Gloucester County Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Gloucester County

Vacation Village At Williamsburg
Vacation Village At Williamsburg
3 out of 5
4870 Longhill Road, Williamsburg, VA
Fully refundable
The price is S$277 per night from 26 Nov to 27 Nov
S$277
includes taxes & fees
26 Nov - 27 Nov
8.6/10 Excellent! (1,009 reviews)
"It was a perfect stay"

Reviewed on 22 Nov,2024

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 S$126 per night from 1 Dec to 2 Dec
S$126
includes taxes & fees
1 Dec - 2 Dec
8.8/10 Excellent! (2,541 reviews)
"It was amazing, would stay again."

Reviewed on 22 Nov,2024

Hilton Vacation Club The Historic Powhatan 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 S$179 per night from 9 Dec to 10 Dec
S$179
includes taxes & fees
9 Dec - 10 Dec
8.8/10 Excellent! (1,101 reviews)
"Stayed here for a trip to Busch Gardens. Rooms are dated, but clean. Staff was very friendly and helpful."

Reviewed on 14 Nov,2024

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 2,515 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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.