Gloucester County Vacations & Trips from $320
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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.
The Barclay Towers Resort Hotel
Northeast Virginia Beach
$348
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8/10 Very Good! (1,015 reviews)
Staff was rude and no luggage carriers the whole week we was there. We had to make multiple trips carrying our stuff in. Check in was at 4 but ended up not getting our room key till almost 6. Some of the staff there should not be working with the public and using vulgar language torward a customer is unexcuseable and I will never stay there again.
Reviewed on Sep 21, 2026
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
Northeast Virginia Beach
$437
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.2/10 Very Good! (1,387 reviews)
The room smelled like urine. Previously this has not been an issue. This weekend there was such a urine smell coming from what seemed like the master bathroom
Reviewed on Sep 20, 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
$105 total
Sep 22 - Sep 23
Total with taxes and fees
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$130 nightly
$148 total
Oct 6 - Oct 7
Total with taxes and fees
8.8/10 Excellent! (2,907 reviews)
"It was missing many items to make it feel like the comforts of home. We really missed having a working ice maker. There was one in the freezer but it did not make ice. The glassware and coffee cups were very small. No throw blankets. Temperature was too warm or too cool- thermostat hard to ..."
Reviewed on Sep 21, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
$116 nightly
$132 total
Oct 18 - Oct 19
Total with taxes and fees
8.8/10 Excellent! (1,974 reviews)
"Our room was clean and they have lots to do on the property. The building is definitely dated but it was the perfect location and price for what we needed."
Reviewed on Sep 21, 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
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.
Gloucester Point Beach Park
Gloucester Point Beach Park is just one of the places to see in Gloucester Point, so why not enjoy the other things to explore during your travels?
Machicomoco State Park
You can take time to visit Machicomoco State Park during your travels to Hayes. Make some time to visit the shops while you're in the area.
Carmines Islands
Commune with nature and explore the great outdoors at Carmines Islands during your travels in Hayes. Make some time to visit the shops while you're in the area.
Middle Peninsula State Park
10.0/10 (1 review)
You can take time to visit Middle Peninsula State Park during your travels to Gloucester. Experience the festivals and art scene in this family-friendly area.
York River Crossing
You can do some window-shopping at York River Crossing during your trip to Hayes. Make some time to visit the shops while you're in the area.
Rosewell Ruin and Visitor Center
6.0/10 (2 reviews)
Learn about the local history of Gloucester when you spend time at Rosewell Ruin and Visitor Center. Amble around this family-friendly area's picturesque gardens or attend a sporting event.
Hog Island
Commune with nature and explore the great outdoors at Hog Island during your travels in Hayes. Make some time to visit the shops while you're in the area.
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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.