Where to stay in Chicago

UPDATED JULY 2024
A couple capture the scene on a Chicago street

Made up of a long list of neighborhoods and districts each offering something different, deciding where to stay in Chicago can be a bit of a headache, especially if you’re a first-time visitor to the city.

Whatever you’re looking for out of a leisure trip to the windy city, our pick of the best areas of Chicago to stay is sure to be a help!

The Loop

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Enclosed by the Chicago River to one side and Grant Park to the other, the Loop is probably the best place to stay in Chicago for those new to the city since its streets include the central business district and many of the city’s top attractions, including the Willis Tower’s Skydeck observation level and the Art Institute of Chicago. It takes its name from the elevated railway which has looped around it since the Great Fire of 1871.

Synonymous to most with the downtown area, it’s also one of the commercial hubs of the city. Being at the heart of the action (Route 66 starts here too), there’s no shortage of hotels either.

Predominantly populated by luxury stays – the Hyatts and Radisson Blus of this world – budget travelers will likely find themselves looking at more affordable neighborhoods nearby, such as Lincoln Park. However, the Loop does it have a good quantity of backpacker hostels for those just looking for a central place to lay their head at the end of a long day of sightseeing.

Streeterville

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Immediately north of the Loop on the shores of Lake Michigan, the Streeterville neighborhood is still close enough to downtown to be a worthwhile base and is a good pick for solo travelers and visiting couples.

Known to be a very safe neighborhood in Chicago for visitors, it has some similarities to its southern counterpart. Gleaming tower blocks line the Magnificent Mile (a part of North Michigan Avenue), containing roughly 450 stores as well as the famed 875 North Michigan Avenue (John Hancock Center).

Its southern extent stretches out into Lake Michigan thanks to the 50 acre Navy Pier. Its rides include Centennial Wheel, which replicates the world’s first Ferris Wheel, built in 1893 for the World’s Fair.

Lincoln Park

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A little further out, but linked to the rest of the city by a number of metro stations and lines, Lincoln Park is one of the largest and most affluent districts in Chicago’s North Side. It is popular with young families and urban professionals, ensuring it feels fresh and ever changing.

Named after the city’s largest park, which sits beside Lake Michigan for an uninterrupted seven mile run, the area is one of the best parts of Chicago for those on a budget. Attractions include the 32,000 creatures which call Lincoln Park Zoo their home, as well as Chicago History Museum, the first port of call for anyone interested in discovering how Chicago became one of the world’s leading cities.

Lincoln Park also contains the northern half of Old Town, where buildings remain low to the ground – at least by Chicago standards – to create a homely feel. This is where you’ll find the Second City Theater, the previous stomping ground of everyone from Tina Fey to John Belushi.

River North

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It may not have the lake shore, but River North does have a reputation as the coolest place to stay in Chicago. Separated from Streeterville by the Magnificent Mile, River North oozes stylishness and perhaps contradiction too – it has more galleries than anywhere outside of Manhattan, but is also known for its nightlife. For this, you should head to Hubbard Street.

The banks of the Chicago River have to be the top place for a stroll in the area, whilst landmark buildings to look out for include the Wrigley Building and the monumental behemoth of a structure known as Merchandise Mart, whose exterior façade becomes the world’s largest projector screen for a few months of each year.

A good range of restaurants, many with riverside terraces, means you’re unlikely to go hungry for long.

West Loop

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That said, foodies should stake their claim to accommodation in West Loop, which – that’s right – is west of the Loop.

Occasionally also known as the Near West Side, West Loop shines from a gastronomic perspective, with Greektown and Little Italy just two destinations you should be aware of thanks to the twentieth century’s influx of immigrants into this former industrial port area.

Randolph Street is otherwise known as Restaurant Row for good reason, but for sumptuous food without any pretension head to the French Market tucked inside Ogilvie train station. Its 30+ independent vendors make it one of the best spots in the city for fresh ingredients as well as mouthwatering dishes from sushi to empanadas. Seating is available.

Wicker Park

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Well-to-do Wicker Park is growing in confidence when it comes to where to stay in Chicago. Northwest of West Loop and centered around the Damen metro stop, this neighborhood has the sort of self-assurance which usually leads to great things. And Wicker Park is no exception to this rule.

