Performing 1920's & 30's Popular Music, Hot Jazz, Hawaiian Instrumentals & Blues!

Midnight Serenaders Band photoProving that hot jazz and vintage pop of the 1920’s and 30’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.


  • Hope you've all had a splendid summer.  We had a busy July, played a number of outdoor shows where we saw many old friends, and made new ones.  Aside from a couple of private gigs, we've been laying low for the month of August, taking time to harvest tomatoes and work on new material.  
  • We have one summer show to go.  We are honored to be a part of the 2014 Portland Film Festival.  Sunday, August 31 is the final night of the festival with an evening of hot jazz and swing featuring three Portland bands, Jacob Miller and the Bridge City Crooners, the Jenny Finn Orchestra, and the Midnight Serenaders, followed by a showing filmmaker Ryan Murdock’s debut feature film Bronx Obama. The event is free and all ages, and all takes place in downtown Portland at Waterfront Park.  What a way to wind up the summer.
  • 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.


"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

Midnight Serenaders - Magnoilia Midnight Serenaders - Sweet Nothins' Midnight Sernaders - Hot Lovin' 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.