Sonny Guides
Local guides for living outside.
Real local insight on the best light, patios, rooftops, pools, fitness, and weekend plans in Chicago and beyond.
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Guide
The Sonny Guide to Golden Hour in Chicago
Chase the golden light and stay for the skyline. These spots serve up unforgettable sunset views and elevated sips.
JUL 21, 2026 · 5 MIN READ
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The Sonny Guide toDog-Friendly Bars in Chicago
Where the water bowls arrive without asking and the patios have room to settle in, these are the best spots to spend an afternoon with your favorite furry friend.
JUL 25, 2026 · 7 MIN READ
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The Sonny Guide toChicago’s Best Rooftops
Chicago looks good from above.
JUL 24, 2026 · 8 MIN READ
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The Sonny Guide toHidden Courtyards in Chicago
The garden tables, tucked-away terraces, and beautiful outdoor rooms you would never know were there from the street.
JUL 27, 2026 · 8 MIN READ
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The Sonny Guide toPatios That Feel Like Vacation
Italian gardens, Mediterranean rooftops, breezy riverfront tables, and lakeside lunches that make an ordinary afternoon feel beautifully elsewhere.
JUL 27, 2026 · 8 MIN READ
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The Sonny Guide toFirst-Date Spots
For the drink that can become dinner, the room with just enough energy, and the places that make conversation feel easy.
JUL 27, 2026 · 8 MIN READ
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The Sonny Guide toChicago Beaches
Where to swim, spread out, stop for lunch, and stay until the skyline begins to glow.
JUL 26, 2026 · 8 MIN READ
Make it a stay
Turn your lakefront day into a full escape. Explore Sonny’s favorite hotel pools near the water.