November 23, 2025
Milford CT - The holiday season is here, and the Downtown Milford Business Association (DMBA) is rolling out the festivities with three events that will light up Downtown Milford with cheer, community spirit, and holiday magic. All events are free and open to all ages—perfect for families, friends, and everyone ready to make holiday memories and holiday shopping in one! Holiday Pop-Up – Small Business Saturday Edition When: Saturday, November 29 | 10:00 AM – 3:00 PM Where: Milford Green, Taylor Memorial Library & participating Downtown Milford businesses Kick off your holiday shopping by supporting small businesses that keep Milford and Connecticut local economy thriving. Explore over 60 vendors and participant storefronts. Discover the perfect holiday gifts and make your holiday shopping extra special. The first 250 shoppers to complete the Small Biz Saturday punch card will receive a Shop Local Milford tote. To learn more about event: https://downtownmilfordct.com/event/small-business-saturday/ 23rd Annual Lamplight Stroll When: Friday, December 5 | 5:00 PM – 9:00 PM Where: Milford Green & participating Downtown Milford businesses Step into a New England holiday wonderland! Milford Green will dazzle with twinkling lights, holiday décor, and the sounds of carolers filling the streets with cheer. Meet Santa and his elves, enjoy horse-drawn carriage rides through downtown, and soak up the season’s joy. Browse local vendors, sip hot cocoa, and take part in the Stroll Passport Adventure — collect 20+ stamps for a chance to win prizes while picking out perfect gifts for everyone you love. For over 23 years, thousands of families from across Connecticut have made this festive tradition a must-do holiday experience, creating memories for generations to come. To learn more about event: https://downtownmilfordct.com/event/23rd-annual-downtown-lamplight-stroll/ Sip & Shop When: Thursday, December 18 | 5:00 PM – 8:00 PM Where: Participating Downtown Milford businesses Need a last-minute gift without the stress? Sip & Shop turns holiday shopping into a relaxed, cheerful celebration! Enjoy a drink (or two) while browsing your favorite downtown shops, including Lovet, Whispers, Inside Living Style, Makeup Makeup, Milford Med Spa, Mind Body Wellness, and more. It’s the perfect way to complete your holiday shopping while feeling pampered, cared for, and immersed in the holiday spirit. To learn more about event: https://www.facebook.com/events/1351232672839687
