Jamestown Island Vacation Packages
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Top Jamestown Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Kingsmill Resort
Kingsmill
CA $1,371
per person
Dec 1 - Dec 7
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.6/10 Excellent! (1,006 reviews)
Room was big (one bedroom condo) and clean. However, it needs more proper maintenance. Some lights (lamp, overhead) were burned out and have not been replaced. The toilet is not properly attached to the floor (it moves when you sit).
Reviewed on Oct 14, 2026
Ready to book your vacation to Jamestown Island?
Jamestown Island Hotel Deals
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $95
CA $149 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (3,954 reviews)
"the pool being closed for the season was a negative. It was 85 degrees out while we visited and the pool area looked beautiful. It would have been nice to be able to access it."
Reviewed on Oct 17, 2026
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $145
CA $181 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (2,986 reviews)
"The suite with 2 rooms & 2 bathrooms was great, mattress in second room needs to be replaced"
Reviewed on Oct 17, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $123
CA $174 total
Oct 18 - Oct 19
includes taxes & fees
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.
Stay near popular Jamestown Island attractions
Historic Jamestowne
9.2/10 (1,334 reviews)
The site of America’s oldest colony, this historical park offers an intriguing perspective into the lives of the country’s first settlers.
What to do in Jamestown Island
Colonial Williamsburg Admission
CA $54
per adult
84% of travellers recommend
Jamestown Settlement American Revolution Museum 7-Day Ticket
CA $40
per adult
100% of travellers recommend
Williamsburg Ghosts, Witches and Pirates Tour
CA $35
per adult
88% of travellers recommend
Frequently asked questions
How much does a Jamestown Island vacation package cost?
Explore the best of Jamestown Island from as little as CA $1,058. Choose from a wonderful selection of flights, hotels and rental cars to suit every budget. You can pick up even better deals when you add some sightseeing activities to your package.
How do I get a cheap travel package to Jamestown Island?
Combine your hotel and flight bookings, add on extras such as tours, and save with a Jamestown Island vacation package. You won't just land exciting discounts on your adventure — you'll have a world of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 air carriers and 1,000,000 properties all over the world. Your affordable vacation starts right here, right now!
Where should I stay in Jamestown Island?
Most who travel to Jamestown Island include both Busch Gardens Williamsburg and Water Country USA on their must-see lists. Why not select a hotel that's close to these top attractions?
How far in advance should I book my Jamestown Island vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Most carriers advertise prices up to 12 months prior to take off. Typically, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Jamestown Island occasionally appear a few weeks before departure.
What does an Expedia Jamestown Island travel package include?
Rental cars, flights and hotels, or any combination of them — it's up to you! Whether you're headed to Jamestown Island with the whole family or adventuring solo, there's a package to match every style and budget. Once you've made your booking, why not add on a few tours or activities?
What should I know before booking a Jamestown Island travel package?
So many places to wander around, so many things to do. With a travel package, you'll be able to cross more of them off your list. Combine your hotels, rental cars and flights and land big savings.
Can I choose my airline with a Jamestown Island Expedia vacation package?
Expedia has access to more than 550 airline partners globally, so you sure can! Simply select your favorite carrier and craft the perfect Jamestown Island escape.
If I'm not able to travel, can I cancel my Jamestown Island vacation package?
Plans can change in a flash, so yes, you can. You may be able to change or cancel your Jamestown Island vacation package at no cost within 24 hours of booking. For older bookings, you can still make the necessary changes, but your car rental company, hotel or airline may impose a fee. Want more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
Explore a world of travel with Expedia
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- Visit Jamestown Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
