Bike Tour of Chicago’s Lakefront Neighborhoods

Chicago Trip Overview

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods ride is what started it all. Join one of Bobby’s expert guides on this 3-hour romp through Chicago’s beautiful North Side neighborhoods. See the ever-rising skyscrapers of Streeterville, the luxe residential property of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the Lakefront Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! Tour departs from 540 N. Lake Shore Drive, Chicago.

Additional Info

Duration: 3 hours
Starts: Chicago, United States
Trip Category: Walking & Biking Tours >> Bike & Mountain Bike Tours



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What to Expect When Visiting Chicago, Illinois, United States

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods ride is what started it all. Join one of Bobby’s expert guides on this 3-hour romp through Chicago’s beautiful North Side neighborhoods. See the ever-rising skyscrapers of Streeterville, the luxe residential property of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the Lakefront Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! Tour departs from 540 N. Lake Shore Drive, Chicago.
Pass By: Museum of Contemporary Art, 220 E Chicago Ave, Chicago, IL 60611-2644

Opened in 1967, The Museum of Contemporary Art, or MCA, is home to one of the largest collections of post-WWII visual art in the world.

Pass By: St Michael Catholic Church in Old Town, 1633 N Cleveland Ave, Chicago, IL 60614, USA

Located in the heart of Old Town, stunning St. Michael’s Church is one of less than a dozen buildings to have survived the Great Chicago Fire of 187

Pass By: The Magnificent Mile, North Michigan Avenue, Chicago, IL 60611

The Magnificent Mile is Chicago’s premier commercial district, home to upscale shops, cool restaurants and hotels, and Michigan Avenue.

Stop At: Lincoln Park Zoo, 2001 N Clark St, Chicago, IL 60614-4757

The Lincoln Park Zoo is free for all to enjoy and is home to hundreds of beautiful animals from all over the world including lions, tigers, penguins, reptiles, gorillas, and camels.

Duration: 15 minutes

Stop At: Lake Michigan, Beaches for swimming, IL

One of the five Great Lakes and a beautiful Chicago staple.

Duration: 15 minutes

Stop At: North Avenue Beach, 1600 North Lake Shore Drive, Chicago, IL 60613

North Avenue Beach is one of the Windy City’s most popular public beaches. It features white sand, kayak and jet-ski rentals, bars, restaurants, and the clear, freshwater of the great Lake Michigan.

Duration: 15 minutes

Stop At: Lakefront Trail, 540 N Lake Shore Dr, Chicago, IL 60611-3414

The sprawling Lakefront Trail is an 18-mile, paved bike and walking path that straddles the shore of Lake Michigan, and connects the Windy City’s north and south side neighborhoods.

Duration: 20 minutes



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