Win Tickets ($30): Walking Tour of Portland’s Sinful Past – Shanghaiers, Saloons & Skullduggery | 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 October 4 . To win, comment on this post why you’d like to attend. Winner will be drawn and emailed Friday, October 3.

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From our partners:
Portland's Sinful Past Walking TourShanghaiers, Saloons & Skullduggery: A Walking Tour of Portland’s Sinful Past
October 4, 2014
4 p.m. | $15 | 21+

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

  1. Kevin Jones September 23, 2014 at 3:33 pm #

    Before I moved to Portland, the things that I heard the city did best (or at least more then any other city) was beer and strip clubs. I’ve explored the beer side of Portland, but I’d really like to look at the other prolific side of Portland through a historical lens. I think walking tours are the best way to get to know a city and this sounds like no exception.

  2. Diana Santry September 23, 2014 at 6:00 pm #

    I’ve heard the ‘safe’ versions from my grandmother, born in Portland in 1913, please! Tell me the REAL STUFF! ! Pick me, please!

  3. Virginia September 23, 2014 at 6:56 pm #

    I wantz this, yes.

  4. Yume September 24, 2014 at 10:47 am #

    This stuff always fascinates me. Looks like fun!

  5. zack C September 24, 2014 at 3:43 pm #

    One of the reasons I moved here was because of the Ghost Adventures episode where they explored the shanghai tunnels. I like learning about a beautiful city’s troublesome past, if I scored these tix I would enjoy it to the fullest as these tours intrigue me greatly. History lessons+ Spookyness = PERFECTION.

  6. Danny S. September 24, 2014 at 4:29 pm #

    This would be an amazing experience. I moved here about 2 years ago. I’m taking an Oregon history course at Portland State University.

  7. Donielle September 24, 2014 at 4:49 pm #

    We were just talking about doing this! It would be amazing to win these tickets!

  8. Camille September 24, 2014 at 5:57 pm #

    Who wouldn’t want to see a hallowed strip club?

  9. Falon M. September 25, 2014 at 8:10 am #

    I want!

  10. Jenn September 25, 2014 at 10:17 am #

    Take me down memory lane & living history! :)

  11. Sara September 25, 2014 at 1:31 pm #

    Ghosts like me. They want to be around me. I would improve the tour for everyone because of this fact.

    Ohgoodnessplease choose me.

  12. April September 25, 2014 at 3:03 pm #

    Would love to go on this tour.

  13. Meghan C September 25, 2014 at 3:06 pm #

    Ever since I saw the cinematic masterpiece ‘Ghost Dad’ in theaters back in 1990, then the iconic ‘Ghost’ the same year, I have developed a love of ‘so bad they’re good’ movies. But that’s neither here nor there.

    My husband and I would love to check this out. As a couple of fresh-faced, uncorrupted youths, this is right up our alley.

  14. Cath September 25, 2014 at 3:15 pm #

    I’ve wanted to do that for years!!

  15. Carolyn September 25, 2014 at 3:19 pm #

    This would be amazing.

  16. Chris N September 25, 2014 at 3:21 pm #

    One can never learn too much about the City of Roses

  17. James September 25, 2014 at 3:25 pm #

    Is this guy’s suit ironic? What’s the deal, he looks like my high school Earth Science teacher. I bet that’s not his first time hanging out at Mary’s Club. just look at ‘im.

  18. Megan Burger September 25, 2014 at 3:29 pm #

    Can’t wait to take this tour! All the little details about this city that I’ve always wanted to know!! Priceless!

  19. Scott September 25, 2014 at 3:41 pm #

    Sounds like fun

  20. Kellie September 25, 2014 at 3:56 pm #

    I love local history! What a fun way to learn about Portland.

  21. Rochelle September 25, 2014 at 3:58 pm #

    What?!?!! I didn’t know Portland has this kind of history! Enlighten me!

  22. David Carnese September 25, 2014 at 4:04 pm #

    I take great pride in this city that has been home for four of my generations, and I would love to expand my knowledge of Portland history.

  23. Eileen September 25, 2014 at 4:30 pm #

    My family has been in Portland for more than 100 years and my great-grandfather was an Irish cop during the prohibition era. My understanding is that he was quite involved in Portland’s seedy underbelly. It would be interesting to see the history of it.

  24. Christina Larson September 25, 2014 at 4:39 pm #

    I love learning about history that is seedy and not considered appropriate to teach in schools. This history pertains to where I grew up and I want to be able to better educate my friends from out of town. Portland Pride!

  25. Thomas McFarland September 25, 2014 at 4:56 pm #

    Love sinful exhibits and skullduggery type things. This would be great to win!

