things to do in gold coast chicago

Things to do in Gold Coast, Chicago

So, you've chosen your vacation destination. The Windy City. Chi-Town. The real-life Metropolis, minus the superheroes. Chicago is a fantastic getaway destination, full of great food, fun nights out, and plenty of top-level entertainment. But it's a big old town, with multiple districts and areas that crisscross throughout its gargantuan layout. With so many to choose from, which one is right for you? Well, don't let choice paralysis get the better of you! We've done all the research necessary, so you don't have to. Give Gold Coast a go. It's as simple as that. With a wealth of entertainment on offer, it's the perfect vacation spot. Here are our picks for the best things to do in Gold Coast, Chicago!

Including:

  • Oak Street Beach
  • Playboy Mansion
  • Broadway Playhouse
  • Washington Square Park
  • Drake Hotel Bar
  • and more!
Image of City, Cityscape, Urban, Person,

Hit the Beach

Why not ease into your trip with a spot of lounging? After all, you've got the rest of your vacation to go see the sights. Lucky for you, the Gold Coast lives up to its namesake. Head there, and you'll find Oak Street Beach. Of course, you'll find heaps of golden sand, clean sea, and (hopefully) glistening sun - that's what the beach is all about, after all. However, Oak Street Beach is also perfectly placed to visit at any time during the day, as it's just a stone's throw from the city itself. Take a dip in the ocean, go grab an ice cream for the kids - or yourself, who are you kidding - and then check out the nearby patio bar for a cool, refreshing drink. Easily one of the best things to do in the Gold Coast when you visit Chicago.

Feel like a Playboy

Yes, really. Though you probably know the Playboy Mansion as the once celebrity-laded party mansion near Beverly Hills, it wasn't always there. In fact, the original Playboy Mansion was bought right here on the Gold Coast back in the '50s. The rather less impressive original is well over 100 years old at this point, and has changed hands multiple times. First, Hefner donated it to the School of the Art Institute of Chicago when he moved into his legendary LA pad. Then, the institute sold it to a redevelopment firm, and it's now been converted into condos in a rather typical fashion. However, if you want to see a piece of 20th-century American history in the flesh, you owe it to yourself to go and bask in the extravagant opulence of the original Playboy Mansion. Just don't plan on buying one of the condos, unless you've got a few mill to spare.

Image of People, Person, Crowd, Boy, Child, Male, Teen, Adult, Man, Indoors, Classroom, School, Audience, Lecture, Seminar, Chair,

Broadway, baby!

If the weather takes a turn, or you just want a couple of hours out of the sun, why not retreat to the bright lights and comfort of broadway? Yes, even in Chicago, you can get a taste of the New York performance mile thanks to Broadway Playhouse! A stone's throw from the coast, you'll find a host of great plays and musicals being shown throughout the year, from all-time classics to the new shows on the block. You might even stumble upon a one-man show, or local play before it gathers steam.

Walk in the Park

Are you a fan of the color green? Do you like walking? Is the prospect of breathing in fresh air, mingling with trees, shrubs, and grass appealing to you? Answer us these questions three, and we'll give you a place you want to be. At. A park, of course! Gold Coast has you covered in flowers and grass, thanks to Washington Square Park. Go there for the giant 19th-century fountain, stay for the delightful green spaces, picnic opportunities, or simply for a stroll. So, what are you waiting for?

Image of City, Apartment Building, High Rise, Urban,

Get Risky

When you're in Gold Coast, why not grab a drink at a Hollywood monument? Sort of, at least. Featured in the '80s Tom Cruise classic Risky Business, the Drake Hotel is one of Chicago's most recognizable landmarks! But we're not talking about the room service here. We're talking about the Hotel's bar, called the Coq d'Or. This lavish hotel lounge has been warming customers' cockles since the dark Prohibition days. Head inside and find a wealth of drinks, a menu to die for, and enough comfort you'll feel like a marshmallow. A pampered marshmallow.

