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Diverse Delights in Bloomingdale and Beyond Itinerary

Last updated: 2024 Jun 14

Local Tastes and Adventure

Morning

Start your day with a delightful breakfast at The Lucky Monk, known for its delicious brunch options. Afterward, immerse yourself in a fun and unique experience with the iFLY Chicago-Naperville First-Time Flyer Experience. Feel the thrill of indoor skydiving in a safe environment.

Afternoon

For lunch, head to Brick's Wood Fired Pizza and savor their signature wood-fired pizzas. Afterward, enjoy a leisurely afternoon exploring the Naperville Scavenger Hunt Adventure Walking Tour. Discover the hidden gems of Naperville while solving clues.

Evening

Conclude your day with a dinner at Carrots Steaks & Seafood, a local favorite for its steak and seafood dishes. Afterward, take a relaxing evening stroll in the charming downtown area of Naperville.

Bedtime

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Family Fun and Culinary Delights

Morning

Enjoy a hearty breakfast at Yard House to fuel up for the day. Then, make your way to the LEGOLAND® Discovery Center Chicago for a morning of family-friendly fun and interactive experiences.

Afternoon

For lunch, indulge in a delicious meal at Weber Grill Restaurant, known for its grilled specialties. Afterward, continue the fun at the Maggie Daley Park, where you can enjoy the unique playground and outdoor activities.

Evening

Dine at Tommy Gun's Garage, a 1920s-themed restaurant with a lively atmosphere. After dinner, experience the interactive and entertaining Chicago 45-Minute Private Helicopter Flight for 1-3 People for a memorable view of the city.

Bedtime

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Local Flavors and Relaxation

Morning

Start your day with a leisurely breakfast at Egg Harbor Cafe, known for its delicious breakfast and brunch options. Afterward, take a scenic walk or bike ride along the Fox River Trail.

Afternoon

For lunch, enjoy a farm-to-table experience at Countyline Tavern. Afterward, pamper yourself with a spa treatment at the Eaglewood Resort & Spa, a serene retreat in the midst of nature.

Evening

Dine at Shaahi Biryani, a local gem for authentic Indian cuisine. After dinner, unwind with a cocktail at the Redstone American Grill and enjoy the relaxed ambiance.

Bedtime

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Culinary Exploration and Shopping

Morning

Begin your day with a delicious breakfast at Rosati's Pizza, a Chicago classic known for its deep-dish pizza. Afterward, spend the morning exploring the Oak Park Hemingway District Food Tour. Discover the culinary delights of the area with a guided tour.

Afternoon

For lunch, try the famous Portillo's Hot Dogs for a true Chicago experience. Afterward, indulge in some retail therapy at the Woodfield Mall, one of the largest shopping centers in the United States.

Evening

Dine at Texas de Brazil, a Brazilian steakhouse known for its rodizio-style dining. After dinner, take a leisurely walk around the Lynfred Winery, the oldest and largest continuously operating winery in Illinois.

Bedtime

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Local Experiences and Farewell Dinner

Morning

Enjoy a final breakfast at Pinstripes, a unique dining and entertainment venue. Then, spend the morning solving a mystery at the Skokie, IL Murder Mystery Detective Experience. Put your detective skills to the test in an interactive and engaging setting.

Afternoon

For lunch, savor the flavors of the sea at Bonefish Grill. Afterward, take a relaxing walk in the Cantigny Park, a beautiful outdoor space with gardens and museums.

Evening

Conclude your trip with a memorable farewell dinner at Cooper's Hawk Winery & Restaurant, known for its wine selection and contemporary American cuisine. Raise a glass to a wonderful time in Bloomingdale.

Bedtime

Find amazing hotels in Bloomingdale, Illinois.