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2020 Downtown Baraboo Holiday Happenings

Home for the Holidays? Things to do in Baraboo

Shop locally owned stores in a Downtown near you this holiday Season! If your community does not have a great downtown, we are happy to share ours with you! Shop Downtown Baraboo this Holiday Season. We have over 40 specialty stores that are sure to have the perfect gift for everyone on your list. The best parts of shopping local are:

  • Unique, Locally Made Gifts
  • Some offer Free Gift Wrapping! 
  • You are directly supporting the Community and small business owners.
  • Friendly Faces 
  • Always a recommendation on where the next best place to shop is. 
  • Plenty of places to stop for lunch or coffee along the way
  • Your car is never more than a block or two away!


Virtual Wine Walk


Friday, November 20, 2020 at 6 PM – 9 PM

Downtown Baraboo, the Original Wisconsin Wine Walk has come to the rescue of the 2020 Wine Walk Season, in an unconventional way, virtually.
Support your local Wine ( or Beer) retailers with Pre-Wine Walk Purchases and plan an evening with your laptop and maybe a couple of friends in your bubble to enjoy some of the Laughs, Good Wine, & Shopping that this weekend normally brings. We will be featuring live Shopping, Videos and promotions in this event for all of your Holiday Shopping.

Pop-Up Holiday Market

Join Spa Serenity and Greatest Place on Earth Truck for the 1st ever Pop- Up Holiday Market at Spa Serenity. We will be hosting some of our local friends behind Spa Serenity for a evening Outdoor Market on the evening on Saturday November 21st from 4-7pm in conjunction with the Downtown Baraboo Window Walk and Market.
Spa Serenity
Greatest Place on Earth
Brown Butter Bakery
The Kindness Co.
and More local businesses

Visit with Santa on the courthouse lawn and Shop Outdoors at your favorite Stores.


Holiday Shopping Downtown Baraboo

Downtown Baraboo Holiday Season will look a little different this year. It is important to us that everyone stay safe. Please support your favorite, locally owned shops either in person or online. We appreciate your support and know that your dollars stay in the community!

SANTA is Coming to Town

Come and experience the MAGIC of Christmas in Downtown Baraboo Starting Saturday Nov 21st. from 4-7pm! Santa will be in his sleigh for visits and photos on the square, perfect for this year’s Christmas card.

Starting Next Saturday Nov 28th , Santa will be on the Square in Downtown Baraboo every Saturday- Christmas from 11-2 for Pictures and horse drawn carriages.

(We are committed to ensure that every guest will feel safe through attention to employee health and hygiene, updated disinfecting policies, modified visit operations and social distancing requirements during this pandemic.)

Be sure to plan plenty of time to enjoy a free horse and wagon ride as you explore all that Downtown Baraboo has to offer this Christmas season.

Ski-Hi Christmas Market

Daily, Nov 20 – Dec 6

Our 16 day Christmas Market will be your unique opportunity to find Ski-Hi favorites along side local, handmade and one-of-a-kind Baraboo Holiday gift items. Just two days last year, this year we are expanding to accommodate social distancing an to give crafters and artisans the best opportunity to share their wares this challenging year. Mark your calendars and have your gift list ready as Ski-Hi closes out the season with a celebration!

Holiday Market at Balanced Rock Winery

Saturday, December 5, 2020 at 11 AM – 4 PM
Looking for gifts for the Baraboo Holidays? We’ve got you covered! Join us Saturday December 5th from 11am to 4pm to shop some amazing local vendors, and enjoy a glass of wine while you’re here!

Hand sanitizing stations will be located at each entrance and masks will be required!

Brown Butter Bakery
Midnight Market Boutique
Sassy but Classy Designs
Ann in a Jam
M&M Vintage Co.
Bailiwick Creations
Greatest Place on Earth

The Greatest Place On Earth Downtown Baraboo

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