If you’re looking for a weekend getaway that combines luxury, entertainment, and nature, look no further than Chicago. Recently, I had the pleasure of experiencing the ultimate Chicago weekend, complete with a stay at the JW Marriott, a show at the State Theatre, dinner at Smith and Wolenski’s Steakhouse, and a visit to the Jungle of Nile plant store.
Where We Stayed
Our adventure started with a stay at the JW Marriott in downtown Chicago. The hotel is in a prime location, just steps away from the Magnificent Mile and some of the city’s most popular attractions. The hotel is elegant and luxurious, with spacious rooms and top-notch amenities. The staff was friendly and accommodating, and I felt well taken care of throughout my stay.
Why Stay at JW Marriott in Chicago
Location: 151 West Adams Street, downtown Chicago
Historic Significance: Designed by renowned architect Daniel Burnham
Rooms & Suites: 610 luxury accommodations with spacious layouts and marble bathrooms
Amenities: Full-service spa, fitness center, and indoor pool
Dining:
- The Florentine – Italian-inspired restaurant with seasonal dishes
- Lobby lounge – Cocktails and light bites
Event Spaces: Over 44,000 sq. ft. of meeting space, including grand ballrooms
Nearby Attractions: Millennium Park, Art Institute of Chicago, Willis Tower
Ideal For: Business travelers, leisure guests, weddings, and corporate events

What We Watched
Next up was a show presented by Ashley Flowers called “The Deck” at the State Theatre. If you’re a true crime fan, you’re likely already familiar with Ashley Flowers and her hit podcast “Crime Junkie.” “The Deck” is her newest venture, a true crime-themed bar located on the roof of the historic Chicago Theatre building on State Street. The show was fascinating, with Ashley sharing an unsolved crime story from “The Deck.” She goes into great detail about her investigation and presents multiple possible suspects leaving you wondering, who could have done it? For more information on upcoming shows visit her website https://thedeckpodcast.com/tour/

About Ashley Flowers Crime Podcast
Ashley Flowers: Creator of The Deck, a true crime podcast focusing on cold cases.
Live Tour: The Deck Investigates tour brought her podcast to theaters across the U.S.
Show Format: 90-minute deep dive into real cold cases, mirroring the podcast style.
Audience Response: Well-attended, with fans engaging in her investigative storytelling.
Future Shows: No upcoming tour dates, but fans can check for updates on The Deck Podcast.
Where We Dined
For dinner, we headed to Smith and Wolenski Steakhouse, a Chicago riverside classic. If you’re feeling especially indulgent, it’s worth trying Smith and Wolenski’s Wagyu hanging ribeye. The Wagyu beef is known for its intense marbling and rich flavor, and this particular cut is served bone-in for added flavor and presentation. The tableside service is also a unique touch that makes the dining experience even more memorable. The waiter sears the steak with butter and a blow torch, which adds a rich flavor and unique texture to the meat. The whole experience is a visual and sensory delight that will leave you in awe.



Why Dine in Smith and Wollensky
Smith & Wollensky Chicago: A classic American steakhouse located along the Chicago River.
Address: 318 N State St, Chicago, IL 60654.
Scenic Views: Offers stunning riverfront dining with both indoor and outdoor seating.
Steakhouse Specialties:
- USDA Prime dry-aged steaks
- Signature filet mignon, ribeye, and New York strip
- Fresh seafood options like lobster and oysters
Wine & Cocktails: Extensive wine list and craft cocktails to pair with meals.
Ambiance: Classic steakhouse feel with an elegant yet lively atmosphere.
Popular for:
- Business dinners & special occasions
- Weekend brunches & power lunches
- Private dining & events
Reservations: Recommended, especially for dinner and weekends.
Our Last Stop
Finally, my weekend wrapped up with a visit to the Jungle of Nile plant store. This hidden gem is located in Chicago’s West Loop neighborhood and features a stunning collection of exotic plants from around the world. The store is beautifully designed and feels like a jungle oasis in the heart of the city. The staff are knowledgeable and passionate about their plants, and I learned so much about different species and their care.
Plant Lover? Visit Jungle of Nile
Overview: A vast plant outlet offering a diverse selection of indoor and outdoor plants.
Product Range:
- Over 15,000 plants, including bonsai, bamboo, succulents, cacti, hanging baskets, bromeliads, and carnivorous plants
- Specialty plants like cacti and Venus flytraps
Pricing: Offers savings of 30% to 50% off retail prices
Unique Features:
- Live animals such as parrots, koi fish, and tortoises enhance the shopping experience
- Hosts events like birthday parties
Overall, my Chicago weekend was a perfect blend of luxury, entertainment, and nature. The JW Marriott provided the perfect home base for exploring the city, while “The Deck,” Smith and Wolenski Steakhouse, and the Jungle of Nile each offered their own unique experiences. If you’re planning a trip to Chicago, I highly recommend adding these spots to your itinerary.