Princeton Park Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Where to stay in Princeton Park

Find the best Princeton Park areas and neighborhoods for the activities you enjoy most. Learn more about Princeton Park
A busy city street with tall buildings, a bus, and cars.

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.

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A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

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Top hotels in Princeton Park

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$156
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (10,241 reviews)
"Check-in was super quick and staff was very efficient and helpful. Booked a standard room with a king size bed facing the lake and it was a very nice weekend stay. Room was very clean. The AC is off central heatingThe location is incredibly convenient if you’re going somewhere near the lake or ..."

Reviewed on 31 Aug, 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
S$230
29 Sept - 30 Sept
includes taxes & fees
8/10 Very good! (2,139 reviews)
"Location near the lake and very walkable to train, bus stations, restaurants and stores. Room was not very well cleaned"

Reviewed on 31 Aug, 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! (883 reviews)
"Unfortunately this property was a bad experience. There is little to no communication from the host. Your only option is to talk to a chat bot from California. We tried checking in 10 minutes early and were told that wasn't possible, There was no one at the check-in desk when we got there. The room ..."

Reviewed on 31 Aug, 2026

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Kasa Magnificent Mile Chicago
See all 4,163 properties in Princeton Park
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 Princeton Park holiday package cost?
From as little as . Yes, you read that correctly. Our Princeton Park holiday packages are the quickest way to make your budget stretch further. Combine your hotels, flights and car rentals and discover this lively destination.
How do I get a cheap travel package to Princeton Park?
Browse and book everything in the one place with our Princeton Park holiday packages. You'll discover bargains on flights, hotels, tours and more that'll keep your bank account happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 properties throughout the world to select from, you have countless opportunities to mix and match your own way.
Where should I stay in Princeton Park?
Stay where the action happens. Many travellers like to book hotels in the vicinity of top sights, such as Harborside International Golf Centre, Abbott Park and Bronzeville Childrens Museum.
How far in advance should I book my Princeton Park holiday?
While prices change frequently, we generally advise booking your spot as early as possible. Many international fares can be found on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still get lucky. Discount prices to Princeton Park sometimes appear just weeks before departure.
What does an Expedia Princeton Park travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to create your ideal Princeton Park package. Once you've made your booking, you can add on fun stuff like tours and experiences. Don't forget — the more you bundle, the more deals you'll score!
What should I know before booking a Princeton Park travel package?
A package can be easier on the hip pocket than separately booking everything you need for your adventure. For example, combine your hotels, flights and rental cars and save a packet. Whatever type of holiday you have in mind, you're sure to find a package that matches your budget.
Can I choose my airline with a Princeton Park Expedia holiday package?
With a holiday package, the choice is in your hands. Whether you're looking to fly to Princeton Park in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners around the world.
If I'm not able to travel, can I cancel my Princeton Park holiday package?
We totally understand that the universe can throw the odd curveball. If you've booked a Princeton Park holiday package and need to cancel or change it, we can help. We suggest looking up our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel and rebook at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$51
per adult
92% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.