Win Tickets ($30): Walk into Portland’s Sinful Past on the 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 March 15. To win, comment on this post why you’d like to attend. Winner will be drawn and emailed Friday, March 13.

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From our partners:
Portland's Sinful Past Walking TourShanghaiers, Saloons & Skullduggery: A Walking Tour of Portland’s Sinful Past
March 15, 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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50 Responses to Win Tickets ($30): Walk into Portland’s Sinful Past on the Shanghaiers, Saloons & Skullduggery Tour | w/ Kick A** Oregon History Historian Doug Kenck-Crispin

  1. Jennifer March 3, 2015 at 2:44 pm #

    Zoinks! It’s a sordid tour of Portland’s past I haven’t been on before! I would absolutely love spending the Ides of March on this tour to hear all about PDX’s backstabbers. Et tu PDX Pipeline?

  2. katie hickey March 3, 2015 at 3:20 pm #

    My youngest brother is in town that week and I want to expose him to the history that Portland has to offer!

  3. Claire Holden March 3, 2015 at 4:03 pm #

    I have a sinful life in the past.

    I wish to go through the tunnel of redemption and joy.

    Thank you for this.

  4. Rhawnie March 3, 2015 at 11:22 pm #

    I recently moved here from San Diego and I’m trying to explore as much of portland as possible. This would be awesome!!

  5. Carolina Hatfield March 3, 2015 at 11:58 pm #

    I’ve lived in Portland eight years and have never heard of this tour. A week ago a friend that was visiting went on the tour and talked all about it. It sounded AWESOME! And then here it is again like a sign from the gods, i.e. the gods that say: “Carolina, you can’t afford to go on this tour!”, “The rent and car insurance must come first!! …but if you spend a lot of time looking for a job this month on and leave a message here explaining how grateful you would be to receive free tickets to this tour AND for god’s sake :) STOP TALKING AS IF YOU AREN’T WRITING THIS YOURSELF!

    I want to see and know about PDX from the bottom up. Pick me, pick me please? I want to see the tunnels.


  6. Madeline March 4, 2015 at 10:12 am #

    Been interested in local history lately

  7. JockJamz March 4, 2015 at 7:05 pm #

    I’d love to hear more about this town of ours. What better time to do it than the present?

  8. paula m March 4, 2015 at 7:26 pm #

    sounds like fun to me :)

  9. Kellie March 5, 2015 at 8:32 am #

    This tour sounds like a lot of fun and I’d love to join!

  10. Shayler March 5, 2015 at 2:09 pm #

    Shanghai Me!

  11. Denise March 5, 2015 at 2:14 pm #

    I love going on walking tours in other cities but have never gone on one in Portland! This will be a good opportunity to learn about Portland’s Sinful Past.

  12. Jamie March 5, 2015 at 2:16 pm #

    I’ve always wanted to take this tour but haven’t ever had the opportunity.

  13. Damian March 5, 2015 at 2:16 pm #

    Sounds like a perfect Family Day activity!!! *wink*wink*nod*nod*

  14. Kristy Alberty March 5, 2015 at 2:25 pm #

    Doug is exactly the kind of person that I want to get a tour of Portland (and a drink) with!

    I know that Portland, esp. the area we now know as Macadam Drive and the waterfront, in general, was quite the den of sleaze back in the day.

    What I am not sure about is the Pearl District’s history, and now that I actually WORK in the Old Town/Chinatown area, I would like to know more about it.

    You will not find two more enthusiastic people than my compatriot and myself. I look forward to hearing from you because this sounds like a very, very cool adventure!

    Thanks for keeping history alive! Especially the interesting parts! ;)

  15. Danielle V March 5, 2015 at 2:28 pm #

    I realllllly want to go to this so I can be a part of one of those tour groups that walk around and pique everyone’s interest. You know what I mean… when everyone else (like me) is walking by, minding our own business, and this tour group of awesome people is going “oooo” and “awww”, and there I am… pretending not to notice or care, and maybe you’ll say you really don’t care, BUT I KNOW YOU DO. I do.

  16. Tony March 5, 2015 at 2:37 pm #

    perfect for my friend visting from Chicago! we can debate on which city is more sinful and the mostest drunkerest…

  17. Rob March 5, 2015 at 2:44 pm #

    I have been trying to find something fun and unusual for my husband’s birthday and I found this!!
    I have heard nothing but fantastic things about this tour!
    This is right up his alley!! I know he will love it!
    This is definitely the perfect gift!!

