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 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

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Our top choices for Gross Point hotels

A three-tiered fruit basket on a wooden table against a wall with framed pictures.

1. Heart O' Chicago

6.6 mi from Gross Point

Oscar

$117 nightly

Oct 20 - Oct 21

Total with taxes and fees

A spacious lobby with a reception desk, seating area, and a large glass door entrance.

2. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

11.7 mi from Gross Point

Chad

$93 nightly

Oct 25 - Oct 26

Total with taxes and fees

A hotel room with a bed, a microwave, a refrigerator, and a coffee machine.

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

10 mi from Gross Point

Jaishiri

$135 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern lounge area with leather sofas, a coffee table, and a patterned rug.

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

10 mi from Gross Point

Crystal

$133 nightly

Nov 1 - Nov 2

Total with taxes and fees

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

5. Claridge House Chicago, Tapestry Collection by Hilton

12.8 mi from Gross Point

Scott

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

6. Carleton of Oak Park

13.9 mi from Gross Point

Brad

$109 nightly

Nov 8 - Nov 9

Total with taxes and fees

A spacious lobby with a central coffee table, sofas, and a large mirror.

7. The Chicago Hotel Collection Ambassador Gold Coast

12.8 mi from Gross Point

Christian

$121 nightly

Nov 11 - Nov 12

Total with taxes and fees

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

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

14.2 mi from Gross Point

Shanequa

$221 nightly

Nov 12 - Nov 13

Total with taxes and fees

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

9. Congress Plaza Hotel

14.9 mi from Gross Point

Ashya

$108 nightly

Nov 11 - Nov 12

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

10. DoubleTree by Hilton Chicago - Magnificent Mile

13.8 mi from Gross Point

Poua

$130 nightly

Nov 1 - Nov 2

Total with taxes and fees

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

11. Hilton Chicago/Magnificent Mile Suites

13.3 mi from Gross Point

Vincenzo

$163 nightly

Nov 3 - Nov 4

Total with taxes and fees

A modern rooftop lounge with white seating, a glass ceiling, and city views.

12. The Godfrey Hotel Chicago

13.5 mi from Gross Point

Jo

$144 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern interior with a bar area, seating, and decorative wooden panels.

13. Best Western Grant Park Hotel

15.3 mi from Gross Point

Colin

$107 nightly

Nov 10 - Nov 11

Total with taxes and fees

A bar area with a long counter, bar stools, and a mirrored wall.

14. The Whitehall Hotel, BW Premier Collection

13.3 mi from Gross Point

KURT

$143 nightly

Nov 2 - Nov 3

Total with taxes and fees

A high-rise hotel with a prominent curved glass facade, multiple floors, and a visible "EMBASSY" sign.

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

13.9 mi from Gross Point

jaimie

$150 nightly

Nov 1 - Nov 2

Total with taxes and fees

An indoor swimming pool with a glass ceiling, multiple seating areas, and city views.

16. Hilton Garden Inn Chicago Downtown/Magnificent Mile

13.7 mi from Gross Point

Hakeim

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

17. Aloft by Marriott Chicago Mag Mile

13.8 mi from Gross Point

Jonathan M

$145 nightly

Nov 1 - Nov 2

Total with taxes and fees

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

18. The Wade

13.8 mi from Gross Point

Sheilaann

$142 nightly

Nov 1 - Nov 2

Total with taxes and fees

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

19. Hampton Inn & Suites Chicago Downtown

13.8 mi from Gross Point

Catherine

$189 nightly

Nov 12 - Nov 13

Total with taxes and fees

A bar area with a checkered floor, leather seating, and a bar counter with a visible liquor selection.

20. ACME Hotel Chicago, Outset Collection by Hilton

13.7 mi from Gross Point

alex

$214 nightly

Nov 1 - Nov 2

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 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 Gross Point Hotel Reviews

Hilton Chicago O'Hare Airport

10/10 Excellent

"Everything was nice in the room. Staff was very accommodating. We had a package mailed to this hotel overnight due to my forgetfulness and Hilton did an amazing job at getting it to me on time. Thanks to everyone."

Find hotels in Gross Point, Chicago

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Filter by

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Our top choices for Gross Point hotels

1. Heart O' Chicago

2. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

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

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

5. Claridge House Chicago, Tapestry Collection by Hilton

6. Carleton of Oak Park

7. The Chicago Hotel Collection Ambassador Gold Coast

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

9. Congress Plaza Hotel

10. DoubleTree by Hilton Chicago - Magnificent Mile

11. Hilton Chicago/Magnificent Mile Suites

12. The Godfrey Hotel Chicago

13. Best Western Grant Park Hotel

14. The Whitehall Hotel, BW Premier Collection

15. Embassy Suites by Hilton Chicago Downtown Magnificent Mile

16. Hilton Garden Inn Chicago Downtown/Magnificent Mile

17. Aloft by Marriott Chicago Mag Mile

18. The Wade

19. Hampton Inn & Suites Chicago Downtown

20. ACME Hotel Chicago, Outset Collection by Hilton

Where to stay in Gross Point

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Top Gross Point Hotel Reviews

Hilton Chicago O'Hare Airport

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