Best Happy Hours in Chicago’s Gold Coast: Sip, Savor, and Save

May 5, 2025

Chicago’s Gold Coast is renowned for its upscale charm, historic architecture, and vibrant nightlife. Whether you're a local resident or exploring the area, discovering the best happy hours can enhance your experience. For those seeking apartments in Chicago, particularly in the Gold Coast neighborhood, Reside Living offers exceptional living spaces that place you in the heart of this lively district.

1. Hopsmith Tavern

A group of people are toasting with beer glasses in a bar.

Located at 15 W Division St, Hopsmith Tavern offers a dynamic happy hour from 4:30 PM to 6:30 PM. Enjoy $5 "You Call It" drinks, $15 domestic beer pitchers, $18 margarita flights, and a $20 appetizer tower. With its energetic atmosphere, it's a favorite among locals and visitors alike.

2. Sparrow

Three drinks are sitting on a wooden table.

Nestled at 12 W Elm St, Sparrow exudes a sophisticated, vintage ambiance reminiscent of 1930s hotel lobby bars. Their happy hour runs Monday through Friday from 4 PM to 7 PM, featuring $5 drafts and $10 wines by the glass. It's an ideal spot for those seeking a refined yet relaxed setting.

3. Maple & Ash

At 8 W Maple St, Maple & Ash redefines the traditional steakhouse experience. Their happy hour offers include $10 glasses of wine, $15 martinis, and a $45 seafood tower, providing a luxurious dining experience at a more approachable price point.

4. Hugo’s Frog Bar & Fish House

A plate of oysters on ice next to a glass of wine on a wooden table.

Situated at 1024 N Rush St, Hugo’s is renowned for its fresh seafood and lively atmosphere. Their happy hour, available Sunday through Thursday from 3 PM to 6 PM, features half-priced oysters, $5 bites, and half-priced bottles of wine, making it a must-visit for seafood enthusiasts.

5. The Bellevue

A table with a bunch of wine glasses and bottles on it.

Located at 1031 N Rush St, The Bellevue offers a chic setting with a cocktail menu inspired by Chicago's heritage. Signature drinks like the "Chicago Sour" and "The Bellevue" provide a unique twist on classic cocktails, perfect for those looking to unwind in style. Their happy hour, available Monday through Thursday from 3:00 PM to 6:00 PM, features $10 bites, half-priced drinks, and $2 oysters, making it an ideal spot for an upscale yet relaxed evening.

Experience Gold Coast Living with Reside Living

There is a fire pit on the roof of a building.

From upscale lounges to lively taverns, the Gold Coast's happy hour scene offers something for everyone. Whether you're sipping on a craft cocktail or enjoying fresh oysters, these establishments provide the perfect backdrop for relaxation and socializing. And with Reside Living's apartments in Chicago, you're never far from the action.

A swimming pool on a rooftop with a city skyline in the background.

Living in an apartment in the Gold Coast means having these exceptional venues just steps from your doorstep. Reside Living offers premier Chicago apartments that place you in the center of the vibrant Gold Coast neighborhood, including two standout communities: State & Chestnut and Gild. Whether you're drawn to the sophisticated high-rise views at State & Chestnut or the upscale charm of boutique living at Gild, each location delivers luxury, walkability, and a true Gold Coast lifestyle.

Note: Happy hour offerings are subject to change. It's recommended to check with each venue for the most current information.

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Moving to Chicago? Here’s Your Complete Checklist 🏙️📦

By Naecha Roberts • March 18, 2026

So, you’re thinking about moving to Chicago - exciting choice! From iconic neighborhoods and endless food options to world-class culture and lakefront views, the Windy City has a little something for everyone. To help make your move as smooth as possible, we’ve put together a complete Chicago moving checklist, filled with practical tips and helpful resources to guide you from apartment hunting all the way to settling into your new home. Whether you’re relocating from out of state or just moving across neighbourhood lines, this guide will help you stay organised and confident every step of the way.

Chicago skyline at dusk featuring the John Hancock Center towering over dense city buildings and the Lake Michigan shore.

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Best Chicago Neighborhoods to Live In (That Aren’t Downtown)

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It’s no secret that there are perks to living in downtown Chicago. There’s the walk-to-everything convenience, like grabbing a coffee on your way to the gym, picking up groceries on the walk home, and rarely needing to plan around a commute. Transit access is hard to beat, especially in The Loop, where every CTA line converges. Car-free living comes naturally here, whether you’re heading to work, meeting friends, or exploring the city. This means no traffic, no parking headaches, no wasted time. And boredom? Not an option. Millennium Park. The Art Institute of Chicago. The Chicago Theatre. Michigan Avenue. The Bean. Willis Tower. Festivals, concerts, museums, public art… Culture isn’t something you visit, it’s something you live inside every day. Add in skyline, river, and lake views, and downtown living delivers an unmistakably Chicago experience. But what if you don’t work downtown? What if you want to keep your car? Maybe you’re looking for quieter streets, more neighborhood restaurants and bars, or tree-lined sidewalks where your dog can set the pace. Or maybe downtown Chicago just isn’t your vibe, and that’s okay. Chicago is a city of neighborhoods, and each one offers its own version of city living. From strong transit access and walkability to vibrant local scenes and more breathing room at home, there are plenty of Chicago neighborhoods that deliver big-city perks without the downtown feel. Here are some of the best Chicago neighborhoods to live in if you want everything you love about the city, without living downtown.