Far North Side Holidays

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Photo by W. Ross Wells

Where to stay in Far North Side

Find the best Far North Side areas and neighborhoods for the activities you enjoy most. Learn more about Far North Side
A sign for Lincoln Square with a red brick building in the background.

Lincoln Square

1 out of top 10 points of interest in this area

When in Lincoln Square and the surrounding area, you'll want to check out sights like Riviera Theatre or Aragon Ballroom and hop on the metro to see more of the city at Western Station (Brown Line) or Rockwell Station.

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A city skyline with modern skyscrapers, a large museum, and a waterfront park.

West Ridge

The restaurants and shopping are a few reasons travellers visit West Ridge. Though there aren't many top sights in the neighbourhood, you can visit Leather Archives & Museum and Emil Bach House, a few notable attractions nearby.

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A snowy landscape with a city skyline in the background.

Ravenswood

Get to know Ravenswood and its many features like its restaurants and art galleries. You might want to explore sights like Neo-Futurists and Black Ensemble Theater, and you can jump on the metro at Damen Station (Brown Line) or Western Station (Brown Line) to get around the city.

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A water tower with a blue and yellow flag, surrounded by buildings and trees.

Andersonville

If you're spending some time in Andersonville, Andersonville Galleria and Women & Children First are top sights worth seeing.

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A spiral tower with a pool in front.

Norwood Park

Even though there aren't top sights in Norwood Park, you can explore the larger area and take in top sights like Milwaukee Avenue. Jump on the metro at Harlem-O'Hare Station to see more of the city.

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Top hotels in Far North Side

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
2.992.680 ₫
3.557.997 ₫ total
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,298 reviews)
"The hotel was nicely maintained. My only issue was that the beds are hard as a rock. The pillows are great. The bathroom door kept sticking, because they put too many coats of paint on it. It was updated nicely."

Reviewed on 7 Sept 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
4.432.818 ₫
5.270.178 ₫ total
5 Oct - 6 Oct
includes taxes & fees
8/10 Very good! (2,173 reviews)
"Easy process to check in and out! Our stay was very enjoyable and the location was excellent!"

Reviewed on 7 Sept 2026

The Chicago Hotel Collection Ambassador Gold Coast
Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago

One Superior Place Chicago IL
9.4/10 Exceptional! (888 reviews)
"We thoroughly enjoyed our stay at Kasa- check in instructions were clear and hassle free. The unit was spacious and clean, with a terrific view. Highly recommended!"

Reviewed on 4 Sept 2026

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Kasa Magnificent Mile Chicago
See all 5,055 properties in Far 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.

Stay near popular Far North Side attractions

A historic theater with ornate architecture and a prominent marquee.

Aragon Ballroom

9.2/10 (10 reviews)
Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
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A marina with various sailboats and yachts docked.

Montrose Harbor

Explore the waterfront in Chicago with a trip to Montrose Harbor. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
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A row of red brick buildings with large windows, surrounded by green trees and a sidewalk.
Photo by TM

Hutchinson Street Historic District

You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the entertainment choices and acclaimed art galleries in this vibrant area.
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Riviera Theatre

8.0/10 (1 review)
You can enjoy a show at Riviera Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
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Copernicus Center

You can make plans for a show at Copernicus Center during your stay in Chicago. Amble around this vibrant area's lakeside or attend a sporting event.
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Pegasus Players

You can get tickets for a performance at Pegasus Players on your trip to Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.
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Aragon Entertainment Center

6.0/10 (1 review)
You can get tickets for a performance at Aragon Entertainment Center during your stay in Chicago. Experience the acclaimed theatre scene and entertainment choices in this vibrant area.
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Swedish American Museum Center

You can spend an afternoon exploring the galleries in Swedish American Museum Center during your travels in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.
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Frequently asked questions

How much does a Far North Side holiday package cost?
Tailor make your Far North Side holiday package from only . Pick from any combination of rental cars, flights and hotels to build the getaway you've been dreaming about. Don't forget to add on a few experiences or tours!
How do I get a cheap travel package to Far North Side?
One of the simplest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all. Pick a combination that suits you and see your savings stack up. Of course, a travel package is never a one-size-fits-all. That's why we offer more than 550 air carriers and 1null000null000 properties throughout the world, which lets you customize your Far North Side getaway.
How far in advance should I book my Far North Side holiday?
It can be tricky to know when the best time is to book your Far North Side holiday. But usually the earlier you book, the cheaper the prices. In some cases, you can reserve your flights and hotels up to a year prior to departure. If you're thinking of a last-minute getaway, no need to stress! There are fantastic bargains announced on Expedia every day.
What does an Expedia Far North Side travel package include?
From flights and hotels to car rentals, Expedia can help you put together a Far North Side package that's perfect for you. Holidaying for a few weeks? Check out a rental car, hotel and flight bundle. If your break is short, a hotel and airfare deal could be more your style. Experiences can also be added after you've booked. Our travel packages make it simple to plan and save.
What should I know before booking a Far North Side travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Far North Side Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Far North Side holiday package?
Your situation can change unexpectedly, so yes. You may be able to change or cancel your Far North Side holiday package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still cancel or make changes, but your car rental company, hotel or airline may charge a fee. Want more information? Take a look at our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.

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