Jackson Park Highlands Travel Guide
Chicago
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Top hotels in Jackson Park Highlands
Congress Plaza Hotel
"Great location for the hotel to be close where you want to go. Walking distance to the places we wanted to visits. We were there for 2026 Pokemongo Fest Chicago- Grant Park. So, it was an excellent location. Room had a view of the river/water. Room was very spacious for a standard double bed room ..."
Reviewed on 18 Jun 2026
The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection Ambassador Gold Coast
"Clean room. Helpful staff, happy hour tickets, valet parking"
Reviewed on 18 Jun 2026
Hilton Chicago/Magnificent Mile Suites
"Great central location. Beautiful views"
Reviewed on 18 Jun 2026
Warwick Allerton - Chicago
"Check in was prompt and the room was very clean."
Reviewed on 18 Jun 2026
Travelodge by Wyndham Downtown Chicago
"Honestly this was an amazing find for a downtown Chicago stay. If you’re super picky about how the room looks and want something modern, this isn’t for you. If you want a great location, helpful staff, affordable rates, and sound proof walls, then this is your place."
Reviewed on 18 Jun 2026
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Where to stay in Jackson Park Highlands
Downtown Chicago
Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station 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.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops and acclaimed art galleries.
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.
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.
