Title: Deep Hole Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $928 Expedia.ca [Hotels in Deep Hole](https://expedia.ca/Deep-Hole-Chincoteague-Hotels.0-n553248635975848368-0.Travel-Guide-Filter-Hotels)[Flights to Chincoteague](https://expedia.ca/Cheap-Flights-To-Chincoteague.d55637.Travel-Guide-Flights)[Things to do in Chincoteague](https://expedia.ca/Things-To-Do-In-Chincoteague.d55637.Travel-Guide-Activities)[Deep Hole Car Rentals](https://expedia.ca/Car-Rentals-In-Deep-Hole.d553248635975848368.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Deep Hole Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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](https://www.expedia.ca/Maui-Jacks-Waterpark-Chincoteague.d621359498402889728.Vacation-Attraction), [Robert N. Reed Downtown Waterfront Park](https://www.expedia.ca/Robert-N-Reed-Downtown-Waterfront-Park-Chincoteague.d553248634877953571.Vacation-Attraction) and [Oyster Bay](https://www.expedia.ca/Oyster-Bay-Chincoteague.d553248635976194259.Vacation-Attraction), 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 Holiday Package Deals in Deep Hole Price found within the past 48 hours. Click for updated prices. ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City CA $928 per person Apr 23 - Apr 27 found 9 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 9/10 Wonderful! (3,316 reviews) The room was spacious and seemed to be newly remodeled. We had a nice balcony. There was a nice kitchenette with small refrigerator and sink/cabinets. The bathroom was smaller, but worked fine. We stayed during a very cold spurt during winter. The heat worked. The first night I didn't keep the air on constant, and it seemed pretty loud every time it clicked on. There was also quite a bit of noise or lack of insulation. We could hear people knocking on the door beside ours, we heard someone using the bathroom in the room above us. The second night with the air one constant we didn't notice the noises as much. Overall we would definitely stay in this hotel again, as it seems very clean. Reviewed on Feb 11, 2026 ![Hilton Norfolk The Main](https://images.trvl-media.com/lodging/17000000/16420000/16417400/16417334/ec9c304d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Norfolk The Main Downtown Norfolk CA $1,412 per person Apr 25 - Apr 30 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Norfolk (ORF) 9/10 Wonderful! (1,000 reviews) Room was awesome with very nice view with great restaurants on the property. However, throughout the evening someone kept banging on the doors very loudly including my room which kept on through late night despite of informing the security/front desk. The stay was not restful rather was spent being concerned of safety. It may have been guests staying the hotel but was very alarming that no action was taken to identify and stop such behavior. Reviewed on Feb 10, 2026 ![Hampton Inn & Suites Newport News (Oyster Point)](https://images.trvl-media.com/lodging/1000000/30000/21100/21074/1e9dfcd1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hampton Inn & Suites Newport News (Oyster Point) Central Newport News CA $1,069 per person Apr 19 - Apr 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Norfolk (ORF) 8.8/10 Excellent! (565 reviews) The front desk staff was courteous and friendly. The room had a smell but seemed clean. Breakfast was also good. Reviewed on Jan 8, 2026 ![Budget Inn Norfolk Va](https://images.trvl-media.com/lodging/1000000/20000/17600/17512/b82e43d8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Budget Inn Norfolk Va Willoughby Spit CA $1,993 per person Apr 4 - Apr 8 found 1 day ago Roundtrip flight included Edmonton (YEG) to Norfolk (ORF) 5.8/10 (369 reviews) Management guarantees safety thats most important. There are plenty of restaurants around to choose from. The beach view is beautiful, and the walk to the beach is not gar at all. I enjoy being here. Im from a different state. Reviewed on Jan 5, 2026 ![Comfort Suites Airport](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/b0999b75_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Comfort Suites Airport Central Newport News CA $970 per person Apr 19 - Apr 25 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Norfolk (ORF) 8.8/10 Excellent! (1,005 reviews) I don’t think anyone thing stands out. They just run a pretty good operation and the consistency so far is great. Reviewed on Feb 8, 2026 ## Where to stay in Deep Hole Find the best Deep Hole areas and neighborhoods for the activities you enjoy most. [Learn more about Deep Hole](https://expedia.ca/Deep-Hole.dx553248635975848368) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Piney Island 2 out of top 10 points of interest in this area While visiting Piney Island, you might make a stop by sights like Maui Jack's Waterpark and Museum of Chincoteague. [Find hotel + flight trips in Piney Island](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Piney%20Island&DestID=553248635976470741&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![The horses as they swim across from Assateague Island.](https://images.trvl-media.com/place/55637/6ae31b06-abd9-48e0-bf81-373ea52e3cf0.