Best Pizza in town

Wow, all that doing things, seeing things, and experiences must have made you hungry. Well, Chicago is famous for one thing in the food department, and that's deep dish. The Chicagoan take on the Italian classic is known worldwide for its deliciousness, thanks to its unusual sauce-over-cheese twist. So why not go get some and see if it lives up to its reputation? Lou Malnati's, right in Gold Coast, is arguably the best in town. The name is a staple of the Chicago style, having helped pioneer it in the early 20th century. So go grab a slice of delight and take your tastebuds to pizzatown. Or something.

Image of City, Sign, Symbol, Urban, Office Building, High Rise, Apartment Building, Condo, Housing,

Go Shopping

Let's end this list on a shopping, surely many of our readers' favorite pastimes. Thankfully, Gold Coast is full of shops of all shapes and sizes, so no matter what item you seek, you're sure to find it there.

However, for those of you with expensive tastes, you'll be looking for The Magnificent Mile. Head there, and you'll find a shopper's paradise. Over 400 stores line the 'Mile', including the likes of Chanel, Louis Vitton, and Tiffany. So, if you're looking for some dear deals and have the cash to splash, you'll be right at home. On top of all that shopping, you'll also find a slew of gourmet restaurants, snug cafes, and much more. So, if that all sounds like heaven to you, go on down and see what's cracking!

And that's our list of the best things to do in Gold Coast, Chicago! If you want to know about the other areas of Chicago, check out our thoughts here. Heading to Chicago at the tail end of winter? The beaches might be a no-go, but there's plenty more to do and see!

