Old Town, Northwest Indiana Travel Guide

Explore Old Town, Chicago: A historic neighborhood rich in culture, dining, and architectural beauty, perfect for an unforgettable urban getaway.

Old Town in Chicago is a delightful neighborhood brimming with historic architecture, vibrant culture, and a fantastic array of dining and shopping options. It offers a unique blend of modernity and tradition, making it a must-visit for tourists seeking an authentic experience.

A brief summary to Old Town

Chicago, Old Town, Illinois, US

From Eve

Know before you go

Hi, I'm Eve. Here are a few practical things to know before exploring Old Town.

Visit the Old Town Farmers Market on Saturdays for fresh local produce and artisanal goods.
Take a guided walking tour to fully appreciate the architectural history and stories behind the neighborhood.
Check out local events and festivals for a chance to experience the community's vibrant culture.
Make dinner reservations at popular restaurants to ensure a table during peak hours.
Explore nearby Lincoln Park for beautiful outdoor spaces and attractions like the Lincoln Park Zoo.

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Other nearby places you may find interesting

The closest places of the same kind, if this one is not quite what you had in mind.

Indiana Dunes State Park

Indiana Beach Boardwalk Resort

Access to West Beach - Indiana Dunes National Park

Lakefront Trl

James M. Nederlander Theatre

Explore Old Town on the Map

A handpicked selection of must-see spots near Old Town, mapped for you.

Getting There

Public Bus

From downtown Gary, walk to the nearest bus stop located at 5th Avenue and Broadway. Take the Gary Public Transportation Corporation bus route 17 heading towards the Chicago area. Stay on the bus for approximately 25 minutes until you reach the 25th Avenue stop. From there, transfer to the PACE bus route 352 towards Old Town. After about 15 minutes, disembark at the Old Town stop.
Train

Head to the South Shore Line train station located at 1 N. Broadway Street. Purchase a ticket for the train heading towards Millennium Station in Chicago. The ride will take about 50 minutes. Once you arrive at Millennium Station, exit the station and walk towards the 'State Street' exit. From there, take the CTA bus number 70 towards Old Town and get off at the Old Town stop.
Bicycle Rental

If you're up for a bit of exercise, rent a bike from one of the local bike-sharing services available in downtown Gary. Head north on Broadway Street, then turn right onto 21st Avenue. Follow it until you reach the Lakefront Trail, which you can take all the way to Chicago. Continue biking until you reach Old Town, approximately 15 miles away. It should take about 1-1.5 hours depending on your pace.
Walking Tour

For the adventurous, you can walk from downtown Gary to Old Town Chicago. Start at the Gary Public Library and head east on 5th Avenue towards Lake Michigan. Follow the lakeshore path until you reach the Indiana Dunes National Park. Continue north along the lakeshore until you cross into Illinois, where you'll follow the path towards Chicago. This is a long walk, approximately 20 miles, so be sure to wear comfortable shoes and bring water!

Discover more about Old Town

Old Town, located in the heart of Chicago, is a neighborhood that beautifully marries historical charm with modern vibrancy. Known for its iconic Victorian-era buildings, this area showcases a rich tapestry of architecture that transports visitors back in time. Strolling through its tree-lined streets, you'll find a plethora of boutiques, art galleries, and theaters, creating a lively cultural atmosphere that is perfect for an afternoon of exploration. The Old Town Triangle Historic District is particularly notable, featuring preserved homes that reflect the neighborhood's storied past. Food enthusiasts will delight in the diverse culinary scene that Old Town has to offer. From quaint cafes to upscale dining establishments, the neighborhood caters to a variety of tastes and budgets. Be sure to try some of the local favorites, such as deep-dish pizza and gourmet sandwiches, which are emblematic of Chicago's culinary heritage. As the sun sets, Old Town transforms into a vibrant nightlife hub with bars and live music venues that invite you to unwind and soak in the local culture. In addition to its culinary offerings, Old Town is also home to several annual events and festivals that celebrate its unique character, such as the Old Town Art Fair, which draws artists and visitors from all over. Whether you're here for a weekend getaway or an extended stay, Old Town promises a memorable experience filled with history, culture, and community spirit.