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24th Annual Downtown Lamplight Stroll

December 5, 2025 @ 5:00 pm - 9:00 pm
Holiday Event - Lamplight Stroll - Meet Santa in Downtown Milford

Have you ever wondered what a classic New England holiday feels like?

Step into Downtown Milford, CT, where the Lamplight Stroll transforms Downtown Milford into a holiday wonderland filled with twinkling lights, festive music, free horse-drawn carriage rides, Santa, carolers, and charm. This beloved Connecticut holiday tradition has been delighting thousands of families and visitors for over 23 years.

Event Details:

  • Date: Friday, December 4, 2026
  • Time: 5:00pm – 9:00pm
  • Location: Downtown Milford, CT – Milford Green & participating Downtown Milford businesses
  • Admission: Free and open to all ages

The Experience:

  • 24th Annual, A Milford Tradition: Milford Green sparkles with Christmas magic, storefronts glow with festive décor, and the streets come alive.
  • Holiday Magic & Community Spirit: Experience the holiday spirit with family, friends, and community as you create lasting memories in a festive New England setting.
  • Visit from Santa & his Elves: Bring the whole family to meet Santa and his merry elves for a magical holiday moment filled with smiles, warm hugs, and fun festive photo opportunities.
  • Horse-Drawn Carriage Rides: Glide through downtown Milford on a classic carriage ride, immersing yourself in a nostalgic New England holiday atmosphere.
  • Carols: Enjoy the sounds of the season as students from Milford’s public schools and other non-profit organizations roam downtown, filling the streets with joyful holiday songs.
  • Holiday Shopping & Treats: Explore participating downtown business storefronts and over 60 local vendors on Milford Green offering handmade gifts, curated seasonal items, and festive treats — while enjoying a sweet treat or warm beverage as you shop for the holidays!
  • Stroll Passport Adventure: Stroll through downtown Milford and Milford Green, collecting stamps from shops and vendors. Complete 20+ stamps for a chance to win holiday prizes while discovering hidden gems and supporting local Connecticut businesses. (Note:  Lamplight Stroll Printable Passport will be available soon for printing at home or will be able at the DMBA tent on the Milford Green. Once you’ve completed your passport, add your contact information to enter for exciting holiday prizes!)
  • Pictures with the Grinch: And for a twist in your holiday adventure… the Grinch himself will be sneaking around! Join us for Grinch-themed photos where his silly antics, dramatic poses, and mischievous charm turn every snapshot into a story your family will laugh about long after the holidays. Plus, you can take home printed photos courtesy of  Cruz Roofing and Siding

Lamplight Stroll is sponsored by Metro Star Apartments.

Come experience one of the top things to do during the holidays in Connecticut, where community, tradition, and seasonal magic come together to create a true holiday wonderland.

Add to your Calendar: 24th Annual Lamplight Stroll, December 4th, Downtown Milford, CT

 

Early Access Alert:
Be among the first to grab your Lamplight Stroll Passport on November 27th, 5:30–8:30 pm during the Milford City Tree Lighting on the Milford Green. Visit the DMBA tent for your exclusive early access, start your festive stroll adventure and get a chance to win prizes!

 

Stay up to date on event updates and things to do in Milford by following our social media pages:
Facebook: @DowntownMilfordBusinessAssociation
Instagram: @downtownmilfordconnecticut

 

Free horse ride carriages, Santa and grinch photo opportunities - New Haven County, Milford, CT - One of the best holiday events to attend in CT.

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