Gross Point Vacations from $289
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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.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was $562, price is now $297 per person
$297
per person
May 13 - May 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.
Reviewed on Mar 9, 2026
Thompson Chicago, by Hyatt
Downtown Chicago
Save 100% on your flight
Price was $1,868, price is now $1,172 per person
$1,172
per person
May 13 - May 20
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,323 reviews)
Room was nice and clean, decent view.
Perfect location. Close to shopping and nice restaurants.
Staff was amazing; Myron in particular was so kind and accommodating.
Reviewed on Mar 8, 2026
Hilton Chicago/Oak Brook Suites
Yorkfield
Save 100% on your flight
Price was $493, price is now $325 per person
$325
per person
Jun 1 - Jun 6
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.8/10 Good! (1,004 reviews)
Front desk customer service was poor. At front desk with no line, clerk(s) did not greet us but one whom had the audacity to ask us to step aside and allow the women getting off the elevator to be helped first… Talked with them for 15mins about their check in, when we approached the desk first for the same thing. Clerk assisting him just shuffled around behind him, as if he didn’t want to help neither his coworker or us. Did not check us in until I got out of line from behind the first set of mentioned women & asked if he was able to check us in. Also everything I handed the second clerk he never returned in my hand only in front of me on the counter, very disrespectful in my opinion. First clerk: male, bald, with glasses. Second clerk: male, silver shoulder length hair & glasses.
Reviewed on Mar 6, 2026
Hilton Chicago O'Hare Airport
O'Hare
Price was $945, price is now $625 per person
$625
per person
May 13 - May 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,217 reviews)
Very convenient loved the restaurant. Food and staff was amazing.
Reviewed on Mar 8, 2026
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
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
Gross Point Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $118 total per night from Apr 1 to Apr 2
$118 total
Apr 1 - Apr 2
Total with taxes and fees
8/10 Very Good! (9,934 reviews)
Beautiful old historical hotel. The rooms were clean. We had a fantastic view of Lake Michigan. There were a few things that would have made me want to give it a higher rating. Free coffee and front door man. The staff seemed tired and under appreciated.
Reviewed on Mar 9, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $190 total per night from Mar 18 to Mar 19
$190 total
Mar 18 - Mar 19
Total with taxes and fees
9.4/10 Exceptional! (3,496 reviews)
Great location right off of Michigan Ave. They have a very good breakfast, that included almost everything you could want. It was very popular and packed with people. One negative, it felt like it was a cafeteria and not a relaxing place to sit down, relax and enjoy.
Reviewed on Mar 9, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $143 total per night from Mar 19 to Mar 20
$143 total
Mar 19 - Mar 20
Total with taxes and fees
8.6/10 Excellent! (5,742 reviews)
The breakfast menu was excellent. The hotel had a small pool and gym in a nice location. The room was clean and well-equipped with a refrigerator, coffee machine, and microwave. The bathroom was luxurious with Crab Tree The staff was friendly, and it was close to everything. However, there was no ...
Reviewed on Mar 9, 2026
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
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Navy Pier
A Ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
Things to do
Skydeck - Willis Tower Admission
$44
per adult
98% of travellers recommend
Chicago Bulls Basketball Game at United Center
$61
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.