  18. Zoe March 5, 2015 at 3:06 pm #

    Ooooh, this looks like fun!!

  19. Gary March 5, 2015 at 3:58 pm #

    We’re kick-ass kind of guys visiting from Dallas looking for a kick-ass adventure and skullduggery that can’t be found in Dallas. Sounds like the perfect adventure to round out our visit to PDX!

  20. Michael March 5, 2015 at 4:52 pm #

    This would be amazing to do

  21. Lynn March 5, 2015 at 6:09 pm #

    I want to get shanghaied!

  22. Asuka March 5, 2015 at 9:23 pm #

    I would love to see the sinful past of Portland. Not easy for me to think “sin” even existed in Portland.

  23. Elijah March 5, 2015 at 11:54 pm #

    Cuz I’m Irish!

  24. Miranda March 6, 2015 at 3:45 am #

    Yes please and thank you. I have always been curious about this one.

  25. Scott Von Zange March 6, 2015 at 5:17 am #

    Sounds like fun

  26. Carma March 6, 2015 at 12:08 pm #

    Epic Fun…I need some’that

  27. Linda S March 6, 2015 at 8:24 pm #

    I love hearing about our history

  28. Marie March 6, 2015 at 10:58 pm #

    I have a list of 50 dates to take myself out on. Strange you might think to date youself, but I’m having a ball. I have 8 dates left on my list, help me knock off No. 25 Go on a walking tour!

  29. Rach'ell March 7, 2015 at 12:47 am #

    Because I want to meet the Kick Ass Oregon History Historian Doug!!!
    Plus I have a super huge crush on history.
    And Portland rules!

  30. Frank March 7, 2015 at 4:32 am #

    History, I know nothing Portland.

  31. Joanna March 7, 2015 at 11:41 pm #

    Portland has such a fascinating history. I’d be thrilled to be a part of this!

  32. Tucelia March 8, 2015 at 3:55 pm #

    I want to go to this so bad!!

  33. Lori March 8, 2015 at 10:17 pm #

    This sounds awesome. We have like ed in Portland for nearly 20 years and have not heard of it. Sounds like a fun date!

  34. Miguel March 9, 2015 at 5:00 am #


  35. Candace March 9, 2015 at 10:00 am #

    If I could, I’d pay to do this.

  36. Jadon Kreinheder March 11, 2015 at 4:51 pm #

    Heck yeah. I want in on this action! Hook me up.

  37. John Alve March 11, 2015 at 5:05 pm #

    I was shanghaied from Portland in a previous life where I woke up chained to the anchor of a ship headed to the Far East. It was so much fun, I want to do it all again….Besides, it might be a good way to meet chicks.

  38. Daniela D March 11, 2015 at 7:36 pm #

    Hi, PDX Pipeline!!
    Woah, would love to take this tour – we’re visiting the Pacific North West for the first time from New England and dig all the off-beat and non-traditional ways of seeing a city… I’d say this about tops that list.
    Would LOVE to take part! Thanks for the consideration, and for the PDX tips (we’ll be here for a week starting tomorrow! Got any must-see’s for us? ;)
    Lots of love from Providence RI!

  39. Heather March 12, 2015 at 2:42 pm #

    I love walking tours!

  40. Michael March 12, 2015 at 2:58 pm #

    this sounds like a blast

  41. Stephanie March 12, 2015 at 3:23 pm #

    It’s my birthday!!!

  42. Jo March 12, 2015 at 3:32 pm #

    Why? Because it sounds really fun, interesting and oh my gosh – educational. With beer, too. I’d love to go!

  43. Jean March 12, 2015 at 4:14 pm #

    Portland’s sinful past!? Who knew!? Educate me.

  44. Tami March 12, 2015 at 6:13 pm #

    My husband would love this tour. He’s getting too bored with the hair raising experience at home.

  45. Lisa March 12, 2015 at 7:08 pm #

    Love it!

  46. Stacey March 12, 2015 at 9:17 pm #

    Some old friends moved back to Portland after 10 years away (woohoo!) and we’d all love to get together learn a little about our great city.

  47. Ron T March 13, 2015 at 4:16 am #

    I’d enjoy learning more of Portland’s history, by example.
    Please pick me. I’m ready to go.

  48. Melinda Boots March 13, 2015 at 9:33 am #

    I would love to do this!

  49. Melinda Boots March 13, 2015 at 9:34 am #

    This sounds like a lot of fun!

  50. Mikey B March 13, 2015 at 10:40 am #

    Sounds like a ton of fun.

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