Old Town Chicago Travel Guide
Chicago
Visit Old Town Chicago
Popular places to visit
Wrigley Field
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Michigan Avenue
You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
McCormick Place
During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.
Navy Pier
With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its fascinating museums.
Millennium Park
After visiting Millennium Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Soldier Field
Catch an event at Soldier Field during your trip to Chicago. Stroll along the lakeside or visit the notable monuments in this vibrant area.
Top hotels in Old Town Chicago
Congress Plaza Hotel
Very cool place to stay if you enjoy historic buildings. I would definitely stay here again. Clean room, walking distance to many places.
Reviewed on 16 Mar 2026
Hotel Riu Plaza Chicago
Great stay! No complaints! Breakfast buffet was a great plus!
Reviewed on 15 Mar 2026
Embassy Suites by Hilton Chicago Downtown River North
Short birthday getaway and I really enjoyed my stay. Hotel is surrounded by places to eat. The breakfast was better than most and the breakfast staff was A1 especially Freddy. Next time I will ask for a room at the front of the hotel because being by the back of the hotel is quite noisy in the morning ...
Reviewed on 16 Mar 2026
Hilton Chicago/Magnificent Mile Suites
I searched and searched and searched for something to complain about and couldn't find a single thing lol The staff was amazing, the location was perfect, and the rooms were great!
Reviewed on 15 Mar 2026
Hilton Chicago O'Hare Airport
STAFF were excellent. Food in restaurant really delicious.
Reviewed on 15 Mar 2026
Eurostars Magnificent Mile
Room was extremely small and talked to front desk and they were extremely nice and upgraded the room. The room gets extremely humid which is a problem if you want to do your hair because it turns into a frizzy mess. Hallways smelled like weed the first night. I wouldn’t recommend this hotel at all ...
Reviewed on 16 Mar 2026
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Other neighbourhoods around Old Town Chicago
Gold Coast
The ample dining options and fantastic lake views are top of the list for many visitors to Gold Coast. A stop by Michigan Avenue or Lake Michigan might round out your trip.
Near North Side
Known for its fascinating museums, panoramic lake views and popular shops, there's plenty to explore in Near North Side. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at Clark-Division Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Magnificent Mile
Are you interested in fascinating museums, panoramic lake views and popular shops? A visit to Magnificent Mile might be the perfect thing. You can also explore top sights like Michigan Avenue and Chicago Water Tower.
Streeterville
Michigan Avenue and Navy Pier are just a few worthwhile attractions to visit in Streeterville. Travellers also love the fascinating museums, panoramic lake views and popular shops.
