Win Tickets ($36): Walking Tour of Portland’s Sinful Past: Shanghaiers, Saloons and Skullduggery | Downtown Portland, 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 on September 29. To win, comment on this post why you’d like to attend. Winner will be drawn and emailed Friday, September 28.


From our sponsors:
Shanghaiers, Saloons and Skullduggery
September 29, 2018
21+ | 4 p.m. | 18

Meet at Floyd’s Coffee
118 NW Couch St., Portland, OR 97209

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 “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 podcast series Kick Ass Oregon History. Doug has been featured in the Portland Mercury, The Oregonian, Willamette Week, Portland Monthly and OPB’s Oregon Experience. He has a BA and an MA in History (Portland State University), with an emphasis on Public History and the History of the Pacific Northwest. A lifelong resident of the region, Doug enjoys a good yarn – the more bizarre and unbecoming the better – especially when they are true!

*This tour is best suited for those 21+

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67 Responses to Win Tickets ($36): Walking Tour of Portland’s Sinful Past: Shanghaiers, Saloons and Skullduggery | Downtown Portland, w/ Kick A** Oregon History Historian Doug Kenck-Crispin

  1. Lance Bell September 4, 2018 at 7:36 pm #

    I’d love to win these tickets. I’ve heard it a really great event.

  2. R.P. September 4, 2018 at 8:21 pm #

    As a long-time resident of Portland, I love visiting Old Town and the Shanghai Tunnels! I would love to learn more.

  3. R.P. September 4, 2018 at 8:26 pm #

    As a Portland native, I would love to learn more about its history!

  4. Jeff Matthews September 5, 2018 at 7:34 am #

    I have lived in the area for 35 years and would love to go on this tour..

  5. Kevin Balmer September 6, 2018 at 12:05 pm #

    I went on this tour when I arrived in Portland almost 20 years ago and I’m glad to see that it’s still in operation. For 12 years I was a professional map data (GIS) analyst, as well as a graduate student of urban planning at PSU. Now that I’m in a 2nd career as a filmmaker for the last 8 years, I’ve fantasized about doing a documentary utilizing my ability as a map maker. I’d love to explore the possibility of creating such a film. Working on this with Doug would obviously be a key collaboration. I’m also an undergraduate history minor and I’d love to go on this tour again.

  6. Joseph Schmidt September 6, 2018 at 2:14 pm #

    I live in Portland and am interested in history, would love to go on this tour.

  7. Cathy September 6, 2018 at 6:44 pm #

    I would love to take my husband for his birthday on 9-29. I hope we win.

  8. Kerrie September 6, 2018 at 8:30 pm #

    Oh how cool!! Been really wanting to go on some of these tours!!

  9. Jamie September 6, 2018 at 8:51 pm #

    It sounds really cool!

  10. April September 6, 2018 at 9:15 pm #

    I’ve been wanting to go on one of these.

  11. Michelle September 6, 2018 at 9:38 pm #

    This sounds fabulous! I’d love to have a date night with my husband

  12. Debbie September 7, 2018 at 7:55 am #

    This would be very cool! My birthday is this month, will be turning the big 60!

  13. Cassi B September 7, 2018 at 10:21 am #

    We’ve only been here a year and I had no idea about the sorted past of Portland! Thisd would be AMAZING!!!

  14. Amy Marie Olsen September 7, 2018 at 11:12 am #

    My husband and I love history, especially the less-than-savory talesof scoundrels. We’ve had this on our list of possible date nights for months and would love to go! Thanks for hosting this contest!

  15. Anissa September 7, 2018 at 12:19 pm #

    I would love to try this!

  16. Tara M September 7, 2018 at 7:54 pm #

    This sounds so interesting and fun! My little sister will be in town and I’d love to be able to treat her to a Kick A** Oregon History tour as a surprise, especially this one! We’d both love all the naughty tales! It’d make me The Best Big Sister Ever!

  17. Alicia D. September 8, 2018 at 12:03 am #

    I want in on this Shenanigan!!!! Show me Shanghai and Skullduggeries!!! ‍♀️

  18. Aleks September 8, 2018 at 4:01 pm #

    Sounds fun! Count me in!

  19. Meme Sadler September 9, 2018 at 10:35 pm #

    Would love to learn more about Portland’s history! Yes please!!

  20. Dan September 10, 2018 at 2:39 pm #

    As a historian, I would love to hear about Portland’s darker past!

  21. Lance September 11, 2018 at 12:52 pm #

    Sounds like a blast.

  22. Paula Seid September 11, 2018 at 12:53 pm #

    I have done this in Seattle but never here. We would LOVE to do this!!

  23. Michele September 11, 2018 at 12:55 pm #

    I would love to take this historical tour of my native city!

  24. Dustin D September 11, 2018 at 12:59 pm #

    Sounds like a fun way to learn more about Portland’s history.

  25. Guy September 11, 2018 at 1:46 pm #

    Beer and ghosts, yes please

  26. Kelsey Smith September 11, 2018 at 2:00 pm #

    Sounds thrilling

  27. Leigh G September 11, 2018 at 2:46 pm #

    I love learning about Portland’s sketchy history!

  28. Lee Widener September 11, 2018 at 4:57 pm #

    This sounds like so much fun! Love to take my love to this.

  29. Kath September 11, 2018 at 8:09 pm #

    What fun, Shanghai’s and the history of our great city,

  30. Diana September 12, 2018 at 1:48 am #

    I’ve been wanting to do this tour since I moved to Portland spontaneously in 2015!

