Skip to main content
A small island with a house surrounded by trees and a body of water.
Photo by Derek Donato
Open Photo by Derek Donato

Howe Island Ski Vacations

Book a Hotel + Flight or Car together to unlock savings

  • 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 Howe Island

Price found within the past 48 hours. Click for updated prices.
  • Aerial view
    Oct 22 - Oct 26

    Riverview B&B + Flight

    Leeds and the Thousand Islands
    4 nights
    3.0 star property
    9.2/10 - Wonderful (332 reviews)
    "La propreté, l’espace et l’emplacement"
    Reviewed July 30, 2026
    Roundtrip • Boston (BOS) - Kingston (YGK)
    BOS - YOW • Nonstop YOW - BOS • 1 stop
    $534
    $481
    per traveler
    found 6 hours ago
    Riverview B&B
  • Exterior
    Oct 7 - Oct 12

    Merrill House + Flight

    Prince Edward
    5 nights
    4.0 star property
    9.4/10 - Exceptional (221 reviews)
    "Very easy check-in and out. Very nice rooms. Parking was on the property and easy to find as well."
    Reviewed July 28, 2026
    Roundtrip • Edmonton (YEG) - Kingston (YGK)
    YEG - YGK • 1 stop YGK - YEG • 2 stops
    Save 100% on your flight
    $1,138
    $868
    per traveler
    found 1 day ago
    Merrill House
  • Dinner and brunch served
    Oct 14 - Oct 17

    The Hotel at Claramount Club + Flight

    Picton
    3 nights
    4.0 star property
    9.6/10 - Exceptional (102 reviews)
    "We celebrated our anniversary here and the resort was kind to provide us with an upgrade and Champaign. We had a truly memorable time and the Claramount Team had a lot to do with that."
    Reviewed August 4, 2026
    Roundtrip • Austin (AUS) - Kingston (YGK)
    AUS - YGK • 1 stop YGK - AUS • 2 stops
    $1,076
    $886
    per traveler
    found 1 day ago
    The Hotel at Claramount Club
  • Exterior
    Oct 22 - Oct 26

    The Glen House Resort + Flight

    Leeds and the Thousand Islands
    4 nights
    3.5 star property
    8.4/10 - Very Good (214 reviews)
    "This resort exceeded our expectations. The property was constantly being groomed while we were there. Gorgeous gardens and lawns. The food was so good. Staff were so friendly and helpful. Beds were so comfy and fresh and the room was stocked with all sorts of towels and personal care products. There are pickleball courts with rackets supplied. And they have an 18 hole Championship Golf Course there as well. The hotel is right on the St.Lawrence River and it’s fun watching the boats go by. There..."
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Kingston (YGK)
    BOS - YOW • Nonstop YOW - BOS • 1 stop
    $627
    $570
    per traveler
    found 6 hours ago
    The Glen House Resort
  • Presidential Room | Premium bedding, minibar, blackout drapes, iron/ironing board
    Oct 22 - Oct 26

    Cribs on Main + Flight

    Prince Edward
    4 nights
    3.0 star property
    9.8/10 - Exceptional (261 reviews)
    "An incredible place to stay while visiting PEC. Spa like atmosphere with spacious rooms that are immaculate. Well worth the price! The owner Emma was so accommodating and thoughtful. We will be staying here the next time we visit! Jim and Mel"
    Reviewed August 1, 2026
    Roundtrip • Boston (BOS) - Kingston (YGK)
    BOS - YOW • Nonstop YOW - BOS • 1 stop
    $1,218
    $1,145
    per traveler
    found 6 hours ago
    Cribs on Main

Planning your Howe Island ski vacation

What are some things I should consider when booking a Howe 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 Howe Island ski packages?

Right now, ski trips start at just $481. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Howe Island?

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

Sensational ski trips to Howe Island start from $481. 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 Howe Island?

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

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