North Side Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Where to stay in North Side

Find the best North Side areas and neighborhoods for the activities you enjoy most. Learn more about North Side
Chicago featuring a city and modern architecture

Lincoln Park

4 out of top 10 points of interest in this area
5/5(5 area reviews)

Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.

Find hotels in Lincoln Park

Top hotels in North Side

Chicago Getaway Hostel
Chicago Getaway Hostel
2 out of 5
616 W Arlington Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 5 Dec to 6 Dec
S$96
includes taxes & fees
5 Dec - 6 Dec
8.8/10 Excellent! (1,002 reviews)
"I like this place!"

Reviewed on 28 Nov,2024

Chicago Getaway Hostel
Hotel Lincoln
Hotel Lincoln
4 out of 5
1816 N Clark Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$148 per night from 15 Dec to 16 Dec
S$148
includes taxes & fees
15 Dec - 16 Dec
7.8/10 Good! (1,002 reviews)
"We enjoyed our stay.... very clean and comfortable."

Reviewed on 26 Nov,2024

Hotel Lincoln
Best Western Plus Hawthorne Terrace Hotel
Best Western Plus Hawthorne Terrace Hotel
3 out of 5
3434 N. Broadway Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$219 per night from 2 Dec to 3 Dec
S$219
includes taxes & fees
2 Dec - 3 Dec
9/10 Wonderful! (1,004 reviews)
"I enjoyed my quick stay at this property. We arrived late and the front desk was super friendly and helpful. The complimentary breakfast was small but good. The area was quite walkable and while the room was tiny, it was a comfortable sleep. We were here in November and it was cold outside, but running ..."

Reviewed on 28 Nov,2024

Best Western Plus Hawthorne Terrace Hotel
See all 540 properties in 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 North Side holiday package cost?
We make it simple to travel the world, with North Side holiday packages starting from just . You’ll have the flexibility to bundle your favourite hotels, airlines and car rental. For the ultimate escape, why not add a few experiences and tours to your travel itinerary?
How do I get a cheap travel package to North Side?
Combining your hotel and flight with Expedia won’t just save valuable time — it’ll save you cash too. A North Side holiday package makes it a cinch to arrange your dream adventure. With more than 550 airlines around the world to choose from, finding flights that suit your schedule won’t be an issue. On top of that, we’ve got over 1,000,000 hotels globally to pick from. Talk about choice! No matter who you are, Expedia brings the world within your reach.
Where should I stay in North Side?
Most people who visit North Side put both Wrigley Field and McCormick Place on their must-see lists. Why not choose a hotel near these iconic attractions?
What are the top hotels in North Side?
Get your trip off to a great start by reserving a room at Hotel Zachary Chicago, a Tribute Portfolio Hotel. It’s one of most sought-after properties in North Side. Another leading option is The Chicago Hotel Collection - Wrigleyville.
How far in advance should I book my North Side holiday?
Search Expedia to compare airfares as soon as you know your travel dates. In most cases, you can purchase a seat up to 12 months before departure. If it’s too early for your preferred air carrier, or you have to book last minute, don’t stress. Low prices to North Side sometimes occur within weeks of the date of departure.
What does an Expedia North Side travel package include?
Rental cars, flights and hotels, or any combination of them — the choice is yours. Whether you’re headed to North Side with the family or adventuring with your friends, there’s a bundle to suit every style and budget. Once you’ve made your booking, why not add on a few tours as well?
What should I know before booking a North Side travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and land great discounts. Hotels aren’t your only option, though. We’ve got oceanfront condos, cosy city apartments and even houseboats and castles!
Can I choose my airline with a North Side Expedia holiday package?
Most definitely. Expedia has over 550 airline partners to select from across the world. With so much choice, finding the right carrier to get you to North Side will be a cinch.
If I'm not able to travel, can I cancel my North Side holiday package?
You can. We realise life happens, so we’re here to help if you need to make changes to your North Side holiday package. It may be possible to change or cancel 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 your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

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
Lincoln Park Zoo which includes zoo animals and land animals as well as a couple

Lincoln Park Zoo

4/5(27 reviews)

This small zoo right in the heart of Chicago, Lincoln Park is an ideal family destination, popular with small children eager to see the many different animals.

Lincoln Park Zoo
Lincoln Park Conservatory featuring interior views, flowers and a garden

Lincoln Park Conservatory

This glass structure full of exotic plants is the perfect place to spend a quiet afternoon.

Lincoln Park Conservatory

What to do in North Side

Flyover in Chicago

Flyover in Chicago

S$51
Per adult
94% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

S$65
Per adult
94% of travellers recommend
Architecture River Tour
Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

Chicago River: 1.5-Hour Guided Architecture Riverboat Tour

S$66
Per adult
74% of travellers recommend
Chicago River: 1.5-Hour Guided Architecture Riverboat Tour
See all activities in North Side

* 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.