10 Best Hotels in Jackson Park Highlands, Chicago for 2026

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Property	Star rating	Guest rating
Hilton Vacation Club Hotel Blake Chicago	4.0 star property	9.6 Exceptional 1,214 reviews	View
Sable at Navy Pier Chicago, Curio Collection by Hilton	4.0 star property	9.4 Exceptional 2,746 reviews	View
Homewood Suites by Hilton Chicago Downtown South Loop	3.0 star property	8.8 Excellent 2,525 reviews	View
Residence Inn Chicago Downtown/Loop	3.5 star property	9.4 Exceptional 1,005 reviews	View
L7 Chicago by LOTTE	4.5 star property	9.6 Exceptional 5,105 reviews	View

Hotels recommended for families in Jackson Park Highlands

A modern hotel with a glass facade, a waterfront location, and a large Ferris wheel in the background.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

CA $266 total

includes taxes & fees

Nov 23 - Nov 24

Where to stay in Jackson Park Highlands

Find the best Jackson Park Highlands areas and neighborhoods for the activities you enjoy most.

A cityscape with tall skyscrapers and a historic tower.

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

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A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

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A large, historic building with a central tower and multiple windows, located near a body of water.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

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A river with a city skyline in the background, surrounded by green trees and grass.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

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Top Jackson Park Highlands Hotel Reviews

River Hotel

10/10 Excellent

"Best location possible. Loved the river and night skyline."

LondonHouse Chicago, Curio Collection by Hilton

8/10 Good

"There was an issue with check in. The staff did try to make it right. We appreciate that. The room was spectacular and the multiple views were wonderful. There were many restaurants in a walkable distance. I would stay here again and recommend it to others."

Hotel Saint Clair- Magnificent Mile

8/10 Good

"St. Clair hotel lists the room as premium, even though the two windows in the room had no view. Both windows faced the building outter exterior brick walls from all sides. Dim lightning with no direct sunlight, very depressing to look out. The room should have been listened and offered as standard, at best, not premium."

Frequently asked questions

When is the best time to go to Jackson Park Highlands?

Jackson Park Highlands isn't typically considered a tourist destination; it's a residential neighbourhood. Therefore, the "best time to go" isn't really applicable in the same way it would be for a holiday spot.

Can I cancel my hotel reservation on Expedia?

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Jackson Park Highlands hotel for you.

How much is the nightly rate at a Jackson Park Highlands hotel?

Hotel prices in Jackson Park Highlands often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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Things to do in Chicago

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Hotels in Jackson Park Highlands, Chicago

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Our top choices for Jackson Park Highlands hotels

1. Sable at Navy Pier Chicago, Curio Collection by Hilton

2. Best Western Grant Park Hotel

3. Holiday Inn & Suites Chicago - Downtown by IHG

4. Hilton Garden Inn Chicago Downtown South Loop

5. Le Méridien Essex Chicago

6. Aloft by Marriott Chicago Mag Mile

7. Hyatt House Chicago/West Loop-Fulton Market

8. Congress Plaza Hotel

9. Hyatt Centric The Loop Chicago

10. Claridge House Chicago, Tapestry Collection by Hilton

11. DoubleTree by Hilton Chicago - Magnificent Mile

12. Homewood Suites by Hilton Chicago Downtown South Loop

13. Hilton Chicago

14. Hyatt Place Chicago/Downtown - The Loop

15. Cambria Hotel Chicago Loop - Theatre District

16. citizenM Chicago Downtown

17. Holiday Inn Chicago Dwtn - The Mart by IHG

18. Hampton Inn & Suites Chicago Downtown

19. Silversmith Hotel Chicago Downtown

20. LondonHouse Chicago, Curio Collection by Hilton

Compare popular hotels in Jackson Park Highlands

Hotels recommended for families in Jackson Park Highlands

Sable at Navy Pier Chicago, Curio Collection by Hilton

Where to stay in Jackson Park Highlands

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Jackson Park Highlands Hotel Reviews

River Hotel

Frequently asked questions

Explore a world of travel with Expedia