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Workers Cottages of Oldtown Triangle Walking Tour

46 Reviews 4.98 out of 5 stars Based on 46 reviews collected by City Boat Tours and TripAdvisor | Recommended by 100% of reviewers | Chicago, USA

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1 hour 45 minutes (approx.)
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Instant confirmation

Overview

This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about their history and unique part of the growth of the city of Chicago. Plus you will hear about other fascinating Chicago history that dates back 150 years and beyond! The Oldtown Triangle is one of the oldest and most quaint areas of the city - an area that many Chicagoans love and cherish. You will feel like you have left the hustle and bustle of the city and will instantly be transported to another place, another time, specifically the late 1800's!

What's Included

  • Historical photos of each stop in a free app

    Meeting Location

    Meeting point

    West Eugenie Street
    Chicago, IL 60614, USA

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    Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

    End point

    West Menomonee Street
    Chicago, IL 60614, USA

    The tour will end with the last stop, which is the very first workers cottage I ever saw before I knew what they were. The end of the tour is a few short blocks from where it started.

    What To Expect

    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!
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    2 hours • Admission Ticket Free

    West Eugenie Street

    Rowhouses on Eugenie Street * Architect: Harald Hansen * Built in 1886 * 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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    10 minutes • Admission Ticket Free

    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
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    15 minutes • Admission Ticket Free

    St. Michael House of Prayer

    St Michael Church of Oltown (Roman Catholic) Built 1866-1869 - tallest building in the United States for 16 years!
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    20 minutes • Admission Ticket Free

    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
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    5 minutes • Admission Ticket Free

    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
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    5 minutes • Admission Ticket Free

    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!
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    5 minutes • Admission Ticket Free

    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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    5 minutes • Admission Ticket Free

    Show 6 more stops

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Travelers should have at least a moderate level of physical fitness
    • Infants and small children can ride in a pram or stroller
    • This tour/activity will have a maximum of 8 travelers

    Frequently Asked Questions

    (7)

    Q: What is the cancellation policy for the Workers Cottages of Oldtown Triangle Walking Tour?

    A: This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded. This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

    Cancellation Policy

    This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

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    Activity code: C-311960P1

    Traveler Photos

    Reviews

    4.98
    46 reviews

    Average 4.98 out of 5 stars based on 46 traveler reviews collected by City Boat Tours and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    45
    4 stars
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    What's Included

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    • Historical photos of each stop in a free app

    Additional Info

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Travelers should have at least a moderate level of physical fitness
    • Infants and small children can ride in a pram or stroller
    • This tour/activity will have a maximum of 8 travelers

    Report Product Issue

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    Non-refundable

    American Museum of Natural History Admission Ticket

    American Museum of Natural History Admission Ticket

    This tour is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.

    • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
    • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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