James City County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top James City County 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 $1,292, price is now CA $1,018 per person
CA $1,018
per person
Apr 19 - Apr 25
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9.4/10 Exceptional! (310 reviews)
Spacious, clean, except under the night tables beside the bed.

Reviewed on Jan 13, 2026

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

Bluegreen Vacations Patrick Henry Square, an Ascend Collection Resort

3 out of 5
Price was CA $1,488, price is now CA $1,135 per person
CA $1,135
per person
Apr 19 - Apr 25
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
8.8/10 Excellent! (427 reviews)
Staff was very helpful and friendly. The room was very clean and comfortable. My kids loved the game room and pool! We would absolutely stay here again.

Reviewed on Feb 8, 2026

Griffin Hotel, an official Colonial Williamsburg Hotel

Griffin Hotel, an official Colonial Williamsburg Hotel

3 out of 5
Colonial Williamsburg
Price was CA $1,688, price is now CA $1,307 per person
CA $1,307
per person
Apr 5 - Apr 10
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Richmond (RIC)
8.8/10 Excellent! (765 reviews)
Great hotel, bathroom was was out dated

Reviewed on Feb 2, 2026

The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
Price was CA $1,431, price is now CA $1,139 per person
CA $1,139
per person
Apr 19 - Apr 25
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9/10 Wonderful! (1,000 reviews)
I wish we could’ve enjoyed the pool while there. We didn’t pack our swim wear, and when we informed the staff that we would like to go to a local store and purchase swim wear to use their indoor pool facilities, we were informed that being we checked out of our room, we couldn’t come back to the property and use the pool. Felt that being that we had just checked out and were going to come right back and use the pool, im addition, we’ve frequently been to this particular property over the years, they would allow us to use the pool facility for about an hour. That was a little disappointing about the visit.

Reviewed on Jan 27, 2026

Wedmore Place

Wedmore Place

3.5 out of 5
Price was CA $1,544, price is now CA $1,234 per person
CA $1,234
per person
Apr 25 - Apr 30
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Richmond (RIC)
9.4/10 Exceptional! (1,002 reviews)
Beautiful place inside and out!

Reviewed on Feb 3, 2026

James City County 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 $87 per night from Feb 18 to Feb 19
CA $87
CA $139 total
Feb 18 - Feb 19
includes taxes & fees
9/10 Wonderful! (3,395 reviews)
Very cozy

Reviewed on Feb 5, 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 $87 per night from Feb 23 to Feb 24
CA $87
CA $115 total
Feb 23 - Feb 24
includes taxes & fees
8.6/10 Excellent! (2,085 reviews)
Yes it was spacious and beautiful

Reviewed on Feb 2, 2026

Vacation Village At 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 $93 per night from Feb 19 to Feb 20
CA $93
CA $145 total
Feb 19 - Feb 20
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
The stay was great! Quiet area, newly remodeled condos. Only complaint I have is that the TV's are not smart TV's.

Reviewed on Feb 9, 2026

Hilton Vacation Club Greensprings Williamsburg
See all 1,940 properties in James City County
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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Frequently asked questions

How much does a James City County vacation package cost?
We make it easy to travel the world, with James City County packages starting from as little as CA $1,018. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few tours and experiences to your itinerary?
How do I get a cheap travel package to James City County?
You'll save piles of cash if you bundle your flights, car rentals and hotels into a James City County vacation package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of variety to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
How far in advance should I book my James City County vacation?
It's tricky picking the ideal time for airfares, but we generally say the earlier, the better. Plenty of international flights on Expedia become available up to 12 months in advance. If you're booking last minute, fear not. Low prices occasionally appear just weeks before departure dates.
What does an Expedia James City County travel package include?
You can choose from a combination of hotels, rental cars and flights. Once you've made your booking, you can add the fun stuff like experiences and activities. Want to pick your fare class? That's easy to do too. The choice is all yours when it comes to organizing your dream James City County escape.
What should I know before booking a James City County travel package?
You'll score great savings when you combine your flights, hotels and rental cars into a package. Not just that, booking everything together simply makes planning easier. So why waste your money or time? Whether you're putting together an upscale romantic escape or a low-cost family road trip, take a look at our package deals today.
Can I choose my airline with a James City County Expedia vacation package?
You sure can. Expedia has access to more than 550 partner airlines across the globe, so pick the carrier that suits your budget needs.
If I'm not able to travel, can I cancel my James City County vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel and rebook your James City County vacation package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, airline or hotel may charge a fee. Need more information? Check out our Customer Service Portal. We'll help make sure your trip goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.