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.
Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was $773, price is now $543 per person
$543
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
This smoke-free hotel features 3 restaurants, 3 outdoor pools, and an indoor pool. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a free kid's club, and families will appreciate the onsite laundry facilities.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $780, price is now $591 per person
$591
per person
Nov 21 - Nov 28
found 1 hour ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Historic Cavalier Hotel and Beach Club, Autograph Collection

The Historic Cavalier Hotel and Beach Club, Autograph Collection

4 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $2,214, price is now $1,682 per person
$1,682
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and perks like a free beach shuttle.
The Inn at Four Eleven York

The Inn at Four Eleven York

4 out of 5
West Freemason
Save 100% on your flight
Price was $1,784, price is now $1,379 per person
$1,379
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

3 out of 5
Northeast Virginia Beach
Price was $1,075, price is now $831 per person
$831
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.

Top Gloucester County hotels deals

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
Oct 26 - Oct 27
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
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
$124 nightly
The price is $141 total per night
$141 total
Nov 2 - Nov 3
Total with taxes and fees
2 outdoor tennis courts, an indoor pool, and a hot tub 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
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
$117 nightly
The price is $135 total per night
$135 total
Oct 20 - Oct 21
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
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$122 nightly
The price is $138 total per night
$138 total
Nov 3 - Nov 4
Total with taxes and fees
2 outdoor tennis courts, an indoor pool, and a lazy river are all featured at this smoke-free hotel. Bring the family and enjoy the free water park, children's pool, and playground. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
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
$70 nightly
The price is $80 total per night
$80 total
Nov 1 - Nov 2
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 full breakfast and free self parking.
Pool
Breakfast included
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Free Cancellation
$93 nightly
The price is $108 total per night
$108 total
Nov 8 - Nov 9
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.
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A large steel bridge spanning a river at sunset.

Frequently asked questions

How much are vacation packages to Gloucester County?
$543 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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