A charmingly informal blend of eclectically-stocked clothing stores, groundbreaking restaurants and we-just-have-to-stop-there bakeries, Wicker Park is also pretty hot when it comes to night spots, with a wealth of live music venues all vying to be the place to head.

With median house prices of $550,000 it can never really be called hipster, but that’s certainly the vibe it gives off.

Budgeting for trips to Chicago

Finding where to stay in Chicago that’s right for you comes down to a balance of location, feel and price. The best neighborhoods in Chicago for visitors are generally those in and around the downtown area, although the closer you are to the Loop, the higher the per night cost you’re probably looking at.

When it comes to attraction admission, you can make incredible savings simply by opting to travel with Go City. Our pre-pay passes take all the mystery out of budgeting for trips to Chicago whilst providing you with great savings on many of the city’s top attractions.

Ian Packham
Go City Travel Expert

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Night time view of the Navy Pier Ferris wheel in Chicago
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Things to do in Chicago at Night Time

A mighty metropolis renowned for its world-class museums, fine restaurants and frankly epic city skyline, the Windy City is, if anything, even more thrilling at night. There’s an absolute abundance of attractions and activities worth staying up late for, from galleries and ghost tours to deep dish pizza and old-school jazz joints. Hop aboard for our whistle stop guide to some of the best things you can do in Chicago at night time. Skyline Views Chicago’s sensational skyline is the envy of cities across the States. Take a leisurely evening stroll along Lake Shore Drive or the Chicago Riverwalk and you’ll soon find out why. We’re talking soaring skyscrapers that include the awesome Willis Tower (for many years the tallest building on the planet, fact fans) and the iconic neo-gothic Tribune Tower. Incredible enough to look at during the day, these architectural titans really come into their own by night, lighting up to produce one of the world’s most recognizable cityscapes. See them from the water on a night cruise of Lake Michigan, when widescreen views of the illuminated city reflect beautifully in the glassy waters that lap the shoreline. Head in the Clouds You’ve checked it out from ground level, now take in birds’ eye views from atop some of the Western world’s loftiest skyscrapers. You need nerves of steel to ascend to Skydeck Chicago atop the Willis Tower. At 1,353 feet and 103 floors up, it’s only the highest observation deck in the United States. No wonder then that you can see four states from up here, as well as Chicago landmarks including Navy Pier, Lake Michigan and the Magnificent Mile. Daredevils/masochists can even step out onto The Ledge to see the lights of the Windy City twinkling far beneath their feet. A little closer to terra firma at a mere 1,030 feet up, 360 Chicago adds the option to experience TILT, a sky-high thrill ride in which willing victims participants climb onto a moving glass platform which then – yup, you guessed it – tilts riders forward to a perilous angle over the city. Very much not for the faint of heart.  