Pilley's Island Vacations from $1,322

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Pilley's Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn

Comfort Inn

3.5 out of 5
Price was $1,346, price is now $1,322 per person
$1,322
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Gander (YQX)
9/10 Wonderful! (1,004 reviews)
Bed was way too soft but the people are lovely.

Reviewed on Jun 3, 2026

Don't see what you're looking for?
See all available trips from Columbus to Pilley's Island
View all trips

Pilley's Island Hotel Deals

Luxury rooms, brewery, and restaurant with local dishes and Newfoundland views

Luxury rooms, brewery, and restaurant with local dishes and Newfoundland views

Pilley's Island NL
$193 nightly
The price is $222 total per night from Jun 9 to Jun 10
$222 total
Jun 9 - Jun 10
Total with taxes and fees
Luxury rooms, brewery, and restaurant with local dishes and Newfoundland views
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 NL
10/10 Exceptional! (6 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

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

Squid Cove Cottage

Pilley's Island NL
Get rates
Squid Cove Cottage
See all 9 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.

Find the Best Pilley's Island Vacation Packages

Pilleys Island Essential Information

Language
English
Currency
Canadian dollars

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Pilley's Island vacation package cost?
You can snap up a vacation package to this destination from $1,322 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.