Win A Route 66 Dining Package

Dining and hotel giveaway, valued at over $750


To celebrate the ultimate American road trip destination, and to mark the launch of, you’re invited to enter for a chance to win a Route 66 dining prize package, valued at well over $750.

The prize winner will receive a $75 gift certificate for each of these amazing eateries found along Route 66: Dell Rhea’s Chicken Basket (Willowbrook), Wine & Cheese Co. (Plainfield), MyGrain Brewing Company (Joliet), The Launching Pad (Wilmington), Polk-a-Dot Drive In (Braidwood), Old Route 66 Family Restaurant (Dwight), and Old Log Cabin (Pontiac). This package also includes a free, two-night stay at Harrah’s Joliet Casino & Hotel, conveniently located right in the middle of The First Hundred Miles. Some restrictions apply.

To enter, simply CLICK HERE. There, you’ll be prompted to enter the contest and subscribe to our e-newsletter. This monthly e-newsletter gives you a look ahead at some of the exciting events taking place along Route 66, as well as some of the best recent articles from, to help you start planning a road trip of your own.

The winner of the contest will be announced on July 30, during the Joliet Area Historical Museum’s rooftop concert, following the official brand launch of The First Hundred Miles in front of the museum at 5:15 p.m. Be sure to follow The First Hundred Miles on Facebook, Instagram and Twitter, where the winner will be posted.

Visit to receive a copy of the upcoming “Travel: The First Hundred Miles” guidebook. This complimentary print publication is the perfect companion piece for planning your unique Route 66 adventure. Whether you’re looking to chart the full course across all eight states or simply experience a unique getaway that’s close to home, The First Hundred Miles is your new traveling companion.

The contest is sponsored by the Heritage Corridor Convention and Visitors Bureau and Shaw Media. The bureau, in partnership with Shaw Media, is proud to announce the launch of, a new comprehensive tourism resource highlighting the first hundred miles of Historic Route 66, starting in Chicago and continuing through Pontiac, Illinois.

Featuring a new mobile-friendly website and a full suite of social channels, The First Hundred Miles is the premiere landing page for all the best attractions, restaurants and events found between Chicago and Pontiac. From the legendary roadside stops that define the Route 66 experience, to the great contemporary amenities and hidden gems that modern road-trippers crave, there’s something for everyone to do along this historic stretch of America’s Mother Road.

Be sure to follow The First Hundred Miles on Facebook and Instagram to see the winner!