Dom Bewley
Go City Travel Expert

Continue reading

edgewater chicago
Blog

Things to do in Edgewater, Chicago

Have you ever been by the sea, walked to the edge of the water, and wondered, 'there should be a place named after where I exactly am right now'? If you have, then sure. That's pretty weird, but it certainly works for this segue into one of Chicago's best districts, Edgewater! Come for the water's edge; stay for the great food, drinks, culture, and entertainment! These are our picks for the best things to do in Edgewater, Chicago! Including: Beaches Theatres Great coffee Museums Food Hit the beach Why not kick off your vacation with a little sun, sea, and sand? Chicago is known for its proximity to the Great Lakes, but we're not talking about those. We're talking about the beach, baby, and Edgewater's got one that's just perfect for you. Osterman Beach, named after the district's Alderman in the late '80s, is a fantastic relaxation location for all and sundry. There's plenty of space to stretch out and catch some rays. Just remember to bring the lotion. On top of the usual lounging, if you're feeling athletic, you can take part in watersports, play a few rounds of volleyball, or take a dip in the lifeguard-protected ocean. If you've brought your pooch, they're more than welcome too! There's also bike hire, free wi-fi, and plenty of restrooms too. So why not stop by if you're looking for things to do in Edgewater, Chicago? See a show Looking to add a little drama to your stay? Why not take in a theater performance at one of Edgewater's many performance venues? If you like your plays on the cozier side, Steep Theatre has a sixty-person capacity, and they use the intimate venue to full effect, putting on gut-punching performances that reach the back of the room with ease. Or, if you're looking for a theater with more of a community focus, check out Raven Theatre. Since the '80s, they've put on exciting performances with fantastic up-and-coming writers and actors. But their work doesn't stop there. They also hold a summer camp every year that helps local kids get into the spirit of live theatre and performance. They also allow their space to be rented out by would-be directors to try their hand at the craft! Or, if you like your performances with a focus on women, you need to go see something from the Rivendell Theatre Ensemble. Their female-only performances shine a unique and authentic light on many of the issues women face, both in the past and today. Grab a coffee Of course, even on vacation, it can be a challenge to get yourself up and ready for a long day of sightseeing, adventure, and exploration. So, why not lean on old reliable to see you through. We're talking, of course, about brown gold. The big c. Coffee. Someone has probably called it one of those things at one point. Thankfully, Edgewater has some great coffee houses for you to refuel and reenergize. One of the best is Metropolis Coffee Company. This cozy cafe is big on community, and you'll likely feel right at home as soon as you enter. But less about that, what about the coffee? Well, you'll find fair-trade blends from all across the globe, with plenty of rich, aromatic offerings to perk your nose and delight your taste buds. Their tea game is also on point, with plenty of herbal, black, and green bags to soak. You can even see works from local artists that adorn the walls. Nice. Absorb some culture With your veins powered by sweet coffee beans, you're ready to open your mind to some culture and history. Edgewater's got you covered with the Swedish American Museum. For over four decades, this museum has celebrated Swedish heritage in the US. It's no wonder it's located right in the heart of Chicago's 'Little Sweden,' then! Chi-Town has a rich Swedish history, and you can learn all about how Swedes helped make Chicago, and the US as a whole, the amazing place it is today! Over three stories, you'll explore over 12,000 artifacts, see art pieces, and find out what it's really like to be a Scandinavian American! Get some chow All that exploring must have made you hungry. Don't worry, we understand. If you're looking for delicious food, then Edgewater's got you covered with some fantastic options on offer. Here are our picks for the eateries you should visit on your vacation! If you're looking for some delicious diner food with a laid-back atmosphere and a familial touch, head over to Alexander's Restaurant. This family-run joint has American classics with a few Greek twists, and utilizes delicious recipes passed down through the generations. Their churro French toast is something else - you won't regret it. Looking for something a bit more modern? Check out Uncommon Ground, a sustainably-minded spot with a brunch, lunch, and dinner menu featuring New American spins on classic recipes. What makes this place unique is its rooftop garden, where they grow a lot of the produce they use in their food. Neat, huh? Why not pair your fried green tomato sandwich with a frosty craft beer and check out the live music they have on? Looking for some Asian cuisine while you're in Edgewater? Jin Ju is our favorite. Their contemporary takes on Korean classics are appropriate, given the modern aesthetic and dim lighting you'll find within. We recommend the scallion pancakes and fried dumplings. Divine. Pair them with a sake-based cocktail, and you've got yourself a fun-filled night! Or, in the market for something a little spicier? Check out Mango Pickle. This South Asian bistro offers plenty of Indian dishes on a seasonal menu, as well as exotic teas, coffees and, of course, lip-licking cocktails. Why not pick a few small plates, so you don't miss any of the amazing dishes on offer? They come in both meaty and veggie options, so no matter your taste, they'll hit the right spot! And those are our picks for the best things to do in Edgewater, Chicago! Interested in visiting some of the other districts in the city during your stay? Check out some of our other favorites!
Dom Bewley
greektown
Blog

