Pilley's Island Vacations

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Find the Best Pilley's Island Vacation Packages

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
10/10 Exceptional! (5 reviews)
"Hosts have done a remarkable job of making their place as comfortable as possible. The house is located next to an Inn with restaurant and brewery and offers delicious food and great craft beer. Highly recommend staying here."

Reviewed on Aug 6, 2025

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

Squid Cove Cottage

Pilley's Island
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
The price is ¥15,812 per night from Sep 2 to Sep 3
¥15,812
¥18,184 total
Sep 2 - Sep 3
includes taxes & fees
9.6/10 Exceptional! (9 reviews)
"It was right on the water, absolutely beautiful room, very friendly owner, would stay here again in a heartbeat - it was raining and there was still lots to do!"

Reviewed on Aug 19, 2025

Parkers Blue Water Inn
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 Pilley's Island vacation package cost?
You can snap up a vacation package to this destination 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 lower prices and greater availability in January, February and November. Browse our cheap Pilley's Island vacation packages and you could land some excellent off-season deals.
How many days is enough for Pilley's Island?
The ideal duration of your Pilley's Island vacation depends on what you'd like to do. Usually, a few days to a week will give you enough time to visit all the leading sights and discover some hidden spots along the way.
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.
How to plan a trip to Pilley's Island?

  1. Pick your dates: The things you'd like to do in Pilley's Island and your preferred season will help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and airfares. Your accommodations will likely be the largest expense during your trip to Pilley's Island.
  3. Decide your trip length: Think about how much time you want to spend exploring Pilley's Island. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Pilley's Island 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.