Gresham Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Price found within the past 48 hours. Click for updated prices.
Best Western Grant Park Hotel

Best Western Grant Park Hotel

2.5 out of 5
Downtown Chicago
per person
23 Jan - 30 Jan
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8/10 Very Good! (2,550 reviews)
Beds could be better.

Reviewed on 11 Nov,2024

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
Downtown Chicago
per person
23 Jan - 30 Jan
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
7.8/10 Good! (7,993 reviews)
Rooms are a little old, toilet got stuck, and has an odd smell to the room. But stuff are nice, and it was in a nice area, but I’ve stayed at hotels around the area for cheaper that have nicer rooms.

Reviewed on 14 Nov,2024

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
23 Jan - 30 Jan
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.2/10 Very Good! (2,454 reviews)
Good location- very walkable to michigan mile

Reviewed on 12 Nov,2024

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
per person
23 Jan - 30 Jan
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8/10 Very Good! (3,372 reviews)
We loved our stay at the Whitehall hotel. Everything from check in to check out went seamless. The staff was professional, knowledgeable, and very friendly. The location of the hotel could not have been better. I would highly recommend the Whitehall hotel! I cannot wait to go back

Reviewed on 13 Nov,2024

Courtyard by Marriott Chicago Wood Dale

Courtyard by Marriott Chicago Wood Dale

3 out of 5
per person
23 Jan - 30 Jan
found 1 day ago
Return direct flight included
Singapore (SIN) to Chicago (ORD)
8.6/10 Excellent! (1,000 reviews)
Excellent customer service at the front desk and bar/restaurant.

Reviewed on 19 Oct,2024

Where to stay in Gresham

Find the best Gresham areas and neighborhoods for the activities you enjoy most. Learn more about Gresham
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 Gresham

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$135 per night from 25 Nov to 26 Nov
S$135
includes taxes & fees
25 Nov - 26 Nov
7.8/10 Good! (8,066 reviews)
"Every staff member we met greeted us with a smile and were at the ready to answer any questions we had. My son and I were so excited to stay here and we will definitely be back."

Reviewed on 13 Nov,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 S$170 per night from 8 Dec to 9 Dec
S$170
includes taxes & fees
8 Dec - 9 Dec
8.6/10 Excellent! (3,530 reviews)
"Nice"

Reviewed on 12 Nov,2024

River Hotel
Embassy Suites by Hilton Chicago Downtown River North
Embassy Suites by Hilton Chicago Downtown River North
4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$180 per night from 25 Nov to 26 Nov
S$180
includes taxes & fees
25 Nov - 26 Nov
8.2/10 Very Good! (3,184 reviews)
"Our family loved the breakfast buffet, reception every evening, and the pool."

Reviewed on 12 Nov,2024

Embassy Suites by Hilton Chicago Downtown River North
See all 4,110 properties in Gresham
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 Gresham holiday package cost?
The most affordable Gresham package is S$1,698, so the trip of your dreams can become a reality — without breaking the bank. Bundle flights, hotels, car rentals and more to create a package that matches your travel style.
How do I get a cheap travel package to Gresham?
Our Gresham holiday packages mean plenty of savings for the savvy explorer. For the best deal, simply combine your flights, hotels and activities into one neat package. But bargain prices are only the start of your next big adventure. When you book with Expedia, you’ll have more than 550 air carriers and 1,000,000 hotel options all over the world to choose from. Whatever your style or budget, there’s a holiday package with your name on it.
Where should I stay in Gresham?
With so much to do in Gresham, it’s a good idea to secure a room in a hotel close to its attractions. Dr. Percy Julian Residence, Highland Community Bank and Carter G. Woodson Library are some fascinating ones to put on your to-do list.
How far in advance should I book my Gresham holiday?
Travellers can normally browse international airfares on Expedia within 12 months of departure. Booking late? With a bit of luck, it’s still possible to purchase a cheap ticket just weeks before your flight.
What does an Expedia Gresham travel package include?
Packages include hotels, flights and rental cars, but you can combine any of them to create your ideal Gresham getaway. You can also add on fun stuff like activities and experiences once you’ve made your booking. You’re in charge! When you bundle your bookings with Expedia, you’ll enjoy discounts you won’t find anywhere else.
What should I know before booking a Gresham travel package?
Bundling your bookings into a Gresham holiday package is the most convenient way to organise your trip. Not only that, you’ll save when you combine your flights, hotels and car rentals. Once you’ve booked, why not add on a day tour or an activity?
Can I choose my airline with a Gresham Expedia holiday package?
Expedia has access to more than 550 airline partners globally, so you definitely can. Simply select your preferred carrier and craft your ideal Gresham escape.
If I'm not able to travel, can I cancel my Gresham holiday package?
Don’t stress if you’re rethinking your Gresham holiday package — you can cancel or change your booking. And if you’ve booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We totally get that your circumstances can change suddenly, so head to our Customer Service Portal if that occurs. When you’re ready to make changes, we’ll take care of it.

Things to do

Image for Flyover in Chicago

Flyover in Chicago

S$50
Per adult
94% of travellers recommend
Flyover in Chicago
Image for Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

S$58
Per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
Image for Chicago River Cocktail Cruise

Chicago River Cocktail Cruise

S$78
Per adult
90% of travellers recommend
Chicago River Cocktail Cruise
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.