Help Bring Events to Life in Downtown DeLand
MainStreet DeLand Association brings our community together through beloved traditions, vibrant block parties, themed shopping nights, and seasonal celebrations - thanks in large part to dedicated volunteers like you.
With thousands of locals and visitors attending our events and a weekly digital reach of over 16,000 people, your time and support play a vital role in creating memorable experiences for the entire community.
Volunteer Opportunities
Celebrate 40 years of impact with MainStreet DeLand Association by becoming an annual sponsor. This milestone year offers expanded exposure across events, promotions, and initiatives. Giving your business year-round visibility and the opportunity to support the continued growth of our vibrant downtown.
February 28, 2026 | 20,000+ Attendees
This year’s event has passed. Sponsor packages for next year are available for review - starting at $1,000.
Held on the first Saturday of Daytona Bike Week, the DeLand Bike Rally draws thousands of riders and visitors to Historic Downtown DeLand for a one-of-a-kind destination ride-in experience. Just 30 minutes from Daytona, this high-visibility event offers a welcoming atmosphere for all ages and a strong platform for sponsor exposure.
Florida Wildflower & Garden Festival
March 28, 2026 | 10,000+ Attendees
This year’s event has passed. Check back soon for sponsorship details for next year’s event.
Held each spring in Downtown DeLand, the Florida Wildflower & Garden Festival celebrates native plants, gardening, and sustainability. This free, outdoor event draws plant lovers, families, and eco-enthusiasts from across the region — with sponsorship opportunities available at multiple levels.
DeLand Ice Cream Walks
May Ice Cream Walk | 700+ Attendees
August Ice Cream Walk | 700+ Attendees
Packages available starting at $250.
Held twice a year, the DeLand Ice Cream Walk brings families downtown to celebrate the start and end of summer break. Guests stroll through local shops while sampling sweet treats, making it a fun and flavorful way to support small businesses and connect with the community.
July 18, 2025 | 9,000+ Attendees
Packages available starting at $500.
A lively, family-friendly block party with a tropical twist! Tropical Nights transforms Downtown DeLand with themed contests, kids’ activities, and festive fun. Thousands attend in tropical gear to enjoy an evening of community celebration and summer vibes.
September 5, 2025 | Est. 10,000+ Attendees
Packages available starting at $1000.
A signature celebration marking 40 years of MainStreet DeLand. Includes food vendors, music, community booths, and festive décor - designed to unite residents, visitors, and local businesses in a big anniversary bash.
September 27-28, 2025 | 15,000+ Attendees
Packages available starting at $750.
The DeLand Craft Show is a two-day, open-air market featuring 150+ handmade and artisan vendors. It attracts locals and tourists looking for unique, creative gifts and decor during the start of the holiday season. The event offers high foot traffic, a festive vibe, and ideal timing for seasonal shopping.
October 31, 2025 | 10,000 Attendees
Packages available starting at $500.
This Halloween event transforms Downtown DeLand into a festive trick-or-treat trail. Kids and families stroll the streets collecting candy from local merchants and enjoying a safe, lively Halloween night. It’s a MainStreet favorite with major community visibility - a form of community outreach that continues a long-standing DeLand tradition of celebrating Halloween in the heart of downtown.
November 8, 2025 | 11,000+ Attendees
Packages available starting at $250.
This meaningful and patriotic community tradition honors the service and sacrifice of our veterans. Featuring local veteran organizations, bands, civic groups, and community partners, the parade is one of Downtown DeLand’s most heartfelt and respected events.
Late November - Early January
Packages available starting at $500.
Wreaths on Woodland is a holiday fundraising initiative supporting Light Up DeLand. With a $500 charitable donation, sponsors receive a custom-decorated wreath displayed downtown from Thanksgiving through early January, adding festive charm and visibility to the season.
December 5, 2025 | 10,000+ Attendees
Packages available starting at $1000.
A beloved annual tradition that kicks off the holiday season in Historic Downtown DeLand. This family-friendly evening features holiday shopping, live music, festive décor, Santa sightings, and community joy under twinkling lights.