Deals on vacations and trips to Gloucester County

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Hilton Vacation Club Beachwoods Kitty Hawk

Hilton Vacation Club Beachwoods Kitty Hawk

4 out of 5
Sea Scape
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Bring the family and enjoy the lazy river, children's pool, and waterslide. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.
John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the playground and barbecue grills. There's an outdoor pool on site, and a terrace and a picnic area are also provided.
Ocean Pines Resort

Ocean Pines Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This vacation home features an indoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
Save 100% on your flight
per person
Aug 28 - Aug 31
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel features a hot tub and a sauna. Free self parking and concierge services are also offered on site.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference center. Enjoy the gym and perks like free self parking.

Top Gloucester County hotels deals

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
Get rates
A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial hotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
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
Free Cancellation
Reserve now, pay when you stay
Get rates
Free water park access and an outdoor pool are featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
1324 Richmond Road, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a gym and a seasonal outdoor pool. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the hot tub and perks like free self parking and free WiFi.
Pool
Hot Tub
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
Get rates
This smoke-free resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a free kid's club and mini golf, and supervised childcare is an added bonus. Enjoy the indoor pool and perks like free self parking and free WiFi.
Pool
Parking included
The Landing at Hampton Marina, Tapestry Collection by Hilton

The Landing at Hampton Marina, Tapestry Collection by Hilton

3.5 out of 5
700 Settlers Landing Rd., Hampton, VA
Free Cancellation
Reserve now, pay when you stay
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A marina, 4 restaurants, and a gym are all featured at this smoke-free hotel. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi. A poolside bar, a 24-hour front desk, and a coffee shop are also provided.
Pool
Free WiFi
Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
1551 Hardy Cash Dr, Hampton, VA
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
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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.

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Frequently asked questions

How much are vacation packages to Gloucester County?
$367 is all you'll need for a memorable escape in Gloucester County. Bundle your hotel and flights into a vacation package with Travelocity and see your savings start to add up. With such good prices, there's never been a better time to travel.
Where can I get the best vacation package deals for Gloucester County?
Travelocity is here to help you snap up a great Gloucester County package deal. With 400 air carriers and 1,000,000 properties across the world, you're bound to be able to craft the perfect itinerary.
Why should I purchase my Gloucester County vacation package via Travelocity?
From our 24/7 customer care to our range of amazing destinations, we are dedicated to giving you the most unforgettable vacation. All you'll have to do is click and book --- our Price Match Guarantee will ensure you get the lowest price.
Will I save money on my Gloucester County car rental if I book it with hotels and flights?
Sure can. And our Gloucester County vacation packages are the perfect way to do it. With only a few clicks you can save cash as well as time by combining your bookings. Collect the keys to your rental car and do your vacation your way. Looking for things to do? Throw some tours or experiences into your package and make savings on those too.
Which airport is best for Gloucester County?
Richmond Intl. Airport (RIC) is where many people prefer to touch down. Depending on what you plan to do in Gloucester County, Norfolk Intl. Airport (ORF) and Newport News - Williamsburg Intl. Airport (PHF) are other choices for you to consider.
What is there to do in Gloucester County?
Gloucester County boasts hidden surprises at every turn, however make sure you plan a visit to both Middle Peninsula State Park and Middlesex County Museum while you're in town. These landmarks shouldn't be missed.