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.
John Yancey Oceanfront Inn
CA $1,100
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9.2/10 Wonderful! (1,927 reviews)
We loved being on the beach, so beautiful. My only complaint was that the air conditioner was a window unit hanging out on the balcony. It was very noisy and had hot air blowing. Side note: our room was very nice and cool :)
The free breakfast was terrific. The Sunrise Cafe lady kept it well stocked and clean.
We enjoyed our stay.
Reviewed on Sep 2, 2026
Ready to book your vacation to Gloucester Point?
Gloucester Point Hotel Deals
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $118
CA $150 total
Sep 21 - Sep 22
includes taxes & fees
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $93
CA $146 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (3,791 reviews)
"It was a wonderful trip!!!!!"
Reviewed on Sep 2, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
CA $104
CA $151 total
Sep 8 - Sep 9
includes taxes & fees
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
Colonial Williamsburg: Colonial History Guided Walking Tour
CA $35
per adult
100% of travellers recommend
Frequently asked questions
How much does a Gloucester Point vacation package cost?
You'll find cheap prices from CA $848 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.
