Performing 1920 – 40’s Popular Music, Hot Jazz, Hawaiian Instrumentals & Blues!


Proving that hot jazz and vintage swing of the 1920 – 40’s is as relevant as ever in the present day, the Midnight Serenaders provide an infectious and irreverent take on the raucous and carefree music of “The Jazz Age.” The band formed in 2005, putting together a sound reminiscent of the small swing combos popular during the 20’s and 30’s, adding a Hawaiian flavor with the inclusion of ukulele and Hawaiian Steel guitar, with lots of clarinet and muted trumpet. Led by the charming frontline of crooner/rhythm guitarist Doug Sammons and ukelele-strumming chanteuse Dee Settlemier, the Serenaders’ repertoire consists of specially chosen gems from the past, as well as vintage sounding original songs. The Midnight Serenaders are based in Portland, Oregon and perform at clubs and events throughout the Pacific Northwest, continuing to delight audiences with their brand of hot retro-swing.


“The Midnight Serenaders recreation of Jazz Age swing is so convincing that it’s often difficult to differentiate between old standards and the band’s original tunes. Ukelele-strumming songbird Dee Settlemier and co-vocalist Doug Sammons perfectly communicate the coy innocence of a bygone era, while their bandmates offer a sprightly musical backdrop.” – Barbara Mitchell , Portland Tribune

There are 4 Midnight Serenaders’ recordings.


Click on a cover to listen to samples of the tracks or to purchase!
Visit our Recordings page for more information and reviews.





  • The HOT LOVIN’ JAZZ BABIES: Doug Sammons & Dee Settlemier, along with bassist Pete Lampe, have a side project they call the Hot Lovin’ Jazz Babies, a septet that focuses on performing dance music for Portland’s vibrant swing dance community. The Jazz Babies dates will be included in our calendar.


  • On Saturday, April 14 (9 – 11:30) the Midnight Serenaders begin a monthly residency at the Secret Society in NE Portland called the 2nd Saturday Swingout.  Each month the Serenaders will share the stage with another area band for one big night of live swing music.  This month they are excited to have the Bridgetown Sextet help launch this new series. The Secret Society is a beautiful, historic venue with a dance floor as well as tables and chairs for listeners.  The Serenaders will be at the Secret Society on the 2nd Saturday of each month(except for May 12).  Come on out.


  • Just so you know, all four of the Midnight Serenaders’ CD’s are now available for $12.00 each from CD Baby.  Visit our CD Baby page to listen to samples and make purchases.







  • Saturday, April 14 (9:00 – 11:30 pm)
    Secret Society
    2nd Saturday Swingout
    with special guests the Bridgetown Sextet
    116 NE Russell, PDX
    $10 advance/$12 door



  • Sunday, April 22 (1:00 – 4:00 pm)
    Director Park
    Portland Lindy Exchange 2018
    815 SW Park Ave, PDX
    All ages & FREE


  • Thursday, April 26 (6:30 – 8:15)
    Secret Society
    116 NE Russell, PDX
    $8 cover


  • Saturday, April 28 (7:00 – midnight)
    with the Smut City Jellyroll Society
    Great Gatsby Dance & Social
    Adrianna Hill Ballroom
    918 SW Yamhill, PDX
    $12 Advance, $14 Door