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This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

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Our top choices for Gross Point hotels

Exterior

1. Holiday Inn Express & Suites Prospect Heights by IHG

Holiday Inn Express & Suites Prospect Heights by IHG
3.0 star property
8.8 mi from Gross Point
9.0 out of 10, Wonderful, (1,003 reviews)
"Great staff with a delicious breakfast"
United States
Wynton
$101 nightly
The price is $113
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express & Suites Prospect Heights by IHG
Terrace/patio

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

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
14.2 mi from Gross Point
9.4 out of 10, Exceptional, (2,643 reviews)
"Great stay."
United States
Dawn
$239 nightly
The price is $284
Aug 30 - Aug 31
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby

3. The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
12.8 mi from Gross Point
8.0 out of 10, Very Good, (1,939 reviews)
"Great stay"
United States
Judy
$152 nightly
The price is $181
Aug 9 - Aug 10
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast
Cocktail bar

4. Freehand Chicago

Freehand Chicago
4.0 star property
13.7 mi from Gross Point
7.8 out of 10, Good, (3,268 reviews)
"Great location Great vibe"
United States
james
$117 nightly
The price is $139
Aug 31 - Sep 1
Total with taxes and fees
Freehand Chicago
Exterior

5. Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
12.8 mi from Gross Point
9.0 out of 10, Wonderful, (1,462 reviews)
"Just really like this stay and location is fantastic!"
United States
Timothy
$155 nightly
The price is $184
Aug 30 - Aug 31
Total with taxes and fees
Claridge House Chicago, Tapestry Collection by Hilton
Exterior

6. Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
13.3 mi from Gross Point
9.0 out of 10, Wonderful, (4,741 reviews)
"Great stay!"
United States
Jennifer
$161 nightly
The price is $191
Aug 30 - Aug 31
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites
Room service - dining

7. The Wade

The Wade
4.5 star property
13.8 mi from Gross Point
8.6 out of 10, Excellent, (1,979 reviews)
"Great stay and friendly staff!"
Canada
Richard
$169 nightly
The price is $201
Aug 23 - Aug 24
Total with taxes and fees
The Wade
Ballroom

8. The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
14 mi from Gross Point
9.4 out of 10, Exceptional, (3,563 reviews)
"Great stay"
United States
Alexis
$221 nightly
The price is $263
Sep 1 - Sep 2
Total with taxes and fees
The Royal Sonesta Chicago Downtown
Exterior

9. The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
13.6 mi from Gross Point
7.8 out of 10, Good, (1,903 reviews)
"Great location and very trendy and fun."
United States
Shawna
$152 nightly
The price is $181
Aug 23 - Aug 24
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile
City view from property

10. Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
13.5 mi from Gross Point
8.2 out of 10, Very Good, (2,914 reviews)
"Great location, and the staff was very friendly"
United States
Logan
$157 nightly
The price is $186
Aug 31 - Sep 1
Total with taxes and fees
Hotel Felix River North/Magnificent Mile
Outdoor pool, cabanas (surcharge), pool umbrellas

11. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
13.8 mi from Gross Point
8.8 out of 10, Excellent, (2,557 reviews)
"Loved the pool and the close proximity downtown!"
United States
Macy
$161 nightly
The price is $191
Aug 30 - Aug 31
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
Restaurant

12. FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
3.0 star property
13.6 mi from Gross Point
7.2 out of 10, Good, (23 reviews)
"Great staff really good location, room was very small"
Canada
James
$152 nightly
The price is $178
Aug 30 - Aug 31
Total with taxes and fees
FOUND Hotels, Chicago, Series by Marriott
Lobby

13. River Hotel

River Hotel
4.0 star property
14 mi from Gross Point
8.8 out of 10, Excellent, (5,405 reviews)
"Great location and nice hotel, very helpful and friendly staff."
United Arab Emirates
Yousef
$140 nightly
The price is $166
Aug 9 - Aug 10
Total with taxes and fees
River Hotel
Property amenity

14. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
14.2 mi from Gross Point
8.8 out of 10, Excellent, (1,677 reviews)
"Great location, easy to access, clean rooms very nice."
United States
Andrew
$155 nightly
The price is $185
Aug 30 - Aug 31
Total with taxes and fees
Cambria Hotel Chicago Loop - Theatre District
Lobby

15. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
14.9 mi from Gross Point
8.0 out of 10, Very Good, (10,217 reviews)
"Perfect location loved our stay!"
United States
Christina
$144 nightly
The price is $171
Aug 30 - Aug 31
Total with taxes and fees
Congress Plaza Hotel
2 restaurants, breakfast served

16. The Drake

The Drake
4.0 star property
13.3 mi from Gross Point
9.0 out of 10, Wonderful, (1,562 reviews)
"Great location and great people."
United States
Jason
$180 nightly
The price is $214
Aug 30 - Aug 31
Total with taxes and fees
The Drake
Bar (on property)

17. The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
13.3 mi from Gross Point
8.4 out of 10, Very Good, (3,957 reviews)
"Great spot for travelers a lot if places in walking distance"
United States
Angela
$163 nightly
The price is $194
Aug 30 - Aug 31
Total with taxes and fees
The Whitehall Hotel, BW Premier Collection
Lobby

18. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
14.9 mi from Gross Point
7.6 out of 10, Good, (2,733 reviews)
"Great location, clean rooms, would stay here again!"
United States
Adam
$113 nightly
The price is $134
Aug 30 - Aug 31
Total with taxes and fees
Travelodge by Wyndham Downtown Chicago
Building design

19. The Chicago Hotel Collection River North

The Chicago Hotel Collection River North
3.0 star property
13.2 mi from Gross Point
7.4 out of 10, Good, (769 reviews)
"I really liked this "boutique" style hotel as it was conveniently located and was a great value for the price. It was walking distance to the Magnificent Mile and the Navy Pier. Hotel room was very clean and in a safe area. I would stay here again."
United States
Kenneth
$128 nightly
The price is $151
Aug 30 - Aug 31
Total with taxes and fees
The Chicago Hotel Collection River North
Lunch and dinner served

20. Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
14.2 mi from Gross Point
8.6 out of 10, Excellent, (2,056 reviews)
"Great stay overall."
United States
Rachel
$245 nightly
The price is $291
Sep 2 - Sep 3
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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
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.

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.

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.

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.

The Chicago Theatre with illuminated marquee and a wet street reflecting lights.
Photo by Mattyboy876
Open Photo by Mattyboy876

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).

Top Gross Point Hotel Reviews

Holiday Inn & Suites Chicago - Downtown by IHG

Holiday Inn & Suites Chicago - Downtown by IHG

10/10 Excellent
"Amazing stay, clean room, friendly staff, beautiful rooftop pool."
Brianna 2-night trip
Posted less than an hour ago
Holiday Inn & Suites Chicago - Downtown by IHG

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 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.

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