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This holiday season we invite you to...

Shop Local - WB [Recovered].png

What is it?

The Shop Small Holiday Crawl is a social initiative to encourage our local community to shop small and local this holiday season!

Where is it?

These participating open-air markets local to the Annapolis area!


Wildberry's Vintage Christmas Market

Two dates:

12/2 2pm-6pm

12/9 2pm-6pm

(rain dates Sundays, same time)


Heroes Holiday Market

Running December 3rd


Midnight Madness

Downtown Annapolis

Three dates:

12/7 4pm-midnight

12/14 4pm-midnight

12/21 until 11pm


A Pop-Up Shop

Open daily 10am-6pm

Midnight Madness photo check-in point on December 7th, 14th and 21st


How does it work?

Attend any or all of the open air markets listed above, and snap a pic, a selfie, or a photo of your haul and post it publicly to your Instagram feed with the tag #ShopSmallHolidayCrawl2023

Each public post will enter your account into a drawing to win one of 12 Shop Small Holiday Crawl Tote Bags designed by Jami Creates and printed by Blk Ankr Originals.

Totes are also for sale and can be purchased online!

Who does it benefit?

All proceeds from sales of the totes will go toward the brand new

Wildberry Small Business Fund!

The Wildberry Small Business Fund is a new initiative by Wildberry to help local small and micro businesses who may be struggling to stay afloat with funding to attend the 2024 Wildberry Field Market season.

Future opportunities will include micro grants and funding opportunities to help small and micro businesses attend other local open air markets.

Learn more here!

No product

Just want to shop?

Buy the totes online here:

Organized by...


Matt + Bridget Jones
Farm + Market

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