Bean There, Done That For a unique perspective on the iconic Chicago skyline, hit up The Bean on the AT&T Plaza at Millennium Park. This huge stainless steel sculpture by British artist Anish Kapoor – officially named Cloud Gate, but more commonly known as The Bean due to its shape – has quickly become a Windy City icon. Visit at night, when the bright lights of the Michigan Avenue skyscrapers reflect on its gleaming surface, creating hallucinatory magic-mirror cityscapes that bend, twist and morph as you walk around and underneath it. Check listings for al fresco evening concerts elsewhere in Millennium Park during summer. Take a Tour There are dozens of ways to get under the skin of night time Chicago without, you know, the tedium and inconvenience of poring over a guidebook for hours. Take to the skies on a twilight helicopter tour over Lake Michigan and that famous city skyline; hear all about the Windy City’s ghosts and gangsters on a spooky walking tour; or – perhaps best of all – join a foodie tour that gives you the chance to tuck into unmissable local delicacies such as Chicago-style hot dogs, Italian beef sandwiches, and deep dish pizza. Yum. Museum Lates Chicago has a frankly superb selection of museums and galleries, many of which have regular late opening hours, allowing you to ogle Old Masters, contemporary masterpieces and ancient artifacts in relative peace and quiet. Hit up the Art Institute of Chicago on Thursday evenings, when you can check out significant pieces from Hopper, van Gogh, Picasso, Matisse, O’Keeffe and more until 8PM. Other Windy City institutions including the Chicago History Museum and Museum of Science & Industry run ‘happy hour’ events that run as late as 10PM, and the Adler Planetarium’s late Wednesday openings provide a stellar option for whiling away chilly winter evenings. Animal Magic Museums and galleries a little too stuffy for you? Fear not! Take an evening walk on Chicago’s wild side at the Lincoln Park Zoo where, on balmy summer evenings, the park stays open late for adult-only events that include the likes of wine festivals and craft beer tasting. There’s nothing quite like the roar of a nearby African lion or cackle of a laughing kookaburra to get the party started. Meanwhile over at the Shedd Aquarium, night time events for adults include animal encounters, cocktail evenings and salsa classes, though not necessarily all at the same time. Navy Pier A tad nippy in winter, but a vibrant waterfront treasure on summer nights, Navy Pier is where it’s at for old-school seaside-style vibes. That’s largely thanks to the fab Ferris wheel that dominates the shoreline here, but after-dark firework displays, buzzy rooftop bars, live music, fab fast food joints and delectable dessert stores all add to the fiesta atmosphere. Grab an original rainbow ice cream (that’s orange sherbet, pistachio, Palmer House, chocolate and strawberry stacked high on a cone) and tuck in as the sun sets over the water. All That Jazz Hipster joints abound in downtown Chicago, and the Green Mill Cocktail Lounge, with its distinctive lime green neon sign, should be at the top of every bucket list. This century-old Chicago institution was once a favorite of Al Capone and his band of bootleggers, who used tunnels underneath the bar to smuggle booze during Prohibition. So grab a seat in Capone’s old booth, order up a Manhattan, and enjoy some of the finest jazz acts in town, just like Big Al used to do. Blues fans are also well-served in Chicago, thanks to the likes of Kingston Mines, Buddy Guy’s Legends and the House of Blues, while scuzz-rockers can get their fix at hipper-than-thou dive bars including Pilsen’s beloved Skylark and the Rainbo Club in Wicker Park. Save on attractions in Chicago Save on admission to Chicago attractions with Go City. Check out @GoCity on Instagram for the latest top tips and attraction info.
Stuart Bak
Stuart Bak
Best Beaches in Chicago
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Best Beaches in Chicago

