Gloucester County Holidays

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Photo by Pon Xayavong Photography

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

Top hotels in Gloucester County

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 2.296.327 ₫ per night from 30 Apr to 1 May
2.296.327 ₫
2.919.454 ₫ total
30 Apr - 1 May
includes taxes & fees
8.8/10 Excellent! (2,285 reviews)
The room the icemarker was not working I try to take the kids swimming and it has kids throwing the chair in the pool the hot tube it was full of lil kids where grown up couldn't get in and this was the whole week there the staff need to check on the pool area to make sure the kid is doing what they ...

Reviewed on 12 Apr 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 2.755.276 ₫ per night from 19 Apr to 20 Apr
2.755.276 ₫
3.875.840 ₫ total
19 Apr - 20 Apr
includes taxes & fees
9/10 Wonderful! (3,500 reviews)
Beautiful property clean and comfortable staff was very helpful unfortunately had to leave early

Reviewed on 12 Apr 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 2.103.847 ₫ per night from 27 Apr to 28 Apr
2.103.847 ₫
3.146.237 ₫ total
27 Apr - 28 Apr
includes taxes & fees
8.6/10 Excellent! (1,026 reviews)
The facility was excellent. Tge only thing that was needed is a vacuum cleaner in the apartment. We were there with 4 small children. Children make messes. Other than that, great place to stay. We will be back.

Reviewed on 12 Apr 2026

Hilton Vacation Club Greensprings Williamsburg
See all 2,377 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 holiday 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 holiday 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 1null000null000 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 holiday?
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 travelling 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 holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday 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 holiday package?
If your holiday 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.