City District

08/20/2026

Main Streets are for EVERYONE and Orlando Main Streets run on collaboration and volunteer efforts from dedicated community members and business owners 💪 We appreciate you!

- Want to get involved in your community?
- Can you spare an hour or so a month to join a committee?
- Do you have a passion for keeping real Orlando neighborhoods thriving?

Volunteers help bring events, fundraising, and all-inclusive community programming together! This helps support local businesses, beautify neighborhoods, and strengthen our communities. BUT - it really does take a village!

Join us at "Cheers to Volunteers" to meet the people behind the scenes, learn about volunteer opportunities across the 12 Orlando Main Street programs, and discover how YOU can get involved.

📅 Tuesday, September 15, 2026
🕠 5:30 - 7:30 p.m.
📍 The Plaza Live
Learn more and sign up at link in bio



Before you complain...have you volunteered yet?

08/14/2026

City District Main Street ... did you know?

The Orange County Regional History Center’s story begins at the historic heart of the community and is entwined with the county’s series of courthouses – most of which occupied the spot next to the History Center that’s now Heritage Square park.

From Heritage Square, Orlando’s city limits were platted in 1857. Florida was wild frontier: Razorback hogs rubbed their backs against wooden courthouse steps. But as the city and county grew, a grand brownstone courthouse rose in 1892. In 1927, a neoclassical revival building – now the History Center’s home — was added and became the main courthouse.

By 1942, the community looked back and sought to remember a century of history through a pioneer-times display in the old brownstone courthouse. The popular exhibit grew, fueled by donations that became the foundation of the Historical Society of Central Florida’s present collection at the History Center.

When the brownstone courthouse was demolished in 1957, the Board of County Commissioners established a historical commission to carry on the work begun in 1942, leading eventually to the 1976 opening of Orange County Historical Museum in Orlando’s Loch Haven Park – precursor to the History Center.

Almost 20 years later, in 1995, Orange County debuted its current, high-rise courthouse, and a task force of community leaders unanimously recommended that the 1927 courthouse become a larger, regional history museum. The result – the Orange County Regional History Center – opened in September 2000 to critical acclaim and national awards.

This artistic representation of the Old Orange County Courthouse & Regional History Center was created by City District Main Street Design Committee volunteer and local artist, Megan Smith .art Learn more about the steeped history of Orlando and YOUR downtown Main Street!

08/14/2026

CITY DISTRICT MAIN STREET is excited to recognize The Drake Kitchen + Bar as our July 2026 Business of the Month in Downtown Orlando!

Located in the heart of downtown, The Drake Kitchen + Bar is a contemporary neighborhood eatery bringing together inventive cuisine, handcrafted cocktails, and a warm, welcoming atmosphere. Opened in early 2024 by chef-owner Heberto Segura and pastry chef Rona Segura, The Drake has quickly become a destination for those looking to gather, share a meal, and experience something a little different.

At the heart of The Drake is a seasonally evolving menu of global-inspired tapas, thoughtfully created with an emphasis on sustainable, locally sourced ingredients. The menu encourages guests to explore, share, and discover new flavors, while handcrafted cocktails perfectly complement the culinary experience.

But The Drake is about more than what’s on the plate. It’s a gathering space designed to bring people together—whether you’re enjoying a night out with friends, celebrating a special occasion, grabbing a drink after work, or simply looking for your next great Downtown Orlando dining experience.

City District is known for its vibrant dining, arts, entertainment, and nightlife scene, and The Drake adds another unique flavor to the mix. With its creative approach to food, commitment to local sourcing, and welcoming atmosphere, The Drake Kitchen + Bar is a wonderful addition to the ever-growing culinary community in Downtown Orlando.

🍽️ Follow along:
✨ Discover more businesses that make City District thrive!

We’re proud to have One Florida Bank as the MAIN SPONSOR of City District Main Street’s Business of the Month program for the entirety of 2026, supporting City District’s Economic Vitality Committee in celebrating and uplifting the businesses that make our community thrive.

07/24/2026

Orlando's Sip & Savor Weeks begin Friday, July 24, with over 100 local businesses offering special dining deals and menus.

07/23/2026

SIP & SAVOR MAIN STREETS | July 24th - August 9th!

🍷🍔🌯🥙🥪🍕🍜🍣🍻

Enjoy special featured items at your favorite City District Main Street bars and restaurants! Brought to you by the 12 Orlando Main Streets, this is a citywide promotion that highlights local food and beverages at your favorite local hotspots, encouraging you to explore REAL neighborhoods across Orlando.

Support our initiative by visiting your local Main Street districts and keeping foot traffic moving during the summer months. Tell your friends, like, tag, and share!

SWIPE LEFT to see City District’s 13 participating businesses and check out the more than 80 businesses sipping and savoring throughout Orlando at www.sipandsavorotown.com

07/23/2026

https://www.orlandosentinel.com/2026/07/23/orlando-main-streets-unite-for-return-of-sip-savor-weeks/

It’s a citywide celebration of local flavor with deals that span Orlando’s diverse neighborhoods, encouraging experimentation.

07/23/2026

07/21/2026

Summer can be a rough stretch for local restaurants, so Orlando’s Main Street districts are giving us a pretty good excuse to eat and drink our way through the neighborhoods. Sip & Savor Weeks …