Princetown Ski Vacations

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Top Ski vacation packages in Princetown

Price found within the past 48 hours. Click for updated prices.
Rodd Charlottetown

Rodd Charlottetown

Downtown Charlottetown
$602
per person
Sep 14 - Sep 16
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
8.8/10 Excellent! (1,010 reviews)
I enjoyed staying here and would definitely stay again next time I’m in Charlottetown. It was classic but updated.

Reviewed on Aug 12, 2026

Blackbush Beach Resort

Blackbush Beach Resort

$1,892
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 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,009 reviews)
The staff was excellent. The elevator was slow at times, perhaps if they had another bank of elevators, it might be helpful. The rooms were a little dated but very clean. We had asked for a higher floor with a view but they did not give us that. Overall the property was very nice, the staff was wonderful and the location could not have been better for our needs.

Reviewed on Aug 13, 2026

The Great George

The Great George

Downtown Charlottetown
$655
per person
Sep 14 - Sep 16
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,007 reviews)
Rodd Brudenell River

Rodd Brudenell River

$1,110
per person
Sep 14 - Sep 17
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (1,012 reviews)
We stayed in one of the cottages and it exceeded our expectations. Plus the grounds are immaculate and all staff were very helpful. Lots of activities to do at the resort.

Reviewed on Aug 13, 2026

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5* Ski vacations in Princetown

Price found within the past 48 hours. Click for updated prices.
The Great George

The Great George

Downtown Charlottetown
$655
per person
Sep 14 - Sep 16
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,007 reviews)
Fairholm Boutique Inns

Fairholm Boutique Inns

Downtown Charlottetown
$1,052
per person
Oct 18 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

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)
The shuttles and outdoor seating we liked. However the bathroom had mold and shower faucet was ready to fall off. Noise echoed through the hallways into the room. David’s restaurant was over priced for old reheated meals that appeared to be prepared by a high school cafeteria. Will not recommend this place to anyone!

Reviewed on Aug 13, 2026

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3 Night Ski vacations in Princetown

Price found within the past 48 hours. Click for updated prices.
Rodd Brudenell River

Rodd Brudenell River

$1,110
per person
Sep 14 - Sep 17
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown Alexander B. Campbell Airport (YYG)
9/10 Wonderful! (1,012 reviews)
We stayed in one of the cottages and it exceeded our expectations. Plus the grounds are immaculate and all staff were very helpful. Lots of activities to do at the resort.

Reviewed on Aug 13, 2026

Blackbush Beach Resort

Blackbush Beach Resort

$1,212
per person
Sep 14 - Sep 17
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
9.4/10 Exceptional! (1,009 reviews)
The staff was excellent. The elevator was slow at times, perhaps if they had another bank of elevators, it might be helpful. The rooms were a little dated but very clean. We had asked for a higher floor with a view but they did not give us that. Overall the property was very nice, the staff was wonderful and the location could not have been better for our needs.

Reviewed on Aug 13, 2026

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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?

Right now, ski trips start at just $602. 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 $602. 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.

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