West Town Vacations from $495
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Your West Town Vacation
West Town is beckoning! Whatever type of getaway you have in mind, you can experience and see more of this neighborhood with a West Town vacation package. Your trip to West Town wouldn't be complete without a stop at major attractions nearby such as University of Illinois Chicago, United Center and Anna and Frederick Douglass Park. Don't just think about it — turn it into a reality! Lock in your ultimate West Town vacation with Expedia and experience travel your way.
The Latest West Town Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $792, price is now $495 per person
$495
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,809 reviews)
I thoroughly enjoyed my stay at Hotel Felix! While it may not technically be a five-star luxury chain, it definitely gave us five-star hotel vibes thanks to the incredible staff and the fantastic extra perks.The location is absolutely awesome. It puts you about a mile or so from all the major hotspots, including Navy Pier, the Riverwalk, and the Magnificent Mile. There are tons of excellent places to eat right nearby, and having a Divvy bike rental station right down the street made exploring the city incredibly easy.The service from the staff was top-notch from start to finish. I highly recommend this hotel for anyone looking for a stylish, perfectly located, and highly accommodating place to stay in Chicago!
Reviewed on Jul 13, 2026
Hampton Inn & Suites Chicago Medical District UIC
Near West Side
Price was $1,475, price is now $782 per person
$782
per person
Sep 28 - Oct 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (635 reviews)
Great location and amazing AC in the room
Reviewed on Jul 12, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,373, price is now $790 per person
$790
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,586 reviews)
Great location, clean, rooftop bar and great staff.
Reviewed on Jul 13, 2026
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,129, price is now $696 per person
$696
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great
Reviewed on Jul 12, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
Price was $1,470, price is now $927 per person
$927
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Booked this stay for my husband Birthday. Wanted to make sure he enjoyed himself as well as me. I spent over $800 for the corner room, check in is at 4pm and we arrived about 430ish. Got to the room and the Amenities I purchased wasn’t there which was $100(they stated it would be at 4pm) which is why I want to arrive later. I noticed that the bed sheets were ripped, small stains on the couch in front of bed and the seat in the corner by the window that creeped me out. So we left and via Hilton app I contacted the Hotel to find out why my paid Amenities wasn’t there and they sat them in there while we were gone to dinner. We got back and the chocolate covered strawberries were melted. The best part about the stay was the firework show. My husband and I enjoyed ourselves as best we could after noticing these issues it was disgusting seeing the stains and the ripped sheets especially paying what was over $1000 for one night
Reviewed on Jul 13, 2026
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
5 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.
West Town Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $193 total per night from Aug 3 to Aug 4
$193 total
Aug 3 - Aug 4
Total with taxes and fees
8.8/10 Excellent! (2,830 reviews)
"Nice ,clean ,staff was friendly"
Reviewed on Jul 12, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $183 total per night from Jul 27 to Jul 28
$183 total
Jul 27 - Jul 28
Total with taxes and fees
8.2/10 Very Good! (1,740 reviews)
"This place will charge you a resort fee that doubles the cost of your stay. They also won’t communicate that to you or give you any receipts. Don’t stay here."
Reviewed on Jul 12, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
$247 nightly
The price is $294 total per night from Aug 10 to Aug 11
$294 total
Aug 10 - Aug 11
Total with taxes and fees
9.2/10 Wonderful! (1,914 reviews)
"Main area was nice. Hotel room was outdated"
Reviewed on Jul 13, 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.
Stay near popular West Town attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Explore a world of travel with Expedia
- House of Blues Chicago
- Chicago Water Tower
- 311 S Wacker Dr
- Willis Tower
- Aldo Castillo Gallery
- Grant Park
- Rookery
- Goodman Theater
- Robie House
- 900 North Michigan Shops
- Aon Center
- Ohio Street Beach
- Marina City
- Fourth Presbyterian Church
- The East Bank Club
- Wicker Park Vacations
- Depaul University-Lincoln Park
- Depaul University-Loop Campus
- International Museum of Surgical Science
- Oak Street Beach
- Depaul Art Museum
- Flat Iron Building
- Millennium Park
- Harold Washington Library Center
- Mary Bartelme Park
- Ronald McDonald House near Lurie Children’s
- Ann and Robert H. Lurie Children's Hospital
- Apollo Theater Chicago
- Cadillac Palace Theatre
- Navy Pier
- Humboldt Park
- Monique Meloche Gallery
- Packer Schopf Gallery
- 333 West Wacker Drive
- United Center
- Montrose Beach
- Roosevelt University
- Chicago Vacations
- Farm-In-The-Zoo
- Skydeck Ledge
- St. John Cantius Church
- Civic Opera House
- North Avenue Beach
- Water Tower Place
- Wrigley Building
- West Loop Vacations
- Magnificent Mile Vacations
- Armitage Avenue
- St Nicholas Ukrainian Catholic Cathedral
- Carbide and Carbon Building
- Chicago Board of Trade Building
- The Salt Shed
- Chicago City Hall
- Annunciation Greek Orthodox Cathedral
- Unity Temple
- Jane Addams' Hull-House Museum
- Michigan Avenue Bridge
- Chicago Children's Museum
- Picasso Statue
- Downtown Chicago Vacations
- Cooking & Hospitality Institute of Chicago
- Garfield Park Conservatory
- Holy Name Cathedral
- Merchandise Mart
- 360 CHICAGO
- Lincoln Park Zoo
- Baha'i House of Worship
- Goose Island Vacations
- Richard J. Daley Center
- Tribune Tower
- University of Illinois Chicago
- Shops at North Bridge
- Lighthouse ArtSpace Chicago
- Chase Tower
- Dave & Buster's
- St. James Cathedral
- Lincoln Park Conservatory
- Near North Side Vacations
- Holy Trinity Russian Orthodox Cathedral
- Cibc Theatre
- Chicago Place Mall
- Advocate Illinois Masonic Medical Center
- Bally's Casino Chicago
- Driehaus Museum
- Marshall Field Building
- Art Institute of Chicago
- St. Josaphat Church
- Northwestern Memorial Hospital
- Gorilla Tango Theatre
- Henry Gerber House
- Chicago Cultural Center
- Chicago Riverwalk
- Wrigley Field
- Buckingham Fountain
- Cyrus McCormick Mansion
- Daley Plaza
- Richard Norton Gallery
- River North Vacations
- Michigan Avenue
- Chicago History Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.