Near North Side Holidays

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Where to stay in Near North Side

Find the best Near North Side areas and neighborhoods for the activities you enjoy most. Learn more about Near North Side
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 Near North Side

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 S$152 per night from 25 Feb to 26 Feb
S$152
includes taxes & fees
25 Feb - 26 Feb
8.6/10 Excellent! (2,847 reviews)
"I like how clean and comfortable the room was."

Reviewed on 9 Feb,2025

Eurostars Magnificent Mile
Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel
Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel
3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
Fully refundable
The price is S$180 per night from 17 Feb to 18 Feb
S$180
includes taxes & fees
17 Feb - 18 Feb
8.6/10 Excellent! (1,369 reviews)
"Perfect location!"

Reviewed on 9 Feb,2025

Holiday Inn Chicago Dwtn - The Mart, an IHG Hotel
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3 out of 5
243 E. Ontario, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$120 per night from 23 Feb to 24 Feb
S$120
includes taxes & fees
23 Feb - 24 Feb
8.4/10 Very Good! (2,594 reviews)
"Loved how close it was to everything in downtown Chicago, and the Magnificent Mile. The only reasons for a 4 instead of 5 star, were petty minor - the pool was smaller than the pictures made it look (it's just a lap pool), and the "breakfast available" wasn't much to speak of. It was clean, the beds ..."

Reviewed on 11 Feb,2025

Aloft Chicago Mag Mile
See all 1,108 properties in Near North Side
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 Near North Side holiday package cost?
Starting from only , a package is your passport to low-cost travel. Put together your Near North Side trip by picking from our wide range of hotels, airfares and rental cars.
How do I get a cheap travel package to Near North Side?
Secure flights that fit in with your schedule, add a hotel to your booking and watch the savings rack up with a Near North Side holiday package. It’s that simple! From hotels and flights to rental cars and tours, Expedia makes travelling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 properties throughout the world to choose from, you’ll never be short of choice.
Where should I stay in Near North Side?
Holiday Makers come from all over to see McCormick Place and Millennium Park in Near North Side. Book a room near these awesome attractions and visit them whenever you please.
What are the top hotels in Near North Side?
Sable at Navy Pier Chicago, Curio Collection by Hilton and Kasa River North Chicago are a couple of the most well-known properties in Near North Side. Why not take a look at the facilities and rates at each and then decide?
How far in advance should I book my Near North Side holiday?
Travellers can normally compare international flights on Expedia within 12 months of departure. Booking late? With a stroke of luck, it’s still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Near North Side travel package include?
Travel packages include hotels, rental cars and flights, but you can mix and match them to create your perfect Near North Side holiday. You can also add on a few activities and tours once you’ve made your booking. You’re in control! When you combine your bookings with Expedia, you’ll score deals you won’t find elsewhere.
What should I know before booking a Near North Side travel package?
Whether it’s relaxation or adventure you’re seeking, a Near North Side holiday package lets you organise your escape your way. Plus, you’ll get access to great discounts when you combine your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Near North Side Expedia holiday package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply pick the carrier you want and create your ideal Near North Side holiday.
If I'm not able to travel, can I cancel my Near North Side holiday package?
Yes, you can. We get that even the best-laid plans can go awry, so we’re here to help if you need to make changes to your Near North Side holiday package. You may be able to cancel or amend your itinerary for free if you’ve booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Popular places to visit

Merchandise Mart

Merchandise Mart

4/5(4 reviews)

You can learn about the history of Chicago with a trip to Merchandise Mart. Amble around this vibrant area's riverfront or experience its acclaimed art galleries.

Merchandise Mart

Things to do

Flyover in Chicago

Flyover in Chicago

S$52
per adult
96% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

S$74
per adult
94% of travellers recommend
Architecture River Tour
display cases inside of the hard rock cafe in chicago

Dining at Hard Rock Cafe Chicago

S$53
per traveller
74% of travellers recommend
Dining at Hard Rock Cafe Chicago
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.