Friday, November 28, 2014 ~ 5 - 8 p.m.

THANK YOU!!! Thanks for enjoying a fabulous parade and holiday stroll last year!!

Join us in thanking the generous sponsors of our 2013 Holiday Stroll

Presenting Sponsors: BMO Harris Bank, Sendik’s Food Market & Mandel Group, Inc.

Major Sponsors:  Elements Therapeutic Massage, Breadsmith

Community Sponsors: Hounds Around Town, Bay Ridge Consulting, Andrew Chevrolet

Community Partners: Radio 88Nine Radio Milwaukee, Milwaukee Ballet School, Village of Whitefish Bay, Whitefish Bay Civic Foundation


The Holiday Stroll is a cherished tradition which kicks off the holiday season in Whitefish Bay on the Friday following Thanksgiving. Hosted by the Whitefish Bay Business Improvement District, the Holiday Stroll is an event for the whole community and a way for the merchants to thank everyone for their support throughout the year. A family-friendly affair with a relaxed atmosphere, the Holiday Stroll is a perfect start to the season with music, refreshments and more as you revisit refined shopping with your friends and loved ones during a stroll along Silver Spring Drive this holiday season!

Parade & Entertainment

The seasonal celebration featured our cherished parade, complete with Santa and his reindeer, and scenes from The Nutcracker performed live in store windows! A tree lighting ceremony followed the parade along with plenty of free entertainment, including pony and train rides, bounce houses, and a visit with Santa at BMO Harris Bank! New this year, Vixen and Cupid stayed for visits just west of St. Monica Parish, Mrs. Claus visited Hounds Around Town, and people sent holiday messages to troops at Orange Shoe and more!!

Holiday Mail for Heroes

New this year, visitors stopped by Orange Shoe Personal Fitness to send a personal greeting to the troops. We are sending cards to troops via the Red Cross's Holiday Mail for Heroes program. You may craft a card, or simply write your own heartfelt message. The cards will be sent to veterans hospitals, troops overseas and military recovering in hospitals. If you have extra blank holiday greeting cards, feel free to drop them off between now and Friday. Take a few moments to spread joy this season. Thanks also to St. Monica's 8th grade Sunday School class for this initiative.  


Shopping Specials
Discover shopping specials and conveniently cross things off your holiday list over incredible treats throughout the day and into the evening as shops extend their hours. Some shops are even extending their specials over the weekend in honor of Small Business Saturday.  Check back soon... we've been adding specials regularly.

    • 9 Round -  30-50% off unlimited 30-minute full-body workouts with our trainers!
    • BMO Harris Bank – Visit Santa after the parade. Live music provided by a Whitefish Bay High School string quartet.
    • Bay Restaurant - FREE $5 gift card for every $25 gift card purchased.
    • Breadsmith - Stop in to sample a variety of our breads and sweets, and receive a FREE daily loaf with the purchase of $20 or more in Breadsmith gift cards.
    • Breugger’s Bagels Buy the 2014 Bottomless Mug and get free refills all year long.
    • Dan Fitzgerald Pharmacy – Buy 1 Dan Fitzgerald Pharmacy private label item and get the 2nd of equal or lesser value 50% off.
    • Elements Therapeutic Massage – Member Appreciation Night & Holiday Open House with free chair massage, festive food & drinks 5-8 pm Friday. Buy two 55 minute gift cards and save $44.50 this week ONLY (Nov. 29 – Dec. 7, 2013).
    • Erik's Bike And Board - Stop in for Erik's Cool Yule Sale - great deals on skis, snowboards and winter apparel for the whole family.
    • Fox Bay Cinema Grill - see what’s showing and purchase Bay Ball raffle tickets.

    • Gallery 505 & The Great Frame Up – Warm up with refreshments & cookies while viewing our art.
    • Grace and Shelly’s Cupcakes—Buy a $10 Gift Card and receive a Free Cupcake bonus card for yourself.
    • Great Clips—Purchase five $9.99 Great Cards and you can use one of them for a Hair Cut the day of purchase. Free Hair Cut with a $50 Gift Card purchase.
    • Hounds Around Town - Mrs. Claus will be serving hot chocolate during the Holiday Stroll. Saturday there will be 20 totes bags given away and specials in celebration of small business Saturday. Free bag of Fromm's Dog Treats with a $30.00 (non-food) purchase (while supplies last).
    • Just Kidding Kids Cuts – 25-50% off selected toys & accessories all weekend.
    • Keller Williams Realty - Sneak peak at our future location at Shoreland Avenue during the holiday stroll. Enjoy great parade viewing.

    • Massage Envy Spa – Stop by Massage Envy Spa before or after the parade and warm up with hot chocolate and treats. Buy 2 Gift Cards, Get a Free Massage on purchases of $200 or more. Special offer good through the end of the year.

    • Minoan Intimate Apparel Visit Friday for grown-up refreshments and treats for kids.
    • Modern Touch Dental - New Patients receive a Cleaning, Exam and X-rays for $39. No Insurance? No Problem!  We've got you covered!  
    • Ask about our Advanced Care Membership Program
    • New Options Salon, Spa & Boutique – Black Friday / Small Business Saturday specials: Get a free gift card worth 10% of any gift card purchase of $100 or more. 20% off all reg price boutique merchandise. Take $10 off any manicure / pedicure duo. Try our quick dry Vinylux polish to get out shopping again in 8 minutes!
    • Orange Shoe—10% off of group and personal services all weekend. Also, send Holiday Mail to Heroes here!
    • Penzeys Spices Complimentary mulled apple cider for Holiday Stroll customers from 5 to 8PM Friday.
    • Placesetters – 20% off of ornaments and music boxes Friday.
    • RedCap Luggage & Gifts  Stop in for extraordinary fun - “spiked” hot cider, cookies, and other refreshments. Also, the “entire store” is on a Santa Sale for 15% off!
    • Refresh Aesthetic Center - Pick from our Holiday Bowl of Gifts when you purchase a $50 gift card. 20% off all skin care products, Jane Iredale Mineral Makeup & Clarisonic purchases between 9am & 1pm
    • Schwanke-Kasten Jewelers Receive 25% off all our St. Christopher medals
    • Stone Creek Coffee – Open until 8 PM and double punches on punch cards.
    • Susan Fredman at Home – Receive 20% off ALL in-store merchandise Friday only.
    • Thiet Jewelers – Save 25% on all in-stock merchandise (except Estate & Nambé)
    • Three Wishes - Shop our great holiday stationery and gifts.  Buy 1 Boxed Christmas card at regular price,  get 1box at 50% off
    • Winkie’s Hallmark – Join us this Thanksgiving weekend for special holiday savings, hot cider and live music.
    • Winkie’s Toys & Variety – Our Biggest Toy Sale of the year going on till the end of November. Night of Holiday Stroll The Caribbean Eclipse Steel Drum Band will be performing in Winkie’s Lower Level after the Parade.