Gloucester County Vacations & Trips from ￥180,088

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Gloucester County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Price was ￥194,760, price is now ￥180,088 per person
￥180,088
per person
Dec 26 - Dec 31
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Norfolk (ORF)
9/10 Wonderful! (1,744 reviews)
I had a very good and pleasant experience. Everything went smoothly, and the staff were friendly and professional.

Reviewed on Oct 6, 2025

Gloucester 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 ￥9,687 per night from Nov 2 to Nov 3
￥9,687
￥15,359 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (3,090 reviews)
"Great"

Reviewed on Oct 6, 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
Hyatt Place Hampton Convention Center

Hyatt Place Hampton Convention Center

3 out of 5
1905 Coliseum Dr, Hampton, VA
The price is ￥13,862 per night from Nov 3 to Nov 4
￥13,862
￥16,237 total
Nov 3 - Nov 4
includes taxes & fees
8.8/10 Excellent! (1,317 reviews)
"Suggestion: Drinking Water should be left out for guest 24 hours in the reception area for hydration."

Reviewed on Sep 29, 2025

Hyatt Place Hampton Convention Center
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 ￥9,702 per night from Oct 8 to Oct 9
￥9,702
￥12,813 total
Oct 8 - Oct 9
includes taxes & fees
8.6/10 Excellent! (1,775 reviews)
"Everything was nice except the fireplace didn’t work and I made several calls for maintenance to come and they never did."

Reviewed on Oct 5, 2025

Vacation Village At Williamsburg
See all 2,745 properties in Gloucester 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.

Frequently asked questions

How much does a Gloucester County vacation package cost?
Starting from just ￥180,088, a package is your portal to cheaper travel. Put together your Gloucester County getaway by picking from our great range of airfares, hotels and rental cars.
How do I get a cheap travel package to Gloucester County?
Book everything in the one place with our Gloucester County vacation packages. We have deals on flights, hotels and more that'll keep your pocket happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 hotel options around the globe to choose from, there are endless opportunities to mix and match as you like.
What are the top hotels in Gloucester County?
For properties in Gloucester with comfy beds and friendly service, you can't beat Holiday Inn Express Gloucester, an IHG Hotel and Hampton Inn Gloucester. If you plan to visit Hayes as well, you can look forward to a solid night's sleep at Chesapeake Bay Rv Resort Thousand Trails or Waterfront Cottage With Pool.
How far in advance should I book my Gloucester County vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. This is often the cheapest time to book. If circumstances have left you booking late, discount tickets to Gloucester County sometimes emerge a few weeks before departure.
What does an Expedia Gloucester County travel package include?
It comes down to what you're looking for. If you're traveling solo, you might decide to combine flights and hotels. Taking the entire family to Gloucester County? A travel package including flights, hotels and rental cars might be a better fit. Expedia gives you the flexibility to build your own travel package.
What should I know before booking a Gloucester County travel package?
You can save big by bundling your hotels, flights and rental cars. Once you've made your booking, you can add on activities or tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Gloucester County Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Gloucester County vacation package?
If your vacation plans in Gloucester County have been upended, it's good to know that it's possible to cancel or amend your booking. If you made your booking within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. To learn more, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.