Princetown Ski Vacations

Book a Ski Hotel + Flight or Car together to unlock savings

Photo by ‎Bill England
  • 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

Top Ski vacation packages in Princetown

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

Prince Street Suites

Downtown Charlottetown
$489
per person
Oct 2 - Oct 5
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (452 reviews)
Rodd Brudenell River

Rodd Brudenell River

$1,092
per person
Sep 12 - Sep 19
just found
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (1,012 reviews)
We loved our stay at this resort, especially the river views and the pool. Club 19 restaurant also had delicious food!

Reviewed on Aug 11, 2026

Blackbush Beach Resort

Blackbush Beach Resort

$1,890
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (473 reviews)
Loved the breakfast, the views and the spacious interior.

Reviewed on Aug 12, 2026

The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
$1,151
per person
Oct 18 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,009 reviews)
Loved the hot tub after a lot of travel. The beds were comfortable and the location was great.

Reviewed on Aug 13, 2026

Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
$538
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (646 reviews)
The property consists of several old homes that have been remodelled into a hotel. We stayed in the middle home, which was probably the least attractive of the three homes. The room was OK. It wasn’t particularly well cleaned by housekeeping and there was nothing extraordinary about it. It was OK not great there was air-conditioning. The hotel offers free coffee drinks, but you have to go to the main lobby to get them in the morning. Overall, the staff was lovely and very very friendly. We had breakfast one day, which wasn’t included in our package and it was very good and very reasonably priced. It is the high season, but I wouldn’t stay there again for the price that we paid.

Reviewed on Aug 12, 2026

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

5* Ski vacations in Princetown

Price found within the past 48 hours. Click for updated prices.
Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
$538
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.2/10 Wonderful! (646 reviews)
The property consists of several old homes that have been remodelled into a hotel. We stayed in the middle home, which was probably the least attractive of the three homes. The room was OK. It wasn’t particularly well cleaned by housekeeping and there was nothing extraordinary about it. It was OK not great there was air-conditioning. The hotel offers free coffee drinks, but you have to go to the main lobby to get them in the morning. Overall, the staff was lovely and very very friendly. We had breakfast one day, which wasn’t included in our package and it was very good and very reasonably priced. It is the high season, but I wouldn’t stay there again for the price that we paid.

Reviewed on Aug 12, 2026

The Great George

The Great George

Downtown Charlottetown
$1,032
per person
Oct 18 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,007 reviews)
Rodd Crowbush Golf & Beach Resort

Rodd Crowbush Golf & Beach Resort

$1,634
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (675 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Princetown
View all trips

3 Night Ski vacations in Princetown

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

Prince Street Suites

Downtown Charlottetown
$489
per person
Oct 2 - Oct 5
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (452 reviews)
The Holman Grand Hotel

The Holman Grand Hotel

Downtown Charlottetown
$1,151
per person
Oct 18 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,009 reviews)
Loved the hot tub after a lot of travel. The beds were comfortable and the location was great.

Reviewed on Aug 13, 2026

Blackbush Beach Resort

Blackbush Beach Resort

$1,009
per person
Oct 18 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (473 reviews)
Loved the breakfast, the views and the spacious interior.

Reviewed on Aug 12, 2026

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

Planning your Princetown ski vacation

What are some things I should consider when booking a Princetown ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Princetown ski packages?

Fly down the slopes during low or shoulder season, either side of , for a ski package to please your purse. Right now, ski trips start at just $489. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Princetown?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Princetown. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Princetown cost?

Sensational ski trips to Princetown start from $489. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Princetown?

The best time to hit the slopes in Princetown depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Princetown ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Princetown ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Princetown with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Princetown ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.