  31. hayley September 12, 2018 at 1:07 pm #

    hey! cool!

  32. Mary Griffis September 13, 2018 at 3:03 pm #

    Sounds awesome! Huge history buff! Would really enjoy this tour!!

  33. Mary S September 13, 2018 at 4:45 pm #

    I would love, love, love to attend! As a born-and-raised Portlander who has known of the Shanghai tunnels, but never been on the tour, it would mean so much to be able to experience this tour. <3

  34. Bonnie September 13, 2018 at 7:18 pm #

    I have been wanting to take this tour!!!

  35. Sarah September 15, 2018 at 6:49 pm #

    This sounds like a really neat event and a great way to learn more about the city.

  36. Ellen martin September 15, 2018 at 8:10 pm #

    Never done this!

  37. Kristen M September 18, 2018 at 12:14 pm #

    Sounds like fun!

  38. Morgan September 18, 2018 at 12:17 pm #

    As a Portland native, I’m always eager \ to know more about my hometown!

    • Heather September 18, 2018 at 6:27 pm #

      We’d love to experience the sinfull past n this sinfull present time. So many stories that we’ve never been told, to pass of to our sinfull future.

  39. Lisa Waters September 18, 2018 at 12:30 pm #

    Don’t Blame me, I voted for Kodos

  40. Mary September 18, 2018 at 1:38 pm #

    My boyfriend and I our both history lovers and this would be a fun date night!

  41. Coleman A September 18, 2018 at 1:51 pm #

    I am newer to POrtland and this sounds so cool-I had no idea about the history!!!

  42. Brad September 20, 2018 at 3:10 pm #

    Would love to learn more about the seedy past of Portland

  43. Alana Merrill September 20, 2018 at 9:48 pm #

    I would love to win these tickets! It would be the perfect gift for my boyfriend for his birthday which is coming up in a couple of days I’m so excited I’m going to be checking my e-mail non-stop tomorrow!

  44. Alana Merrill September 20, 2018 at 9:49 pm #

    I would love to win these tickets! Would be an awesome early birthday present for my fiance who’s birthday is in just a few days!

  45. KAREN Hagopian September 20, 2018 at 10:56 pm #

    Sounds Interesting!

  46. Karen September 20, 2018 at 11:00 pm #

    Sounds interesting!

  47. Whitney September 21, 2018 at 11:17 pm #

    Having lived in the Portland area my whole life, I love learning more about the history of my city. This seems like it would be a fun little piece of our local history to be able to point out to friends when they visit :)

  48. Molli Taylor September 24, 2018 at 8:46 am #

    ive been wanting to do this forever, ive done these in every city i lived in on the east coast and not here!

  49. Kelly September 25, 2018 at 7:47 am #

    I’ll be in Portland this weekend an would love to attend

  50. Esther Shim September 25, 2018 at 12:14 pm #

    I grew up here and have never learned about our darker past. I’d love a chance to do so!

  51. Heather Smith September 25, 2018 at 12:17 pm #

    I’d love to win these! My husband and I want to know all things Portland, and ending at Mary’s, yes please!

  52. Robbie September 25, 2018 at 12:38 pm #

    This tour has always sounded like fun! Seeing Portland’s past would be a perfect start for a date with my fiancé.

  53. Katrina September 25, 2018 at 12:52 pm #

    Seedy history is some of the most interesting. It has so much more character!

  54. Kerrie September 25, 2018 at 3:11 pm #

    Really want to do this with my husband!!

  55. trena September 25, 2018 at 4:12 pm #

    This sounds so fun! My husband and I love history, and love Portland!

  56. Tara Keitz September 25, 2018 at 6:32 pm #

    Now this I’d love to see! Please pick me!

  57. Meagan Oertel September 26, 2018 at 7:29 am #

    I’ve been a long time Portlandian who also loves history, this sounds like an informative and entertaining historical tour of our city.

  58. Diane September 26, 2018 at 6:31 pm #

    Have always wanted to check out these tunnels. Love history.

  59. Monica September 27, 2018 at 4:17 am #

    My boyfriend is a Portland native and I’d love to surprise him with tickets to something he’s never done!

  60. Ian Savage September 27, 2018 at 7:57 am #

    My ggg-grandparents and their five kids came to Portland by way of the Oregon Trail in 1851. (Google Americus Savage.) He was the captain of the wagon train. It took months. Lives were lost.

    He pick potatoes, borrowed a dollar from Dr. McLaughlin, and made his way down the Willamette Valley to a small butte near the current-day intersection of I5 and OR34 on the Calappoia Creek.

    I have retired now and want to know more about the state I love so much.

  61. Ian Savage September 27, 2018 at 8:04 am #

    Also… I follow Doug on Twitter and find his tweets informative and ribald… much like a downtown Portland pool hall.

  62. Sharon Farhi September 27, 2018 at 3:41 pm #

    I’d like to go because it sounds interesting, and it would be cool to see another side of Portland

  63. Courtney Selin September 27, 2018 at 4:44 pm #

    I had a baby in July. I return to work on Monday and I need something epic to free me from the humdrum of being home for the past few months. Plus it would be delightful to connect with the husband doing something new and weird in the city that we love.

  64. Ryan September 28, 2018 at 9:39 am #

    This sounds awesome! Would love to go!

  65. Jeannie September 28, 2018 at 10:36 am #

    How fun! Please pick me :D

  66. Lynn September 28, 2018 at 2:43 pm #

    Pick me! I would love to do this tour!

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