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.

Top Gross Point Hotels (Chicago)

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Our top choices for Gross Point hotels

Omni Chicago Hotel

13.6 mi from Gross Point

Bruce

$155 nightly

Jul 1 - Jul 2

Total with taxes and fees

Sable at Navy Pier Chicago, Curio Collection by Hilton

14.2 mi from Gross Point

Jeffrey

$247 nightly

Jun 30 - Jul 1

Total with taxes and fees

Warwick Allerton - Chicago

13.6 mi from Gross Point

Peter Anthony

$157 nightly

Jul 2 - Jul 3

Total with taxes and fees

Travelodge by Wyndham Downtown Chicago

14.9 mi from Gross Point

Ming

$133 nightly

Jul 1 - Jul 2

Total with taxes and fees

River Hotel

14 mi from Gross Point

Jody

$140 nightly

Jul 5 - Jul 6

Total with taxes and fees

Congress Plaza Hotel

14.9 mi from Gross Point

Daniel

$136 nightly

Jun 29 - Jun 30

Total with taxes and fees

Swissotel - Chicago

14.2 mi from Gross Point

Sergio

$206 nightly

Jul 1 - Jul 2

Total with taxes and fees

Silversmith Hotel Chicago Downtown

14.4 mi from Gross Point

Mellany

$162 nightly

Jul 5 - Jul 6

Total with taxes and fees

Hyatt Regency Chicago

14.1 mi from Gross Point

Marianne

$225 nightly

Jul 1 - Jul 2

Total with taxes and fees

Best Western Grant Park Hotel

15.3 mi from Gross Point

Tammy

$119 nightly

Jul 1 - Jul 2

Total with taxes and fees

Freehand Chicago

13.7 mi from Gross Point

Ken

$131 nightly

Jul 8 - Jul 9

Total with taxes and fees

2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

14 mi from Gross Point

William

$208 nightly

Jul 1 - Jul 2

Total with taxes and fees

Hotel Riu Plaza Chicago

13.7 mi from Gross Point

Kyle

$176 nightly

Jul 6 - Jul 7

Total with taxes and fees

The Chicago Hotel Collection Ambassador Gold Coast

12.8 mi from Gross Point

Zhiwen

$154 nightly

Jun 29 - Jun 30

Total with taxes and fees

Hilton Chicago/Magnificent Mile Suites

13.3 mi from Gross Point

Avradita

$139 nightly

Jun 30 - Jul 1

Total with taxes and fees

Club Quarters Hotel Wacker at Michigan, Chicago

14 mi from Gross Point

George R. Bamberger

$158 nightly

Jul 5 - Jul 6

Total with taxes and fees

Staypineapple, An Iconic Hotel, The Loop

14.3 mi from Gross Point

Philip

$164 nightly

Jul 6 - Jul 7

Total with taxes and fees

Sheraton Grand Chicago Riverwalk

14.1 mi from Gross Point

Pamela

$229 nightly

Jul 2 - Jul 3

Total with taxes and fees

Hilton Garden Inn Chicago Downtown South Loop

15.2 mi from Gross Point

Kimberly

$147 nightly

Jul 1 - Jul 2

Total with taxes and fees

Radisson Blu Aqua Hotel Chicago

14.2 mi from Gross Point

April

$228 nightly

Jul 1 - Jul 2

Total with taxes and fees

View all properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Top Gross Point Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

8/10 Good

"We were there just to sleep. Got there late at night. But the front desk was very helpful and kind. Felt bad she was all alone."

River Hotel

10/10 Excellent

"We love the River Hotel and stay there whenever we are in Chicago. There were two issues this time which were surprising given how perfect they usually are: the tv didn’t seem to work and we were given a double bed instead of a queen. The hotel was extremely busy so we didn’t try to change rooms. Next time we’ll check amenities right away."

InterContinental Chicago Magnificent Mile by IHG

8/10 Good

"Staying at the property was overall a nice experience! The staff was very friendly and helpful, came with tips and suggestions for things around the hotel, and events happening within. Our room was very clean, and had all the proper things for us to feel comfortable in the room! My only caveats with this property was the accessibility to get an uber (sometimes our location made it quite hard to have a rider confirm amongst our whole friend group). I would also note that checking out and getting down to the hotel lobby was tricky at times. The hotel only had 4 elevators, and multiple instances we had to wait at least a few times to get an elevator that wasn't full. In the grand scheme of things, it's a small little caveat, but I would recommend planning ahead in case you need to be somewhere!"

Find hotels in Gross Point, Chicago

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Filter by

Our top choices for Gross Point hotels

Omni Chicago Hotel

Sable at Navy Pier Chicago, Curio Collection by Hilton

Warwick Allerton - Chicago

Travelodge by Wyndham Downtown Chicago

River Hotel

Congress Plaza Hotel

Swissotel - Chicago

Silversmith Hotel Chicago Downtown

Hyatt Regency Chicago

Best Western Grant Park Hotel

Freehand Chicago

LondonHouse Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

The Chicago Hotel Collection Ambassador Gold Coast

Hilton Chicago/Magnificent Mile Suites

Club Quarters Hotel Wacker at Michigan, Chicago

Staypineapple, An Iconic Hotel, The Loop

Sheraton Grand Chicago Riverwalk

Hilton Garden Inn Chicago Downtown South Loop

Radisson Blu Aqua Hotel Chicago

Where to stay in Gross Point

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Gross Point Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

Frequently asked questions

Explore a world of travel with Expedia