Piney Island Vacation Packages

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

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Top Holiday Package Deals in Piney Island

Price found within the past 48 hours. Click for updated prices.
James River Inn & Suites

James River Inn & Suites

2.5 out of 5
Briarfield
Price was CA $995, price is now CA $938 per person
CA $938
per person
Dec 5 - Dec 12
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
6.2/10 (224 reviews)

Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
Coliseum Central
Price was CA $1,241, price is now CA $1,119 per person
CA $1,119
per person
Dec 12 - Dec 19
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.8/10 Excellent! (1,400 reviews)

Holiday Inn Express Hotel & Suites Chesapeake by IHG

Holiday Inn Express Hotel & Suites Chesapeake by IHG

2.5 out of 5
Western Branch North
Price was CA $1,113, price is now CA $1,030 per person
CA $1,030
per person
Dec 5 - Dec 12
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.4/10 Good! (867 reviews)
The hotel was fine overall, however in terms of cleanliness, presentation and upkeep it was lacking. The room showed signs of wear, and smelled of cigarette smoke, and mustiness. Also the inside shelving of the refrigerator was cracked and rusty, and it made a continuous ticking sound. On the positive side, the bathroom was clean and the front desk staff was helpful and friendly.

Reviewed on Oct 31, 2026

Residence Inn by Marriott Norfolk Airport

Residence Inn by Marriott Norfolk Airport

3 out of 5
Price was CA $1,191, price is now CA $1,126 per person
CA $1,126
per person
Dec 21 - Dec 26
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.4/10 Very good! (1,000 reviews)
Awesome

Reviewed on Oct 25, 2026

Sonesta Simply Suites Hampton

Sonesta Simply Suites Hampton

3 out of 5
Price was CA $1,039, price is now CA $985 per person
CA $985
per person
Dec 19 - Dec 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.4/10 Very good! (1,007 reviews)

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
A field of horses near a body of water with a crowd in the background.

Downtown Chincoteague

2 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

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 $91 per night from Nov 29 to Nov 30
CA $91
CA $102 total
Nov 29 - Nov 30
includes taxes & fees
6.8/10 (1,001 reviews)
"The place is a disaster do to renovations that their doing."

Reviewed on Oct 29, 2026

Days Inn by Wyndham Chincoteague Island
Spark by Hilton Chincoteague Island

Spark by Hilton Chincoteague Island

2.5 out of 5
7105 Maddox Boulevard Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is CA $118 per night from Nov 12 to Nov 13
CA $118
CA $132 total
Nov 12 - Nov 13
includes taxes & fees
Spark by Hilton Chincoteague Island
Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd. Chincoteague VA
The price is CA $128 per night from Dec 1 to Dec 2
CA $128
CA $144 total
Dec 1 - Dec 2
includes taxes & fees
9.8/10 Exceptional! (1,000 reviews)
"We loved the ponies on site. It was fun to feed them. The staff was helpful and wonderful. The coffee and pastries were a sweet touch. The coffee/tea bar was awesome. The beds were comfortable. We enjoyed the patio. The gift shop was a delight! Better than any downtown. The Misty items were not found ..."

Reviewed on Oct 26, 2026

Refuge Inn
See all 740 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
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Frequently asked questions

How much does a Piney Island vacation package cost?
Our Piney Island vacation packages, which start at just CA $938, 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

8.0/10 (82 reviews)
Bring your family to Maui Jack's Waterpark and enjoy this exciting theme park in Chincoteague.
See properties

Things to do

Boat Tours of Chincoteague & Assateague - Wild Ponies

Boat Tours of Chincoteague & Assateague - Wild Ponies

CA $110
per adult
Boat Tours of Chincoteague & Assateague - Wild Ponies
Chincoteague: Guided Sunset Kayak Tour with Wildlife Views

Chincoteague: Guided Sunset Kayak Tour with Wildlife Views

CA $106
per adult
Chincoteague: Guided Sunset Kayak Tour with Wildlife Views
Small-Group Sunset Boat Tour around Chincoteague & Assateague Islands

Chincoteague & Assateague Small-Group Sunset Boat Tour

CA $126
per adult
Chincoteague & Assateague Small-Group Sunset Boat Tour
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.