Things to do in Greektown, Chicago

So, you've decided to vacation in Chicago. Good for you! The Windy City is a great place to explore, with tons of fun and experiences just waiting for you. Wondering where to pitch your tent? Why not try Greektown? This historic district of Chicago is brimming with history, amazing food, and authentic Greek experiences. Don't believe us? How dare you. You will believe us when you read our guide to the best things to do in Greektown, Chicago! You'll see. You'll all see. Including: Skydeck Chicago Art Institute of Chicago Parks Museums Food and more! Get high Let's start this list with something for the daredevils. If you want to see the beautiful Chicago skyline from a different point of view, then check out Skydeck Chicago. And by a different view, we're talking birds-eye, from over 1,300ft up in the air! Ride to the top of Willis Tower, all 103 floors of it, and gaze over the city. You'll see the likes of Navy Pier and the Magnificent Mile from up there. And, if you dare, you can head onto The Ledge - a giant, windowed platform that lets you see the busy Chicago streets right beneath your feet. Be warned - it's not for the faint of heart, or those who get vertigo! You can also find exhibits that take you on a journey through Chicago's history, as well as the story behind Willis Tower. And, for the little ones, you can take them to the Skydeck Kids Club, which contains interactive experiences and even a scavenger hunt that'll help them learn too. Why do kids always get to learn while having fun? Sometimes, life's just not fair. Art for the soul Next, we'll head to the ground floor, where most of Chicago's entertainment is located. Chi-Town has a rich history of the arts, from jazz and blues all the way to its thriving artistic community. It's no surprise, then, that The Art Institute of Chicago is one of the best art museums on the planet! With a massive collection of impressionist works from some of the most famous artists that ever held a brush, to contemporary collections from all over the world, you'll find something inspiring at the Art Institute of Chicago. Easily one of the best things to do in Greektown, this unmissable museum is one of the jewels in Chicago's cultural crown. Get some green in Parks are a great place to escape the hustle and bustle of the city and get a little closer to nature. Even if you're on vacation, the unrelenting concrete can become a bit overwhelming. Thankfully. Greektown has some amazing parks just a stone's throw away. Millennium Park is arguably Chicago's most famous green space, featuring three square blocks of flora and fauna on the lake, as well as entertainment opportunities like a Ferris Wheel, live music, and even ice skating in the winter months. It's also a great place to take some shots for your socials, thanks to Cloud Gate. Known locally as 'The Bean', it's a giant, metallic, bean-shaped sculpture that's appeared in movies like Source Code. Or, if you like your parks a little less busy and more free from tourists, try Mary Bartelme Park, which has plenty of the good green stuff, alongside an amazing kids' play area and a dog park too. Get historic You might not know much about Greektown, though the clue's in the name. If you'd like to know more about the area and how it got its name, head over to the National Hellenic Museum. Inside, you'll learn all about how Ancient Greece helped create the tenets of Western civilization, how and why many Greeks emigrated to the US, and how their culture helped shape Chicago into the city we know and love. There are tons of exhibits, as well as videos of Greek immigrants that share their stories throughout the 20th-century. A fascinating look into Greektown, and one of the best things to do in Chicago if you're staying in the area! Get your eat on You've probably been waiting for this one. Greek grub is top-notch, with its marriage of Mediterranean cuisine and Middle-Eastern influence. So, if you're staying in Greektown or visiting the district, you'll be wanting something authentic. Look no further than Greek Islands Restaurant. For over 50 years, and through multiple generations, they've provided Chicagoans with the taste of Greece right in the heart of America. Sourcing many of their ingredients from the motherland itself, you'll find a mix of Meze, lamb, and yogurt-enhanced dishes that'll delight the taste buds and fill the belly. Perfect for an evening meal, when you don't need to be very mobile afterward! Looking for something lighter, or a snack earlier in the day? Go check out the authentic bread over at Artopolis Bakery. You'll find a wealth of sweet and savory Greek treats within its fresh-smelling walls, and a number of authentic or American coffees to pair them with. Or, grab a slice of pizza, a sandwich, or traditional artopitas if you need something more substantial to fuel your exploration of Greektown! Nights out And as we lose daylight, lets end things with the nightlife. Greektown is full of great spots, but we've picked our two favorites. Firstly, Nine Muses Bar and Grill offers small plates alongside a bevy of beers, wines, and delicious Greek cocktails. Named after Zeus' daughters, you'll adore the traditional decor! Or, if you want somewhere open late, head to Spectrum Bar and Grill. For over 30 years, they've provided late-night dishes and dancing to all and sundry. Go grab a cocktail and strut your stuff, or sit down for a delicious meal to cap off your evening. And those were our picks for the best things to do in Greektown, Chicago! Want to know what else is going on in Chicago? Check out our 3-day itinerary for newcomers! If you're wondering how Chicago's other districts measure up, check out our guides to all of them. Want to see all of the city's best bits in one single day? Why not take a tour of Chicago's highlights?
Dom Bewley

Have a 5% discount, on us!

Sign up to our newsletter and receive exclusive discounts, trip inspiration and attraction updates straight to your inbox.

Thick check Icon