Oz Park
Oz Park is a beloved community green space in the Lincoln Park neighborhood, complete with a stunning wooden playground honoring L. Frank Baum’s The Wizard of Oz.
Oz Park, 2021 N Burling St, Chicago, IL, USA, +1 312 742 7898
The Original Rainbow Cone
Beverly’s Rainbow Cone on the far South Side has been a Chicago mainstay for 90 years. A seasonal operation, they serve rainbow-colored cones of ice cream, with orange sherbet, pistachio, Palmer House, strawberry, and chocolate flavors.
The Original Rainbow Cone, 9233 S Western Ave, Chicago, IL, USA, +1 773 238 7075
Rainbow Cone at The Taste of Chicago | © julie corsi/Flickr
Mojo Spa
Pamper yourself at this chic Wicker Park spa. Mojo Spa is a full-service nail salon and sells more than 200 types of house-made beauty and cosmetics products.
Mojo Spa, 1468 N Milwaukee Ave, Chicago, IL, USA, +1 773 235 6656
57th Street Books
Join the thousands of others who have gotten lost in this unassuming book basement hideaway. While Hyde Park’s 57th Street Books independently serves the local University of Chicago community, it is an attractive draw citywide.
57th Street Books, 1301 E 57th St, Chicago, IL, USA, +1 773 684 1300
57th Street Books | © Mr. Granger/WikiCommons
Pops for Champagne offers a cocktail menu in addition to their large champagne list. | © David Wilson
Pops for Champagne
Pops for Champagne in River North offers 250 different champagne varieties, a full bar, small plates, live jazz music, and an unrivaled nightclub setting.
Pops for Champagne, 601 N State St, Chicago, IL, USA, +1 312 266 7677
The Garfield Park Conservatory a perfect, quick and easy getaway for Chicagoans. | © Peterson.jon / WikiCommons
Garfield Park Conservatory
This two-acre greenhouse displays thousands of plant species for the public’s viewing pleasure. Visit the Garfield Park Conservatory year-round for your escape to nature.
Garfield Park Conservatory, 300 N Central Park Ave, Chicago, IL, USA, +1 312 746 5100
Garfield Park Conservatory | © Peterson.jon/WikiCommons | © Peterson.jon / WikiCommons
Accessibility & Audience:
Accessible (Wheelchair), Kid Friendly, Family FriendlyThe Palmer House
The historic Palmer House Hilton Hotel is as Chicago as it gets. Come for a luxurious stay in one of their suites or just enjoy the decadence and a drink in the main lobby.
The Palmer House, 17 E Monroe St, Chicago, IL, USA, +1 312 726 7500
The Palmer House | © Sandra Cohen-Rose/Flickr
Pequod’s Pizza
Pequod’s has been one of the best pizzerias to fly under the mainstream radar in Chicago for decades. They’re most beloved for their thick, cheese-laden pan pizzas.
Pequod’s Pizza, 2207 N Clybourn Ave, Chicago, IL, USA, +1 773 327 1512
Cyclists, runners and walkers on Chicago's gorgeous trail, The 606. | © Colin Hinkle / Courtesy of The Trust for Public Land
The 606
The City of Chicago recently transformed the old elevated Bloomingdale train tracks into a much-needed green space. Bike, walk or jog the nearly three-mile layout of the 606’s Bloomingdale Trail through Wicker Park and Logan Square.
The 606 Trail | © airbus777/Flickr
Accessibility & Audience:
Accessible (Wheelchair), Dog Friendly, Kid Friendly, Family FriendlyAtmosphere:
Outdoors, ScenicRoom 13
At the Old Chicago Inn, you’ll find their hidden Room 13 Speakeasy. Just head down the side alley to be transported back in time with jazz music and themed cocktails.
Room 13, 3222 N Sheffield Ave, Chicago, IL, USA, +1 773 472 2278
Mario’s Italian Lemonade
This seasonal spot for sweet treats has been delighting Chicago since 1954. Mario’s Italian Lemonade is a fixture on Little Italy’s infamous Taylor Street and caters to customers of every age.
Mario’s Italian Lemonade, 1066 W Taylor St, Chicago, IL, USA
Myopic Books
Myopic Books in Wicker Park consistently ranks high in popularity among Chicago’s best bookshops. They have more than 70,000 books spread across three floors, plus they host poetry readings, author appearances, and occasional live music.
Myopic Books, 564 N Milwaukee Ave, Chicago, IL, USA, +1 773 862 4882
Myopic Books | © Lauren Manning/Flickr
Streeter’s Tavern
In the ritzy area of upscale River North, Streeter’s underground, wood-paneled bar filled with games, beer, and good music is like a breath of fresh air. Come here for beer pong, pool, foosball, giant Jenga, cheap drinks, and all-night fun.
Streeter’s Tavern, 50 E Chicago Ave, Chicago, IL, USA, +1 312 944 5206
The Waterfront Cafe
Get away from the bustle of the city by recharging at Lake Michigan on the far North Side. The Waterfront Cafe offers unparalleled lake views and top-quality eats.
The Waterford Cafe, 6219 N Sheridan Rd, Chicago, IL, USA, +1 773 761 3294
Holy Name Cathedral | © Nheyob/WikiCommons
Holy Name Cathedral
Religious or not, Holy Name Cathedral is a stunning part of Chicago’s historic architecture. The breathtaking interior and rich history are more than enough reason to warrant a visit.
Holy Name Cathedral, 730 N Wabash Ave, Chicago, IL, USA, +1 312 787 8040
Holy Name Cathedral | © Nheyob/WikiCommons
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Eataly
It may be a big tourist draw, but Eataly is worth it. This massive food mecca sells and serves fresh Italian cuisine and numerous kitchen goods.
Eataly, The Shops at North Bridge, 43 E Ohio St, Chicago, IL, USA, +1 312 521 8700