A coastal landscape with a winding path, dense greenery, and a calm body of water surrounded by hills.

Monterey Wine Country Ski Holidays

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Top Ski holiday packages in Monterey Wine Country

Price found within the past 48 hours. Click for updated prices.
  • 26 Dec - 30 Dec

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    4 nights
    4.0 star property
    9.0/10 - Wonderful (1,877 reviews)
    "The rooms were clean and nicely decorated. The staff were extremely helpful. The parking attendants were very helpful and professional. Overall stay was a very good experience, we will definitely stay at this hotel. Thank you."
    Reviewed November 10, 2026
    Return • London (LHR) - San Francisco (SFO)
    LHR - SFO • 1 stop SFO - LHR • 1 stop
    £1,123
    £757
    per traveller
    found 16 hours ago
    Stanford Court San Francisco
  • 28 Dec - 3 Jan

    SIRTAJ - Beverly Hills + Flight

    South of Wilshire
    6 nights
    4.0 star property
    8.2/10 - Very good (1,012 reviews)
    "I thought the room was very nice. The staff were great. The only complaint I have is that the internet didn't work. Having said that I would still recommend this hotel,"
    Reviewed November 10, 2026
    Return • London (LHR) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • 1 stop
    £2,144
    £1,239
    per traveller
    found 1 day ago
    SIRTAJ - Beverly Hills
  • 11 Jan - 17 Jan

    Fleur Noire Hotel - 21 and Over + Flight

    Uptown Design District
    6 nights
    3.5 star property
    9.6/10 - Exceptional (1,007 reviews)
    "Great spot and location! Fire pits on morning and night. Snacks all through the day. Cannot beat it!"
    Reviewed November 10, 2026
    Return • London (LON) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • Direct
    £1,558
    £1,047
    per traveller
    found 1 day ago
    Fleur Noire Hotel - 21 and Over
  • 16 Jan - 20 Jan

    Four Seasons Los Angeles at Beverly Hills + Flight

    Beverly Grove
    4 nights
    5.0 star property
    9.6/10 - Exceptional (870 reviews)
    "Very nice. Just not in walking distance of many things"
    Reviewed November 9, 2026
    Return • London (LHR) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • 1 stop
    £2,219
    £1,555
    per traveller
    found 1 day ago
    Four Seasons Los Angeles at Beverly Hills
  • 11 Jan - 17 Jan

    Thompson Palm Springs, by Hyatt + Flight

    Downtown Palm Springs
    6 nights
    4.0 star property
    9.2/10 - Wonderful (392 reviews)
    Return • London (LON) - Los Angeles (LAX)
    LHR - LAX • Direct LAX - LHR • Direct
    £2,559
    £1,794
    per traveller
    found 1 day ago
    Thompson Palm Springs, by Hyatt

Discover the most popular places to visit in Monterey Wine Country

Top Ski Monterey Wine Country 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 Monterey Wine Country ski holiday

How can I book the best ski holiday to Monterey Wine Country in 2026/2027?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Monterey Wine Country. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Monterey Wine Country ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Monterey Wine Country accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £757. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Monterey Wine Country?

Use our handy last-minute deals page to look for ski holidays to Monterey Wine Country at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Monterey Wine Country?

Monterey Wine Country is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Monterey Wine Country?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Monterey Wine Country. If not, consider booking your flights and accommodation together to save money that way instead.

When's the best time of year to plan a ski trip to Monterey Wine Country?

Ski season in Monterey Wine Country generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Monterey Wine Country ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

Can I book a Monterey Wine Country ski trip with free cancellation and/or flexible dates?

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Monterey Wine Country that offer it.

Why should I book a ski holiday package in Monterey Wine Country with Expedia?

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.