Roscoe Village Holidays

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Your Roscoe Village Holiday

From its cafes to its bars and pubs, there are so many things to like about Roscoe Village. Book a customised Roscoe Village holiday package and prepare to fall for the charms of this neighbourhood. When it's time to get out and explore, you'll find loads of big-name attractions nearby including Wrigley Field, Lincoln Park Zoo and Lincoln Park. Visit one, two (or even all!) during your trip to Roscoe Village. Don't just imagine it — do it! Lock in your ultimate Roscoe Village holiday with Expedia and travel your way.

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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Our guide on where to stay in Roscoe Village

Find the best Roscoe Village areas and neighborhoods for the activities you enjoy most. Learn more about Roscoe Village
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 Millennium Park are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Our pick of the best Roscoe Village Hotel Deals

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 AU$181 per night from 8 Dec to 9 Dec
AU$181
includes taxes & fees
8 Dec - 9 Dec
7.8/10 Good! (8,184 reviews)
"The doorman was top notch He won an award for not only the hotel but for the whole city"

Reviewed on 29 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 AU$195 per night from 15 Dec to 16 Dec
AU$195
includes taxes & fees
15 Dec - 16 Dec
8.6/10 Excellent! (3,572 reviews)
"It was an amazing value for the money!! If definitely go back!"

Reviewed on 29 Nov. 2024

River Hotel
Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, Chicago
4 out of 5
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 10 Dec to 11 Dec
AU$185
includes taxes & fees
10 Dec - 11 Dec
8.4/10 Very Good! (3,252 reviews)
Chicago stay
"This hotel was very clean and the staff were helpful and courteous. I would definitely stay there again. Its conveniently located near most attractions."

Reviewed on 27 Nov. 2024

Club Quarters Hotel, Central Loop, Chicago
See all 4,210 properties in Roscoe Village
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Roscoe Village holiday package cost?
Our Roscoe Village packages, which start from as low as , are the easiest way to save money. Select your favourite hotels, flights and more to create your perfect getaway.
How do I get a cheap travel package to Roscoe Village?
You’ll save a ton of money if you combine your hotels, car rentals and flights into a Roscoe Village holiday package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 airlines and 1 000 000 properties all over the world, so you’ll always have plenty of options to choose from. Want to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Roscoe Village?
Urban explorers come from all corners of the globe to experience Wrigley Field and Lincoln Park Zoo in Roscoe Village. Book a room near these must-see attractions and visit them at your leisure.
How far in advance should I book my Roscoe Village holiday?
The earlier, the better. Air carriers generally release flights up to a year ahead of departure, and this is a great opportunity to score some of the cheapest prices. Just been told you should take some holiday time in a few weeks? No sweat. Expedia are never short on fantastic bargains to help you have the getaway of your dreams, at a price you can afford.
What does an Expedia Roscoe Village travel package include?
Hotels, flights and rental cars — we’ve got them well covered. With Expedia, you can create your Roscoe Village package however you want. All you have to do is work out just what you need. Once you’ve made your booking, you can add on fun things like activities and experiences. The more you bundle, the more you save!
What should I know before booking a Roscoe Village travel package?
Get ready to save with an Expedia travel package. Bundle your flights, rental cars and hotels and score fabulous discounts. Hotels aren’t your only choice, however. Book with us and take your pick of beachside villas, mountain cabins and even glamping tents!
Can I choose my airline with a Roscoe Village Expedia holiday package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply choose the carrier you want and craft your ideal Roscoe Village holiday.
If I'm not able to travel, can I cancel my Roscoe Village holiday package?
Yes, it’s possible to cancel your Roscoe Village booking if your travel plans have been upended. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Roscoe Village

McCormick Place

McCormick Place

4.5/5(21 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Navy Pier

Navy Pier

4.5/5(64 reviews)

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park showing modern architecture, a city and street scenes

Millennium Park

4.5/5(73 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Activities

Flyover in Chicago

Flyover in Chicago

AU$58
Per adult
94% of travellers recommend
Flyover in Chicago
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

AU$68
Per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
River tour boat in Chicago

Architecture River Tour

AU$75
Per adult
94% of travellers recommend
Architecture River 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.