Gloucester Holidays

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Your Gloucester Holiday

With one of our holiday packages to Gloucester, you'll have endless opportunities for relaxation and adventure. There's plenty to enjoy, including its coastal scenery and rich history. Every good trip to Gloucester has to include a bit of sightseeing. Where to go first? Gloucester Museum of History and Middle Peninsula State Park are top attractions. Whoever you're going away with and whatever you plan to spend, your ultimate Gloucester holiday is just a few clicks away with Expedia.

Gloucester Holiday

Gloucester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Newport News - Williamsburg Intl. Airport (PHF)
Population
3,000
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Gloucester Museum of History, Middle Peninsula State Park and Rosewell Ruins

Our pick of the best Gloucester Hotel Deals

Hampton Inn Gloucester

Hampton Inn Gloucester

2.5 out of 5
6638 Forest Hill Ave, Gloucester, VA
Fully refundableReserve now, pay when you stay
The price is AU$232 per night from 1 Sept to 2 Sept
AU$232
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (712 reviews)
Delaware Diva
"very clean in the mail lobby and halls. Kitchen was very clean as well and service was on point."

Reviewed on 19 Aug. 2025

Hampton Inn Gloucester
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 AU$166 per night from 1 Sept to 2 Sept
AU$166
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (2,940 reviews)
"Feels out in the middle of nowhere and so quiet and lovely but close to everything. Great deal on spacious rooms with full kitchen."

Reviewed on 22 Aug. 2025

Hilton Vacation Club The Historic Powhatan Williamsburg
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
8.8/10 Excellent! (1,543 reviews)
"The place was pleasant and very clean. The staff were friendly and professional. I was shocked when they informed me at checkout that I was being charged an additional $169+ for use of their anemities because I booked through a 3rd party. I have never experience this with any other hotels."

Reviewed on 22 Aug. 2025

Get rates
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 2,232 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 Holidays
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All Inclusive Holidays
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Frequently asked questions

How much does a Gloucester holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Gloucester costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Gloucester?
If you'd like to book a cheap Gloucester holiday package, consider planning a trip in January, February and April. You're likely to find lower prices on airfares and hotels during these months — perfect for travellers wishing to save money.
How many days is enough for Gloucester?
Typically, a handful of days is enough to check out the major attractions during your Gloucester holiday. However, if you want to have more time to kick back or take day tours, consider extending your itinerary.
How to find the best Gloucester package deals?
Start your search for a Gloucester package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Gloucester package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Gloucester escape off to a flying start.
Is it cheaper to book a Gloucester holiday as a package?
You can enjoy significant savings on your Gloucester retreat by booking a customised holiday package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Gloucester?
If you're considering a spontaneous Gloucester holiday, check out our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Gloucester?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to visit Gloucester.
  2. Set your budget: Factor in costs like flights, transportation and food when calculating how much to save for your trip to Gloucester. Then, pick a property that fits your budget, whether that's an economical option or a swankier getaway.
  3. Decide your trip length: Think about how much time you want to spend exploring Gloucester. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your accommodation and airfare: After you've nailed down your trip dates and duration, book the right Gloucester holiday package for you.

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