Gross Point Holidays

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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
Downtown Chicago featuring a city

Downtown Chicago

5 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotels in Downtown Chicago

Top hotels in Gross Point

Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$216 per night from 3 Jul to 4 Jul
S$216
includes taxes & fees
3 Jul - 4 Jul
7.8/10 Good! (8,814 reviews)
"The hotel is conveniently locate on the Millennium Mile. The staff is very friendly and the room was clean."

Reviewed on 2 Jun, 2025

Congress Plaza Hotel
citizenM Chicago Downtown
citizenM Chicago Downtown
4 out of 5
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$217 per night from 1 Jul to 2 Jul
S$217
includes taxes & fees
1 Jul - 2 Jul
9.2/10 Wonderful! (3,124 reviews)
"This is a unique place to stay. We loved it!"

Reviewed on 31 May, 2025

citizenM Chicago Downtown
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
The price is S$246 per night from 30 Jun to 1 Jul
S$246
includes taxes & fees
30 Jun - 1 Jul
8.8/10 Excellent! (2,272 reviews)
"We stayed one night however all of the employees we had an interaction with were all very pleasant. The room was nice and comfortable. Desk staff were all very kind and helpful. The staff working outside by the door were very kind and helpful with questions we had about directions and ..."

Reviewed on 30 May, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,249 properties in Gross Point
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.

Frequently asked questions

How much does a Gross Point holiday package cost?
From as low as . Yes, you read that right. Our Gross Point holiday packages are an awesome way to make your budget last longer. Bundle your favourite hotels, flights and rental car and get out and see this vibrant destination.
How do I get a cheap travel package to Gross Point?
Search for flights that suit your schedule, add a hotel to your booking and watch the savings stack up with a Gross Point holiday package. It’s as easy as that! From flights and hotels to rental cars and activities, Expedia makes travelling on the cheap easy. And with more than 550 partner airlines and 1,000,000 properties around the world to select from, you won’t be short of choice.
Where should I stay in Gross Point?
Stay where the action happens. Many people book hotels in the vicinity of popular attractions, like Bahai House of Worship, Langdon Park Beach and Wilmette Park District Swimming Beach.
How far in advance should I book my Gross Point holiday?
While prices change from time to time, we generally recommend booking your spot as soon as possible. Most international fares can be compared on Expedia up to a year in advance. If circumstances have left you booking late, you might still be lucky. Cheaper tickets to Gross Point sometimes occur only weeks before departure.
What does an Expedia Gross Point travel package include?
With Expedia, you can select any combination of hotels, car rentals and flights to build your perfect Gross Point travel package. Once you’ve made your booking, you can add on fun stuff like activities and tours. Don’t forget — the more you bundle, the more you stand to save!
What should I know before booking a Gross Point travel package?
When you book your flights, hotels and car rentals together, you’ll nab terrific discounts. Whether you’re planning a rural escape in a cottage or would rather stay in a ritzy city hotel, Expedia can make it happen for less.
Can I choose my airline with a Gross Point Expedia holiday package?
Yes, of course. We offer more than 550 partner airlines around the world, so go with the carrier that’s a good fit for your budget and travelling style.
If I'm not able to travel, can I cancel my Gross Point holiday package?
We totally get it — life doesn’t always go according to plan. If you’ve booked a Gross Point holiday package and need to amend or cancel it, we’re here to help. We recommend having a look at our Customer Service Portal first for information. But generally, if you’ve booked your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it’s been longer than 24 hours, your airline, hotel or car rental company may impose a fee.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
Six Flags Great America which includes rides

Six Flags Great America

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place

Things to do

River tour boat in Chicago

Architecture River Tour

S$63
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$31
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.