Win Tickets ($30): Easter Weekend Walking Tour of Portland’s Sinful History: Shanghaiers, Saloons & Skullduggery Tour | w/ Kick A** Oregon History Historian Doug Kenck-Crispin

We are giving away a pair of tickets to Walking Tour of Portland’s Sinful Past – Shanghaiers, Saloons & Skullduggery on April 5. To win, comment on this post why you’d like to attend. Winner will be drawn and emailed Monday, March 30.

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From our partners:
Portland's Sinful Past Walking TourShanghaiers, Saloons & Skullduggery: A Walking Tour of Portland’s Sinful Past
April 5, 2015
4 p.m. | $15 | 21+

Meet @ Thirsty Lion
71 SW 2nd Ave, Portland, OR 97204
(503) 222-2155 | More Info:

As a nexus for labor and shipping in the Pacific Northwest, Portland often had the repute of a rugged, rough and tumble town, more than willing to allow the miners, loggers, and fishermen an opportunity to part with their hard earned cash in whatever debaucherous manner they chose.

In addition to the shanghaiers and con men, always on the prowl, saloons, gambling halls and bordellos also thrived in “Whitechapel,” “The North End,” or Old Town, as we know it today. Some of these storied establishments have come and gone, but others have survived, and many say that Portland, or “Strip City,” still has that vulgar and rugged reputation to this day.

Join Historian Doug Kenck-Crispin as we visit locations of famous saloons, bars and bordellos, card rooms and gambling dens, some of which are still in operation today! The tour will meet at Thirsty Lion Pub. Feel free to stop by early for a pint and grub! The tour will “end” outside of Mary’s Club, one of Portland’s most hallowed strip clubs*. At the conclusion of the tour, you can join Doug inside for an adult beverage!

Doug Kenck-Crispin is the Ribald Resident Historian from He is the co-producer of the bi-weekly podcast series Kick Ass Oregon History. Doug has been featured in the Portland Mercury, The Oregonian, Portland Monthly and OPB’s Oregon Experience. He has a BA in History, and is nearing completion of his MA in Public History, with an emphasis on the History of the Pacific Northwest (Portland State University). A lifelong resident of the region, Doug enjoys a good yarn, the more bizarre and unbecoming the better, especially when they are true!

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37 Responses to Win Tickets ($30): Easter Weekend Walking Tour of Portland’s Sinful History: Shanghaiers, Saloons & Skullduggery Tour | w/ Kick A** Oregon History Historian Doug Kenck-Crispin

  1. Fred March 16, 2015 at 10:12 am #

    My wife and I have always wanted to do this tour. This would be a wonderful event for us for the Easter day afternoon. I really hope we get lucky on this one.

  2. Jennifer March 16, 2015 at 11:15 am #

    I didn’t win last weekend’s contest for this tour, but I would still absolutely love to hippity hoppity on down that bunny trail to attend this event.

  3. Jenny Jo March 16, 2015 at 12:52 pm #

    Oooh, la laaaa…..I’ve always wanted to go on this tour, It sounds like a sinfully good time!!!

  4. Madeline March 18, 2015 at 5:20 pm #


  5. Kelli E March 19, 2015 at 11:31 am #

    This sounds awesome, I’ve always wanted to discover more of the history of Portland and friends tell me this tour is so fun :)

  6. Isabelle March 19, 2015 at 12:11 pm #

    My roommate is madly in love with Portland as a city and I think this would be a treat for her to discover more about the history of her favorite city. Thanks!

  7. Gianna March 19, 2015 at 2:48 pm #

    Portland has a seedy past?! Oh the shock and horror. I shant believe it until I’ve seen it with my own eyes.

  8. Michael March 19, 2015 at 2:50 pm #

    Sounds like a blast

  9. Jacey March 19, 2015 at 4:12 pm #

    Sounds like fun!

  10. Frank Byers March 19, 2015 at 4:42 pm #

    This would be a great thing for me to do with someone special.

  11. Heather March 19, 2015 at 6:26 pm #

    Would love to learn more about Portland’s dark past!

  12. Kristy Alberty March 20, 2015 at 12:01 pm #

    Are cameras allowed? Carry-only, of course.

    I love cataloguing interesting places from Portland’s past, and this would be a crown jewel event for me! And my partner, too, of course. He’s a life-long Portlander who has NEVER done one of these tours!

    I’m interested in the tour and seeing if there were any connections/stories with Lone Fir Cemetery? I’ve photographed that amazing place quite a lot, and the history and the scandals are deep!

