Jamestown Island Vacation Packages

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Top Jamestown Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was CA $1,120, price is now CA $887 per person
CA $887
per person
Dec 15 - Dec 17
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.8/10 Excellent! (1,419 reviews)
My husband and I woke up to headache inducing jackhammers pounding against the bedroom wall. The hotel’s excuse was they weren’t responsible, it was the construction next door. They did change our room to the less noisy roadside of the hotel. It’s obvious renovations were made, but now the renovations need renovating. We were billed twice for the one meal we purchased from the hotel restaurant, so check your bill. Bottom line is we paid way too much for this stay. The best feature of this hotel is its location to the capital.

Reviewed on Nov 14, 2026

Kingsmill Resort

Kingsmill Resort

4 out of 5
Kingsmill
Price was CA $1,976, price is now CA $1,649 per person
CA $1,649
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
8.6/10 Excellent! (1,006 reviews)

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

Bluegreen Vacations Parkside Williamsburg, an Ascend Collection Resort

3.5 out of 5
Price was CA $1,456, price is now CA $1,266 per person
CA $1,266
per person
Dec 15 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
9.4/10 Exceptional! (413 reviews)

Hyatt Select Richmond/Chester

Hyatt Select Richmond/Chester

3 out of 5
Price was CA $1,581, price is now CA $1,394 per person
CA $1,394
per person
Dec 23 - Dec 30
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.4/10 Very good! (1,010 reviews)

A house full of steel balls and games

A house full of steel balls and games

2.5 out of 5
Dumbarton
Price was CA $1,201, price is now CA $1,075 per person
CA $1,075
per person
Dec 23 - Dec 30
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9.4/10 Exceptional! (122 reviews)

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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 $96 per night from Nov 22 to Nov 23
CA $96
CA $150 total
Nov 22 - Nov 23
includes taxes & fees
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 $119 per night from Nov 30 to Dec 1
CA $119
CA $152 total
Nov 30 - Dec 1
includes taxes & fees
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 $110 per night from Nov 18 to Nov 19
CA $110
CA $159 total
Nov 18 - Nov 19
includes taxes & fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 1,799 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
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 $35
per adult
88% of travellers recommend
Williamsburg Ghosts, Witches and Pirates Tour
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 $887. 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.

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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.