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)

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Our top choices for Gross Point hotels

FOUND Hotels, Chicago, Series by Marriott

13.6 mi from Gross Point

Lia

$161 nightly

Jul 26 - Jul 27

Total with taxes and fees

Sable at Navy Pier Chicago, Curio Collection by Hilton

14.2 mi from Gross Point

Julie

$275 nightly

Aug 9 - Aug 10

Total with taxes and fees

The Chicago Hotel Collection Ambassador Gold Coast

12.8 mi from Gross Point

Tina

$190 nightly

Jul 19 - Jul 20

Total with taxes and fees

Freehand Chicago

13.7 mi from Gross Point

Clifton

$144 nightly

Aug 10 - Aug 11

Total with taxes and fees

Palmer House a Hilton Hotel

14.5 mi from Gross Point

John

$241 nightly

Aug 9 - Aug 10

Total with taxes and fees

Silversmith Hotel Chicago Downtown

14.4 mi from Gross Point

Donilyn

$203 nightly

Aug 9 - Aug 10

Total with taxes and fees

Rooftop bar, alfresco dining, open daily

The Godfrey Hotel Chicago

13.5 mi from Gross Point

Pam

$185 nightly

Aug 16 - Aug 17

Total with taxes and fees

Warwick Allerton - Chicago

13.6 mi from Gross Point

Peter Anthony

$203 nightly

Aug 16 - Aug 17

Total with taxes and fees

The Wade

13.8 mi from Gross Point

Richard

$254 nightly

Aug 9 - Aug 10

Total with taxes and fees

Travelodge by Wyndham Downtown Chicago

14.9 mi from Gross Point

Marobe

$164 nightly

Aug 16 - Aug 17

Total with taxes and fees

Superior Apartment, 2 Bedrooms, Kitchen | Living area | LED TV, Netflix, Hulu, streaming services

LIVN - West Loop Chicago

14.4 mi from Gross Point

Pedro

$182 nightly

Jul 19 - Jul 20

Total with taxes and fees

2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

14 mi from Gross Point

Sophie

$246 nightly

Aug 9 - Aug 10

Total with taxes and fees

Congress Plaza Hotel

14.9 mi from Gross Point

Tammy C

$210 nightly

Aug 10 - Aug 11

Total with taxes and fees

The Chicago Hotel Collection - Magnificent Mile

13.6 mi from Gross Point

Precious

$162 nightly

Aug 10 - Aug 11

Total with taxes and fees

theWit Chicago, a Hilton Hotel

14.1 mi from Gross Point

Christine

$253 nightly

Jul 26 - Jul 27

Total with taxes and fees

Staypineapple, An Iconic Hotel, The Loop

14.3 mi from Gross Point

Zoe

$233 nightly

Aug 9 - Aug 10

Total with taxes and fees

Eurostars Magnificent Mile

13.6 mi from Gross Point

Byron

$181 nightly

Aug 16 - Aug 17

Total with taxes and fees

River Hotel

14 mi from Gross Point

Nick

$190 nightly

Aug 9 - Aug 10

Total with taxes and fees

Millennium Hotel Knickerbocker Chicago

13.3 mi from Gross Point

Lawrence

$190 nightly

Aug 10 - Aug 11

Total with taxes and fees

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

14.8 mi from Gross Point

Dean

$183 nightly

Aug 9 - Aug 10

Total with taxes and fees

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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

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 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 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 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

Hyatt Regency Chicago

10/10 Excellent

"I got the best views from my window. The staff has been wonderful and helpful throughout the stay."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"The staff were incredibly busy when we arrived, however they were always pleasant and helpful with any of our needs. Our room was perfect for my daughter and my trip. We enjoyed a concert, amazing restaurants, and incredible shopping, all near our hotel. Definitely staying here again when we are in town."

Find hotels in Gross Point, Chicago

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Be picky

Check prices for these dates

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Our top choices for Gross Point hotels

FOUND Hotels, Chicago, Series by Marriott

Sable at Navy Pier Chicago, Curio Collection by Hilton

The Chicago Hotel Collection Ambassador Gold Coast

Freehand Chicago

Palmer House a Hilton Hotel

Silversmith Hotel Chicago Downtown

The Godfrey Hotel Chicago

Warwick Allerton - Chicago

The Wade

Travelodge by Wyndham Downtown Chicago

LIVN - West Loop Chicago

LondonHouse Chicago, Curio Collection by Hilton

Congress Plaza Hotel

The Chicago Hotel Collection - Magnificent Mile

theWit Chicago, a Hilton Hotel

Staypineapple, An Iconic Hotel, The Loop

Eurostars Magnificent Mile

River Hotel

Millennium Hotel Knickerbocker Chicago

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Where to stay in Gross Point

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Gross Point Hotel Reviews

Hyatt Regency Chicago

Frequently asked questions

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