 per person
CA $821
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Richmond (RIC)
6.2/10 (154 reviews)
Not bad for a mid century motel. Room was small but I would call it european. Bathroom dated but clean. Needed a light bulb in shower, lampshade for table lamp, and smoke detector hooked up. When we checked in we had to air it out because of the sanitation smell but other than that I would stay again.

Reviewed on Oct 13, 2025

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
Price was CA $1,122, price is now CA $998 per person
CA $998
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (2,416 reviews)
Room was so clean and spacious. And so much to do around the area. Will definitely be back.

Reviewed on May 22, 2026

Colonial Houses, an Official Colonial Williamsburg Hotel

Colonial Houses, an Official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was CA $953, price is now CA $848 per person
CA $848
per person
Jul 15 - Jul 18
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Richmond (RIC)
9/10 Wonderful! (557 reviews)
Only complaint was check in call was 10 minutes past advertised time of 4 pm. Loved that we stayed in a historic "tavern" right in the middle of historic Main Street. We were immersed in history for 4 days, truly amazing!

Reviewed on May 19, 2026

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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 CA $118 per night from Jun 7 to Jun 8
CA $118
CA $150 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (2,418 reviews)
"Room was so clean and spacious. And so much to do around the area. Will definitely be back."

Reviewed on May 22, 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 CA $128 per night from Jun 10 to Jun 11
CA $128
CA $184 total
Jun 10 - Jun 11
includes taxes & fees
9/10 Wonderful! (3,455 reviews)
"We love it!"

Reviewed on May 23, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Jun 14 to Jun 15
CA $131
CA $188 total
Jun 14 - Jun 15
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"We thoroughly enjoyed our stay and looked forward to returning!"

Reviewed on May 22, 2026

Hilton Vacation Club Greensprings Williamsburg
See all 1,570 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.
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Discover the most popular places to visit in Jamestown Island

Busch Gardens Williamsburg

Busch Gardens Williamsburg

5/5(3 reviews)

Enjoy the excitement at Busch Gardens Williamsburg and see why people love this amusement park in Williamsburg. Experience the entertainment choices or attend a sporting event in this family-friendly area.

Busch Gardens Williamsburg

Ford's Colony at Williamsburg

Enjoy a round of golf in Williamsburg at Ford's Colony at Williamsburg. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

Ford's Colony at Williamsburg

What to do in Jamestown Island

Colonial Williamsburg Admission

Colonial Williamsburg Admission

CA $53
per adult
88% of travellers recommend
Colonial Williamsburg Admission
Jamestown Settlement American Revolution Museum 7-Day Ticket

Jamestown Settlement American Revolution Museum 7-Day Ticket

CA $40
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

CA $34
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 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.