  26. valerie September 25, 2014 at 5:02 pm #

    My dad was born in 1896, & used to talk about how dangerous the old town area was for men who drank too much, or didn’t know enough to stay out of certain bars. I kind of feel like I have a connection to that time & place, & would like to know more.

  27. Lindsey Belcher September 25, 2014 at 5:24 pm #

    I would love to win!! Sounds interesting & like a great time.

  28. erica September 25, 2014 at 5:30 pm #

    What are your criteria for picking winners? I’ve entered loads of times but never won…

  29. Ginevra September 25, 2014 at 6:39 pm #

    We just moved here from New Orleans. Let’s see if your city’s creepy past stands up next to mine.

  30. TANYA FARRIS September 25, 2014 at 6:55 pm #

    I love this stuff !!!!!!! I’ve wanted to take this tour all summer ,,,,,,,,,,, PLEASE PLEASE PRETTY PLEASE PICK ME !

  31. Brittany September 25, 2014 at 9:16 pm #

    This sounds like fun!

  32. Shelley A. September 25, 2014 at 9:41 pm #

    Fun! History of Portland’s past. I must go.

  33. Jen Emerson September 25, 2014 at 9:47 pm #

    I’ve been dying to tour historic Portland for 15 months! I’ve been endlessly asking my beloved. Please let us tour!

  34. Rochelle September 25, 2014 at 10:19 pm #

    I work with adults with DD and one of my clients would love love love this! !! He lives on SS and can not afford though:(

  35. Sandra Dvergsdal September 25, 2014 at 10:23 pm #

    Would like to learn more about the Portland Underground…. Shanghai Tunnels and other historical info. about the city that was….

  36. Noel September 25, 2014 at 10:27 pm #

    I’ve always wanted to go on this tour! Would love to win free tix to finally check it out.

  37. John Thomas September 25, 2014 at 11:25 pm #

    pick me please,sounds like a great time!

  38. Diana P September 26, 2014 at 4:17 am #

    I was born and lived here all my life, raised my children here, and now I am grandma. I have seen and experienced some of the wild side of our Portland present, please take me to our seedy Portland past.

  39. Kristie September 26, 2014 at 7:03 am #

    I have frequented many of these fine establishments, it would be great to learn their sorted past!!

  40. Chelsea G September 26, 2014 at 8:08 am #

    I’ve always wanted to go on one of these tours. Call me a nerd, but I love the history.

  41. jenifer September 26, 2014 at 12:44 pm #

    I’ve always wondered about Portland’s past. This would be awesome!

  42. Bianca September 26, 2014 at 2:58 pm #

    Hello, my boyfriend is a longtime hardened jaded Portlander and I’m trying to show him he hasn’t seen it all. Third time entering this contest is the charm? Maybe….

  43. Brad September 26, 2014 at 10:05 pm #

    I have been in Portland for over 10 years and yet to discover its crazy past. I would love to go and explore the tunnels.

  44. Tiffany September 27, 2014 at 3:56 pm #

    I love Portland’s seedy history. As it turns out, my students love hearing about our dirty history as well. I need more information to share!

  45. Susan September 27, 2014 at 4:02 pm #

    I would love to take my teenager to this walking tour – talk about bringing history alive! Pick me!

  46. kris September 27, 2014 at 9:00 pm #

    This sounds like a fun, interesting tour. Is love to check it out!

  47. Ron T September 28, 2014 at 11:37 pm #

    History is fascinating and right now I’m reading; “History of the World” by The mental Floss
    I’ve always wanted to attend this event. Hotel Secrets and Legends, a tv show, gave me a taste.
    I’d eat this opportunity up. Please pick me.

  48. Heather G September 29, 2014 at 8:14 am #

    Hi! We are flying into Portland on the 2nd to celebrate my 35th birthday. This would be an awesome way to celebrate!!!

  49. Kari Goin September 29, 2014 at 10:26 am #

    Would love to surprise my boyfriend with these tickets! He loves history!!

  50. Ednita September 29, 2014 at 3:26 pm #

    While on a walking ghost tour in Salem, MA, I captured a lady ghost on camera and I would like the chance to catch another smiling apparition!

  51. Selina September 29, 2014 at 3:37 pm #

    History, ghost stories, and beer…sign me up.

  52. Lauren Marr September 29, 2014 at 3:43 pm #

    I’m flying in just for this weekend from Los Angeles because I hear the beer AND the strip clubs are to DIE for. Pick me!

  53. KC September 29, 2014 at 3:54 pm #

    My girlfriend and I have never been to Portland, but will be coming in on Oct. 4th from Los Angeles, and we’d love to win tickets for the Sinful Walking Tour…this will be our first trip to Portland, and we only had three things on our list; Shanghaiers, Saloons & Skullduggery :) We would be thrilled to cross all three off in one night! Hope you pick us!

