Gloucester Holidays from NZ$3,773

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The Latest Gloucester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Fort Magruder Historic Williamsburg, Trademark by Wyndham

Fort Magruder Historic Williamsburg, Trademark by Wyndham

3.5 out of 5
per person
28 Jun - 5 Jul
found 21 hours ago
Return flight included
Auckland (AKL) to Richmond (RIC)
7.2/10 Good! (1,101 reviews)
Great customer service

Reviewed on 22 May 2024

Westgate Historic Williamsburg Resort

Westgate Historic Williamsburg Resort

3.5 out of 5
per person
28 Jun - 5 Jul
found 21 hours ago
Return flight included
Auckland (AKL) to Richmond (RIC)
8.2/10 Very Good! (1,000 reviews)
The room. Itself was good but not what I expected. We had to drive 3 or 4 minutes from the check-in building to get to our room. If we wanted to use the pool we would have to drive back to the main buildings and find parking so if the pool is important to you book a room nearby it.

Reviewed on 19 May 2024

DoubleTree by Hilton Williamsburg

DoubleTree by Hilton Williamsburg

4 out of 5
per person
28 Jun - 5 Jul
found 21 hours ago
Return flight included
Auckland (AKL) to Richmond (RIC)
8/10 Very Good! (1,000 reviews)
Great place friendly staff definitely would stay again

Reviewed on 4 May 2024

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
per person
28 Jun - 5 Jul
found 21 hours ago
Return flight included
Auckland (AKL) to Richmond (RIC)
8.6/10 Excellent! (1,008 reviews)
We had a very relaxing and enjoyable stay.

Reviewed on 19 May 2024

Bluegreen Vacations Patrick Henry Square, Ascend Resort

Bluegreen Vacations Patrick Henry Square, Ascend Resort

3 out of 5
per person
28 Jun - 5 Jul
found 21 hours ago
Return flight included
Auckland (AKL) to Richmond (RIC)
8.6/10 Excellent! (343 reviews)
It was nice and clean and your staff is very friendly

Reviewed on 12 May 2024

Our pick of the best Gloucester Hotel Deals

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
Fully refundableReserve now, pay when you stay
The price is NZ$221 per night from 27 May to 28 May
NZ$221
per night
27 May - 28 May
8.8/10 Excellent! (1,002 reviews)
"This is a beautiful property that does not disappoint. So close to Colonial Williamsburg. The staff was very polite and helpful."

Reviewed on 21 May 2024

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg 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 15 May 2024

Get rates
Beautiful & Peaceful House Overlooking the River. Pets Welcome!
Vacation Village At Williamsburg
Vacation Village At Williamsburg
3 out of 5
4870 Longhill Road, Williamsburg, VA
Fully refundable
The price is NZ$401 per night from 30 May to 31 May
NZ$401
per night
30 May - 31 May
8.6/10 Excellent! (1,000 reviews)
Convenient to Williamsburg Attractions
"Our unit was exceptionally clean. The 2 bedroom, 2 bath floor plan was really spacious. The reservation staff employees were friendly and courteous at check-in. The resort location is convenient to attractions, restaurants and shopping. We have stayed there before and would stay again."

Reviewed on 20 May 2024

Vacation Village At Williamsburg
See all 2,066 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 NZ$3,773. 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.