Jamestown Island Vacation Packages

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Top Jamestown Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
Midtown
Price was CA $1,421, price is now CA $1,075 per person
CA $1,075
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.6/10 Excellent! (1,001 reviews)
Everything was wonderful. Staff, location, suite. We will visit again!

Reviewed on Jan 18, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Price was CA $2,079, price is now CA $1,617 per person
CA $1,617
per person
Apr 23 - Apr 30
found 13 hours ago
Roundtrip flight included
Edmonton (YEG) to Richmond (RIC)
9.4/10 Exceptional! (1,002 reviews)
Beautiful place inside and out!

Reviewed on Feb 3, 2026

Williamsburg Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection

4 out of 5
Colonial Williamsburg
Price was CA $2,478, price is now CA $2,098 per person
CA $2,098
per person
Mar 15 - Mar 20
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (1,000 reviews)
Room was very clean. Check in was seamless

Reviewed on Jan 24, 2026

Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

3.5 out of 5
Price was CA $1,716, price is now CA $1,458 per person
CA $1,458
per person
Mar 15 - Mar 20
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.6/10 Excellent! (1,001 reviews)
Nice room. Everyone very friendly.

Reviewed on Jan 25, 2026

Holiday Inn Club Vacations Williamsburg Resort by IHG

Holiday Inn Club Vacations Williamsburg Resort by IHG

3.5 out of 5
Price was CA $1,361, price is now CA $1,182 per person
CA $1,182
per person
Mar 15 - Mar 20
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9/10 Wonderful! (525 reviews)
Booked this resort for a quiet getaway. However, both nights were not pleasant due to very noisy neighbors on both sides. Very loud with people shouting, music blasting, kids running and the walls are so thin that I could hear conversations. Also, the TV in the living area was tiny. It was actually the same size as the bedroom TV. Totally unacceptable for the price paid.

Reviewed on Jan 16, 2026

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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 CA $92 per night from Feb 16 to Feb 17
CA $92
CA $144 total
Feb 16 - Feb 17
includes taxes & fees
9/10 Wonderful! (3,391 reviews)
Great

Reviewed on Feb 1, 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 CA $88 per night from Feb 26 to Feb 27
CA $88
CA $116 total
Feb 26 - Feb 27
includes taxes & fees
8.6/10 Excellent! (2,081 reviews)
The room was clean and the staff was courteous.

Reviewed on Jan 26, 2026

Vacation Village At Williamsburg
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Mar 2 to Mar 3
CA $105
CA $122 total
Mar 2 - Mar 3
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
It was very quiet and the staff was very polite

Reviewed on Jan 27, 2026

Comfort Suites Airport
See all 1,538 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

Christmas town at Busch Garden

Busch Gardens Williamsburg

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 $52
per adult
84% of travellers recommend
Colonial Williamsburg Admission
See these Tall Ships up close!

Jamestown Settlement American Revolution Museum 7-Day Ticket

CA $40
per adult
100% of travellers recommend
Jamestown Settlement American Revolution Museum 7-Day Ticket
Williamsburg: The Patriots Historical Walking Tour

Williamsburg: The Patriots Historical Walking Tour

CA $35
per adult
Williamsburg: The Patriots Historical Walking 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.