Gross Point Vacation Packages

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Our top choices for Gross Point hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,378 reviews)
"Great stay"
United States
Blake
The price is CA $180
CA $258 total
includes taxes & fees
Feb 24 - Feb 25
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1,682 reviews)
"Thoroughly enjoyed my stay at The Wade"
United States
Danielle
The price is CA $135
CA $158 total
includes taxes & fees
Mar 1 - Mar 2
The Wade

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,370 reviews)
"Amazing place, breakfast is great , location is great - honestly great hotel! "
United States
Brisa
The price is CA $135
CA $197 total
includes taxes & fees
Mar 4 - Mar 5
Hotel Riu Plaza Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,203 reviews)
"Place is always top notch..stay here anytime we stay in Chicago."
United States
Jon
The price is CA $166
CA $243 total
includes taxes & fees
Feb 22 - Feb 23
Swissotel - Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,303 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is CA $206
CA $276 total
includes taxes & fees
Feb 26 - Feb 27
Palmer House a Hilton Hotel

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,007 reviews)
"Location was great, staff was very friendly, and the rooms were clean. "
United States
Lori
The price is CA $178
CA $249 total
includes taxes & fees
Mar 1 - Mar 2
Staypineapple, An Iconic Hotel, The Loop

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9,908 reviews)
"Great location, beautiful historic hotel with clean, updated rooms. "
United States
Jennifer
The price is CA $122
CA $143 total
includes taxes & fees
Feb 20 - Feb 21
Congress Plaza Hotel

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,069 reviews)
"Great place "
United States
Kamilah
The price is CA $231
CA $319 total
includes taxes & fees
Feb 21 - Feb 22
Fairmont Chicago at Millennium Park

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,601 reviews)
"Great staff great room "
United States
Jose
The price is CA $244
CA $335 total
includes taxes & fees
Feb 27 - Feb 28
Sheraton Grand Chicago Riverwalk

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,252 reviews)
"Great stay "
United States
Kylee
The price is CA $133
CA $156 total
includes taxes & fees
Mar 19 - Mar 20
Eurostars Magnificent Mile

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,151 reviews)
"Excellent hotel and location."
United States
Marcelo
The price is CA $259
CA $360 total
includes taxes & fees
Mar 15 - Mar 16
Pendry Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,231 reviews)
"Amazing hotel and staff!"
United States
Corey
The price is CA $124
CA $187 total
includes taxes & fees
Feb 26 - Feb 27
Silversmith Hotel Chicago Downtown

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,383 reviews)
"Super comfy beds, helpful staff, free coffee and snacks and an amazing location "
United States
Stephanie
The price is CA $157
CA $185 total
includes taxes & fees
Feb 27 - Feb 28
Hyatt Centric The Loop Chicago

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful place to stay, nice staff 🙏"
United States
Yu Ching Dexter
The price is CA $180
CA $251 total
includes taxes & fees
Feb 22 - Feb 23
The Blackstone, Autograph Collection

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,641 reviews)
"The room was clean and the staff was very friendly."
United States
Andrea
The price is CA $189
CA $262 total
includes taxes & fees
Feb 27 - Feb 28
Hilton Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,863 reviews)
"Absolutely enjoyed my time here"
United States
Quayshaun
The price is CA $116
CA $137 total
includes taxes & fees
Feb 26 - Feb 27
Hilton Garden Inn Chicago Downtown South Loop

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,592 reviews)
"Staff was friendly and loved the decor at this hotel…will definitely be staying again"
Canada
Osama
The price is CA $250
CA $293 total
includes taxes & fees
Feb 22 - Feb 23
LondonHouse Chicago, Curio Collection by Hilton

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,317 reviews)
"Great staff, room spotless, great price."
United States
Robert
The price is CA $133
CA $156 total
includes taxes & fees
Feb 26 - Feb 27
DoubleTree by Hilton Chicago - Magnificent Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,673 reviews)
"Great location and overall great hotel."
United States
Fernando
The price is CA $198
CA $232 total
includes taxes & fees
Feb 22 - Feb 23
L7 Chicago by LOTTE

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,086 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is CA $135
CA $158 total
includes taxes & fees
Feb 22 - Feb 23
Aloft Chicago Mag Mile
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Where to stay in Gross Point

Find the best Gross Point areas and neighborhoods for the activities you enjoy most.

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.

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.

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.

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.

O'Hare

Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

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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 June) and early autumn (September to October) when the weather is pleasant and the town's natural beauty is at its peak.

During these months, you'll experience comfortable temperatures, superb for exploring the outdoors. The trees are either in full bloom or showcasing stunning autumnal colours, making strolls along the scenic lakefront or through the Botanic Garden particularly enjoyable. It's also a great time to visit the Gross Point Lighthouse, as the views are clearer and the conditions are ideal for photography.

Families will find late spring and early autumn especially appealing for outdoor activities without the intense heat of summer or the chill of winter. The local parks and nature preserves are excellent for picnics and walks, and there are often community events or farmers' markets during these periods. The pleasant weather ensures a more comfortable experience for children exploring the area's attractions.

Couples looking for a relaxing escape will appreciate the quieter atmosphere outside of the peak summer holiday season. You can enjoy romantic walks by Lake Michigan, dine al fresco at local restaurants, or explore the charming boutiques without the larger crowds.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline – this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Gross Point hotel for you.
How can I save on a Gross Point hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Gross Point hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Gross Point hotel?
Hotel prices in Gross Point often vary, but you can find a great deal from CA $65 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.