Gloucester County Vacations & Trips from $174
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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.
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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 Middle Peninsula State Park |
Gloucester County Hotel Deals
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
$92 nightly
$105 total
Oct 7 - Oct 8
Total with taxes and fees
9.2/10 Wonderful! (3,925 reviews)
"Wish we stayed longer to check out the site. Rooms were amazing."
Reviewed on Oct 6, 2026
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$124 nightly
$141 total
Nov 1 - Nov 2
Total with taxes and fees
8.8/10 Excellent! (2,955 reviews)
"Very beautiful property. Nice surroundings. Staff was friendly and loved the balcony didn't look in another part of the property."
Reviewed on Oct 6, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
$117 nightly
$132 total
Oct 30 - Oct 31
Total with taxes and fees
8.8/10 Excellent! (2,018 reviews)
"Very clean and spacious rooms."
Reviewed on Oct 6, 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.
Jordan Marina
Explore the waterfront in Gloucester Point with a trip to Jordan Marina.
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.
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.
York River Yacht Club
Explore the waterfront in Gloucester Point with a trip to York River Yacht Club.
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.
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.
