Win Tickets ($30): Walk into Portland’s Sinful Past w/ Dad on the Shanghaiers, Saloons & Skullduggery Tour over Father’s Day Weekend | 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 June 21. To win, comment on this post why you’d like to attend. Winner will be drawn and emailed Friday, June 19.

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From our partners:
Portland's Sinful Past Walking TourShanghaiers, Saloons & Skullduggery: A Walking Tour of Portland’s Sinful Past
June 21, 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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39 Responses to Win Tickets ($30): Walk into Portland’s Sinful Past w/ Dad on the Shanghaiers, Saloons & Skullduggery Tour over Father’s Day Weekend | w/ Kick A** Oregon History Historian Doug Kenck-Crispin

  1. Gregory June 3, 2015 at 1:20 pm #

    Sounds like a fun way to spend the afternoon on Fathers Day.

  2. Ditty Nicolaides June 4, 2015 at 2:18 pm #

    Looks like fun!

  3. Michael June 4, 2015 at 2:44 pm #

    looks like fun

  4. Kristy Alberty June 4, 2015 at 2:53 pm #

    My partner (in crime?) and I would relish the notion of this tour!

    We love Portland history, and we’ve often read about the tours, but we’ve never been fortunate enough to make it happen.

    We’re in town that weekend, and although my Dad is miles away (in Oklahoma), I hope to remember enough stories and take enough pictures to invite him along vicariously!

    Hope to enjoy this tour! Thanks!

  5. Dave G. June 4, 2015 at 8:59 pm #

    Kid friendly? My 10 years olds B-day! A little to grisly…?

    • Doug KC June 5, 2015 at 8:58 am #

      Nope! Sorry about that.

  6. Sami mcc June 5, 2015 at 8:03 am #

    This would be so much fun!

  7. Christina June 5, 2015 at 6:47 pm #

    Because my husband and I will be newly arrived immigrants to the land of Portland and would like to learn about our new home’s history.

  8. david June 5, 2015 at 11:03 pm #

    love walking tours, especially those with shanghaiers & skulduggery!

  9. valerie June 6, 2015 at 4:12 pm #

    My dad used to talk about this part of PDX history. I love to hear the “modern” version.

  10. Frank Byers June 7, 2015 at 12:56 pm #

    Can I take my girlfriend instead of my dad?

  11. Shasha Andrews June 11, 2015 at 2:53 pm #

    Who doesn’t like skullduggery?! I am most interested in this tour!

  12. Kristy Alberty June 11, 2015 at 3:08 pm #

    I would love to attend this!

    Especially if I can photos like a deranged tourist. I LOVE the architecture of the older buildings in the Pearl District–it would be great to know their history and some of the dirty-dealings in this port town back in the day!

    We would love to win these tickets–Peace!

  13. Janet June 11, 2015 at 3:29 pm #

    Sounds like a great time with Dad!

  14. Nicole B. June 11, 2015 at 3:58 pm #

    School me!!

  15. Danielle June 11, 2015 at 7:15 pm #

    I love a good historical tour.

  16. Shalee Hunter June 11, 2015 at 7:50 pm #

    My husband and I would really have a great time doing this, getting to learn more about the town we absolutely love to live in!!! WE LOVE PDX baby!!!!

  17. Ron T June 11, 2015 at 8:06 pm #

    I’d enjoy adding this event finding the whys of Portland being a rugged, rough and tumble town.
    The history alone will be interesting, but, the adventure a blast. Please pick me.

  18. Kathy June 14, 2015 at 11:38 am #

    Cool! This is something that my family and I have always wanted to do. Another cool way to get to know our city better.

  19. Taylor June 14, 2015 at 7:28 pm #

    my dad would love this. long live the legacy of portland.

  20. DJ Busby June 16, 2015 at 11:33 am #

    Sounds fantastic!

    • Norman C. June 17, 2015 at 10:26 pm #

      My Dad passed away 13 years ago. He was my best friend and we worked together for 40+ years at our family business. Every Father’s Day since he died, I do something special in his memory. Dad grew up in “Old South Portland” on SW 5th and Lincoln and was one of the Portland Journal newspaper’s youngest carriers in the late 1930’s. His territory used to be where this walking tour will held. He used to tell me many stories about the gambling houses, illegal card games, whore houses, and black-market businesses that covered his newspaper area and the proprietors of them that he sold newspapers to. (He said he never once went unpaid during his newspaper deliveries to these “interesting businesses” as he referred to them). This year, in my Dad’s memory, I’d like to take my wife on your tour to visit many of the areas he used to spend his afternoons delivering newspapers to and see if your stories match-up with the ones told by my Dad. (I’ll even be happy to share some of those tales with you).

  21. Kerra E June 16, 2015 at 2:07 pm #

    I’m a single history nerd with a nice rack. Pick me! :)

  22. Jenny June 18, 2015 at 12:05 pm #

    I’m too innocent. I need to meet the real world.

  23. Dustin June 18, 2015 at 2:20 pm #

    My dad would love to do this!

  24. Scott Landia June 18, 2015 at 2:22 pm #

    Loving this city and its dark past. Would love to get in on some of this awesome history tour action!

  25. Sami mcc June 18, 2015 at 2:22 pm #

    This would be an amazing adventure!

  26. Neil Johnson June 18, 2015 at 2:25 pm #

    My parents are visiting this weekend. I’d love to give them tickets to this tour. I think that they would really enjoy it (and I could enjoy some down time without them).

  27. Jenn June 18, 2015 at 4:51 pm #

    My guy is in town and BOY would this be a fun thing to do!

  28. Christopher Anglin June 18, 2015 at 5:09 pm #

    Sounds fun

  29. courtney June 18, 2015 at 5:24 pm #

    Looks like fun!

  30. -Rachel June 18, 2015 at 5:33 pm #

    I have never gone on this tour. This would be fun!

  31. jimbobber June 18, 2015 at 6:50 pm #

    I’d like to attend because I really could use the exercise. Oh, and it’d be really cool too!

  32. Maggie June 18, 2015 at 8:24 pm #

    Who WOULDN’T want to do this tour?!?!

  33. Josh June 18, 2015 at 10:53 pm #

    My folks came into town to visit this weekend for the first time since I moved out here in 2012. They know how much I love Portland, I know they would love to get to know this city’s history as much as I would. We were planning on visiting the markets on Sunday morning already, so it would be great to take this awesome tour while we are there!

  34. haley June 19, 2015 at 8:32 am #

    I want to win these tickets because I’ve been wanting to go in one if these tours since I moved to portland two years ago!

  35. Niki June 19, 2015 at 1:05 pm #

    I’d love to take my dad on this walk. He’s a history buff and will be in town this weekend.

  36. Perry July 12, 2015 at 9:17 pm #

    This sounds like the perfect funky Portland evening.

  37. Sarah May 26, 2016 at 7:58 am #

    Sounds super fun! I’ve been wanting to do one of these for ages!

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