Title: Deep Hole Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,335 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.

![Holiday Inn & Suites Virginia Beach North Beach by IHG](https://images.trvl-media.com/lodging/1000000/20000/16300/16268/631516bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Holiday Inn & Suites Virginia Beach North Beach by IHG

Northeast Virginia Beach

CA $1,335

per person

Apr 2 - Apr 9

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Norfolk (ORF)

7.8/10 Good! (1,242 reviews)

I made plans and reservations to stay at this location. Reception was really nice and helpful . The hotel is currently going through some updates , I would suggest parking on the second floor of the parking garage it feels safer than first floor. Our room was not bad , but definitely outdated , coffee machine made good coffee but the sugar and creamer packets were hard to. Would recommend making coffee at the lobby. I reserved a suite with ocean view , and while I got my ocean view we ended up with two double beds … which we hated it was just us 2\. Balcony door in the bedroom kept getting stuck and almost felt like you would pull a muscle trying to open and close it . But it was amazing having the ocean view and the sound of the waves. Living room couch was a bit uncomfortable but eh just watch tv in bed and you’ll be fine. Breakfast while it isn’t included you get it for a small fee which I paid ahead, but the waiter at breakfast seemed a bit annoyed to be working. Overall not bad, it was decently clean , no bad smells , indoor pool is decent . Would stay here again but would probably wait for renovations to be done.

Reviewed on Jan 29, 2026

![The Ocean Key Virginia Beach Resort](https://images.trvl-media.com/lodging/1000000/530000/529400/529337/25abf259_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Ocean Key Virginia Beach Resort

Northeast Virginia Beach

CA $1,429

per person

Apr 2 - Apr 9

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Norfolk (ORF)

7.8/10 Good! (1,448 reviews)

I did not enjoy pool like we wanted it was closed for 2 days out of the stay we was there so kids did t get to use it until a day for we was leaving

Reviewed on Nov 17, 2025

![The Atrium Resort, Virginia Beach by Vacatia](https://images.trvl-media.com/lodging/2000000/1150000/1141900/1141831/b72945f5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Atrium Resort, Virginia Beach by Vacatia

Northeast Virginia Beach

CA $1,514

per person

Apr 2 - Apr 9

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Norfolk (ORF)

8.2/10 Very Good! (1,478 reviews)

We love the homey feeling of the room. The whole apartment aka hotel room was the best. Can't wait to cone back during the warmer season. Thanks for making my birthday

Reviewed on Oct 12, 2025

![Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia](https://images.trvl-media.com/lodging/2000000/1160000/1154700/1154697/8389c2fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

CA $1,403

per person

Apr 2 - Apr 9

found 23 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Norfolk (ORF)

8.2/10 Very Good! (1,168 reviews)

We had a great stay. The staff was very helpful. The room was amazing and clean. We will be back

Reviewed on Jan 31, 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 $1,466

per person

Apr 28 - May 3

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Norfolk (ORF)

9/10 Wonderful! (1,000 reviews)

Compared to my first visit, this stay came with a few challenges. The shower wasn’t properly cleaned, and I had to call maintenance for both the showerhead and the safe. The headboard also appeared to be torn, and the restaurants closed at midnight, which was disappointing since nightlife was the main reason I chose The Main. I would consider staying again, but the accommodations were not top-notch.

Reviewed on Jan 11, 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)

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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=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=55396796&PinnedHotelID=55396796&HadPinnedHotel=true&regionId=553248635975848368)

[](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=55396796&PinnedHotelID=55396796&HadPinnedHotel=true&regionId=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=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=105848508&PinnedHotelID=105848508&HadPinnedHotel=true&regionId=553248635975848368)

[](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=105848508&PinnedHotelID=105848508&HadPinnedHotel=true&regionId=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=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=90534993&PinnedHotelID=90534993&HadPinnedHotel=true&regionId=553248635975848368)

[](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=90534993&PinnedHotelID=90534993&HadPinnedHotel=true&regionId=553248635975848368)

[See all 708 properties in Deep Hole](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&regionId=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.