Step back in time and explore the historic cottages of Oldtown Triangle in Chicago. Discover the unique architectural styles and learn about the city’s fascinating history. Book your tour now!
- Old Town Triangle - This tour will show you 40-50 of these delightful workers’ cottages and the different styles they were designed and constructed in. Also, you will see some very rare instances where there are several in a row or in one case, an entire block of cottages on both sides of the street! This is what Chicago looked like in the late 1800’s and prior to the Great Fire of 1871. Many of my photos of these cottages have been featured on the Bob Vila website as well as many major architectural accounts on Instagram and other Chicago based “things to do and see” websites.
Plus you will see many other notable historic properties and hear about some fascinating Chicago history that dates back 150 years and beyond!
- West Eugenie Street - Rowhouses on Eugenie Street
- Architect: Harald Hansen
- Built in 1886
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Extremely rare variegated row of 5 opulent Queen Anne and Second Empire style houses
Hear about the rich history of the beginning of the city of Chicago, much of which happened in this location.
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North Crilly Court - The rich history of N. Crilly Court -
Learn about all the famous people that lived here and also see one property that is a National Landmark -
St. Michael House of Prayer - St Michael Church of Oltown (Roman Catholic)
Built 1866-1869 - tallest building in the United States for 16 years! - Twin Anchors Restaurant & Tavern - Twin Anchors Restaurant
- One of the oldest restaurants in Chicago.
- Founded in 1932, Twin Anchors has always been known for great, tender, barbequed baby-back ribs
- quaint neighborhood tavern that was a favorite of Frank Sinatra for many years
- Old Town Triangle - See the incredible homes of Charles and Frederick Wacker (Wacker Drive) and hear the history of these two men (father and son) who were very instrumental in the early design of the city of Chicago
- Old Town Triangle - Ann Halsted Rowhouses which were designed by architect Louis Sullivan when he was in his early 20’s before anyone knew who he was!
- Old Town Triangle - See the only remaining farmhouse standing from when the Oldtown area was still farmland, outside the city limits!
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- Historical photos of each stop in a free app
This excursion introduces you to various charming cottages, showcasing their diverse architectural styles and constructions. It also imparts knowledge about their historical significance and their distinct contribution to Chicago’s development. In addition, you’ll explore intriguing historical facets of Chicago that trace back over a century and a half! The Oldtown Triangle, one of the city’s oldest and most picturesque neighborhoods, is a spot cherished by many Chicagoans. It creates an ambiance that takes you away from the city’s hustle and allows you to travel back in time, specifically to the late 19th century!
All sales are final. No refund is available for cancellations.