Illustration of a santa visit scene (Holly Jolly Days)
Christmas Markets

Holly Jolly Days

Visitors can explore local shops and restaurants hosting special workshops, exclusive discounts, and seasonal items. The event also features beautifully painted holiday windows and outdoor fireplaces where guests can cozy up with a Commons beverage.

What to Expect

Holiday shopping, painted windows, and outdoor fireplaces in Downtown Midland.

Event Details

Ages

All ages

Neighborhood

Downtown Midland

Timed Entry

No

Organizer

Downtown Midland

Food & Drink

Guests can enjoy a Commons beverage by the outdoor fireplaces.

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 🎄 ⚪ (4/5)

Best For

Holiday shoppers and families

Vibe

Festive and cozy

Energy Level

Low

Photo Friendly

High

Weather Sensitivity

Moderate

Location

Downtown Midland
Midland, MI

Know Before You Go

  • Hours: Dec. 4: 10:00am - 7:00pm; Dec. 5: 10:00am - 7:00pm; Dec. 6: 12:00pm - 5:00pm.
  • Accessibility: Strollers are welcome on the Jingle Bell Fun Run/Walk.
  • Pets: Furry friends are welcome on the Jingle Bell Fun Run/Walk.

Tips & Advice

  • Register for the Jingle Bell Fun Run/Walk so you get a jingle bell bracelet to wear during the free one-mile route.
  • Wear holiday sweaters, Santa hats or jingle socks for the fun run, since festive gear is encouraged and nobody is timing you.
  • Meet at the corner of McDonald and Main Streets for the fun run, where the one-mile route through Downtown Midland starts.
  • Dress warmly if you plan to sit by the outdoor fireplaces with a Commons beverage between shop visits.
  • Pull out your tackiest sweater for the Ugly Sweater Bar Crawl on Friday night, and gather friends to visit the Downtown Midland bars together.

Special Events & Promotions

  • The Jingle Bell Fun Run/Walk kicks things off on December 3. It's a free, untimed mile, and registered participants get a jingle bell bracelet.
  • The fourth annual Ugly Sweater Bar Crawl runs through Downtown Midland bars on the evening of Friday, December 4.

Quick Actions

Frequently Asked Questions

What is there to do during Holly Jolly Days?

Local shops and restaurants run special workshops, offer exclusive discounts and bring out new holiday items. You can also walk past the painted holiday windows and relax by the outdoor fireplaces with a Commons beverage.

Is it good for families?

Yes. The whole weekend is planned as family-friendly fun around downtown's shops and restaurants.

What is the Jingle Bell Fun Run/Walk?

It's a free 1-mile run or walk that kicks off Holly Jolly Days on December 3. It starts at the corner of McDonald and Main Streets. It isn't timed, and every registered participant gets a jingle bell bracelet.

Can I bring my dog or a stroller to the fun run?

Yes. Furry friends and strollers are both welcome on the Jingle Bell Fun Run/Walk.

What's the Ugly Sweater Bar Crawl?

It's the fourth annual crawl through Downtown Midland bars on Friday, December 4. Put on your tackiest sweater and bring friends for local drinks.

Tags

holiday markets and shoppingfamily friendlycommunity celebrationSanta visitsfestive foodholiday shoppingseasonal activitiesholiday traditionlocal businesses

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Always check the official website for the most current information.

We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.

Contributors & Updates

Last Updated: Oct 20, 2026
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team