Things to do in Bridgeport, Chicago

Published: July 18, 2024
bridgeport cityscape

Heading to Chicago this year? Check out Bridgeport. This seaside district of the city has some great entertainment, from cultural shots to tasty bites. Read on and discover our picks for the best things to do in Bridgeport, Chicago!

Including:

  • Chicago Maritime Museum
  • Parks
  • Bridgeport Farmers Market
  • Bridgeport Art Center
  • Tasty bites
  • and more!
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Sea Culture

Given Chicago's penchant for the sea, it's no wonder the city has a long history of seafaring. For centuries, traders used boats to shop their wares, crossing the great lakes to smaller settlements to make some coin. But don't take us for our word; go and discover this history for yourself at the Chicago Maritime Museum!

You'll find over 6000 artifacts to see, read, and explore, including nautical gizmos from hundreds of years ago, models of ships used back then, as well as images, text, and other displays that detail Chicago's rich nautical history. See how sea travel and trade made Chi-Town the city it's become, and how even today, Chicagoans rely on boats and ships to make it great. For those of you with a passing curiosity in local history, or lovers of boats and the seven seas, this is easily one of the best things to do in Bridgeport when you visit Chicago!

Park your buns

Let's swap the open ocean for some dry, firm land, shall we? If you're looking for a little green space to take a load off, then Bridgeport's got you covered. Palmisano Park used to look somewhat different from its green and pleasant present. For over 130 years, it was a quarry, and when the quarry shut down, the big quarry-shaped hole was used to dump waste. Brilliant. Thankfully, the waste was covered up, and a park was put up on top of it! Now, you can walk around above it all, and see a fishing pond, do laps on the track field, take a picnic on the grass, or simply admire the amazing views of the city!

And right next to Palmisano Park is McGuane Park, which has a host of facilities for the athletic types reading this. Head there, and you'll find a big indoor pool, a gym, baseball fields, tennis courts, and even a playground for the little ones!

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Art for you

Do you like art? Do you like supporting the local scene? Do you want original pieces that your friends and family will envy forevermore? Well, head down to the Bridgeport Art Center! Myriad artists work there throughout the year, creating exciting pieces. However, every three weeks, they open the space to the public and let visitors explore their works, and even buy them if they want. So, if you're in the market for some unique art, head down there and beat the competition with your money.

Market Life

Looking for a little fresh produce for your Airbnb, or simply looking for something tasty to munch on? Just outside the Bridgeport Art Center, you'll find the Farmers Market, right in the adjacent parking lot! Head there on Saturday between 7-11 am, and you'll find a wealth of fresh, locally-sourced produce that'll make your dishes delightful.

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Get your eat on

If you prefer your meals cooked by great chefs and served by excellent staff, then no matter. Bridgeport has some amazing restaurants to sate your hunger.

If you like birds of the quacking variety, then go check out the Duck Inn. This cozy, retro eatery puts a DuckTales twist on American favorites. Duck hot dogs, rotisserie duck, alongside non-duck-related greatness like pasta and fried chicken. No matter your cravings, trust they'll be fulfilled at the Duck Inn; it's one of the best things to do in Bridgeport when you visit Chicago!

Or, if you're in the mood for some Asian deliciousness, hit up A Place by Damao. This traditional Asian cuisine from the Szechuan province of China, pairs national classics like dumplings, noodles, and braised duck, with different levels of spice. Simple but satisfying, go check it out if you like a little heat with your food!

Let's end our food journey on bread. Fresh bread is likely a gift from the gods, handed down to man back in ancient times. Probably. If you want the freshest, best bread in all of Bridgeport, head to Bridgeport Bakery. Whether you're picking up a fresh loaf to make your own, in the market for fantastic bacon buns, or looking for something sweet like donuts or pretzels, they've got you covered!

Cool off

Want to wash all the food down with a few beers, or looking for a destination for your night out?

Looking for a sports bar with some delicious, affordable beers on tap? Try Mitchell's Tap. It's a White Sox bar, but even if you don't support the local greats, you'll still be welcomed with open arms. They have some good local brews in the pipes, as well as some international drops like Belgium's Delirium.

If you want to supplement your night out with a spot of live music, go check out Bernice's Tavern. Inside, you'll find a mix of local lagers and beers, spirits, and bar snacks, along with weekly acoustic sets and open mic nights. A no-nonsense bar for a no-nonsense night out.

And finally, for the gentrified sort, there's Maria's Packaged Goods. With a name like that, you may already know what to expect. Artisinal cocktails, microbrews with kooky names, and a laid-back atmosphere where vintage hats are all the rage.

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Splash the cash

Let's end our list with some shopping, shall we? Bridgeport had a great alternative shopping scene, so if you're looking for bits and bobs, old tech, or collectibles, it'll be right up your street.

Let's Boogie Records and Tapes is your classic alternative music shop, where you can find older, unknown LPs alongside modern underground band releases. Just make sure you have a record or tape player, because the name doesn't lie. That's what they do.

Or, if you like collectibles from across the globe, check out Monster Island Toys. They specialize in all things Godzilla, from classic Japanese action figures to modern comics and everything in between. But you'll also find other figures from pop culture are represented too. So, if you're a collector, or looking to pick up a gift for your little one, stop by and see what's on offer.

And that's our list of the best things to do in Bridgeport, Chicago!

Dom Bewley
Go City Travel Expert

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Chicago Labor Day Weekend - 10+ Fun Things to Do in September

Labor Day may mark the unofficial end of summer, but it certainly doesn’t mean the end of summer fun! There are still so many great festivals, events, and activities to enjoy that will help you squeeze every last drop of summer out of this last weekend before school starts. If you’re looking for Chicago Labor Day Weekend ideas, check out some of these local activities and fun things do in Chicago in September, including... Architecture River Cruise Architecture Tours SkyDeck Chicago Art Institute of Chicago Navy Pier Centennial Wheel & Rides Brookfield Zoo Bike and Roll Chicago - 4 Hour Bike Rentals Great American Lobster Fest at Navy Pier Chicago Jazz Festival And more! 2. Frank Lloyd Wright Studio & Robie House If the idea of an architecture cruise was really exciting but didn't seem to go far enough, you'll want to check out some of Chicago's other top architecturally-minded attractions. Head to the Frank Lloyd Wright Studio and Home to tour the living and working spaces of one of the most iconic architects of the last century. You can also scope out one of his famed local projects, the Robie House (on the campus of the University of Chicago, which is a fun area to explore as well). Finally, the Chicago Architecture Center also offers plenty of walking tours, bus tours, Segway tours, and cruises to meet your architectural desires. 10. North Coast Music Festival The North Coast Music Festival brings together artists from all across the spectrum of EDM music. It's also located on the chic Northerly Island concert site, which is an outdoor venue that's just perfect for end-of-summer fun. The North Coast Music Festival is a separately ticketed event, with options for lawn seating, general admission, and VIP tickets. Save on Attraction Admission Regular admission to a number of these Chicago attractions are included on the Go Chicago® pass. Choose as you go from dozens of top attractions and save up to 45% on combined admission vs paying at the gate. See all available passes, attractions & prices – Learn more. We hope you consider visiting some of these attractions to help round out your summer vacation in style. Share your adventure with us Remember to tag @GoCity in your holiday snaps and we'll feature you on our page. Follow the Go City Instagram and Facebook pages for competitions, special offers, and events and inspiration for your chosen destination too!
Katie Sagal
things to do in gold coast chicago
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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! 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. 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? 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. 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

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