Gross Point Vacations from $466

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to $1,045 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Your Gross Point Vacation

Enjoy amazing adventures when you book a Gross Point vacation package. Whether you're a history buff, foodie or just a traveler who loves to experience new places, there's something for everyone in this exciting city. Every good trip to Gross Point has to include a bit of sightseeing. What to check out first? Bahai House of Worship and Langdon Park Beach are key attractions. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Gross Point vacation is a piece of cake with Expedia.

The Latest Gross Point Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
The Allegro Royal Sonesta Hotel Chicago Loop
Hilton Garden Inn Chicago Downtown South Loop
Arlo Chicago
Virgin Hotels Chicago

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

Gross Point Hotel Deals

Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$153 nightly
The price is $180 total per night from Jul 10 to Jul 11
$180 total
Jul 10 - Jul 11
Total includes taxes and fees
8.8/10 Excellent! (2,368 reviews)
"I would stay at this hotel again 100%"

Reviewed on Jul 3, 2025

Hilton Chicago/Magnificent Mile Suites
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
$260 nightly
The price is $300 total per night from Jul 6 to Jul 7
$300 total
Jul 6 - Jul 7
Total includes taxes and fees
9/10 Wonderful! (1,968 reviews)
"It was our first time in staying in Chicago and we couldnt have picked a better resort!!"

Reviewed on Jul 3, 2025

InterContinental Chicago Magnificent Mile by IHG
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $187 total per night from Aug 4 to Aug 5
$187 total
Aug 4 - Aug 5
Total includes taxes and fees
7.8/10 Good! (8,952 reviews)
"The location is amazing. Every staff member i had an encounter with was very kind and courteous. The elevators are amazing for an older hotel. So fast and efficient. This was our second stay there. When we go back to Chicago I plan on staying here."

Reviewed on Jul 3, 2025

Congress Plaza Hotel
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.

Discover the most popular places to visit in Gross Point

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.