Gloucester County Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Pon Xayavong Photography

Top destinations in Gloucester County

A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.
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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 2.892.251 ₫ per night from 12 Aug to 13 Aug
2.892.251 ₫
3.585.886 ₫ total
12 Aug - 13 Aug
includes taxes & fees
8.8/10 Excellent! (2,613 reviews)
"I have been coming here for years and the TV's are still very small in the bedrooms While other Properties around are upgrading there TV's"

Reviewed on 14 Jul 2026

Vacation Village At Williamsburg
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is 2.095.149 ₫ per night from 3 Aug to 4 Aug
2.095.149 ₫
3.002.836 ₫ total
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (1,826 reviews)
"Room smelled like dog and I"

Reviewed on 14 Jul 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
The price is 2.432.526 ₫ per night from 22 Jul to 23 Jul
2.432.526 ₫
3.512.079 ₫ total
22 Jul - 23 Jul
includes taxes & fees
9.2/10 Wonderful! (3,620 reviews)
"Wonderful property, clean and spacious rooms. Absolutely loved it."

Reviewed on 14 Jul 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
See all 2,564 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.

Stay near popular Gloucester County attractions

Cuba Island

Commune with nature and explore the great outdoors at Cuba Island during your travels in Hayes. Make some time to visit the shops while you're in the area.
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