Holly Jolly Days
Downtown Midland transforms into a winter wonderland for Holly Jolly Days, December 4-6, 2026. This festive celebration invites visitors to explore local shops and restaurants offering special workshops and discounts. Admire the beautifully decorated holiday windows, enjoy cozy outdoor fireplaces, and immerse yourself in community spirit. The event kicks off with a free Jingle Bell Fun Run/Walk and features a popular Ugly Sweater Bar Crawl, making it a perfect destination for holiday cheer and supporting local businesses.
What to Expect
Festive holiday shopping and community events in Downtown Midland
Event Details
Duration
3 days
Ages
All ages
Neighborhood
Downtown Midland
Timed Entry
No
Organizer
Downtown Midland
Food & Drink
Local shops and restaurants, Commons beverage area
Local Insight & Ratings
Family Friendly
Best For
Families, shoppers, community event enthusiasts
Vibe
Festive, community-oriented, cheerful
Energy Level
Low to medium
Budget
$
Photo Friendly
Weather Sensitivity
Medium
Location
Know Before You Go
- Tickets: $
- Pets: Pet-friendly for Jingle Bell Fun Run/Walk
Tips & Advice
- Arrive early on Thursday or Friday to enjoy the full 10 AM to 7 PM hours and beat the weekend crowds.
- Check the specific hours for individual shops and restaurants, as they may vary from the main event times.
- Wear comfortable shoes and festive attire for the Jingle Bell Fun Run/Walk and the Ugly Sweater Bar Crawl.
- Take advantage of the 'Stay tuned for updates' message by checking the event page closer to the date for any new details or schedules.
- Consider exploring the 'Explore' tab on the website to discover specific businesses offering specials during Holly Jolly Days.
Special Events & Promotions
- Special workshops and exclusive discounts at local shops and restaurants
- Jingle Bell Fun Run/Walk (free)
- Ugly Sweater Bar Crawl
Quick Actions
Frequently Asked Questions
What are the main dates and times for Holly Jolly Days?
Holly Jolly Days takes place from December 4-6, 2026. Hours are 10:00 AM - 7:00 PM on Thursday and Friday, and 12:00 PM - 5:00 PM on Saturday.
Are there any special kick-off events?
Yes, the event kicks off with the free Jingle Bell Fun Run/Walk on December 3rd at 6:30 PM and the Ugly Sweater Bar Crawl on December 4th starting at 7 PM.
What kind of activities can families enjoy?
Families can enjoy exploring local shops with special discounts, admiring holiday window displays, and participating in the Jingle Bell Fun Run/Walk. Many businesses will have family-friendly festivities.
Where can I find contact information for specific downtown businesses?
For inquiries specific to a downtown business, their contact information can be found on their individual business page under the 'Explore' tab on the Downtown Midland website.
Is there a cost to attend Holly Jolly Days?
While many activities and shopping are at the discretion of individual businesses, the main event itself is free to attend. The Jingle Bell Fun Run/Walk is also free. Costs may apply for purchases at shops, restaurants, or the bar crawl.
More Christmas Events Near Midland
More Christmas Events near Midland
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.