Piney Island Holidays

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  • Better together

    Save up to S$134 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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    Plan, book, and manage your trip all in one place

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
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Deep Hole

When in Deep Hole, you can plan a visit to Captain Timothy Hill House and Maui Jack's Waterpark, some noteworthy sights in the nearby area.

Find hotels in Deep Hole

Top hotels in Piney Island

Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd., Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 30 Nov to 1 Dec
S$138
30 Nov - 1 Dec
includes taxes & fees
9.6/10 Exceptional! (1,000 reviews)
The room was very clean, except for the baseboards in the bathroom. They had not been dusted for quite a while. The maids for the most part were indifferent. They always shortchanged us with hand towels. Women need extra hand towels for their hair. We don't dry our hair with bath towels as men do. ...

Reviewed on 30 Oct, 2025

Refuge Inn
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 S$116 per night from 17 Nov to 18 Nov
S$116
17 Nov - 18 Nov
includes taxes & fees
9.4/10 Exceptional! (743 reviews)
Great service.

Reviewed on 31 Oct, 2025

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 S$97 per night from 13 Nov to 14 Nov
S$97
13 Nov - 14 Nov
includes taxes & fees
6.6/10 (999 reviews)
Loved the staff so personable . Location convenient to get around.

Reviewed on 27 Sept, 2025

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.

Frequently asked questions

How much does a Piney Island holiday package cost?
Our Piney Island holiday packages, which start at just , 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 holiday?
Smart travellers 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 holiday 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 holiday package?
Don't stress if you're rethinking your Piney Island holiday 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.

Things to do

Chincoteague: Assateague Island Sunset Boat Cruise

Chincoteague: Assateague Island Sunset Boat Cruise

S$77
per adult
100% of travellers recommend
Chincoteague: Assateague Island Sunset Boat Cruise
Sunset Wildlife Cruise along Assateague & Chincoteague Island

Sunset Wildlife Cruise along Assateague & Chincoteague Island

S$77
per adult
100% of travellers recommend
Sunset Wildlife Cruise along Assateague & Chincoteague Island
Our kayak tours are ranked as one of the best things to do in Chincoteague.

Kayak Tour around Chincoteague and Assateague Islands

S$116
per adult
Kayak Tour around Chincoteague and Assateague Islands
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.