Gloucester County Vacations & Trips

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Top destinations in Gloucester County

The George P. Coleman Memorial Bridge (known locally as simply the Coleman Bridge) is a double swing bridge that spans the York River between Yorktown and Gloucester Point, Virginia.
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Gloucester

Gloucester
Beautiful sunset over green meadow with hay bales
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Hayes

Hayes

Gloucester 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 NT$2,494 per night from May 31 to Jun 1
NT$2,494
NT$3,209 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,392 reviews)
DNU

Reviewed on 2026/5/14

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 NT$2,923 per night from May 28 to May 29
NT$2,923
NT$4,220 total
May 28 - May 29
includes taxes & fees
9/10 Wonderful! (3,465 reviews)
The grounds and Williamsburg era residence are lovely. The pools are large and appealing. We thought the dining would be less casual and had to go elsewhere for dinner. We also didn’t want karaoke, just a quiet dinner. Fine for families with kids not for more sophisticated travelers.

Reviewed on 2026/5/15

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 NT$2,655 per night from Jun 1 to Jun 2
NT$2,655
NT$3,920 total
Jun 1 - Jun 2
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
Helpful staff...Clean rooms The unit was complete. It was just like being at home.....All that we had to do was to buy groceries and cook.

Reviewed on 2026/5/15

Hilton Vacation Club Greensprings Williamsburg
See all 2,427 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 , 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.