Gloucester Vacation Packages

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Your Gloucester Vacation

From its coastal scenery to its rich history and beyond, there's loads to like about Gloucester. Discover the wonders of this captivating city with a Gloucester vacation package that's made for you. Eager to do a bit of sightseeing? A trip to Gloucester isn't complete without checking out Middle Peninsula State Park, Gloucester Museum of History and other major attractions. Your Gloucester vacation is clicks away. Explore hotels, airfares and more on Expedia for a getaway that's tailored to suit your travel style.

Gloucester Hotel Deals

Holiday Inn Express Gloucester, an IHG Hotel
Holiday Inn Express Gloucester, an IHG Hotel
3.5 out of 5
6639 Forest Hill Ave, Gloucester, VA
Fully refundable
The price is CA $145 per night from Jun. 12 to Jun. 13
CA $145
CA $161 total
includes taxes & fees
Jun 12 - Jun 13
7/10 Good! (509 reviews)
"amazing breakfast, friendly and efficient staff"

Reviewed on May 22, 2024

Holiday Inn Express Gloucester, an IHG Hotel
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
Gloucester
10/10 Exceptional! (12 reviews)
Great place for sure
"Clean and very nice."

Reviewed on May 15, 2024

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Beautiful & Peaceful House Overlooking the River. Pets Welcome!
Hilton Vacation Club The Historic Powhatan Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg
3.5 out of 5
3601 Ironbound Rd, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jun. 4 to Jun. 5
CA $126
CA $183 total
includes taxes & fees
Jun 4 - Jun 5
8.8/10 Excellent! (2,363 reviews)
"There’s a gentleman by the name of “Chris” whom I’m assuming is an operator (answers and transfers accordingly) is NOT friendly at ALL. I’d HIGHLY suggest some customer service retraining. The toilet had an issue which come to find out stemmed from outside yet, it was fixed in a timely fashion."

Reviewed on May 27, 2024

Hilton Vacation Club The Historic Powhatan Williamsburg
See all 2,067 properties in Gloucester
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Gloucester vacation package cost?
Chart your own course with our Gloucester vacation packages, which start from just . Pick the hotels and flights that match your travel plans. Then, add on a couple of experiences or tours for a one-of-a-kind adventure.
How do I get a cheap travel package to Gloucester?
Bundle your hotels and flights with Expedia to save big on your next exciting adventure. With more than 550 airlines and 1,000,000 hotels globally, your Gloucester vacation package can be customized exactly to suit your budget. With all that extra money, why not throw in one or two awesome experiences and tours? It’s an easy way to unlock even more bargains. Your dream getaway to Gloucester is much closer than you thought!
Where should I stay in Gloucester?
You’ll want to stay where the action is. Many visitors book hotels within easy reach of top attractions, such as Riverside Walter Reed Hospital, Rosewell Ruins and Middle Peninsula State Park.
What are the top hotels in Gloucester?
Book a stay at Enjoy The Simple Life In This Luxury Farmhouse Near Williamsburg. It’s one of the area’s most in-demand properties. Another great option in Gloucester is Right On Main St Shops, Arts, Dining And More.
How far in advance should I book my Gloucester vacation?
While not all airlines advertise tickets early, customers are usually able to start comparing international airfares on Expedia up to 12 months in advance. This is the time you can score some fantastic deals. If you’re booking last minute, you may still be in luck. Discounted prices occasionally appear only weeks prior to departure.
What does an Expedia Gloucester travel package include?
Hotels, flights and rental cars — you’ll find them all here. With Expedia, you can create your Gloucester travel package just the way you want. All you have to do is decide exactly what you need. Once you’ve made your booking, you can add on fun things like activities and tours. The more you bundle, the greater the savings!
What should I know before booking a Gloucester travel package?
Locking in all the parts of your getaway together is a terrific way to save. Bundle your car rentals, airfares and hotels into a handy little package. But you’re not limited to hotels. Expedia has all kinds of properties, including vacation rentals such as mountain cabins and short-term homes. The list is almost endless!
Can I choose my airline with a Gloucester Expedia vacation package?
Yes — that’s the beauty of an Expedia vacation package. You can pick and choose your flights, hotels and more. We have access to more than 550 airline partners around the world, so you have loads of choice when creating your Gloucester escape.
If I'm not able to travel, can I cancel my Gloucester vacation package?
Yes, you can. We realize things don’t always go to plan, so we’re here to help if you need to make changes to your Gloucester vacation package. You may be able to cancel or change your itinerary for free if you’ve booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Gloucester

Image for Riverside Walter Reed Hospital

Riverside Walter Reed Hospital

Though Riverside Walter Reed Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Gloucester while you are here.

Riverside Walter Reed Hospital
Image for Middle Peninsula State Park

Middle Peninsula State Park

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

Middle Peninsula State Park
Image for Gloucester Museum of History

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

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.