Pilley's Island Vacations from $721

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The Latest Pilley's Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Riverview Suites

Riverview Suites

2.5 out of 5
Price was $784, price is now $721 per person
$721
per person
Oct 20 - Oct 26
found 15 hours ago
Roundtrip flight included
Washington (WAS) to Gander (YQX)
8.4/10 Very Good! (148 reviews)
Loved our stay. Quite clean and well kept. Felt safe and beds were nice and comfortable. No hair dryer in the room and the keurig in the main kitchen area didnt work. Other than that i would give it a 10/10. Would definately stay here again

Reviewed on Aug 30, 2025

Whitsha Inn B&B

Whitsha Inn B&B

3.5 out of 5
Price was $1,486, price is now $1,463 per person
$1,463
per person
Oct 10 - Oct 13
found 8 hours ago
Roundtrip flight included
Walla Walla (ALW) to Gander (YQX)
8.8/10 Excellent! (203 reviews)
Inn was convenient to the town and amenities..

Reviewed on Sep 5, 2025

Stanley House

Stanley House

2.5 out of 5
Price was $1,414, price is now $1,400 per person
$1,400
per person
Oct 10 - Oct 13
found 8 hours ago
Roundtrip flight included
Walla Walla (ALW) to Gander (YQX)
8.4/10 Very Good! (99 reviews)
The room was clean, the bed was very uncomfortable. The buildings around the property were pretty sketchy.

Reviewed on Sep 2, 2025

Sinbad's Hotel & Suites

Sinbad's Hotel & Suites

3.5 out of 5
Price was $1,510, price is now $1,504 per person
$1,504
per person
Oct 10 - Oct 13
found 8 hours ago
Roundtrip flight included
Walla Walla (ALW) to Gander (YQX)
8.6/10 Excellent! (1,000 reviews)
Close to airport and easy access to all

Reviewed on Sep 9, 2025

Quality Hotel

Quality Hotel

3.5 out of 5
Price was $1,493, price is now $1,489 per person
$1,489
per person
Oct 10 - Oct 13
found 8 hours ago
Roundtrip flight included
Walla Walla (ALW) to Gander (YQX)
9.4/10 Exceptional! (665 reviews)
The staff was very accommodating. The restaurant had great food. The room was very clean.

Reviewed on Sep 8, 2025

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Pilley's Island Hotel Deals

Pilley's Perch - Entire home in Pilley's Island, Canada. Beautiful Ocean View

Pilley's Perch - Entire home in Pilley's Island, Canada. Beautiful Ocean View

Pilley's Island
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Pilley's Perch - Entire home in Pilley's Island, Canada. Beautiful Ocean View
Squid Cove Cottage

Squid Cove Cottage

Pilley's Island
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Squid Cove Cottage
Parkers Blue Water Inn

Parkers Blue Water Inn

2 out of 5
92 Main Street, Triton, NL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $123 total per night from Sep 14 to Sep 15
$123 total
Sep 14 - Sep 15
Total with taxes and fees
Parkers Blue Water Inn
See all 12 properties in Pilley's 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.

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Frequently asked questions

How much does a Pilley's Island vacation package cost?
You can snap up a vacation package to this destination from $721 on Expedia. But how much your vacation to Pilley's Island costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Pilley's Island?
You can typically find reduced prices and better availability in November, December and January. Take a look at our cheap Pilley's Island vacation packages and you could land some great off-season deals.
How many days is enough for Pilley's Island?
Usually, a handful of days is enough to check out the top attractions during your Pilley's Island vacation. But if you'd like to have more time to relax or take day tours, consider extending your trip.
How to find the best Pilley's Island package deals?
Start your search for a Pilley's Island package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Pilley's Island package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pilley's Island getaway off to a flying start.
Is it cheaper to book a Pilley's Island vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels individually. Better still, you can customize your Pilley's Island escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Pilley's Island?
Secure incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Pilley's Island trip.
Does Expedia offer Book Now, Pay Later Pilley's Island vacation packages?
If you're like us, you love exploring new places but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the overall cost of your Pilley's Island vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.