A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

Rush Street Adventure Vacations

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Top Adventure vacation packages in Rush Street

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 17

    Chicago Marriott Suites Deerfield + Flight

    Deerfield
    2 nights
    4.0 star property
    8.6/10 - Excellent (1,003 reviews)
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $260
    $227
    per traveler
    found 1 day ago
    Chicago Marriott Suites Deerfield
  • Jan 15 - Jan 18

    The Glen Club + Flight

    Glenview
    3 nights
    4.0 star property
    9.0/10 - Wonderful (404 reviews)
    Roundtrip • Dallas (DFW) - Chicago (ORD)
    DFW - ORD • Nonstop MDW - DFW • Nonstop
    $460
    $390
    per traveler
    found 1 day ago
    The Glen Club
  • Jan 28 - Jan 31

    Lincolnshire Marriott Resort + Flight

    Half Day
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,001 reviews)
    "Very big property"
    Reviewed November 7, 2026
    Roundtrip • Atlanta (ATL) - Chicago (ORD)
    ATL - ORD • Nonstop ORD - ATL • Nonstop
    $384
    $326
    per traveler
    found 1 day ago
    Lincolnshire Marriott Resort
  • Dec 31 - Jan 3

    Staybridge Suites, Lincolnshire by IHG + Flight

    Half Day
    3 nights
    3.0 star property
    9.0/10 - Wonderful (1,006 reviews)
    "Well maintained, clean and accommodating staff. we both woke up with stiff shoulders/neck. Either the bed was too soft or not supportive enough. Besides that, the complimentary breakfast was great with a good variety of food, including make your own waffles, scrambled eggs with sausage and rice and beans!. The amenities and clean room and hotel in general was a plus. If I do return, I will inquire about the beds, The rooms were very quiet. The water pressure was perfect."
    Reviewed November 10, 2026
    Roundtrip • Dallas (DFW) - Chicago (ORD)
    DFW - ORD • Nonstop ORD - DFW • Nonstop
    $494
    $425
    per traveler
    found 1 day ago
    Staybridge Suites, Lincolnshire by IHG
  • Dec 16 - Dec 19

    DoubleTree by Hilton Chicago - North Shore Conference Center + Flight

    Skokie
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,184 reviews)
    "Great having a restaurant on site and a mall close by!!"
    Reviewed November 9, 2026
    Roundtrip • Dallas (DFW) - Chicago (ORD)
    DFW - MDW • Nonstop MDW - DFW • Nonstop
    $366
    $321
    per traveler
    found 1 day ago
    DoubleTree by Hilton Chicago - North Shore Conference Center

Find awesome Rush Street adventure vacations

How can I book the best Rush Street adventure trips?

Choose your own adventure in Rush Street, 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 Rush Street family adventure vacation?

Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Rush Street. 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 Rush Street 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 Rush Street adventure vacation for couples?

Book a Rush Street 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 Rush Street?

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 Rush Street 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 Rush Street 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 Rush Street?

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 Rush Street. 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.