Jamestown Island Vacation Packages

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Top Jamestown Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was CA $1,180, price is now CA $1,013 per person
CA $1,013
per person
Jan 5 - Jan 12
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9.4/10 Exceptional! (413 reviews)

The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $1,975, price is now CA $1,553 per person
CA $1,553
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.8/10 Excellent! (1,407 reviews)

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $1,588, price is now CA $1,270 per person
CA $1,270
per person
Jan 5 - Jan 12
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
8.6/10 Excellent! (1,006 reviews)

King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
Price was CA $1,344, price is now CA $1,176 per person
CA $1,176
per person
Jan 5 - Jan 12
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9/10 Wonderful! (328 reviews)
Immediately upon check in they try to pressure you into a time share meeting. After driving all day and just wanting to settle, I did not appreciate.

Reviewed on Oct 27, 2026

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

Holiday Inn Express Williamsbrg Busch Gardens Area by IHG

2.5 out of 5
Price was CA $1,185, price is now CA $1,044 per person
CA $1,044
per person
Jan 5 - Jan 12
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Richmond (RIC)
9.2/10 Wonderful! (1,311 reviews)
Shower heads were great! fast hot water, good volume of water, beds and pillows were firm to my liking, not worn out and soft. Desk space for laptop + extra monitor were ample. All the outlets and lights worked. Gym was great, nothing out of service. staff was friendly and very welcoming. breakfast was phenomenal. i hope they serve those cinnamon rolls forever because they are one of a kind. 24/7 coffee machine Fast Wifi is always a plus too

Reviewed on Oct 25, 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 $94 per night from Nov 2 to Nov 3
CA $94
CA $147 total
Nov 2 - Nov 3
includes taxes & fees
9.2/10 Wonderful! (4,007 reviews)
"Lovely stay! We enjoyed having the extra space, but particularly the extra bathroom because of the very limited counterspace. Our upstairs neighbors were loud and inconsiderate, but that is not the fault of the property. However, I would recommend choosing an upstairs unit if possible. The property ..."

Reviewed on Oct 27, 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 $144 per night from Nov 16 to Nov 17
CA $144
CA $179 total
Nov 16 - Nov 17
includes taxes & fees
8.8/10 Excellent! (3,028 reviews)
"Check in was easy. Property was convenient to attractions and shopping."

Reviewed on Oct 27, 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
The price is CA $122 per night from Oct 28 to Oct 29
CA $122
CA $172 total
Oct 28 - Oct 29
includes taxes & fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 1,863 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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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.
See properties

What to do in Jamestown Island

Colonial Williamsburg Admission

Colonial Williamsburg Admission

CA $55
per adult
84% of travellers recommend
Colonial Williamsburg Admission
Jamestown Settlement American Revolution Museum 7-Day Ticket

Jamestown Settlement American Revolution Museum 7-Day Ticket

CA $41
per adult
100% of travellers recommend
Jamestown Settlement American Revolution Museum 7-Day Ticket
Magic Happens at The Wagsters Magic Theatre

Magic Happens at The Wagsters Magic Theatre

CA $48
per adult
Magic Happens at The Wagsters Magic Theatre
See all activities in Jamestown Island

Frequently asked questions

How much does a Jamestown Island vacation package cost?
Explore the best of Jamestown Island from as little as CA $1,013. 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.