Find hotels in Gross Point, Chicago

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Dates

January 2026

February 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. Learn more about Gross Point

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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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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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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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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Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

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Top Gross Point Hotel Reviews

Hilton Chicago

10/10 Excellent

"THe staff was very efficient and professional and the breakfast was great."

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"The staff was amazing and helpful. The room was very clean and the view was beautiful. Everything was so relaxing i hardly wanted to leave the room. I had the best sleep ever in the comfortable king size bed. The gym my great , hot towels, water and headphones to use on the equipment. I stayed for my birthday and my stay was the best part of my special day."

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 early June) and early fall (September to October) when the weather is most pleasant for outdoor activities and exploring.

During these months, you'll find comfortable temperatures, typically ranging from the mid-60s to high 70s Fahrenheit, making it ideal for walking around the charming downtown area or enjoying the lakefront. The humidity is generally lower than in mid-summer, and there's less chance of extreme weather, providing a consistently good experience.

Families often appreciate the shoulder seasons for their milder weather, which is superb for visiting local parks and outdoor attractions without the intense heat or the larger crowds that can sometimes accompany peak summer. Many local events and farmers markets also run during these times.

Travelers looking for a relaxed yet engaging trip will find these periods ideal.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Gross Point.

How can I save on a Gross Point hotel booking with Expedia?

One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Gross Point hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

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

Prices for hotels in Gross Point often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Find hotels in Gross Point, Chicago

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Our top choices for Gross Point hotels

DoubleTree by Hilton Chicago - Magnificent Mile

Aloft Chicago Mag Mile

River Hotel

Hilton Chicago/Magnificent Mile Suites

Club Quarters Hotel, Central Loop, Chicago

Hyatt Regency Chicago

Eurostars Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Congress Plaza Hotel

Arlo Chicago

citizenM Chicago Downtown

Club Quarters Hotel Wacker at Michigan, Chicago

Warwick Allerton - Chicago

voco Chicago Downtown - Riverwalk by IHG

The Godfrey Hotel Chicago

Claridge House Chicago, Tapestry Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

Central Loop Hotel

Radisson Blu Aqua Hotel Chicago

Where to stay in Gross Point

Downtown Chicago

Magnificent Mile

The Loop

River North

Theatre District

Top Gross Point Hotel Reviews

Hilton Chicago

Frequently asked questions

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