Deals on vacations and trips to Gloucester County

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A steel bridge over a calm river with a sandy beach and rocky outcrops on the right.

Gloucester

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Gloucester

Gloucester County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
Western Branch North
Price was $549, price is now $458 per person
$458
per person
Oct 22 - Oct 25
found 7 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Norfolk (ORF)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-in. A 24-hour gym and locker space are also provided.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $799, price is now $603 per person
$603
per person
Oct 9 - Oct 13
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, express check-out, and laundry facilities are also on offer.
The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Northeast Virginia Beach
Price was $958, price is now $787 per person
$787
per person
Oct 9 - Oct 13
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Norfolk (ORF)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this condo. WiFi in public areas is free. Barbecue grills are provided for your convenience.
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Northeast Virginia Beach
Price was $746, price is now $616 per person
$616
per person
Oct 9 - Oct 13
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Norfolk (ORF)
This aparthotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free self parking and free WiFi. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
The Sitio

The Sitio

2 out of 5
Northeast Virginia Beach
Price was $1,262, price is now $1,058 per person
$1,058
per person
Oct 9 - Oct 13
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Norfolk (ORF)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.

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
$107 nightly
The price is $122 total per night
$122 total
Sep 30 - Oct 1
Total with taxes and fees
A full-service spa, 2 outdoor tennis courts, and an indoor pool are all featured at this Colonial aparthotel. 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
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
$92 nightly
The price is $105 total per night
$105 total
Sep 8 - Sep 9
Total with taxes and fees
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
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
$116 nightly
The price is $132 total per night
$132 total
Sep 7 - Sep 8
Total with taxes and fees
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
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
201 Water Country Pkwy Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $85 total per night
$85 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Kingsmill Resort

Kingsmill Resort

4 out of 5
1010 Kingsmill Rd Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$238 nightly
The price is $263 total per night
$263 total
Sep 6 - Sep 7
Total with taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and a marina. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Bring the family and enjoy the lazy river, children's pool, and waterslide.
Pool
Hot Tub
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Free Cancellation
$98 nightly
The price is $113 total per night
$113 total
Oct 4 - Oct 5
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet 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.

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.
See properties

Photos of local treasures

Browse Gloucester County vacation photos for more inspiration

A large steel bridge spanning a river at sunset.

Frequently asked questions

How much are vacation packages to Gloucester County?
$458 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.

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