A modern bridge with a reflection in the water, surrounded by historic buildings and tall skyscrapers.
Photo by Leo Li
Open Photo by Leo Li

Great Lakes Adventure Vacations

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Top Adventure vacation packages in Great Lakes

Price found within the past 48 hours. Click for updated prices.
  • Oct 29 - Nov 3

    Sports Illustrated Resorts Chicago + Flight

    Downtown Chicago
    5 nights
    3.5 star property
    9.0/10 - Wonderful (1,429 reviews)
    "Positives: I enjoyed that they offered a real breakfast while I was there with unlimited mimosas. The breakfast was actually pretty good. Not terrible but….I guess the hotel is the old Virgin hotel so it does need updated for what they are charging. Negatives: I agreed to hear about their timeshare to get comped for valet parking and some extras. The presentation was only supposed to run 90 mins. The lady was super friendly like you were invited to her next party until you turned down the offer..."
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    HND - ORD1 stop ORD - NRT1 stop
    ¥329,276
    ¥277,748
    per traveler
    found 1 day ago
    Sports Illustrated Resorts Chicago
  • Sep 17 - Sep 20

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.2/10 - Very Good (2,900 reviews)
    "Clean Quick check in"
    Reviewed August 4, 2026
    Roundtrip Tokyo (HND) - Chicago (ORD)
    HND - ORD1 stop ORD - HND1 stop
    ¥373,994
    ¥299,147
    per traveler
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Oct 29 - Nov 3

    The Wade + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    8.6/10 - Excellent (1,975 reviews)
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    HND - ORD1 stop ORD - NRT1 stop
    ¥383,319
    ¥309,379
    per traveler
    found 1 day ago
    The Wade
  • Sep 16 - Sep 20

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (3,811 reviews)
    "N/A"
    Reviewed August 5, 2026
    Roundtrip Tokyo (TYO) - Chicago (ORD)
    NRT - ORD1 stop ORD - NRT1 stop
    ¥460,600
    ¥376,076
    per traveler
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Sep 17 - Sep 20

    L7 Chicago by LOTTE + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.6/10 - Exceptional (4,504 reviews)
    Roundtrip Tokyo (HND) - Chicago (ORD)
    HND - ORD1 stop ORD - HND1 stop
    ¥358,433
    ¥310,752
    per traveler
    found 1 day ago
    L7 Chicago by LOTTE

Discover the most popular places to visit in Great Lakes

What to do in Great Lakes

Top Adventure Great Lakes 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.

Find awesome Great Lakes adventure vacations

How can I book the best Great Lakes adventure trips?

Choose your own adventure in Great Lakes, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.

How can I plan the perfect Great Lakes family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Great Lakes. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.

Can I book all-inclusive Great Lakes adventure vacation packages?

By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.

Why should I book a Great Lakes adventure vacation for couples?

Book a Great Lakes couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.

How can I find the best deals on adventure packages in Great Lakes?

It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.

Can I book an adventure vacation package in Great Lakes with free cancellation and/or flexible dates?

Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.

Why should I book a Great Lakes adventure trip with Expedia?

Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.

What types of mountain accommodations are available in Great Lakes?

5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Great Lakes. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.