Local Directory
Restaurants, bars, venues, and more across the region
Artist With A Purpose
LeesburgArt studio and gallery in downtown Leesburg showcasing purposeful artwork and creative community events.
Downtown Leesburg
LeesburgHistoric downtown Leesburg district along Main Street, managed by the Leesburg Partnership since 1994 as a Florida Main Street community. Hosts popular annual events including Mardi Gras, Bikefest, craft beer festivals, and holiday celebrations.
Downtown Leesburg Historic District
LeesburgLeesburg's walkable downtown centered on Main Street features a mix of local shops, cafes, and buildings dating to the early 1900s. The Mote-Morris House museum anchors the historic district, and the area hosts regular First Friday events with live music and open galleries. The downtown has seen steady revitalization, with new restaurants and boutiques joining longtime favorites.
Frank's Place
LeesburgNeighborhood bar in downtown Leesburg with a large pool hall, full liquor bar, karaoke on Wednesdays and Fridays, an outdoor live music pavilion, and pub-style food.
Great Chicago Fire Brewery & Tap Room
LeesburgChicago and firefighter-themed craft brewery in historic downtown Leesburg brewing 10 beers on premise, serving authentic Chicago-style eats including Italian beef, hot dogs, and thin crust pizza, with a live music beer garden.
Hamrick Family Vineyards
LeesburgLeesburg's original speakeasy and emporium serving craft beer, wine, and specialty cocktails in downtown Leesburg, with a vineyard in Howey-in-the-Hills and a full production winery in the works.
Leesburg Public Library
LeesburgPublic library in downtown Leesburg with regular programming and community events.
Leesburg Towne Square
LeesburgDowntown Leesburg community gathering space hosting monthly Discover Leesburg events with live music and evening markets, plus annual festivals and seasonal celebrations.
Marmaduke's Lodge
LeesburgMulti-concept venue in downtown Leesburg featuring Americana food, craft beer, Burns Drugstore Speakeasy, and SLICE pizza by the slice, with live entertainment and outdoor seating.
McCracken’s Irish Pub
LeesburgIrish pub on Main Street in downtown Leesburg serving Irish-inspired dishes, cocktails, and draft beers including Guinness, with daily happy hour from 2-6 PM.
Penny's Collaboration Art Gallery
LeesburgCollaborative art gallery in downtown Leesburg showcasing works from local artists.
The Sipping Garden and Bistro
LeesburgA wine bar and bistro in downtown Leesburg with a garden atmosphere and a curated wine list paired with bistro fare. It's the kind of spot this area has been missing -- relaxed, a little sophisticated, and perfect for a long afternoon.
The Warehouse Social Club operated by the Military Fire Police Support Association
LeesburgCommunity social club in downtown Leesburg operated by the Military Fire Police Support Association, hosting events, gatherings, and entertainment for members and guests.
Turners Kitchen + Bar
LeesburgA chef-owned restaurant in the heart of downtown Leesburg, occupying a building that once housed Turner's Bakery in the 1940s. The menu is creative without being fussy, and the quality is a pleasant surprise for a small-town spot.
Two Old Hags Wine Shoppe
LeesburgLeesburg's original wine bar since 2007 on Main Street, offering an eclectic selection of wines you won't find elsewhere, with a bring-your-own-food policy welcoming takeout from nearby downtown restaurants.
uncommon on sixth
LeesburgWorking artists' studio and gallery on Sixth Street in downtown Leesburg showcasing local art and creative works.
Vanderbrew Coffee Shop
LeesburgA craft coffee shop and tea house in downtown Leesburg with sweet treats, a warm atmosphere, and the kind of careful attention to drinks that makes you want to linger. A welcome addition to the growing Leesburg downtown scene.