The Ultimate Guide to a Weekend in Chicago

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2/1/20244 min read

a very large building with a very long ceiling
a very large building with a very long ceiling

Introduction

Chicago, the Windy City, is a vibrant metropolis that offers a plethora of attractions and experiences for visitors. If you're planning a weekend getaway to this iconic city during the spring season, you're in for a treat. From exploring Millennium Park to indulging in delicious cuisine, Chicago has something for everyone. In this ultimate guide, we'll take you through a jam-packed itinerary to make the most of your weekend in Chicago.

Accommodation Options

When it comes to choosing accommodation for your weekend in Chicago, you have a few fantastic options.

The Langham, Chicago:

Location: Situated along the Chicago River, The Langham offers a luxurious stay with proximity to iconic landmarks, shopping along the Magnificent Mile, and cultural attractions.

Highlights: Guests at The Langham can indulge in high-end amenities, including a spa, fine dining at Travelle, and a stunning afternoon tea experience. It's a top choice for those seeking a refined and opulent stay.

Hotel Lincoln:

Location: Nestled in Lincoln Park, Hotel Lincoln provides a charming retreat with easy access to the Lincoln Park Zoo, boutique shops, and diverse dining options.

Highlights: Hotel Lincoln is known for its rooftop bar, The J. Parker, providing breathtaking views of the city skyline. It's a great option for those who appreciate a blend of classic and contemporary vibes.

Soho House Chicago:

Location: In the heart of the West Loop, Soho House Chicago is close to the neighborhood's trendy restaurants and nightlife.

Vibe: A private members' club with a chic hotel, Soho House Chicago exudes sophistication and style. The design is a blend of vintage and modern aesthetics.

Highlights: Guests have access to exclusive amenities, including a rooftop pool and members' club facilities. The hotel has a swanky ambiance and is known for its attention to detail.

If you prefer a more unique experience, consider booking a VRBO near Millennium Park. This will allow you to stay in a cozy home and enjoy the convenience of being close to one of Chicago's most iconic landmarks.

These options cater to different preferences, from the homey comfort of a VRBO loft to the unique charm of Hotel Lincoln and the luxurious sophistication of The Langham and Soho House. Depending on your style and desired experience, you can find the perfect accommodation for your stay in Chicago.

Restaurant Recommendations:

Girl & the Goat

Located in the West Loop, Girl & the Goat is a culinary gem known for its innovative dishes and vibrant flavors. Chef Stephanie Izard's menu features a creative blend of global influences, with highlights like the wood-fired pig face and the goat empanadas.

Alinea

Alinea is a Michelin three-star restaurant that takes fine dining to a whole new level. Chef Grant Achatz's avant-garde approach to cuisine will leave you spellbound. Indulge in their multi-course tasting menu, which includes visually stunning dishes like edible balloons and tableside preparations.

RPM

Italian Owned by celebrity couple Bill and Giuliana Rancic, RPM Italian offers a modern take on traditional Italian cuisine. From their homemade pastas to their wood-fired pizzas, every dish is made with love and attention to detail. Don't miss their popular Mama DePandi's Bucatini, a family recipe that will transport you to Italy.

Bavette's Bar & Boeuf

Step into the world of a classic Chicago steakhouse at Bavette's Bar & Boeuf. This dimly lit, speakeasy-style restaurant serves up mouthwatering steaks, seafood, and classic cocktails. Their dry-aged bone-in ribeye is a must-try for meat lovers.

Itinerary Options

Day 1: Exploring Millennium Park and Fine Dining

On your first day in Chicago, start by taking a leisurely stroll around Millennium Park. Admire the famous Cloud Gate sculpture, also known as "The Bean," and take in the stunning views of the city skyline.

Afterward, settle into your accommodation and freshen up for dinner. If you're in the mood for Italian cuisine with a chic vibe, head to RPM Italian, owned by Giuliana and Bill Rancic. Indulge in their delicious pasta dishes and enjoy the trendy ambiance.

Alternatively, for a taste of fresh and modern dishes, Shaw's Crab House or Ema are excellent choices. Shaw's Crab House is known for its seafood, while Ema offers a Mediterranean-inspired menu.

Day 2: Exploring Lincoln Park and Happy Hour Delights

On your second day, venture out to Lincoln Park and immerse yourself in its charm. Explore the Lincoln Park Zoo, home to a wide variety of animals from around the world. Take your time strolling through the park and enjoying the beautiful surroundings.

In the late afternoon, make your way to the J Parker for some happy hour drinks. Located on the rooftop of Hotel Lincoln, this rooftop bar offers stunning views of the city skyline and Lake Michigan.

For dinner, head to Summer House Santa Monica. This California-inspired restaurant will transport you to the sunny shores of Santa Monica with its fresh and vibrant dishes.

Final Day: Trendy West Loop Exploration

On your final day in Chicago, immerse yourself in the trendy atmosphere of the West Loop. Start your day with a cup of coffee at La Colombe, a popular coffee shop known for its excellent brews.

For lunch, make your way to Girl and the Goat, a renowned restaurant owned by chef Stephanie Izard. Indulge in their creative and flavorful dishes that showcase the best of local ingredients.

After lunch, take some time to explore the unique shops in the area. From boutique clothing stores to artisanal food shops, the West Loop offers a range of shopping experiences.

Before you leave, make sure to put your name in at Au Cheval, a popular burger joint known for its mouthwatering creations. While the wait might be long, the delicious burger will be well worth it.

Conclusion

A weekend in Chicago during the spring season is an experience you won't forget. From the iconic Millennium Park to the trendy neighborhoods and delicious dining options, the city has something for everyone. Whether you choose to stay near Millennium Park, in Lincoln Park, or Old Town, you'll have a fantastic time exploring the city's attractions and indulging in its culinary delights. So pack your bags and get ready to make memories in the Windy City!