Ask a Local: What’s It Really Like Living in Lakeshore East?

Ask a Local: What’s It Really Like Living in Lakeshore East?


Ask a Local: What’s It Really Like Living in Lakeshore East?

Thinking of calling Lakeshore East home? Here’s what it’s really like to live in this hidden downtown pocket — from wine bars and trivia nights to local dog hangouts and why it feels like a gated community (even though it’s not).
  • Urban Kayaks Riverwalk
    Taco Rio Riverwalk
  • Movies in Lakeshore East Park
    Taco Rio Riverwalk
    Urban Kayaks Riverwalk
  • Movies in Lakeshore East Park
    Bobby on Island Party Hut chair on Riverwalk
    Lakeshore East Park Bobby on Fountain
    lakeshore east festival in the park chicago
  • Yoga in lakeshore east park outdoor chicago
In a city built on a grid, Lakeshore East breaks the rules—in the best way. Tucked below street level with layered roads, park-front buildings, and unexpected elevators, it’s easy to get lost the first time. 
But that sense of seclusion is exactly why locals love it.

First things first—yes, it’s confusing to get into.

Between the triple-decker streets of Columbus, Randolph, and Wacker, even seasoned Chicagoans struggle to find an address on the first try. GPS gets it wrong. Rideshares cancel. Visitors wander.

But once you’re in? You’re in. Locals know the elevator shortcuts, how to dodge the delivery chaos, and why being “hard to get to” is the best accidental amenity in the city.

Despite being steps from Michigan Avenue and Millennium Park, Lakeshore East lives like a gated community—quiet, walkable, and hyper-local.

Most people can't find lakeshore East
Ramp to upper Wacker drive from Lakeshore Dr
Stairs up to Randolph st
If you know, you know.

What’s the Deal with Mariano’s?

Not Just a Grocery Store
Mariano’s is a neighborhood staple—but not for the reasons you’d expect. Sure, it’s got organic everything and a solid bakery, but it’s the downstairs wine bar that draws a crowd. Some bartenders have loyal followings and full-blown “regulars.” On the right night, it’s lively enough to feel like a cocktail lounge. On others, it’s just a cozy place to sip and people-watch.

Early mornings and late nights are the move if you’re actually trying to shop in peace. Between 5–7PM? Bring patience… or a drink.

Mariano's Bar Lakeshore East ChicagoLakeshore east local residents description of Mariano's
  • Downstairs wine bar draws a crowd

  • Bartender shifts = totally different vibe

  • Great for solo sipping or impromptu happy hour

  • Late night shopping = peaceful

  • Pro tip: Grab sushi, then snag a seat by the bar

Mariano's from lakeshore east park

Is it really that dog-friendly?

  • dusable harbor chicago sunrise dog
    dogs riverwalk chicago
    Bulldog in lakeshore east park chicago
  • Wagoween chicago lakeshore east dog parade costume contest blackhawks
    dog in wagon pumkins
    Bobby zeke pumpkin patch
    dog on riverwalk at palapa island party hut
  • dog park lakeshore east dog cooling off
    white puppy in cascade park lakeshore east chicago
    dogs in cascade lakeshore east park chicago
    Bulldog in lakeshore east park chicago
  • Dog with doggy lick in peanut park chicago
    Dog at miru bar chicago lakeshore east St Regis
    dogs in snow lakeshore east park chicago
Lakeshore East Dog Paradise
Yappy hour the northman riverwalk chicago flyer

A Neighborhood Built for Dogs (and Their Humans)
From sunrise potty breaks to sunset patio hangs, Lakeshore East is one of the most dog-friendly corners of downtown.
There are two dedicated dog parks, plus several high-rises with their own dog runs. The local dog walking service, Paws for Walks, is the go-to for daily strolls and overnight care—and it’s not unusual to spot Kara, the owner, out with her two big shaggy sheepdogs leading the way.

And yes, even our coffee shop caters to canines. The Drunken Bean sells frozen dog treats called Doggy Licks from Two Balls and a Bone—a hit with locals and their pups alike.

Doggy lick in park on fountain with dog
A peek at life from a local’s leash-level view.

HOW WE SPOIL OUR DOGS HERE
Here’s why tails wag harder in Lakeshore East:

🐾 Two fenced-in dog parks in the neighborhood
🐾 Several buildings with private dog runs
🐾 In-home care & walks from local fave Paws for Walks
🐾 Frozen treats from Two Balls and a Bone at The Drunken Bean
🐾 Dog-friendly dining at Miru and Avli on the Park rooftop
🐾 Steps from the Riverwalk for longer adventures

This isn’t just dog-friendly. It’s dog-forward.

What Do Locals Actually Do Here?

Where the Neighborhood Gathers

The Drunken Bean isn’t just a café—it’s where neighbors become friends, dogs know which baristas sneak treats, and the “just one drink” rule is rarely followed.

We walk our dogs, sip our lattes, and snag our favorite patio seats before the crowd hits. On Tuesdays, live music sets the vibe. Thursdays? Trivia gets competitive. And Fridays? Good luck finding a spot—indoors or out.

But it’s not all patio lounging. Locals stroll the Riverwalk, pop over to Cafe Michelle or Columbia Yacht Club for boat days and skyline sunsets, and catch shows at the nearby theatres in the Loop. On weekends, it’s not uncommon to grab brunch in the neighborhood, walk the dog along the lakefront, and still make it to an evening show at the Goodman or Chicago Theatre—all without ever getting in a car.

Lakeshore East might be small, but it lives big.

What locals love most Lakeshore east
The Lakeshore East Park Loop to riverwalk, lakefront and back to the park.
Discover Dog-Friendly Delights at the East End of the Chicago Riverwalk
Plan your next outing and let the Chicago Riverwalk become a playground of joy for you and your furry friend.

The Hidden Perks of Living Here

Tucked In, Yet Tapped Into Everything
One of the biggest surprises for new residents? How separate Lakeshore East feels from the rest of downtown—without actually being separate at all.

You're just steps from Michigan Avenue, Millennium Park, and the Theatre District, but you won’t hear the noise or dodge tourists on your walk to the elevator. Hidden beneath the upper-level chaos, Lakeshore East has its own rhythm, its own green space, and even its own access to the Pedway for year-round shortcutting.

It's the kind of place where you can walk your dog in peace, grab coffee in a real mug, then head out to a Broadway in Chicago show without needing a car. All in a 4-block bubble that somehow stays off the radar.

Best-kept secret lakeshore east

WHY LAKESHORE EAST FEELS LIKE A SECRET
Here’s what keeps it off the radar—in the best way:

🧭 Hidden below multi-level streets (and confusing GPS)
🚶‍♀️ Direct Pedway access to the Loop & Millennium Station
🌳 Surrounded by parks—no major streets slicing through
🚫 Few tourists, few crowds, major peace
🏙️ Skyline views without the city noise
🗺️ Feels like a gated community… but isn’t

Living in Lakeshore East isn’t just about square footage or views.
It’s about the energy, the routine, the neighbors, and the little moments that make you feel like you’re exactly where you’re supposed to be.

If you’re thinking about making this neighborhood your own, you don’t need a tour guide—you need someone who actually lives the lifestyle and knows how to help others find their fit here, too.

 

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New Eastside Living

Ginger Menne
737 N. Michigan Ave, Suite 1800
Chicago, IL 60611

ginger@gingermenne.com
Tel (312) 927-0852
Off (312) 216-5887
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