Gloucester Trips (flight + hotel)

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Top hotels in Gloucester

Best Western Historic Area Inn
Best Western Historic Area Inn
2.5 out of 5
201 Bypass Road, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is P4,492 per night from 23 Jun to 24 Jun
P4,492
per night
23 Jun - 24 Jun
8/10 Very Good! (1,072 reviews)
Weekend trip to Busch Gardens
"Nice hotel overall. Staff was very friendly and responsive and rooms were clean. Only negative was we got stuck in the elevator for a few minutes. Staff had us out and the units up and running again in no time."

Reviewed on Jun 18, 2024

Best Western Historic Area Inn
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 P5,113 per night from 1 Jul to 2 Jul
P5,113
per night
1 Jul - 2 Jul
8.8/10 Excellent! (2,356 reviews)
"Great place to vacation for my family and I. It was very clean. Staff was very friendly and helpful. We can’t wait to go back!!"

Reviewed on Jun 18, 2024

Hilton Vacation Club The Historic Powhatan Williamsburg
Fort Magruder Historic Williamsburg, Trademark by Wyndham
Fort Magruder Historic Williamsburg, Trademark by Wyndham
3.5 out of 5
6945 Pocahontas Trail, Williamsburg, VA
Fully refundableReserve now, pay when you stay
The price is P5,233 per night from 24 Jun to 25 Jun
P5,233
per night
24 Jun - 25 Jun
7.2/10 Good! (1,135 reviews)
"Property had large breakfast area and large gathering areas. Room could use an update--older property. Clean and AC worked. Staff was friendly and helpful."

Reviewed on Jun 17, 2024

Fort Magruder Historic Williamsburg, Trademark by Wyndham
See all 2,137 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.

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.

Popular places to visit

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

More trip options

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