Piney Island Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Piney Island

Price found within the past 48 hours. Click for updated prices.
The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Price was CA $1,261, price is now CA $1,026 per person
CA $1,026
per person
Aug 14 - Aug 16
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.2/10 Very Good! (1,516 reviews)
The room was bigger than expected. Location was great. Only complaint is our keys stopped working on day 2, we didn’t notice till 11pm when we got back for the day and we waited 10 minutes for someone at the front desk. A kitchen garbage can would have been a nice addition.

Reviewed on Jun 12, 2026

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was CA $1,332, price is now CA $1,123 per person
CA $1,123
per person
Aug 14 - Aug 16
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
7.6/10 Good! (1,526 reviews)
Close to.stores, restaurant, pools for kids and adult time.

Reviewed on Jun 18, 2026

The Colony at Virginia Beach

The Colony at Virginia Beach

3 out of 5
Northeast Virginia Beach
Price was CA $2,857, price is now CA $2,477 per person
CA $2,477
per person
Jul 26 - Aug 2
found 8 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
9.2/10 Wonderful! (20 reviews)
I like that it was a two bed two bath condo right on the beach. The views your fabulous from the balcony looking onto boardwalk and the beach. I plan to make another reservation. Staff were so friendly, helpful and courteous.

Reviewed on Jun 16, 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was CA $2,662, price is now CA $2,315 per person
CA $2,315
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8/10 Very Good! (1,379 reviews)
Convenience to beach

Reviewed on Jun 18, 2026

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
Northeast Virginia Beach
Price was CA $2,365, price is now CA $2,123 per person
CA $2,123
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8.4/10 Very Good! (1,370 reviews)
The staff is amazing 👏

Reviewed on Jun 18, 2026

Where to stay in Piney Island

Find the best Piney Island areas and neighborhoods for the activities you enjoy most. Learn more about Piney Island
Downtown Chincoteague

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 hotels in Downtown Chincoteague

Piney Island Hotel Deals

Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd. Chincoteague VA
The price is CA $349 per night from Jul 7 to Jul 8
CA $349
CA $392 total
Jul 7 - Jul 8
includes taxes & fees
9.8/10 Exceptional! (1,000 reviews)
"Run down hotel Floors dirty Inconvenient location for amenities such as coffee and only one microwave shared by the entire floor of the hotel"

Reviewed on Jun 17, 2026

Refuge Inn
Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

2.5 out of 5
7105 Maddox Boulevard Chincoteague VA
The price is CA $330 per night from Jul 8 to Jul 9
CA $330
CA $371 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (780 reviews)
"Loved our stay! We'll be coming back soon."

Reviewed on May 29, 2026

Spark by Hilton Chincoteague Island
Days Inn by Wyndham Chincoteague Island

Days Inn by Wyndham Chincoteague Island

2 out of 5
7020 Maddox Blvd Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Jun 30 to Jul 1
CA $177
CA $199 total
Jun 30 - Jul 1
includes taxes & fees
6.8/10 (1,003 reviews)
"Here is what is important...the staff was excellent and answered all of our needs."

Reviewed on Jun 18, 2026

Days Inn by Wyndham Chincoteague Island
See all 739 properties in Piney Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Piney Island vacation package cost?
Our Piney Island vacation packages, which start at just CA $1,026, are the best way to save loads of cash. Pick your preferred hotels, flights and more to create a customized itinerary.
How do I get a cheap travel package to Piney Island?
One of the easiest ways to save cash (and time) is to combine your bookings with Expedia. Hotels, flights, rental cars and activities — we've got it all. Select the combination that suits your style and watch your savings pile up. Of course, a travel package is never a one-size-fits-all. That's why we offer over 550 airlines and 1,000,000 hotels throughout the world, which lets you customize your Piney Island adventure.
How far in advance should I book my Piney Island vacation?
Smart travelers will likely want to book early. You can usually look up international airfares on Expedia up to 12 months before your intended flight. If you're purchasing your ticket at the last minute, don't despair. Low prices sometimes become available just weeks before departure.
What does an Expedia Piney Island travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings stack up. When it comes to crafting your Piney Island escape, the choice is all yours!
What should I know before booking a Piney Island travel package?
So many places to visit, so many things to see and do. With a package, you'll be able to cross more of them off your list. Bundle your hotels, flights and rental cars and see how much you save.
Can I choose my airline with a Piney Island Expedia vacation package?
Yes, definitely. Expedia has over 550 partner airlines to pick from all over the world. With all that choice at your fingertips, finding the ideal carrier to whisk you away to Piney Island will be a breeze.
If I'm not able to travel, can I cancel my Piney Island vacation package?
Don't stress if you're rethinking your Piney Island vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We know life can sometimes throw you a curveball, so look up our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.

Stay near popular Piney Island attractions

Maui Jack's Waterpark

8.0/5 (82 reviews)
Bring your family to Maui Jack's Waterpark and enjoy this exciting theme park in Chincoteague.
See properties

Things to do

Guided Kayak Tour to see ponies, birds, dolphins and more

Guided Kayak Tour to see ponies, birds, dolphins and more

CA $104
per adult
100% of travellers recommend
Guided Kayak Tour to see ponies, birds, dolphins and more
See all activities in Chincoteague
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.