Step into the spirit of the holidays during the Small Business Saturday Holiday Stroll on November 29. This family-friendly day invites visitors to shop local, enjoy live music, glide on the ice-skating rink, and savor the festive charm that makes Holidays in Highlands shine.
Small Business Saturday Holiday Stroll
Saturday, November 29
11:30am–4pm along Main Street
Downtown Highlands celebrates local shopping with festive fun, treats, and performances throughout the day:
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11:30am: Storytime at Hudson Library
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12–2pm: Southern Highland Band perform live bluegrass in Town Square
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1:30–2:30pm: Face painting at The Bascom
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2-4pm: Live Ice Sculpture at the Highlands Welcome Center
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2:30pm: The City Carolers in full Victorian garb stroll Main Street with classic carols
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6-8pm: Light Up the Park in Kelsey-Hutchinson Park (Come see Santa and Mrs. Claus!)
Enjoy candy canes from the Highlands Police Department, and holiday photo ops and special offers from local shops.
Don't miss out on the Deals & Specials:
- Monkee's of Highlands Gift Card Giveaway - Any purchase qualifies for a chance to win the $250 gift card, the drawing will be at the end of business hours Saturday on their Instagram.
- Black Friday Sale at Acorns - Lasting all weekend, receive 25% off storewide on home décor, gifts, jewelry, furniture, and more. They will also be serving ISH Sparkling Wine (non-alcoholic) and popcorn!
- The Dead Artists Gallery in Wright Plaza will have a Gingerbread decorating Station, milk and cookies for kids of all ages as well as adorable Gingerbread Photo Ops!
- Calder's Cafe will feature local photographer Michele Schwartz of Divine Landscapes, with prints and calendars for sale.
- Unfurl Wellness Spa is offering discounts on gift certificates for a 1-hour massage plus a luxurious local-crafted wellness package for $230 (valued at $270), perfect for gifting or self-care.
- Drop in Allison Diane Clothing between 10am and 5pm to get your fairy hair at their Christmas Tinsel Hair Pop-Up.
- Black Friday Sale at Annawear featuring: 20% off full priced merchandise *excluding accessories*, $20 off jeans (including newly marked down sale jeans!) and Up to 75% off everything else (we went around with our yellow sale tagger and slashed a ton of prices! These items are priced as marked!!)
- Be sure to check out The Bascom's Holiday Market, where local artisans showcase handcrafted treasures and festive décor.
Between shopping stops, take a spin around the Ice-Skating Rink in Kelsey-Hutchinson Founders Park (open from 1-10pm.) Whether you’re browsing for the perfect gift or simply soaking up the spirit of the season, Highlands offers the perfect mountain escape.
Looking for more holiday fun? Stay for our Christmas Tree Lighting in the Park from 6-8pm on the same day! Click Here to learn more about Holidays in Highlands Events.
