Deals on vacations and trips to Gloucester

Save when you book Gloucester package deals

Choose two or more items and save on your trip:

Gloucester flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Doswell Kings Dominion

OYO Hotel Doswell Kings Dominion

2 out of 5
Price was $761, price is now $640 per person
$640
per person
Nov 23 - Nov 30
found 6 hours ago
Roundtrip flight included
Providence (PVD) to Richmond (RIC)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Virginia Crossings Hotel, Tapestry Collection by Hilton

Virginia Crossings Hotel, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $897, price is now $655 per person
$655
per person
Nov 15 - Nov 22
found 7 hours ago
Roundtrip non-stop flight included
Providence (PVD) to Richmond (RIC)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. Enjoy the hot tub and conveniences like a 24-hour front desk and laundry facilities.
Four Points by Sheraton Richmond Airport

Four Points by Sheraton Richmond Airport

3.5 out of 5
Montrose
Price was $820, price is now $651 per person
$651
per person
Nov 15 - Nov 22
found 7 hours ago
Roundtrip non-stop flight included
Providence (PVD) to Richmond (RIC)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free area shuttle.
The Westin Richmond

The Westin Richmond

4 out of 5
Price was $1,090, price is now $926 per person
$926
per person
Nov 15 - Nov 22
found 7 hours ago
Roundtrip non-stop flight included
Providence (PVD) to Richmond (RIC)
This hotel features a restaurant, an indoor pool, and a bar/lounge. 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 free self parking.
Chamberlayne Motel by Belvilla Richmond North

Chamberlayne Motel by Belvilla Richmond North

2.5 out of 5
Ginter Park
Price was $791, price is now $677 per person
$677
per person
Nov 23 - Nov 30
found 6 hours ago
Roundtrip flight included
Providence (PVD) to Richmond (RIC)
A gym is featured at this motel, along with free self parking. WiFi in public areas is free. A safe deposit box is provided and the front desk is staffed around-the-clock.

Top Gloucester 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
$94 nightly
The price is $108 total per night
$108 total
Oct 6 - Oct 7
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
$76 nightly
The price is $87 total per night
$87 total
Oct 5 - Oct 6
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
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
$81 nightly
The price is $95 total per night
$95 total
Nov 2 - Nov 3
Total with taxes and fees
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
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
$209 nightly
The price is $236 total per night
$236 total
Nov 2 - Nov 3
Total with 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
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
$138 nightly
The price is $157 total per night
$157 total
Nov 2 - Nov 3
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
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
$98 nightly
The price is $111 total per night
$111 total
Oct 6 - Oct 7
Total with taxes and fees
This resort features an outdoor pool and an indoor pool. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Gloucester
View all properties
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

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

Gloucester Museum of History

You can study the exhibits at Gloucester Museum of History, a museum with a storied past, during your trip to Zanoni. Experience the festivals and art scene in this family-friendly area.

Gloucester Museum of History

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 $640. 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

Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity