Gloucester County Vacation Packages
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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 Gloucester County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Blackbeard's Lodge
CA $1,246
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.4/10 Very good! (384 reviews)
Tons of character at this historic lodge. Our room on the third floor was small, but the location could not be beat,and the staff were super friendly and helpful! Renting bikes right on property for $25 a day was also great.
Reviewed on Aug 25, 2026
Delta Hotels by Marriott Virginia Beach Waterfront Suites
Northeast Virginia Beach
CA $985
per person
Oct 10 - Oct 14
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.4/10 Very good! (1,504 reviews)
It’s a nice hotel , not too busy. The staff tho doesn’t greet you and the check in desk only had one employee and there was a long line. The phone in the room did not work. I had to request 3 times for my room to be cleaned it was not until I went downstairs to talk to the front desk that my room was cleaned .
Hotel is quiet and walking distance from the beach . The only advice I will give is that you should be vocal to the staff if you need anything while staying here.
Overall a very nice hotel and close to the beach.
Reviewed on Aug 25, 2026
Gloucester County Hotel Deals
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $121
CA $153 total
Sep 17 - Sep 18
includes taxes & fees
8.8/10 Excellent! (2,817 reviews)
"We loved vacation village! It was spacious and immaculate! Full kitchen was so convenient and pool area was delightful. Convenient and comfortable stay for family of 5!"
Reviewed on Aug 25, 2026
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $93
CA $146 total
Sep 8 - Sep 9
includes taxes & fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $114
CA $163 total
Aug 27 - Aug 28
includes taxes & fees
8.8/10 Excellent! (1,977 reviews)
"Clean, comfortable room though the carpet was worn. Breakfast was an OK continental with few "hot" offerings. Very convenient to the Visitor's Center and the staff was friendly and helpful."
Reviewed on Aug 25, 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.
Frequently asked questions
How much does a Gloucester County vacation package cost?
Starting from just CA $855, 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 vacation 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 vacation?
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 traveling 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 vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation 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 vacation package?
If your vacation 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.
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?
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.
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.
Jordan Marina
Explore the waterfront in Gloucester Point with a trip to Jordan Marina.
Shoppes at Gloucester
You can do some window-shopping at Shoppes at Gloucester during your trip to Gloucester. Experience the festivals and art scene in this family-friendly area.
Jordan Island
Commune with nature and explore the great outdoors at Jordan Island during your travels in 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.
What to do in Gloucester County
Colonial Williamsburg Admission
CA $54
per adult
88% of travellers recommend
Jamestown Settlement American Revolution Museum 7-Day Ticket
CA $41
per adult
100% of travellers recommend
Williamsburg Ghosts, Witches and Pirates Tour
CA $35
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
