Craft Fairs & Farmers Markets in Milford, Connecticut

Held in downtown Milford each May, CT Foodie Fest is the 2nd annual celebration bringing 25+ food trucks, craft beer, live entertainment, and pizza to Wasson Field. Live music runs throughout the weekend with bands including Hype & Shameless, Shot Down, and Jukebox Radio, plus a Saturday pizza competition. The event includes local vendors and community partners, with activities for kids and families including a tug-of-war competition. More than 25 food trucks feature a diverse mix — seafood, BBQ, pizza, international cuisine, and desserts.

Annual downtown Milford wine-tasting trail organized by the Downtown Milford Business Association.

Daytime companion event to the Milford Oyster Festival on the Milford Green, organized by the Downtown Milford Business Association. 250+ vendors with a strong focus on arts and crafts and small businesses, 30 food trucks, live music. Free admission.

Held in downtown Milford each August, Milford Oyster Festival is a two-night evening event rated among the top oyster festivals nationwide. All oysters are locally sourced from Briarpatch Shellfish Company and Pearl's Shellfish Farm—waters off Milford's coast have supported oystering for over 150 years. Expect food trucks, beer, wine, and live music headliners. Vendors must attend both nights.

Pirate's Day is an annual festival in downtown Milford hosted by the Downtown Milford Business Association, which represents 200+ member businesses. The event draws thousands of people and is a fixture for attracting shoppers and tourism to the historic downtown with its coastal charm and beach access. Vendors report the event has been instrumental in building their customer base.