West Town Holidays
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Where to stay in West Town
Find the best West Town areas and neighborhoods for the activities you enjoy most. Learn more about West Town
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.
Magnificent Mile
A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.
The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.
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.
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.
Top hotels in West Town
STAY
1415 Ashland Ave Chicago IL
S$130
23 Sept - 24 Sept
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
S$283
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (5,454 reviews)
"Too expensive for nothing. Even the keys need to be made ourselves and not by the staff. Hostel kind of feel at luxury hotel prices."
Reviewed on 21 Sept, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
S$272
27 Sept - 28 Sept
includes taxes & fees
8/10 Very good! (10,177 reviews)
"Beautiful building and a great stay. I had a lake view room and this was my second time staying here!"
Reviewed on 21 Sept, 2026
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 West Town holiday package cost?
Starting from as low as , you can customize your West Town package the way you want. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to West Town?
Just think of all the thrilling things you could do in West Town with extra cash in your wallet. Watch your savings stack up when you combine your hotel and airfare bookings into a West Town holiday package. You have plenty of choice with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 hotel options worldwide. Whether you're taking off with the entire family or adventuring alone, exploring West Town is better with a package.
Where should I stay in West Town?
Visitors come from every corner of the globe to experience University of Illinois Chicago and United Centre in West Town. Book a room close to these fantastic attractions to make sightseeing a breeze.
What are the top hotels in West Town?
If this will be your first time in West Town, book a room at Hyatt Place Chicago/Wicker Park or House Of Two Urns B&B. Both offer comfy beds and are popular options with many savvy travellers.
How far in advance should I book my West Town holiday?
Travellers can normally look up international fares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to nab a cheap ticket just weeks before your flight.
What does an Expedia West Town travel package include?
Hotels, car rentals and flights — we connect you to all the best deals. All you'll have to do is pick your favourite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to customize an amazing West Town holiday.
What should I know before booking a West Town travel package?
You'll pick up terrific savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place will make your trip planning easier. So why waste your time or money? Whether you're organising a luxury romantic escape or a budget family adventure, have a look at our package deals today.
Can I choose my airline with a West Town Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Simply pick your preferred air carrier and put together your ideal West Town holiday.
If I'm not able to travel, can I cancel my West Town holiday package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your West Town holiday package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We'll help you each step of the way.
Stay near popular West Town attractions
Humboldt Park
7.0/10 (2 reviews)
Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed art galleries in this vibrant area.
Photo by Chandan Rastogi
Milwaukee Avenue
You can search for that perfect souvenir at Milwaukee Avenue during your trip to Chicago. Experience the live music and theatre scene in this vibrant area.
The Salt Shed
You can get tickets for a performance at The Salt Shed on your trip to Chicago. Experience the live music and theatre scene in this vibrant area.
Chopin Theatre-Death and Harry Houdini
You can get tickets for a performance at Chopin Theatre-Death and Harry Houdini during your trip to Chicago. Experience the acclaimed theatre scene and fascinating museums in this vibrant area.
House Theatre
You can get tickets for a performance at House Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.
St. John Cantius Church
After visiting St. John Cantius Church, make a plan to see the other sights and activities in Chicago. Experience the acclaimed art galleries and fascinating museums in this vibrant area.
The Chop Shop & 1st Ward
You can enjoy a show at The Chop Shop & 1st Ward during your trip to Chicago. Experience the live music and theatre scene in this vibrant area.
Subterranean
You can enjoy a show at Subterranean during your stay in Chicago. Experience the live music and theatre scene in this vibrant area.
Things to do
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- Aon Center
- Apollo Theater Chicago
- Art Institute of Chicago
- Buckingham Fountain
- Burnham Park
- Visit Fulton Market
- Visit Goose Island
- Visit Lincoln Park
- Chicago Museum Campus Holidays
- Visit The Loop
- Visit West Loop
- Visit West Town
- Chicago Holidays
- Cicero Holidays
- Cloud Gate
- Cna Center
- Downtown Chicago Holidays
- Frank Lloyd Wright Historic District
- Gold Coast Holidays
- Goose Island Holidays
- Grant Park
- Kathy Osterman Beach
- Lakeview Holidays
- Lincoln Park Conservatory
- Lincoln Park Zoo
- Mccormick Place
- Merchandise Mart
- Millennium Park
- Montrose Beach
- Pritzker Pavilion
- Shops at North Bridge
- Soldier Field
- University of Illinois Chicago
- Walt Disney House
- Willis Tower
- Wrigley Field
* 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.