Plant Street Market and Crooked Can Brewing: Winter Garden's Food Hall Experience
Twenty vendors, an award-winning brewery, and a 12,000-square-foot reason to spend a Saturday in downtown Winter Garden
Plant Street Market is a 12,000-square-foot indoor food hall located at 426 West Plant Street in historic downtown Winter Garden, Florida, approximately 14 miles west of downtown Orlando. The market opened in 2014 alongside its cornerstone tenant, Crooked Can Brewing Company, and houses roughly 20 vendors selling craft beer, prepared food, baked goods, butcher cuts, coffee, and artisan products. General hours are Sunday-Thursday 11 AM to 11 PM, Friday 11 AM to midnight, and Saturday 10 AM to midnight. Crooked Can Brewing was founded in 2014 by Andrew Sheeter, Robert Scott, and Jared Czachorowski and is the official beer of the Orlando Magic.
If you've explored downtown Winter Garden and never ducked into the red-brick building at the western edge of Plant Street, you're missing the point of the whole district. Meet Plant Street Market — a 12,000-square-foot indoor food hall housing roughly 20 vendors and the taproom for one of Central Florida's most awarded craft breweries.
Most suburbs pretend to have a food hall. Winter Garden actually does, and for anyone considering a move to Downtown Winter Garden, it's the kind of weekend amenity that quietly justifies the home price.
The Backstory: From Empty Lot to Anchor of a District
Plant Street Market opened in 2014 on the site of an abandoned apartment complex. The Crooked Can founders originally planned a larger standalone brewery, started demolition, then pivoted to something more interesting — a multi-vendor indoor market with the brewery as one anchor among many. The 12,000-square-foot building's red brick exterior reads as "renovated factory," but the structure was actually new construction designed to slot into the historic district. Walk past it on Plant Street and you'd never guess it's the youngest building on the block.
Crooked Can: The Brewery That Anchors the Whole Thing
Crooked Can Brewing Company was founded in 2014 by Andrew Sheeter, Robert Scott, and Jared Czachorowski, with brewmaster Kent Waugh on production. The flagship lineup is approachable without being boring: High Stepper, the 7% American IPA most regulars order first; McSwagger's Own, the malt-forward American Ale that gives the brand its bowler-hatted mascot; and Cloud Chaser, the hefeweizen for the friend who says "I don't really like beer." Eight core beers and a rotating slate of seasonals mean you can visit five times without repeating.
The hardware on the wall is real — medals from the Great American Beer Festival and World Beer Cup, plus the Florida Brewers Guild's nod for best large-format craft brewery in the state. Crooked Can also produces Sixth Man Lager, the official beer of the Orlando Magic.
What's Coming: The Minneola Headquarters
Worth knowing: Crooked Can broke ground in April 2025 on a 40,000-square-foot destination brewery and headquarters in Minneola, about 20 minutes west in Lake County. The Plant Street taproom remains open and is still the Winter Garden flagship, but production is shifting west — expect this location's role to evolve as Minneola comes online.
The Vendor Lineup: 20 Reasons to Skip the Drive-Thru
Vendor rosters at food halls turn over, but the staples have stuck. Current and longtime tenants include:
- Crooked Can Brewing Company — the brewery and taproom, with two bars and indoor/outdoor seating
- Axum Coffee — Winter Garden's beloved local roaster, frequently the busiest morning stop in the building
- The Local Butcher WG — full-service butcher shop with sourced cuts, sandwiches, and prepared items
- Sir Benji's Donuts — small-batch donuts that move fast on weekend mornings
- Bento — sushi and Japanese fare
- This Little Piggy BBQ — slow-cooked Southern barbecue
- Pop Parlour — gourmet ice pops, a Florida summer staple
- Plus rotating vendors offering empanadas, oysters, mac and cheese, hand-tossed pizza, and artisan goods
That mix is the trick — bring a group of six with six different opinions and Plant Street is where everybody finds something. For a deeper look at the brewery side, our Crooked Can Brewery deep dive covers the brewery itself in more detail.
Hours, Layout, and How to Actually Use the Place
Plant Street Market is open seven days a week. General hours are Sunday-Thursday 11 AM to 11 PM, Friday 11 AM to midnight, and Saturday 10 AM to midnight. Individual vendors keep their own hours within those windows. Phone: (786) 671-1748.
The layout is straightforward — vendors line both sides of a central walkway, with Crooked Can occupying the south end with two bars and ample seating. The patio runs the length of the building, shaded by mature oaks, and is pet-friendly. Winter Garden runs on dogs and golf carts.
Plant Street Market vs. the Winter Garden Farmers Market: Not the Same Thing
Quick clarification, because visitors confuse these constantly. Plant Street Market is the permanent indoor food hall at 426 W Plant Street, open daily. The Winter Garden Farmers Market is a separate Saturday-only outdoor market at the City Pavilion a few blocks east. Locals do both: farmers market in the morning, then walk west to Plant Street for lunch and a beer.
Why Orlando Residents Should Care
If you live in Orlando metro and have never made the 20-30 minute drive west, here's what you're missing: Plant Street Market sits at the literal center of one of the most walkable historic downtowns in the western suburbs. The West Orange Trail runs right past the front door, and cyclists from Apopka, Oakland, and Killarney roll in for lunch and a beer all weekend. The trail effectively functions as a 22-mile parking lot for Plant Street.
For people considering a move to West Orange County, this is the detail that separates the spreadsheet from the lifestyle. Downtown Winter Garden has a critical mass of restaurants, shops, and walkable amenities very few Orlando-area suburbs match.
Living Near Plant Street Market: The Real Deal
The Pros:
- Walking-distance food hall and brewery is a genuinely rare amenity in suburban Central Florida
- Direct access to the West Orange Trail without driving
- Strong restaurant and shop density up and down Plant Street and Main Street
- Active event calendar — live music, festivals, charity runs, holiday programming
- Easy access to SR 429 (Western Beltway) for Disney and the broader region
The Cons:
- Weekend parking near downtown gets tight; arrive before 10 AM Saturdays or expect to walk a few blocks
- Older homes in the historic district come with older-home maintenance realities
- Downtown property values have climbed significantly — the bargain window is largely closed
Our Take:
Plant Street Market is the rare suburban amenity that genuinely earns the "destination" label. Best move: visit on a Saturday before committing to a downtown Winter Garden home and see whether the energy fits your life. For shopping further out, our Winter Garden Village guide covers the larger outdoor lifestyle center about four miles south.
What the Locals Know
Saturday mornings are the busy window — Axum Coffee has a line out the door by 9 AM, and the patio fills up by 11 once the farmers-market crowd walks over. Tuesday and Wednesday afternoons are the secret weapon: same vendors, same brewery, almost no crowd. Crooked Can pours flights — the right move if you're new to the lineup — and live music shows up on the patio most weekends.
The bigger thing to understand: Plant Street Market is the social anchor of an entire district. Park once, walk for the afternoon. Lunch at the market, an hour on the trail, browsing on Plant and Main, then back to Crooked Can for a flight before dinner. That's a Saturday in downtown Winter Garden — and it's why people pay a premium to live within walking distance of it. 🍻
For current vendor lists, hours, and event schedules, visit Plant Street Market or Crooked Can Brewing Company directly.
Thinking about a move to Winter Garden? Browse our Winter Garden community guide or contact us for personalized relocation advice.
