WFB Holiday Stroll1

Whitefish Bay will kick off the 2015 holiday season with the annual Holiday Stroll, held the day after Thanksgiving, Friday, November 27th,  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
  • Train rides by the Fox Bay Building sponsored by Elements Massage.
  • Food & Entertainment
  • Milwaukee Ballet scenes in stores windows
  • Tree lighting ceremony after parade @ Sendik's
  • First Stage Touring Company @ Associated Bank
  • Holiday DJ music and a live dance performance by Bella Via Dance Studio.
  • Santa at BMO Harris Bank
  • Pony Rides accross (and sponsored by) Ellenbecker Investment Group
  • Meet & Greet with the Door County Sled Dogs, sponsored by Yellow Wood Gear.  Dogs will be stationed on Berkeley.

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 Winkie'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.


Presenting Sponsors

BMO Harris Bank
Ellenbecker Investment Group
Ideal Landscaping
Sendik’s Food Market
Yellow Wood Gear

Major Sponsors
Elements Massage
Massage EnvyMathnasium
PNC Bank
United Methodist Church of Whitefish Bay

Community Partners
First Stage Touring Company
Milwaukee Ballet School
Village of Whitefish Bay
Whitefish Bay Civic Foundation

Community Sponsors
Bay Ridge Consulting
Beaumont Place
Powers Realty Group
Three Wishes

Fitness Together
Herslof Opticians
Indulge Studios
Penzeys Spices
Realty Executives
RedCap Luggage & Gifts
Winkie's Toys & Variety