A woman sitting on a rock overlooking a lake surrounded by mountains.
Photo by Brooke DeLane
Open Photo by Brooke DeLane

South Shore Ski Vacations

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Top Ski vacation packages in South Shore

Price found within the past 48 hours. Click for updated prices.
  • Jan 28 - Feb 3

    Glendale Hotel + Flight

    Somerset
    6 nights
    2.5 star property
    8.4/10 - Very good (3,543 reviews)
    Roundtrip • Tokyo (HND) - Los Angeles (LAX)
    HND - LAX • Nonstop BUR - HND • 1 stop
    ¥267,729
    ¥192,697
    per traveler
    found 1 day ago
    Glendale Hotel
  • Jan 15 - Jan 20

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,868 reviews)
    "Staff was very welcoming and hospitable. Great location!"
    Reviewed November 12, 2026
    Roundtrip • Tokyo (HND) - San Francisco (SFO)
    HND - SFO • 1 stop SFO - HND • 1 stop
    ¥380,084
    ¥259,421
    per traveler
    found 9 hours ago
    Stanford Court San Francisco
  • Dec 24 - Dec 30

    Downtown Los Angeles Proper Hotel, a Member of Design Hotels + Flight

    Downtown Los Angeles
    6 nights
    4.5 star property
    9.4/10 - Exceptional (490 reviews)
    Roundtrip • Tokyo (TYO) - Los Angeles (LAX)
    HND - LAX • Nonstop LAX - HND • Nonstop
    ¥435,798
    ¥308,458
    per traveler
    found 2 days ago
    Downtown Los Angeles Proper Hotel, a Member of Design Hotels
  • Dec 23 - Dec 29

    Plaza La Reina + Flight

    Westwood
    6 nights
    4.5 star property
    9.4/10 - Exceptional (1,005 reviews)
    "This is probably the best hotel I have stayed in for work in 5 years or longer. It was wonderful, and has friendly staff."
    Reviewed November 12, 2026
    Roundtrip • Tokyo (TYO) - Los Angeles (LAX)
    HND - LAX • Nonstop LAX - HND • Nonstop
    ¥377,599
    ¥279,018
    per traveler
    found 2 days ago
    Plaza La Reina
  • Jan 15 - Jan 20

    Cavallo Point + Flight

    Sausalito
    5 nights
    4.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    Roundtrip • Tokyo (HND) - San Francisco (SFO)
    HND - SFO • 1 stop SFO - HND • 1 stop
    ¥486,587
    ¥361,517
    per traveler
    found 9 hours ago
    Cavallo Point

Discover the most popular places to visit in South Shore

Top Ski South Shore Hotels

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.

Planning your South Shore ski vacation

What are some things I should consider when booking a South Shore 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 South Shore ski packages?

Right now, ski trips start at just ¥192,697. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in South Shore?

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

Sensational ski trips to South Shore start from ¥192,697. 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 South Shore?

The best time to hit the slopes in South Shore 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 South Shore 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 South Shore 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 South Shore with Expedia?

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