Gloucester County Vacations & Trips from $432
Book a Hotel + Flight or Car together to unlock savings
Photo by Pon Xayavong Photography
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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
Gloucester
The Latest Gloucester County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Northeast Virginia Beach
Price was $514, price is now $432 per person
$432
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
8.8/10 Excellent! (1,003 reviews)
Staff was excellent, helpful and friendly, especially at check in! Good location, quiet and comfortable. Would stay again.
Reviewed on Nov 6, 2026
The Barclay Towers Resort Hotel
Northeast Virginia Beach
Price was $552, price is now $491 per person
$491
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)
7.8/10 Good! (1,002 reviews)
Cool stay. Staff was very cool.
Reviewed on Nov 2, 2026
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
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $105 total per night from Nov 12 to Nov 13
$105 total
Nov 12 - Nov 13
Total with taxes and fees
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $131 total per night from Nov 30 to Dec 1
$131 total
Nov 30 - Dec 1
Total with taxes and fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $133 total per night from Nov 8 to Nov 9
$133 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (2,065 reviews)
"The facility and grounds are very nice. In our room the bathroom was in sad shape with wallpaper peeling, rusted door hinges, etc. Breakfast, bluntly, was the worst in over three weeks of travel. Egg was a flat slab barely able to cut with a knife. Sausages were so full of grease that I dried them ..."
Reviewed on Nov 4, 2026
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
Colonial Williamsburg Admission
$39
per adult
84% of travellers recommend
Jamestown Settlement American Revolution Museum 7-Day Ticket
$29
per adult
100% of travellers recommend
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Gloucester County
- Vacations and getaways similar to Gloucester County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
