Gloucester Holidays

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Our pick of the best Gloucester Hotel Deals

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 NZ$126 per night from 9 Jun to 10 Jun
NZ$126
per night
9 Jun - 10 Jun
7.8/10 Good! (1,106 reviews)
great for what we were looking for and needed
"On arrival there was trouble with the electrical in the room; it was repaired the next day. The front desk attendant was very kind and got us into the room quickly. The pool area was nice and well kept."

Reviewed on 5 Jun. 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 NZ$161 per night from 18 Jun to 19 Jun
NZ$161
per night
18 Jun - 19 Jun
8.8/10 Excellent! (2,379 reviews)
"All staff were very helpful and polite, loved the amenities."

Reviewed on 4 Jun. 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 NZ$140 per night from 9 Jun to 10 Jun
NZ$140
per night
9 Jun - 10 Jun
7/10 Good! (1,138 reviews)
Guest Services Night & Day
"Had such a nice time I booked it again on my way back from visiting family. Had a great experience upon check-in, staff was friendly and helpful. However, the woman that works mornings/noon check out was just offensive. I had arranged for a later check out because our flight was later in the day ..."

Reviewed on 5 Jun. 2024

Fort Magruder Historic Williamsburg, Trademark by Wyndham
See all 2,071 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 holiday package cost?
Chart your own course with our Gloucester holiday 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 holiday 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 holiday?
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 holiday homes such as mountain cabins and short-term homes. The list is almost endless!
Can I choose my airline with a Gloucester Expedia holiday package?
Yes — that’s the beauty of an Expedia holiday 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 holiday package?
Yes, you can. We realise things don’t always go to plan, so we’re here to help if you need to make changes to your Gloucester holiday 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

If Riverside Walter Reed Hospital is what brings you to town, hopefully you'll have a chance to explore more of Gloucester.

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 holiday ideas

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