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Duffel Bag Spouse Travels

Travel + Wellness + Culture + Women Over 50

Tag: Chicago

Chicago combines world-class architecture, diverse neighborhoods, lakefront scenery, and a rich cultural landscape. These posts explore museums, food, public art, historic sites, local experiences, and the everyday details that give the city its character.

HOTELS pendry-chicago Venteaux Cafe

What You Need to Know About the Pendry Chicago: A Perfect Rainy Weekend Escape

Posted on May 15, 2026May 15, 2026

Pendry Chicago blends Art Deco charm with modern luxury in the historic Carbide and Carbon Building. Located on the Magnificent Mile, it offers elegant rooms, upscale dining, and a striking lobby that draws architecture lovers. It’s a refined stay in the heart of downtown Chicago, perfect for style-conscious travelers.

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CULTURE, EVENTS & EXPERIENCES Stacey in Chicago

What You Need to Know: Why Chicago Is the Cultural Center of the Midwest

Posted on August 3, 2025February 26, 2026

Chicago’s culture is complex and alive. It’s shaped by working families, bold art, rich history, and political action. Unlike the quieter towns nearby, Chicago pulses with creativity, resistance, and pride. It’s not the story the headlines tell. It’s a city defined by its people—not fear, but fierce love.

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DESTINATIONS & CITY GUIDES Wanderful Blogging Conference Presenter, Travel & Adventure Show 2025

Everything You Need to Know About the 2025 Chicago Travel & Adventure Show

Posted on January 28, 2025July 24, 2026

Discover the Chicago Travel & Adventure Show 2025 at the Donald E. Stephens Convention Center. Meet travel experts, explore 250+ exhibits, and enjoy interactive experiences. Don’t miss the Wanderful panel on women’s travel empowerment and over 60 seminars on eco-tourism, budget travel, and more. Plan your next adventure here!

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HOTELS Drake Oak Brook Colonial-breakfast Skeleton-key

Why I Love the Drake Hotel: Chicago’s Best Kept Secret

Posted on July 22, 2024May 5, 2026

I love the Drake Oak Brook near O’Hare Airport. It’s my go-to hotel before or after flights. The Art Deco design, friendly staff, and thick monogrammed towels draw me in. This historic hotel offers a luxurious stay for business and leisure travel.

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DESTINATIONS & CITY GUIDES layover in Chicago

How to Make the Most of a Layover: Road Trip to Chicago Navy Pier

Posted on October 17, 2018February 26, 2026

I finally stepped outside O’Hare and spent a long layover at Chicago’s Navy Pier. We rode the Centennial Wheel, strolled the waterfront, ate deep-dish at Giordano’s, and took an architecture river cruise. It was simple, scenic, and worth it. Chicago proved it’s more than just an airport connection.

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