Gloucester County Vacations & Trips from $466

Book a Hotel + Flight or Car together to unlock savings

Photo by Pon Xayavong Photography
  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Gloucester County Vacation

Make organizing your next big adventure a breeze with a Gloucester County vacation 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 vacation. 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 Latest Gloucester County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sea Ranch Resort
Ambassadors Inn & Suites
The Inn at Four Eleven York
Aloft by Marriott Chesapeake
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Find the Best Gloucester County Vacation Packages

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 Middle Peninsula State Park

Gloucester County Hotel Deals

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
$123 nightly
The price is $140 total per night from Aug 4 to Aug 5
$140 total
Aug 4 - Aug 5
Total with taxes and fees
8.6/10 Excellent! (2,587 reviews)
"Best place to stay in Williamsburg! The room was very clean, free laundry, and kitchen was stocked with everything you would need to cook a meal, you just bring the food! Book your stay here. You won’t regret it!"

Reviewed on Jul 7, 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
$118 nightly
The price is $134 total per night from Jul 19 to Jul 20
$134 total
Jul 19 - Jul 20
Total with taxes and fees
9.2/10 Wonderful! (3,578 reviews)
"Will stay again"

Reviewed on Jul 7, 2026

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
$108 nightly
The price is $126 total per night from Jul 13 to Jul 14
$126 total
Jul 13 - Jul 14
Total with taxes and fees
8.8/10 Excellent! (1,799 reviews)
"A great place to stay, near a lot of things. I would definitely recommend it."

Reviewed on Jul 5, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
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.

Stay near popular Gloucester County attractions

What to do in Gloucester County

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