WFB Holiday Stroll1

Whitefish Bay will kick off the 2018 holiday season with the annual Holiday Stroll, held the day after Thanksgiving,
Friday, November 23rd, on Silver Spring from 5-9pm.


Held each year on the Friday following Thanksgiving, the Holiday Stroll includes a parade, tree lighting ceremony, food, music, and more. It's the perfect opportunity to enjoy a free pony, train, or trolley ride, visit Santa and his reindeer, and cross things off your holiday list.

The seasonal celebration features our cherished parade! The parade celebrates the joy of the season as well as celebrating our great community. We have music, Dancing Grannies, racing sausages, Alaskan Malamutes, scout troops, media, and so much more... including Santa himself, in his sleigh pulled by Cupid and Vixen. It's an evening not to miss!

  • Parade - 6pm
  • Food & Entertainment
  • Tree lighting ceremony after parade @ Sendik's
  • Santa at BMO Harris Bank

The parade begins at 6pm at the corner of Kent Avenue and Silver Spring Drive, heading east on Silver Spring Drive ending at Lake Drive in front of Sendik's.  The parade lasts about 45 minutes.

Many, many thanks to all who make great events like the Holiday Stroll possible. It really does take a village... from the people in the parade, the businesses hosting open houses and a holiday extravaganza, the village public works department that makes our street look so great, to the many families that come out to enjoy the festivities.



  • The Navy Knot – Complimentary Hot Chocolate Bar
  • Gerhard’s Kitchen & Bath – Learn about the latest in kitchen & bath technology, demonstrations and kids can design a kitchen or bath for Santa his Elves and Jack Frost. Enjoy cookies, hot cocoa, soda, beer & wine.
  • Hounds Around Town – Enjoy cookies and hot chocolate!
  • SoHo Boutique – Adult refreshments and cookies for the kids.
  • Mathnasium – Hot chocolate bar and cookies.
  • New Options Salon & Boutique – Open house from 5-7:30, complimentary refreshments.
  • Elements Massage – Member appreciation night & open house.
  • Painting with a Twist – Free face painting for the kids 5-7:00. $5 gift card with any tour.
  • Penzeys Spices – Come on in during the parade warmup a while and enjoying a cup of hot mulled cider.
  • Winkie’s Toys & Variety – Following the parade enjoy the music of the Calypso Band, at downstairs Winkie’s.
  • Gallery 505 – Enjoy live music playing holiday tunes, Nutcracker dancers and lots of treats and goodies along with hot cider