Gloucester Point Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Gloucester Point Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Norfolk Downtown
Downtown Norfolk
CA $1,235
per person
Dec 6 - Dec 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
7/10 Good! (1,117 reviews)
Poorly maintained. Elevators dont work, toilets barely flush, no hot water, poor water pressure.
Reviewed on Oct 12, 2026
Residence Inn by Marriott Norfolk Airport
CA $1,464
per person
Dec 27 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.4/10 Very good! (1,002 reviews)
Staff was helpful, but it took a while to get the bedding we requested for the pull out sofa.
Reviewed on Oct 8, 2026
The Colony at Virginia Beach
Northeast Virginia Beach
CA $1,292
per person
Dec 5 - Dec 10
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Norfolk (ORF)
9.2/10 Wonderful! (52 reviews)
The property was excellent and the young lady at the front desk was fantastic. The location was really optimal for food, drink the beach and the sunrise was absolutely amazing
Reviewed on Oct 10, 2026
Ready to book your vacation to Gloucester Point?
Gloucester Point Hotel Deals
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $96
CA $150 total
Oct 19 - Oct 20
includes taxes & fees
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $146
CA $183 total
Oct 25 - Oct 26
includes taxes & fees
8.8/10 Excellent! (2,974 reviews)
"I've stayed here 3 times and had mixed results. It is typically a great price for what you get, but there a a lot of units here and some have more privacy than others. This last time our unit was right next to the service area which always has action going on. I would have thought that would have ..."
Reviewed on Oct 12, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $124
CA $175 total
Oct 13 - Oct 14
includes taxes & fees
8.8/10 Excellent! (2,023 reviews)
"We were impressed by the cleanliness of the room, the helpful attitude of the staff, the very abundant and varied food items in our complimentary breakfast. The only thing we found inconvenient was how far we had to walk to our room. The entrance near our room was only accessible to our room by the ..."
Reviewed on Oct 12, 2026
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.
Stay near popular Gloucester Point attractions
Gloucester Point Beach Park
Gloucester Point Beach Park is just one of the places to see in Gloucester Point, so why not enjoy the other things to explore during your travels?
Jordan Marina
Explore the waterfront in Gloucester Point with a trip to Jordan Marina.
York River Yacht Club
Explore the waterfront in Gloucester Point with a trip to York River Yacht Club.
York Shores Neighborhood Park and Beach
York Shores Neighborhood Park and Beach is just one of the places to see in Gloucester Point, so why not enjoy the other things to explore during your travels?
What to do in Gloucester Point
Jamestown Settlement American Revolution Museum 7-Day Ticket
CA $40
per adult
100% of travellers recommend
Virginia: speakeasy-themed murder mystery dinner at King ́s C
CA $84
per adult
Frequently asked questions
How much does a Gloucester Point vacation package cost?
You'll find cheap prices from CA $1,235 on Expedia for your Gloucester Point escape. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Gloucester Point costs.
What are the cheapest months to go to Gloucester Point?
The off-season is the best time to travel to Gloucester Point if you're trying to save. Another tip for finding cheap Gloucester Point vacation packages? Try to avoid visiting during public holidays and any major events.
How many days is enough for Gloucester Point?
Generally, a handful of days is enough to tick off the main attractions during your Gloucester Point vacation. However, if you prefer to have more time to chill out or take day trips, think about extending your trip.
How to find the best Gloucester Point package deals?
Bagging a cheap Gloucester Point package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Gloucester Point package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Gloucester Point vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component individually. And you'll still get the freedom to create a tailored Gloucester Point vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Gloucester Point?
If you've got your Gloucester Point vacation dates confirmed, book as early as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Gloucester Point?
- Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Gloucester Point.
- Work out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and flights. Your accommodations will likely be the largest expense during your trip to Gloucester Point.
- Work out your trip length: Think about how much time you'd like to spend discovering Gloucester Point. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Gloucester Point vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
