Gloucester Point Holidays

Photo by Pon Xayavong Photography

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Top hotels in Gloucester Point

Vacation Village At Williamsburg
Vacation Village At Williamsburg
3 out of 5
4870 Longhill Road, Williamsburg, VA
8.6/10 Excellent! (1,422 reviews)
"Just fine."

Reviewed on 17 Jun, 2025

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Vacation Village At 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
Fully refundableReserve now, pay when you stay
The price is S$183 per night from 29 Jun to 30 Jun
S$183
29 Jun - 30 Jun
includes taxes & fees
8.8/10 Excellent! (1,381 reviews)
"Loved the trees Great for family Homey Great break fast"

Reviewed on 17 Jun, 2025

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
Westgate Historic Williamsburg Resort
Westgate Historic Williamsburg Resort
3.5 out of 5
1324 Richmond Road, Williamsburg, VA
The price is S$109 per night from 29 Jun to 30 Jun
S$109
29 Jun - 30 Jun
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Close to everything in Williamsburg. Friendly staff and very accessible. My only complaint would be bathroom space."

Reviewed on 17 Jun, 2025

Westgate Historic Williamsburg Resort
See all 2,198 properties in Gloucester Point
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 Point holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday to Gloucester Point costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Gloucester Point?
The off-season is the best time to visit Gloucester Point if you're trying to save. Another tip for finding cheap Gloucester Point holiday packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Gloucester Point?
With a well-organised travel plan, you can easily tick off the top Gloucester Point sights in a few days. But if you want to discover hidden gems or go on day trips, consider booking your Gloucester Point holiday for longer.
How to find the best Gloucester Point package deals?
Landing a cheap Gloucester Point package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can customise your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Gloucester Point package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Gloucester Point holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Gloucester Point holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Gloucester Point?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Gloucester Point getaway.
How to plan a trip to Gloucester Point?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Gloucester Point.
  2. Figure out your budget: Ensure you have enough money to cover everything from dining out and transportation to flights and experiences. Your accommodation will likely be the largest expense during your trip to Gloucester Point.
  3. Work out your trip length: Think about how long you'd like to spend discovering Gloucester Point. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalised Gloucester Point holiday package.

What to do in Gloucester Point

People enjoy history of Battle Capes and Siege of Yorktown, 1781.

Let's Go Sail Virginia

S$124
per adult
Let's Go Sail Virginia
Couples enjoy a romantic cruise.

Let's Go Sail the York River in Gloucester Point, Virginia

S$124
per adult
Let's Go Sail the York River in Gloucester Point, Virginia
Kids playing at water park

Water Country USA Waterpark

S$73
per traveller
90% of travellers recommend
Water Country USA Waterpark
See all activities in Gloucester Point

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.