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Chincoteague 1 out of top 10 points of interest in this area While visiting Downtown Chincoteague, you might make a stop by sights like Robert N. Reed Downtown Waterfront Park and Chincoteague Channel. [Find hotel + flight trips in Downtown Chincoteague](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Chincoteague&DestID=976399510433886208&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Snotty Ridge While there might not be top attractions in Snotty Ridge, you can explore the larger area and discover places like Robert N. Reed Downtown Waterfront Park and Assateague Point. [Find hotel + flight trips in Snotty Ridge](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Snotty%20Ridge&DestID=976401307250618368&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Up the Neck 1 out of top 10 points of interest in this area If you're looking for some top things to see and do in Up the Neck and surrounding area, you can visit Oyster Bay and Captain Timothy Hill House. [Find hotel + flight trips in Up the Neck](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Up%20the%20Neck&DestID=976401593669152768&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Down the Marsh If you're looking for some top things to see and do in Down the Marsh and surrounding area, you can visit Robert N. Reed Downtown Waterfront Park and Chincoteague Channel. [Find hotel + flight trips in Down the Marsh](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Down%20the%20Marsh&DestID=976401129508593664&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Deep Hole Hotel Deals ![Sunrise Shore - Waterfront; Private pool & hot tub!](https://images.trvl-media.com/lodging/56000000/55400000/55396800/55396796/78e39b65_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sunrise Shore - Waterfront; Private pool & hot tub! Chincoteague Island VA 9/10 Wonderful! (15 reviews) We Loved Staying at Sunrise Shore ! The view from inside the Home is so much better then the pictures !! Our Family/Grandchildren had a Wonderful time in the Pool and the Jacuzzi is very much a Great Perk ! Reviewed on Jul 17, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=55396796&PinnedHotelID=55396796&HadPinnedHotel=true®ionId=553248635975848368) [](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=55396796&PinnedHotelID=55396796&HadPinnedHotel=true®ionId=553248635975848368) ![The Blue Crab - Your Dream Vacation awaits you!](https://images.trvl-media.com/lodging/106000000/105850000/105848600/105848508/w1800h1199x0y1-5ee02d49_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Blue Crab - Your Dream Vacation awaits you! Chincoteague Island VA 9.8/10 Exceptional! (14 reviews) This was the perfect house for us! We enjoyed the one floor living, the large kitchen and counter space was more than sufficient. The linens and towels were provided which was one less thing to have to pack. We enjoyed being close to town and all the restaurants, the park, and the beach. Communication ... Reviewed on Oct 23, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=105848508&PinnedHotelID=105848508&HadPinnedHotel=true®ionId=553248635975848368) [](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=105848508&PinnedHotelID=105848508&HadPinnedHotel=true®ionId=553248635975848368) ![Blue Moon - Pet friendly; Great location!](https://images.trvl-media.com/lodging/91000000/90540000/90535000/90534993/4fdf43b6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blue Moon - Pet friendly; Great location! Chincoteague Island VA [Get rates](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=90534993&PinnedHotelID=90534993&HadPinnedHotel=true®ionId=553248635975848368) [](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=90534993&PinnedHotelID=90534993&HadPinnedHotel=true®ionId=553248635975848368) [See all 711 properties in Deep Hole](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F02%2F2026&endDate=13%2F02%2F2026®ionId=553248635975848368) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Deep Hole vacation package cost? ### What are the cheapest months to go to Deep Hole? ### How many days is enough for Deep Hole? ### How to find the best Deep Hole package deals? ### Is it cheaper to book a Deep Hole vacation as a package? ### When to book a vacation package to Deep Hole? ### How to plan a trip to Deep Hole? > 1. Choose when to get away: Check your diary and pack your bags. Your favourite time of year and the type of activities available will also help you decide when to visit Deep Hole. > 2. Set your budget: Factor in costs such as transportation, flights and meals when working out how much to save for your trip to Deep Hole. Then, select a hotel that matches your budget, whether that's an affordable option or a lavish getaway. > 3. Set the duration of your trip: Start by listing all the activities and attractions you want to experience in Deep Hole. Then, estimate how long you'll need at each, as well as any travel time. > 4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to choose a Deep Hole vacation package that brings all your bookings together. \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.