A Tale of Two Cities: Chicago and Milwaukee

August 22, 2022 | Travel

In case you missed it, here’s my recent travel story for the Albany Times Union. One weekend, two great American cities: 

As the lazy days of summer wind down and travel plans shift from weeklong vacations to weekend getaways, it’s nice to know that a short hop on a direct flight from Albany International Airport can get you to the Windy City, where there’s something for everyone, whether your interests run toward sports, art, food, architecture or shopping. And, if you’re interested in tackling two cities, a quick and inexpensive Amtrak ride will take you from Chicago to Milwaukee, where more of everything awaits on the banks of the seemingly endless Lake Michigan.

Chicago is one of those cities that almost everyone has been through — even if only on a layover at one of its twomajor airports — but doing a deep dive into the city of deep-dish pizza can fill a weekend to overflowing.

Having a game plan is a good bet. Start by choosing from one of the many hotels that are within walking distance of most major sights. Somewhere along the Magnificent Mile, known for its upscale shops, is the perfect location for navigating the must-see attractions. Purchase the Chicago CityPASS, and you’ll save money and time by getting one ticket to access five key attractions.  Continue reading…


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