Plan, book, travel with confidence
Better together
Save up to CA $775 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Your Deep Hole Vacation
Take the stress out of organizing your next exciting adventure with a Deep Hole vacation package. Whether you've come for its history, food or something else, there's an inexhaustible array of experiences to be had. Fill your itinerary with tours of Maui Jacks Waterpark, Robert N. Reed Downtown Waterfront Park and Oyster Bay, some of the things you shouldn't miss during your trip to Deep Hole. Browse Expedia's wide range of travel options and book your dream vacation to Deep Hole today.
Top Deep Hole Vacation Deals
Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Virginia Beach
Northeast Virginia Beach
per person
Jul. 8 - Jul. 13
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Norfolk (ORF)
8/10 Very Good! (1,001 reviews)
Very close to the beach. Great staff. Staff were very welcoming and helpful. Some rooms did smell like wet dog, it makes sense because a lot of people staying there had dogs, a bit annoying. Overall it was a great stay and would book here again. You can Uber to majority of the places if you decide not to rent a car.
Reviewed on May 13, 2024
Hilton Norfolk The Main
Downtown Norfolk
per person
Jul. 8 - Jul. 13
found 1 day ago
Roundtrip non-stop flight included
Québec (YQB) to Norfolk (ORF)
8.8/10 Excellent! (1,000 reviews)
Great hotel but they don’t tell you valet has limited hours and in the morning staff is not readily available until 7am so you will have to track people down for your vehicle.
Reviewed on May 26, 2024
Deep Hole Hotel Deals
Quaint Cottages Near Everything on Beach Road
Chincoteague
9.4/10 Exceptional! (25 reviews)
Oceanside birding
"Quiet neighborhood. Conveniently close to the refuge and restaurants."
Reviewed on May 6, 2024
Oyster Bay Hideaway on Chincoteague Island!
Chincoteague Island
10/10 Exceptional! (3 reviews)
Oyster Bay
"Clean and convenient Highly recommend"
Reviewed on Dec. 12, 2023
★Jay’s Waterfront Retreat: Private Dock-Fire-pit-Kayaks & Bikes Inc.-Beach★
Chincoteague Island
10/10 Exceptional! (187 reviews)
Beautiful location!
"The hosts were very communicative. We made good use of the propane grill and ran out. The host was there with a new tank within 5 minutes. The kitchen was very well equipped with everything needed to cook and a good supply of a variety of spices. The hot water on demand was welcome for warm showers ..."
Reviewed on May 13, 2024
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.