A city intersection at sunset with light trails from moving vehicles, streetlights, and traffic signals. Buildings and trees line the streets, with the sky displaying a pinkish-orange hue.

Show Up Where DeLand Shows Up.

Crowd of people at an outdoor event with a white canopy tent that has the Ozark Trail logo. There are decorative red and purple leaves on the tent. People are wearing casual clothing and hats, with trees and buildings in the background.

Put your business in the middle of the moments that bring our community together.

MainStreet DeLand Association brings our community together through beloved traditions, vibrant community events, themed shopping nights, and seasonal celebrations … all made possible through the generous support of sponsors like you.

With events drawing audiences from 800 to more than 20,000 attendees and a digital community reaching more than 16,000 people each week, MainStreet sponsorships give your business meaningful opportunities to build visibility, connect with customers, and align your brand with the experiences people love about Downtown DeLand.

People standing in line outdoors on a sunny day, some are looking at their phones, with palm trees in the background and a tent with the signage 'Main Street Deland Association'.

Find Your Opportunity

Line art logo commemorating 40 years of Main Street Deland Association since 1985, featuring a building with a dome, city skyline, and a circular badge with '40 Years' on it.

Make an Impact in Downtown DeLand
All Year Long

Become an Annual Sponsor of MainStreet DeLand Association and connect your business with the work, events, and initiatives that keep Downtown DeLand thriving. Annual sponsorship provides year-round visibility while demonstrating your commitment to supporting local businesses, strengthening our community, and investing in the future of Downtown.

Be a part of Downtown’s story all year long.

People walking on a busy street during a craft market event, with tents, balloons, flowers, and storefronts lining the sidewalk.

DeLand Craft Show

September 26 & 27, 2026 | 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 shopping season. The event offers high foot traffic, a festive vibe, and ideal timing for seasonal shopping.

Learn more about this event.

NOW BOOKING - Monsters on MainStreet

A busy street crowded with people during an event, with green traffic lights, street signs for Rich Ave and Wisconsin Ave, and storefronts on the left. The street is filled with people walking, some in costumes and casual clothes, with trees lining the street and a tent in the background.

October 31, 2026 | 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. This community outreach event continues a long-standing DeLand tradition of celebrating Halloween in the heart of downtown.

Sponsor this event.

NOW BOOKING -
Volusia County Veterans Day Parade

A group of four military personnel in white uniforms and hats, standing in formation, holding flags during a parade on Indiana Avenue, with people sitting and watching along the sidewalk.

November 14, 2026 | 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.

Sponsor this event.

Close-up of a decorated Christmas tree with illuminated lights and ornaments, including a round ornament with 'PEACE' written on it, and a white heart-shaped note that says 'MERRY CHRISTMAS Dad'. In the background, blurred figures of people, including children, are visible.


NOW BOOKING
Winter WonderDeLand, Light Up DeLand,
& DeLand’s 150th Birthday

November 25, 2026 - January 1, 2027
over 50,000 Interactions & Attendees

Packages available starting at $2500.

A beloved annual tradition that kicks off the holiday season in all of DeLand and tells DeLand’s story. This family-friendly evening features holiday shopping, live music, festive décor, Santa sightings, and community joy under twinkling lights.

Sponsor Winter WonderDeLand, Light Up DeLand & DeLand’s 150th Birthday!

Street scene with numerous motorcycles parked along the side and people walking, some wearing helmets. Buildings with storefronts line the street, including a business with a sign saying "Elusive." Traffic lights are visible and there are trees and flowers in the foreground. The sky is partly cloudy.

DeLand Bike Rally

March 6, 2027 | 20,000+ Attendees

Sponsor packages for next year will be available for review soon - 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.

Sponsorships for this event coming soon.

Florida Wildflower & Garden Festival

A group of people, mostly elderly women, gathered outdoors at a flower market or fair, looking at a basket of colorful flowers, with some wearing hats and sunglasses.

March 27, 2027 | 10,000+ Attendees

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.

Learn more about this event.

DeLand Ice Cream Walks

A person feeding a golden retriever puppy an ice cream cone indoors with a blue tiled floor.

May & August Ice Cream Walks
700+ Attendees Each

Check back for sponsorship details for next year’s event.

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.

Crowd of people, including children and adults, enjoying a summer outdoor festival in a city park with trees, streetlights, and buildings in the background.

Tropical Nights

July 17, 2026 | 9,000+ Attendees

Check back soon for sponsorship details for next year’s event.

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.

A Christmas wreath decorated with red, gold, and silver ornaments hangs on a black lamp post. There is a red ribbon tied in a bow on the post, and a banner below the wreath reads "40 Years of Main Street". The background shows a blue sky with some clouds.

Wreaths on Woodland

Late November - Early January

$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.