A Backpacker’s Guide to Uptown, Chicago
When you book a hostel in Uptown, Chicago, you’re diving into one of the city’s most culturally vibrant and historically rich neighborhoods. Known for its jazz-age legacy, Uptown is where you’ll find authentic music history, a thriving immigrant community, and a laid-back, local vibe away from Chicago’s typical tourist hubs. This guide will lead you through everything from Uptown’s essential landmarks to the best spots for budget-friendly eats and iconic experiences.
The Aragon Ballroom – A Slice of History
Uptown’s Aragon Ballroom is an absolute must. Originally opened in 1926, this ballroom looks like something out of a fairy tale, with its Spanish villa-inspired interior complete with starry ceiling and balconies. Today, it’s still one of Chicago’s most beloved concert venues. Catching a show here is a step back in time, where you can experience the same historic ambiance that’s attracted performers from Frank Sinatra to Metallica. Even if you don’t go for a concert, seeing the building’s intricate facade and Spanish architectural details up close is worth a stop.
Green Mill Cocktail Lounge – Jazz and Chicago’s Mob Ties
Possibly Uptown’s crown jewel, the Green Mill Cocktail Lounge isn’t just a bar; it’s a piece of jazz history. This place has been around since 1907, and during the Prohibition era, it became a hangout for mobsters, including Al Capone himself. It’s said that Capone had a secret booth here that allowed him to see both entrances, so he was never caught off guard. Today, you can sink into one of the vintage booths and listen to live jazz every night of the week. Green Mill is a cozy, dimly-lit venue that hasn’t lost its 1920s charm and feels like stepping into a time machine.
Asia on Argyle – Chicago’s Mini Vietnam
For an international experience without leaving Chicago, head to Argyle Street, known as “Asia on Argyle.” This stretch is packed with Vietnamese bakeries, pho restaurants, and grocery stores with ingredients you won’t find anywhere else in the city. It’s an affordable spot for eating out, perfect for budget travelers craving delicious, authentic Vietnamese food. Try the pho at Tank Noodle or stop by Ba Le Bakery for a Vietnamese sandwich (banh mi) that’ll blow your mind. On weekends, the area buzzes with locals, and you might catch a community event or market.
Montrose Beach – Lake Michigan’s Local Gem
Uptown has one of Chicago’s best lakefront spots: Montrose Beach. Unlike the busier beaches downtown, Montrose feels more relaxed and neighborhood-friendly. You’ll find locals picnicking, playing beach volleyball, or flying kites on the grassy fields nearby. It’s also home to Chicago’s only dog beach, so you’ll likely spot plenty of dogs running along the shore. Just north of the beach, the Montrose Bird Sanctuary offers a peaceful retreat with trails through native prairies and dunes, making it ideal for nature lovers and birdwatchers alike.
Getting Around Uptown
Uptown is easy to navigate with public transit, making it accessible for backpackers. The Red Line train stops at both Wilson and Argyle stations, directly connecting Uptown to the Loop and other popular neighborhoods like Wicker Park. The 151 bus also runs along Sheridan Road and connects to Lincoln Park and other scenic lakefront areas. For a more local vibe, take the bus north and explore the quieter Rogers Park neighborhood, which is filled with art galleries and laid-back cafes.
Why Stay in Uptown, Chicago
Choosing a hostel in Uptown, Chicago, gives you access to a district where local culture thrives alongside historic charm. From jazz at the Green Mill to Vietnamese eats on Argyle, Uptown offers a more genuine Chicago experience, far removed from the touristy Magnificent Mile. Whether you’re a fan of live music, international food, or beach relaxation, Uptown has it all without the hefty downtown prices.
- Historic music venues like the Aragon Ballroom and Riviera Theatre – Experience a piece of Chicago’s past with live concerts and iconic architecture.
- Green Mill Cocktail Lounge – Jazz music and mob history rolled into one legendary venue.
- Authentic Asian dining on Argyle Street – Affordable, flavorful eats from Vietnamese to Thai cuisine.
- Relaxation at Montrose Beach – A quiet spot on Lake Michigan with easy access to nature trails.
- Convenient Red Line access – Direct transportation to Chicago’s other major neighborhoods and the Loop.
Summary
Booking a hostel in Uptown, Chicago, places you in a district filled with history, cultural diversity, and a true local feel. Uptown’s music venues, delicious food scene, and laid-back lakeside atmosphere make it the perfect choice for budget travelers and backpackers looking to experience Chicago in a way that feels authentic and affordable. From the jazz tunes at the Green Mill to the vibrant Argyle Street, Uptown is the gateway to a side of Chicago that most visitors never see.