Hermit Island Ski Vacations 2026

Top Ski vacation packages in Hermit Island

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

Grasshopper Inn

$558

per person

Nov 13 - Nov 15

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.8/10 Exceptional! (80 reviews)

We enjoyed a lovely visit. From arrival to departure, every aspect was flawless! Highly recommend! 🌟🌟🌟🌟🌟

Reviewed on Sep 24, 2026

Portland Harbor Hotel

Downtown Portland

$757

per person

Dec 9 - Dec 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.2/10 Wonderful! (1,823 reviews)

Inn By The Sea

$1,131

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (331 reviews)

White Barn Inn & Spa, Auberge Collection

$1,674

per person

Nov 13 - Nov 15

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (124 reviews)

The Weldon Hotel

Downtown Portland

$913

per person

Nov 7 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.8/10 Exceptional! (115 reviews)

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5* Ski vacations in Hermit Island

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

White Barn Inn & Spa, Auberge Collection

$1,674

per person

Nov 13 - Nov 15

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (124 reviews)

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See all available trips from Columbus to Hermit Island

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3 Night Ski vacations in Hermit Island

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

Portland Harbor Hotel

Downtown Portland

$541

per person

Dec 10 - Dec 13

found 20 hours ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

9.2/10 Wonderful! (1,823 reviews)

Inn By The Sea

$919

per person

Nov 7 - Nov 10

found 6 hours ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (331 reviews)

84 Main

$657

per person

Nov 19 - Nov 22

found 16 hours ago

Roundtrip flight included

Minneapolis (MSP) to Portland (PWM)

9.8/10 Exceptional! (58 reviews)

The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.

Reviewed on Jul 17, 2026

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4 Night Ski vacations in Hermit Island

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

The Meadowmere Resort

$802

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

8.6/10 Excellent! (1,009 reviews)

Blind Tiger Portland – Carleton Street

West End

$905

per person

Dec 3 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

9.6/10 Exceptional! (129 reviews)

Beautiful place

Reviewed on Sep 20, 2026

Blind Tiger Portland - Danforth Street.

West End

$1,379

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (192 reviews)

Place was charming and quirky. Very comfortable and well located.

Reviewed on Sep 18, 2026

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What are some things I should consider when booking a Hermit Island 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 Hermit Island 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 $541. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Hermit Island?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Hermit Island. 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 Hermit Island cost?

Sensational ski trips to Hermit Island start from $541. 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 Hermit Island?

The best time to hit the slopes in Hermit Island 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 Hermit Island 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 Hermit Island 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 Hermit Island with Expedia?

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