AIRBNB EXPERIENCES
Things to do in West Side
Book unique activities hosted by local experts on Airbnb.
Top-rated activities
View our most highly rated experiences, loved by guests.
5 out of 5 average rating, 8 reviews360 Chicago - General Admission Entry
Ascend 1,000 ft in a 40-second elevator ride to soak in panoramic views of Chicago. Explore exhibits on Chicago's vibrant culture, upgrade to the TILT, and enjoy a drink at the CloudBar.
4.88 out of 5 average rating, 308 reviewsChicago's Famous Foods & Top Attractions Walk Tour
Taste your way through Chicago on this award-winning Chicago Food & Walking Tour! Enjoy five iconic tastings—deep dish pizza, hot dogs, Italian beef, Garrett's popcorn, brownie—plus top attractions.
4.91 out of 5 average rating, 442 reviewsChicago Underground Pedway & Secret Interiors Tour
Explore Chicago's underground Pedway: hidden corridors of stained glass, quirky stories, and many secrets both underground and above, with stunning architecture and unexpected details.
4.94 out of 5 average rating, 311 reviewsChinatown's Food & Culture Walking Tour in Chicago
Taste your way through Chicago’s Chinatown on this 1-mi award-winning Food & Culture Walking Tour! Enjoy 5 tastings—dim sum, chili chicken, lamb cumin, egg tarts, and more—plus tea & drink upgrades.
4.93 out of 5 average rating, 943 reviewsPaint your own street art at Studio WIP
Unleash your creativity at this art hub in Chicago’s Uptown neighborhood. Local artists will show you how to spray-paint using insider tricks, and you’ll leave with finished art. Beginners welcome.
4.94 out of 5 average rating, 1275 reviewsDiscover Chicago's Dazzling Architecture Interiors
See the stunning and often overlooked architecture interiors of downtown Chicago on Chicago original and best interiors tour!
4.97 out of 5 average rating, 316 reviewsAward-winning Bikes, Bites & Views Tour - Adults
Ride through Chicago, tasting deep dish pizza, hot dogs, brownies & local beers (with VIP upgrade). This adults-only food/bike tour has day routes to Wrigley Field & night routes of top attractions.
4.99 out of 5 average rating, 174 reviewsWalkin' With Colin Chicago Tour du Jour
A sensational journey through the history, mystery, comedy and tragedy of The Windy City.
4.94 out of 5 average rating, 269 reviewsChicago in a Day: Food, History & Landmarks
Walk through Chicago’s vibrant heart, exploring iconic architecture and tasting classic local flavours like deep-dish, hot dogs, and Italian beef along the way.
4.94 out of 5 average rating, 52 reviewsUltimate City Bike Tour of Top Chicago Attractions
Ride Chicago’s top attractions—Millennium Park, Buckingham Fountain, Navy Pier, Museum Campus & Lakefront. Enjoy skyline views & fascinating stories on an easy bike tour through the heart of the city.
Latest Activities
Explore new local experiences, activities for everyone.
New place to stayThe Chicago Gauntlet: Food, Culture & Hidden Bars
In one evening, we’ll move through multiple neighborhoods, taste iconic Chicago bites, cruise skyline routes at sunset, and finish with hidden bar energy — all in a small group, in comfort.
New place to stayFreestyle Ceramic and Tufting
we believe creativity has no limits. Our studio is more than just a place to make pottery—it's a place to explore, learn, connect, and express yourself through the timeless art of ceramics. =)
New place to stayMost Popular Rug Tufting
custom make your own rug . from design , color , tufting to finish or pick one from our collection
New place to stayChoose Your Own Art Adventure @ the Art Institute
Intimate tours where you choose your own art adventure from expertly curated mini-tours. Immerse yourself in celebrated masterpieces with storytelling, history, and a grand finale in the Modern Wing
New place to stayMezcal Tasting Class Through Untold Stories
Explore a guided Mezcal tasting class featuring seasonal flavors with appetizers. Learn about the sacred agave and savor flavors of Mexico.
New place to stayCrates & Coffee: Chicago Vinyl Crawl Experience
Explore Chicago’s music culture through a vinyl and coffee experience. Learn to dig for records, visit local shops, and hear stories of house, soul, and R&B. Stop for coffee and discover new sounds.
New place to stayInsider Route 66 Experience - Bilingual Tour Guide
Explore five hours of Middle America on the Mother Road! We start in Chicago and end in a historic winery! My insider knowledge is exactly what you need to make the most out of your Rt. 66 experience!
New place to stayPuerto Rican Food and Culture Tour in Humbolt Park
Immerse yourself in Chicago’s Puerto Rican community on a guided tour. Savor authentic dishes, explore vibrant murals, and enjoy traditional sweets and drinks.
New place to stayWeekend Chicago Eats Food Tour - 6 Foodie Stops
Spend your Chicago weekend savoring iconic bites on this 3-hour walking tour. From gourmet popcorn, Chicago-style hot dog to Italian beef, a secret dish, deep-dish pizza, and a Chicago brownie.
New place to stayDiscover Historic Chicago Food Tour - 6 Stops
Taste Chicago’s iconic bites on a 3-hour downtown tour, from gourmet popcorn and hot dogs to Italian beef, deep-dish pizza, and a reinvented brownie.
Discover more activities near West Side
- Art and culture West Side
- Tours West Side
- Nature and outdoors West Side
- Food and drink West Side
- Sports activities Chicago
- Sightseeing Chicago
- Tours Chicago
- Art and culture Chicago
- Food and drink Chicago
- Nature and outdoors Chicago
- Tours Cook County
- Art and culture Cook County
- Sports activities Cook County
- Nature and outdoors Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Sightseeing Illinois
- Nature and outdoors Illinois
- Sports activities Illinois
- Tours Illinois
- Art and culture Illinois
- Food and drink Illinois
- Tours United States
- Wellness United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Sightseeing United States
- Nature and outdoors United States