Gloucester County Holidays

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Your Gloucester County Holiday

Make organising your next big adventure a breeze with a Gloucester County holiday package. Whether it's the history, cuisine or something else that brings you to this destination, our package deals will help you experience it all. Start your trip to Gloucester County by spending a few days in Gloucester, one of the best cities here. Expedia is a one-stop shop for planning your Gloucester County holiday. From hotels and flights, to activities and more, we know how to curate a travel experience like no other.

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.
FlightsFlightsHotelsHotels

Gloucester

Gloucester

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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Gloucester County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norfolk Intl. Airport (ORF)
Top Sights
Middle Peninsula State Park, Gloucester Museum of History and Middlesex County Museum

Our pick of the best 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 AU$197 per night from 22 Mar to 23 Mar
AU$197
22 Mar - 23 Mar
includes taxes & fees
9/10 Wonderful! (3,414 reviews)
Fantastic place for families, the walls are a little thin, but overall great stay! We will be returning.

Reviewed on 7 Mar 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 AU$165 per night from 15 Mar to 16 Mar
AU$165
15 Mar - 16 Mar
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
The stay was great. Very clean and quiet. Perfect for a few days away.

Reviewed on 7 Mar 2026

Hilton Vacation Club Greensprings Williamsburg
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 AU$121 per night from 22 Mar to 23 Mar
AU$121
22 Mar - 23 Mar
includes taxes & fees
8.8/10 Excellent! (2,137 reviews)
Older

Reviewed on 6 Mar 2026

Vacation Village At Williamsburg
See all 2,384 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 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 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.