10 Best Hotels in Gross Point, Chicago for 2026

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Where to stay in Gross Point

Find the best Gross Point areas and neighborhoods for the activities you enjoy most.

A busy city street with tall buildings, a bus, and cars.

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 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 historic castle-like building with intricate stonework and a paved walkway.

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 city street with a train passing overhead, cars, pedestrians, and a red brick building.

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 Gross Point Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"The valet staff were excellent. The breakfast and drink vouchers make the hotel a great value. The breakfast is better than most hotels offer. The hotel is conveniently located to get to walking tours and other downtown attractions. Hotel staff are dedicated to meeting guest needs."

Congress Plaza Hotel

8/10 Good

"The Congress Hotel in Chicago is a nice, older hotel. Big on the outside and bigger on the inside, the room we stayed in was a basic hotel room that faced inward. If you can get a lake view room, go for it. The hotel is older and shows some wear and tear. The location is terrific as it is on Michigan Ave., just across the street from Grant Park. An easy walk to several EL stops, and also an easy walk to the Van Buren St. Metra station. The hotel oozes history and if that it your thing, then it is definitely worth staying at the Congress. We didn't drive a car into the city, so I have no idea about parking. The hotel bar is nice and the drinks were well-priced."

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent

"This is a beautiful hotel and wonderful staff. We loved the design and the decor. The coffee area was so well set up and very thoughtful with honey, almond milk, lemons for water and tea. Very clean and delicious. The gym was a bit small but had all of the equipment and weights needed. They had chilled eucalyptus face towels that I loved so much at the end of my workout. The location was great. We loved the Nederlander theater and seeing The Notebook! My husband and I had an amazing time. Chicago was great! This hotel will not disappoint."

Hyatt Regency Chicago

10/10 Excellent

"We stayed at the Hyatt Regency Chicago, and when I tell you this hotel is HUGE, I mean HUGE! There are different towers, so it can take a minute to figure out where you’re going. Check-in is upstairs, not on the main level. The hotel has several restaurants, and I recommend making reservations, especially on busy weekends. We received a $25 nightly credit that could be used at participating restaurants during certain evening hours, but not at the Market. Our room was clean and comfortable. I stayed on the 20th floor with a beautiful river view. I could hear some music from the boats below, but it wasn’t loud enough to disturb my sleep. My mother was on the 30th floor and didn’t hear anything. Transportation is convenient with taxis outside, easy access to Ubers and a car rental location inside the hotel. There are also nice sitting areas with city views, charging stations and fireplaces. Everyone was nice, but Camille at the front desk was especially helpful and accommodating. I’m very particular about hotel cleanliness, and this room passed my cleanliness check! My only complaint was the bed, which was uncomfortable and sank in the middle. Overall, it’s pricey, but we enjoyed our stay. The location is a BIG plus, with Michigan Avenue, restaurants and attractions within walking distance."

Frequently asked questions

When is the best time to go to Gross Point?

The best time to visit Gross Point is during the late spring (May to June) and early autumn (September to October) when the weather is pleasant and the town's natural beauty is at its peak.

During these months, you'll experience comfortable temperatures, superb for exploring the outdoors. The trees are either in full bloom or showcasing stunning autumnal colours, making strolls along the scenic lakefront or through the Botanic Garden particularly enjoyable. It's also a great time to visit the Gross Point Lighthouse, as the views are clearer and the conditions are ideal for photography.

Families will find late spring and early autumn especially appealing for outdoor activities without the intense heat of summer or the chill of winter. The local parks and nature preserves are excellent for picnics and walks, and there are often community events or farmers' markets during these periods. The pleasant weather ensures a more comfortable experience for children exploring the area's attractions.

Couples looking for a relaxing escape will appreciate the quieter atmosphere outside of the peak summer holiday season. You can enjoy romantic walks by Lake Michigan, dine al fresco at local restaurants, or explore the charming boutiques without the larger crowds.

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 Gross Point hotel for you.

How much is the nightly rate at a Gross Point hotel?

Hotel prices in Gross Point 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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Hotels in Gross Point, Chicago

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Our top choices for Gross Point hotels

1. Holiday Inn Express & Suites Prospect Heights by IHG

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

3. The Chicago Hotel Collection Ambassador Gold Coast

4. Claridge House Chicago, Tapestry Collection by Hilton

5. Hyatt Regency O'Hare Chicago

6. Hilton Chicago/Magnificent Mile Suites

7. Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

8. Congress Plaza Hotel

9. Hilton Garden Inn Chicago Central Loop

10. Aloft by Marriott Chicago Mag Mile

11. Holiday Inn Express & Suites Chicago O'Hare Airport by IHG

12. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

13. Staypineapple, An Iconic Hotel, The Loop

14. citizenM Chicago Downtown

15. The Wade

16. Freehand Chicago

17. Embassy Suites by Hilton Chicago Downtown River North

18. Hilton Chicago

19. Holiday Inn Chicago O'Hare – Rosemont by IHG

20. Thompson Chicago, by Hyatt

Where to stay in Gross Point

Downtown Chicago

The Loop

Magnificent Mile

River North

Lincoln Park

Top Gross Point Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

Frequently asked questions

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