James City County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

Top James City County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Whispering Pines by Hotel O Whitestone VA

Whispering Pines by Hotel O Whitestone VA

2.5 out of 5
Price was CA $1,443, price is now CA $1,110 per person
CA $1,110
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Richmond (RIC)
6.2/10 (154 reviews)
Not bad for a mid century motel. Room was small but I would call it european. Bathroom dated but clean. Needed a light bulb in shower, lampshade for table lamp, and smoke detector hooked up. When we checked in we had to air it out because of the sanitation smell but other than that I would stay again.

Reviewed on Oct 13, 2025

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was CA $2,599, price is now CA $2,007 per person
CA $2,007
per person
Jun 29 - Jul 4
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
7.6/10 Good! (1,511 reviews)
Is a good place to stay just for a night. Reasonable price for what you get for!

Reviewed on May 17, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $2,724, price is now CA $2,118 per person
CA $2,118
per person
Jul 24 - Jul 31
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.8/10 Excellent! (1,014 reviews)
Nice hotel, I rented 2 rooms with 6 people. Plenty of room. Staff was great

Reviewed on May 18, 2026

Aquarius Hotel

Aquarius Hotel

2 out of 5
Northeast Virginia Beach
Price was CA $1,971, price is now CA $1,540 per person
CA $1,540
per person
Jul 24 - Jul 31
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
5.8/10 (1,003 reviews)
The beach view was perfect except the glass windows to the balcony or filthy staff was always Pleasant and the room was not the cleanest from the gecko Linens and towels were clean though

Reviewed on Apr 18, 2026

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was CA $1,731, price is now CA $1,381 per person
CA $1,381
per person
Jul 27 - Jul 31
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,012 reviews)
Nice place, right on the beach

Reviewed on May 9, 2026

James City County Hotel Deals

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 $118 per night from Jun 4 to Jun 5
CA $118
CA $150 total
Jun 4 - Jun 5
includes taxes & fees
8.8/10 Excellent! (2,430 reviews)
"Very spacious, basically an apartment. There's a washing machine and dryer shared between two units. Parking is right in front on the entrance, no long walks down hallways with your luggage. Our unit had two bathrooms with showers and a jetted tub. Kitchen is furnished but with a portable two heater ..."

Reviewed on May 21, 2026

Vacation Village At Williamsburg
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 $128 per night from May 26 to May 27
CA $128
CA $184 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (3,491 reviews)
"Many activities available. Beautiful grounds."

Reviewed on May 21, 2026

Hilton Vacation Club The Historic Powhatan 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 $116 per night from Jun 4 to Jun 5
CA $116
CA $171 total
Jun 4 - Jun 5
includes taxes & fees
8.6/10 Excellent! (1,020 reviews)
"Excellent clean resort. We went in April and pool and restaurant were closed because it was not in season."

Reviewed on May 20, 2026

Hilton Vacation Club Greensprings Williamsburg
See all 1,981 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 $1,110. 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.