    I hope you will pick me, because I would appreciate the experience, and would love to maybe raise a glass afterwards in a nearby establishment?

  13. grace March 24, 2015 at 9:40 am #

    this would be great as a new Portlander!

  14. Linda S March 24, 2015 at 1:26 pm #

    I would love to hunt up history instead of eggs.

  15. Roycroft Jones March 24, 2015 at 5:28 pm #

    I like knowing about the stuff hiding under the rocks of celebrated history. Could all the good happen without the nefarious?

  16. Casey R March 24, 2015 at 5:55 pm #

    I live by the Art Museum, and heard of the tragic events of misplacing Roosevelt’s time-capsule, and would like to capture more of Portland’s dingy secrets. I’ve been to the Shanghai Tunnels Bar. I have only heard of the tunnel’s grandiosity and given, grimy crimes. I would like to know of some of more recognizable people who might have fell to that trap. I would bring my hair stylist and Vangaurd enthusiast along to plunder the historical treasures there.

  17. Bailey Quillin Cooper March 24, 2015 at 10:31 pm #

    We are a bizarre and unbecoming couple that moved to Portland from The Deep South six months ago, we want to learn more about this city that we now inhabit and incidentally, we also enjoy a good yarn! This tour sounds like it rules and we’d love to meet Doug, hear some of his kick ass history and have a drink with him…that sounds like the perfect way to spend Easter to me!

  18. Matt March 25, 2015 at 4:02 pm #

    KAOH is my favorite podcast. I love Oregon. I love Portland. I love ribald history.

  19. John Platt March 26, 2015 at 7:10 am #

    This sounds awesome!

  20. Damian March 26, 2015 at 2:18 pm #

    This has to be the best way, nay, the only way to celebrate the Resurrection of Christ! Hallelujah!

  21. Emily March 26, 2015 at 2:39 pm #

    I’ve lived here almost a year and still haven’t gone on this tour! I’d love to learn about the sketchy Pdx past!

  22. Joseph Adducci March 26, 2015 at 3:48 pm #

    I would love to go to this!

  23. Lindy March 26, 2015 at 4:07 pm #

    this sounds awesome! and like I could learn something. WIN WIN.

  24. Christopher Anglin March 26, 2015 at 5:26 pm #

    My kind of tour.

  25. Mel March 26, 2015 at 9:11 pm #

    It would be really rad to do this after work the Easter brunch shift at work

  26. Andrew March 26, 2015 at 9:53 pm #

    I always love learning about the sordid histories of cities.

  27. Tess Boze March 27, 2015 at 9:34 am #

    Why should I win? Because it will keep me out of trouble on a day that was meant to be nothing but trouble for me. For starters, my name, Teresa, is an anagram for Easter. It is my son’s birthday – he passed away nine years ago, and we both loved these weird, spooky off-color storied places that are the painted roses of the city. Because the queen said she wanted red ones.

    There’s more, but, hey, gotta save some for the next entry ;-)

  28. Ron T March 27, 2015 at 10:15 am #

    I’d appreciate the opportunity to learn of Portland’s past and would enjoy this event.
    Please pick me.

  29. Tairi March 27, 2015 at 11:26 am #

    My husband and I love Portland so much we visit from FL as often as possible (this is our last trip before our first baby is born) and would LOVE to learn the more fun side of the history of the city! We love local activities in our hometown and strive to find unique things to do when we travel, because who wants to only be surrounded by tourists! We want to be part of the awesome local culture of Portland!
    Please pick us, this would be the coolest thing for us little east-coasters to take part in!

  30. Lisa March 27, 2015 at 8:16 pm #

    What a fantastic way to celebrate my husband turning 40! And at the same time exploring our new home city a little more

  31. Amanda hatch March 28, 2015 at 9:06 am #

    I’m excited!

  32. alisha March 28, 2015 at 12:11 pm #

    sounds super exciting! Haven’t been on a tour like this and I love history of places and such!

  33. Derek March 28, 2015 at 3:47 pm #

    Love hearing about this kind of history

  34. June March 29, 2015 at 9:46 am #

    Save me a seat on keeping portlandia-weirder-spirit train, please!

  35. Cathryn March 31, 2015 at 7:54 pm #

    My 86 year old mother thinks she will be bored this Easter – pretty sure she’ll learn at least one new item on the tour?

  36. Kelly April 2, 2015 at 2:28 pm #

    I want to see a Portland ghost, and this seems like a great opportunity.

  37. Joanne March 1, 2016 at 7:05 pm #

    Just moved to Portland so I would love to know about Portland sinful past

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