  54. Liz Brown September 29, 2014 at 9:02 pm #

    Hubby and I love history and are interested in learning more about the past of our hometown-with fun thrown in!!

  55. Bridget Walsh September 30, 2014 at 8:16 am #

    I just moved here in July and know next to nothing about the city’s scary past. I moved from MA so i will really miss going to Salem this year. Please help with my witchy homesickness.

  56. Danielle September 30, 2014 at 1:11 pm #

    I’m always up for a good walking tour. I love learning more about history.

  57. Stefanie September 30, 2014 at 4:13 pm #

    Fun! I love portland, and would love to see it’s dark side!

  58. Kisa September 30, 2014 at 8:25 pm #

    My partner and I are trying to do a new fun activity every week and this sounds perfect! We would love tickets!

  59. Drew October 1, 2014 at 10:51 am #

    It will make the morning commute more interesting from now on. After growing up here, I thought I had seen everything.

  60. Adam Atwood October 1, 2014 at 6:59 pm #

    I’d love to win this and take my babe out on the town to learn about the eclectic history of Portland.

  61. Kianne October 1, 2014 at 7:42 pm #

    Sounds awesome

  62. Jen October 2, 2014 at 6:56 am #

    Funemployed and looking for some colorful adventure this weekend. Yep this hits the spot!

  63. Amber October 2, 2014 at 10:05 am #

    Would love the opportunity to see (yet) another side of Portland! Every city has a history.

  64. Kent October 2, 2014 at 10:24 am #

    I’ve always wanted to do this. Hit me with those free tix, please!

  65. Cody Lee October 2, 2014 at 1:24 pm #

    It’s my birthday this month and this would make for a GREAT present and a blast to go with some friends with, I love getting scared and I have never been to this maze!

    Choose me!! :)

  66. Andy October 2, 2014 at 2:50 pm #

    I listen to the Kickass Oregon History podcast faithfully. My mom is in town this weekend and this event would bunch up her socks.

  67. john October 2, 2014 at 3:26 pm #

    love finding out as much as I can about portlands shady past. wanna invent a time machine and go back a few decades….guess a walking tour will do for now

  68. Linda Truong October 2, 2014 at 3:37 pm #

    I am new to Portland and would LOVE to learn more about it! What is better then Ghosts, history, boobs, and booze!

  69. Jessica October 2, 2014 at 3:44 pm #

    Shady times and a beautiful walk, sounds like date night :-)

  70. Michael Lee Howard October 2, 2014 at 4:10 pm #

    Go shadiness

  71. allie October 2, 2014 at 5:03 pm #

    I need something to do on a Saturday night!

  72. Aretha October 2, 2014 at 5:48 pm #

    I have been fascinated with the city of Portland since i was a kid living in Vancouver. I had no idea that this even existed but it would definitely be an honor to be picked to explore yet another aspect of this amazing city.

  73. Sache October 2, 2014 at 5:55 pm #

    Always wanted to check this out.

  74. Jay H October 2, 2014 at 6:05 pm #

    Sounds super exciting!

  75. Oriana M October 2, 2014 at 11:46 pm #

    I’m new in town. Just moved from Florida over a month ago and I get the feeling that Portland knows HOW to celebrate Halloween so please indulge me. I would LOVE to be a part of this.

  76. Sandy R October 3, 2014 at 6:00 am #

    Moved to Portland recently, and my husband and son have been dying to go on an underground tour. Sounds like fun!

  77. Max H October 3, 2014 at 7:37 am #

    I love this idea! There is so much interesting history in Oregon in general and Portland specifically that doesn’t have to do with covered wagons. One of the reasons I want to go to Europe is to check out the strange and dark historical museums they have to offer.

  78. J.D. Sims October 3, 2014 at 8:04 am #

    History and Debauchery in one fantastic tour?!

    Winning this would be epic!

  79. Jennifer October 3, 2014 at 9:18 am #

    I just moved to portland last month and am super excited to spend the holidays here! This would be a great way to kick off the fall festivities!!!

  80. Electra Langley October 3, 2014 at 10:07 am #

    Yum, Yum….gimme some!

  81. Jeanne October 3, 2014 at 10:33 am #

    New to Portland and would love to do this event!

  82. Shelley B. October 3, 2014 at 12:06 pm #

    Shanghaiers, Saloons & Skullduggery: A Walking Tour of Portland’s Sinful Past, I must win tickets to this!!! I have always loved the darker side of Strip city and would love to learn more!!

  83. lyzz October 4, 2014 at 4:24 pm #

    Sounds like a fun bonding time wirh my son!

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