If you're looking for the best beaches in Chicago, check out our picks of the best sandy spots in the city and make the most of your summer visit! Including: Does Chicago have nice beaches? Are Chicago beaches swimmable? Is Chicago beach warm? The best beaches in Chicago Does Chicago have nice beaches? It certainly does; otherwise, we wouldn't be able to write this blog! Chicago boasts 26 miles of picturesque lakefront, adorned with a plethora of public parks and gardens. Additionally, there's an 18-mile Lakefront Trail, along with over two dozen free beaches accessible to the public during the summer. Don't worry - we'll talk about them more down below. Are Chicago beaches swimmable? Indeed, they are, but you're better off doing it in the on-season, which runs from Memorial Day to Labor Day. For those of you visiting Chicago from outside the U.S., that means the end of May to the beginning of September. Sadly, the waters outside of this period may be too cold to swim in, so plan accordingly. It's also worth noting that, legally, you can only swim in Chicago's oceans when a lifeguard is present due to the winds and choppy waters. They don't call it the Windy City for nothing! Is Chicago beach warm? In peak summer, beaches in Chicago frequently hit 80°F, so head there in the off-season, and you'll enjoy the best temperatures on offer. Best Beaches in Chicago: Oak Street Beach Among the city's most frequented beaches, Oak Street Beach stands out as not only a favorite but also incredibly accessible from downtown. It's also located just a stone's throw away from Chicago's renowned Magnificent Mile, which houses prestigious Michigan Avenue hotels, upscale boutiques, and top-notch restaurants. Perfect if you need a bite to eat or a shopping spree mid-lounge. This beach offers a wide array of amenities, too, including free Wi-Fi, volleyball courts, bike and chair rentals, restrooms, and even places to buy snacks and drinks. Stake out your place in the sandy expanse and relish in the splendid vistas of the iconic Drake Hotel and other renowned landmarks. Best Beaches in Chicago: North Avenue Beach North Avenue Beach, nestled in the Lincoln Park neighborhood, is universally adored by both locals and tourists. Look out for its distinctive two-story beach house, adorned in a nautical white-and-blue motif, and you'll know you're in the right place. Inside, you'll find a bar and grill, as well as restrooms and changing facilities. This beach itself offers myriad amenities and activities, with Wi-Fi, bike, kayak, paddleboard, and Jetskis rentals, yoga, lounge chair and umbrella rentals, beach volleyball courts, a variety of food and drink offerings, and a selection of retail vendors. That's a lot of fun to be had! Nearby, you'll find a bounty of trendy restaurants and bars, along with top-tier city attractions, including the renowned Lincoln Park Zoo and the Peggy Notebaert Nature Museum, ensuring a diverse array of entertainment options in the vicinity. Best Beaches in Chicago: Montrose Beach Montrose Beach is Chicago's biggest beach, so if you're worried about towel space, you know where to go. It also has two unique features that set it apart from many of Chicago's other beaches, that being an enclosed dog beach to the north, and Montrose Beach Bird Sanctuary to the south. But enough about animals, what about us humble humans? Well, it has all the amenities typical of Chicago's generous beaches, including free Wi-Fi, watersports and beach activity rentals, places to eat and drink, and even a dog-friendly dining patio, so your canine companion needn't miss out. If you don't fancy eating in, Montrose Beach also has plenty of grassy knolls where you can spark up a barbecue. And kiteboarders, rejoice! Montrose Beach is the only place in Chicago where you can legally get your kiteboarding on. Why? Who knows. Best Beaches in Chicago: Kathy Osterman Beach Named after the late Kathy Osterman, a former city leader and political activist who advocated for beach development and gay rights in the 1980s, Kathy Osterman Beach is - understandably - a prime meet-up spot for Chicago's spirited LGBTQ+ community. But that doesn't mean it's party central. In fact, Kathy Osterman Beach is one of the calmer, quieter beaches in the city. Bird lovers will also appreciate that the beach's natural dunes draw both migrating and residential shorebirds to its shores. For people, you have the usual amenities, as well as specified picnic areas for bring-you-own enjoyers, and prime fishing spots for the reelers out there. Best Beaches in Chicago: Rainbow Beach Rainbow Beach is one of the city's oldest sandy spots, named after the 42nd Rainbow Division of the U.S. Army, which valiantly served during World War I. So, that's the history - what about the beach itself? Well, to the south, you'll find the Rainbow Beach Dunes Natural Area. What is it with Chicago and natural dunes? It must be the wind. Anyway, it's another great spot to see birds and other wildlife frolicking about. Activity-wise, there's a children's playground, community gardens to wander, picnic and barbecue spots, and the never-elusive beach Wi-Fi. You'll also find some of the most spectacular views of Chicago's skyline from Rainbow Beach, so make sure to take some snaps. Best Beaches in Chicago: Foster Beach And finally, nestled along Chicago's picturesque lakefront in the charming Edgewater neighborhood, you'll find Foster Beach. A favorite for families, it's the perfect place to plop your little ones on the sand and let them run riot. Shallow waters, tons of space, and even a kid-friendly pool area ensure they'll have the time of their little lives. For us adults, a plethora of volleyball courts beckon, with would-be ball smackers welcome to join existing games or set up their own. You've also got the usual food and drink affair, with ice-cold drinks and ice creams sure to cool you down on the hotter summer days. Or if your feelings for sand mirror Anakin Skywalker, nearby Foster Avenue Beach Park offers lush green spaces, inviting picnic areas, and scenic walking paths. And for those with four-legged companions, you'll be pleased to know they're also welcome. And those were our picks of the best beaches in Chicago! If you're looking for less-sandy activities to enjoy during your stay in the Windy City, check out Go City! With our All-Inclusive Pass and Explorer Pass, you can see all of the city's best bits for one low price!
Dom Bewley

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