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Get your Kicks in Chicago this Summer

Select an experience that fits your summer Chicago exploration in the heart of Chicago’s Loop neighborhood – steps from the East end entrance to Route 66, your kicks will continue after you park the car with adventure & culture around every turn with summer activations at Millennium Park, The Art Institute of Chicago, Broadway in Chicago, Wabash Arts Corridor, The Chicago Symphony, Shopping along That Great Street – State Street and so much more awaiting your discovery.

–FROM $157


-Accommodations for 2




–FROM $188


-Accommodations for 2
-Overnight self-parking for one vehicle



–FROM $166

Select dates from August 20-September 6, 2018

-Overnight self-parking for one vehicle
Google Map of Route 66 Must-see stop offs
Spotify playlist of Route 66 inspired cruising songs
-Burger and shake of choice plus fries for 2 at Potter’s Chicago Burger Bar

Plan ahead to take in these summertime fun activities while in Chicago:

Grab lunch at Potter's Chicago Burger Bar

Serving up one “L” of a burger for lunch, starting at 11AM.

Potter’s Chicago Burger Bar is named after the Palmer House founder Potter Palmer with a menu showcasing burgers topped with a flavor profile indicative of its Chicago neighborhood. Venture from burger to burger, neighborhood to neighborhood, and discover the gooey cheese-curd melted madness of the #7 Lakeview burger, the hearty Wicker Park/Bucktown black bean burger, to the #8 smoky Logan Square combining aged cheddar with bourbon bacon and bbq aioli – a match made in burger heaven.

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  • Cloud Gate at Millennium Park

Millennium Park

Stroll over to Millennium Park and take in the sunshine as you visit Cloud Gate, splash in the fountain and take in the views of the Lurie Gardens and Lake Michigan.


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  • Maggie Daley Park

Maggie Daley Park

Walking distance from the Palmer House, a Hilton Hotel is the best place to let the kids run wild and take in the fresh air to ensure a full nights sleep.  Maggie Daley Park is full of wonder and excitement and is a must play stop for families visiting Chicago.

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Summer Music Series, Pritzker Pavilion

The architecturally-stunning Millennium Park is the hippest place to be in Chicago on Monday and Thursday nights. Millennium Park Summer Music Series, the FREE weekly music series, is a showcase for a wider variety of genre-defying music. The series (formerly Downtown Sound and Made in Chicago) has been reimagined to feature a wider variety of genre-defying music – both established and emerging

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  • Chicago Architecture Boat Tour

Chicago Architecture Foundation Boat Tours

The Chicago Architecture Foundation River Cruise is a must for out-of-towners and Chicagoans alike. CAF-certified volunteer tour guides—called docents—interpret more than 50 buildings along the Chicago River. You’ll find out how Chicago grew from a small settlement into one of the world’s largest cities in less than 100 years. In 90 minutes, get the real story on Chicago architecture and its history.

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    *Limited availability over select dates.