Gross Point Holidays from £1,076

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Your Gross Point Holiday

When a city escape is calling your name, answer it with a holiday package to Gross Point. With all your travel arrangements worked out before you go, all you need to do here is concentrate on having the time of your life. Be sure to plan some sightseeing during your trip to Gross Point. Bahai House of Worship and Langdon Park Beach are some leading attractions to visit. Whoever you're escaping with and whatever you plan to spend, your dream Gross Point holiday is just a few clicks away with Expedia.

Prices and availability subject to change. Additional terms may apply.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
26 Jun - 1 Jul
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (1,152 reviews)
Amazing. Definitely coming back!

Reviewed on 20 Apr 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
26 Jun - 1 Jul
Return flight included
Edinburgh (EDI) to Chicago (ORD)
9.4/10 Exceptional! (650 reviews)
Great customer service

Reviewed on 21 Apr 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
per person
26 Jun - 1 Jul
Return flight included
Edinburgh (EDI) to Chicago (ORD)
8.8/10 Excellent! (206 reviews)
Thoroughly enjoyed my stay and my room. Will definitely book here again. Basic view of the courtyard but that was not important to me.

Reviewed on 16 Mar 2024

W Chicago - City Center

W Chicago - City Center

4 out of 5
Downtown Chicago
per person
1 Jul - 8 Jul
Return direct flight included
London (LON) to Chicago (ORD)
8/10 Very Good! (1,001 reviews)
Always an amazing experience a the W

Reviewed on 22 Apr 2024

21c Museum Hotel Chicago

21c Museum Hotel Chicago

4 out of 5
Downtown Chicago
per person
26 Jun - 1 Jul
Return flight included
Edinburgh (EDI) to Chicago (ORD)
8.4/10 Very Good! (1,801 reviews)
Check in was smooth. Everyone from check in to check and and door service were amazingly helpful!

Reviewed on 15 Apr 2024

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

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.

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 £107 per night from 29 Apr to 30 Apr
£107
per night
29 Apr - 30 Apr
7.6/10 Good! (6,588 reviews)
"A great older hotel. Very happy with my stay here."

Reviewed on 23 Apr 2024

Congress Plaza Hotel
River Hotel
River Hotel
4 out of 5
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £124 per night from 28 Apr to 29 Apr
£124
per night
28 Apr - 29 Apr
8.6/10 Excellent! (2,805 reviews)
"Wonderful stay in the best part of town"

Reviewed on 24 Apr 2024

River Hotel
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is £160 per night from 28 Apr to 29 Apr
£160
per night
28 Apr - 29 Apr
8.2/10 Very Good! (1,859 reviews)
"A beautiful hotel n vibe I had a wonderful stay! We loved the peek a boo showers!"

Reviewed on 25 Apr 2024

Eurostars Magnificent Mile
See all 3,989 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Gross Point travel package cost?
From as low as £1,076. Yes, you read that right. Our Gross Point packages are an awesome way to make your budget go further. Bundle your preferred hotels, flights and rental car and get out and explore this destination your way.
If I'm not able to travel, can I cancel my Gross Point travel package?
Don’t worry if you’re rethinking your Gross Point travel package — it’s possible to change or amend your booking. And if you’ve booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We understand your circumstances can suddenly change, so look up our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll be here to help.
How do I get a cheap travel package to Gross Point?
You’ll save a ton of money if you combine your flights, car rentals and hotels into a Gross Point travel package. Sometimes cheap packages mean fewer choices. But that’s not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties across the world, which means you’ll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Gross Point holidays?
Expedia has joined forces with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more cash to spend while you’re away. Klarna has several payment plans to choose from, so you’re sure to find something that fits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all types of budgets, so you can have that well-earned holiday sooner.
  • Pay in instalments holidays: If you want to pay off your getaway across multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the “book now” button is easier with this payment option. Put down a small deposit on your holiday and then start working on your travel plans.

Where should I stay in Gross Point?
Stay where the action is. Many visitors favor hotels around top sights, like Bahai House of Worship, Langdon Park Beach and Wilmette Park District Swimming Beach.
What are the top hotels in Gross Point?
Residence Inn by Marriott Chicago Wilmette/Skokie is one of Gross Point’s most well-known properties. Reserve a room here and you can sleep soundly knowing you’re in good hands.
How far in advance should I book my Gross Point holiday?
Search Expedia to compare international fares as soon as possible. In most cases, you can purchase a seat up to 12 months prior to departure. If it’s too early for your preferred carrier, or you have to book last minute, don’t despair. Low prices to Gross Point sometimes occur within weeks of the date of departure.
What does an Expedia Gross Point travel package include?
From airfares and hotels to car rentals, Expedia can help you put together a Gross Point package that fits you. Heading off for a few weeks? Check out a hotel, rental car and flight bundle. If your break is short, a hotel and airfare deal may be more your style. Tours and activities can be added after you’ve booked. Our travel packages make it a breeze to save and plan.
What should I know before booking a Gross Point travel package?
So many places to explore, so many things to see. With a package, you can cross more of them off your list. Bundle your hotels, flights and rental cars and enjoy big savings.
Can I choose my airline with a Gross Point Expedia travel package?
With a travel package, you’re always in charge. Whether you’re looking to fly to Gross Point in coach or first class, simply select from the available airline options. Expedia has access to more than 550 airline partners around the world.

Popular places to visit

Image for Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for 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
Image for Navy Pier

Navy Pier

4/5(125 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

£43
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

£59
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Chicago

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.