Deals on vacations and trips to Gloucester

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Gloucester flight + hotel vacation packages

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Club Wyndham Kingsgate

Club Wyndham Kingsgate

3 out of 5
Price was $565, price is now $430 per person
$430
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Richmond (RIC)
This Colonial resort features 2 outdoor tennis courts, an outdoor pool, and a restaurant. Bring the family and enjoy the mini golf, children's pool, and playground. Enjoy the indoor pool and perks like free self parking and free WiFi.
The Commonwealth

The Commonwealth

4 out of 5
Downtown Richmond
Price was $643, price is now $498 per person
$498
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Richmond (RIC)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A snack bar/deli, express check-out, and a computer station are also on offer.
Graduate by Hilton Richmond

Graduate by Hilton Richmond

4 out of 5
Downtown Richmond
Price was $579, price is now $449 per person
$449
per person
Aug 4 - Aug 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Richmond (RIC)
A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and a 24-hour front desk and a terrace are also provided.
Wedmore Place

Wedmore Place

3.5 out of 5
Price was $775, price is now $644 per person
$644
per person
Jun 23 - Jun 26
found 17 hours ago
Roundtrip non-stop flight included
Kansas City (MCI) to Richmond (RIC)
This boutique hotel features an attached winery, a full-service spa, and a restaurant. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Enjoy the gym and free perks like continental breakfast and free self parking.
Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

3 out of 5
Short Pump
Price was $843, price is now $702 per person
$702
per person
Jul 2 - Jul 6
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Richmond (RIC)
This hotel features an indoor pool and a gym. 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.

Top Gloucester hotels deals

Holiday Inn Express Gloucester by IHG

Holiday Inn Express Gloucester by IHG

3.5 out of 5
6639 Forest Hill Ave Gloucester VA
Free Cancellation
$91 nightly
The price is $101 total per night
$101 total
May 28 - May 29
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. 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
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
Jun 2 - Jun 3
Total with 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
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
$118 nightly
The price is $134 total per night
$134 total
May 26 - May 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
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
$103 nightly
The price is $118 total per night
$118 total
May 21 - May 22
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
Hilton Vacation Club Greensprings Williamsburg

Hilton Vacation Club Greensprings Williamsburg

3 out of 5
3500 Ludwell Pkwy Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$109 nightly
The price is $124 total per night
$124 total
May 31 - Jun 1
Total with taxes and fees
This resort features an indoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.
Pool
Hot Tub
Great Wolf Lodge Williamsburg

Great Wolf Lodge Williamsburg

3.5 out of 5
549 East Rochambeau Drive Williamsburg VA
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $202 total per night
$202 total
May 28 - May 29
Total with taxes and fees
Free water park access, 2 restaurants, and 5 indoor pools are all featured at this smoke-free resort. Bring the family and enjoy the lazy river, bowling alley, and children's pool. Traveling for business? Take advantage of the business center, express check-in, and conference space.
Pool
Hot Tub
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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.

Popular places to visit

A bright blue sky with wispy clouds abov a panoramic landscape view of a Virginia wetland.

Beaverdam Park

Explore the great outdoors at Beaverdam Park, a lovely green space in Gloucester. Experience the festivals and art scene in this family-friendly area.

Beaverdam Park

Rosewell Ruins

Learn about the local history of Gloucester when you spend time at Rosewell Ruins. Amble around this family-friendly area's picturesque gardens or attend a sporting event.

Rosewell Ruins

Middle Peninsula State Park

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.

Middle Peninsula State Park

Frequently asked questions

How much are vacation packages to Gloucester?
Travelocity has package deals to Gloucester, including flights and hotels, starting from as low as $430. With all the extra cash, you could purchase some cool tours or even add on a couple of extra days to your exciting adventure.
How long should my Gloucester vacation be?
There's no hard and fast rule for how long you should spend in Gloucester, but the majority of people decide to stay around 3 nights. Got some flexibility with your travel dates? Consider extending your trip by another night or two. Then you'll have ample time to check out the area's hidden treasures as well.
Where can I get the best vacation package deals for Gloucester?
There are exciting Gloucester package deals to be gained with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Keep this in mind when you're ready to cross another place off the old bucket list.
Why should I purchase my Gloucester vacation package with Travelocity?
Because you'll never roam alone if you book with us, and we offer round-the-clock customer support and first-rate service to boot. Add to that our Price Match Guarantee and tons of experiences and destinations to choose from. We're here to help you have the vacation of a lifetime.
Can I save on my Gloucester car rental if I combine it with hotels and flights?
With a Gloucester vacation package, you can bundle your hotel, car and flight bookings and save loads. If you can't wait to discover the best of this awesome region, why not check out White House? This popular sight is 110 mi from Gloucester. With your own rental car, you'll be there belong long.
Which airport is best for Gloucester?
Richmond Intl. Airport (RIC) is 45 mi from the city center and is the beginning point for many adventures. Alternatively, Norfolk Intl. Airport (ORF) is 40 mi away from central Gloucester and Newport News - Williamsburg Intl. Airport (PHF) is 19 mi away from central Gloucester.
What is there to do in Gloucester?
While veering off the tourist trail can be rewarding, you shouldn't miss the big-name attractions that make a destination famous. Middle Peninsula State Park and Rosewell Ruins are a couple of them in Gloucester.
Where should I stay when visiting Gloucester?
The Holiday Inn Express Gloucester, an IHG Hotel is the top choice of many visitors. Book soon before it's too late.

Photos of local treasures

Browse Gloucester vacation photos for more inspiration

The George P. Coleman Memorial Bridge (known locally as simply the Coleman Bridge) is a double swing bridge that spans the York River between Yorktown and Gloucester Point, Virginia.
Coleman Memorial Bridge, Yorktown
Coleman Bridge at Sunset
Coleman Bridge at Sunset

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