Deals on vacations and trips to Gloucester County

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Gloucester County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Capes Hotel

The Capes Hotel

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
A restaurant and an indoor pool are featured at this hotel. WiFi in public areas is free. Self parking and a safe deposit box are also offered on site.
Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton

3 out of 5
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
A 24-hour gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Business travelers can take advantage of the laundry service.
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
This aparthotel features an indoor pool, a gym, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, laundry facilities, and free newspapers are also on offer.
Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
This hotel features an indoor pool and a gym. Enjoy the outdoor tennis court and perks like free WiFi. There's a seasonal outdoor pool on site, and a 24-hour front desk and a rooftop terrace are also provided.

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
$114 nightly
The price is $130 total per night
$130 total
Aug 19 - Aug 20
Total includes 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
$148 nightly
The price is $168 total per night
$168 total
Aug 18 - Aug 19
Total includes 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
$71 nightly
The price is $82 total per night
$82 total
Aug 31 - Sep 1
Total includes 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 buffet breakfast and free self parking.
Pool
Breakfast 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
$91 nightly
The price is $104 total per night
$104 total
Aug 19 - Aug 20
Total includes taxes and fees
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 Lodge, Autograph Collection

Williamsburg Lodge, Autograph Collection

4 out of 5
310 S England St, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $198 total per night
$198 total
Aug 31 - Sep 1
Total includes taxes and fees
This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the indoor pool and perks like a free area shuttle.
Pool
Hot Tub
DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg

4 out of 5
50 Kingsmill Rd, Williamsburg, VA
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $96 total per night
$96 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Free WiFi
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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?
$322 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.