Support local journalism. Join the Orlando Weekly Press Club.

click to enlarge winter_garden_theater_photo_by_lindsey_thompson.jpg

Photo by Lindsey Thompson

Winter Garden is worth the quick trip west on the 408 

A quick trip west on the 408 expressway is all it takes to be transported to a historic downtown swaying with live oaks and Spanish moss. This town of just 34,000 has some Orlandoans giving up city life for small-town swagger, and Winter Garden residents are all too happy to show them the ropes. This is a spot where creative minds meet and big ideas flourish.

Plant Street Market

426 W. Plant St., Winter Garden, 786-671-1748,

Literally, there's a butcher, a baker and a candlestick maker all in one spot. Among the 20 vendors, you'll find wood-fired pizzas from Michael's Ali, farm-to-table cuisine at Five Thymes Five, expertly rolled sushi at Jodo, artisan chocolates from David Ramirez Chocolates, and craft coffee at Axum Coffee – all within steps of each other, so you can get all your shopping done and have lunch at the same time. The market is open seven days a week, and gets five-deep on weekends.

Crooked Can Brewing

426 W. Plant St., Winter Garden, 407-395-9520,

It's a classic case of chicken or egg – which came first, the brewery or the market? In this case, the creator and owner of Crooked Can Brewing wanted his brewpub to be the centerpiece for a market where food artisans could come together and share their talents. Grab a stool at the bar or a table outside and taste award-winning craft brews like Cloud Chaser wheat beer, Highstepper American IPA and Workaholic pale ale. Each bartender is cicerone-certified (like a sommelier for beer), so even if you're not a hophead, it's likely they'll find you something to sip. And yes, that silo outside is actually full of grain.

Garden Theatre

160 W. Plant St., Winter Garden, 407-877-4736,

After your day of shopping and sipping, get out of the heat and into the Garden Theatre for a film, a concert or a live staging of one of theater's best-loved shows. This year's season includes Into the Woods, Jesus Christ Superstar and Neil Simon's The Odd Couple.

Chef's Table at the Edgewater

99 W. Plant St., Winter Garden, 407-230-4837,

Feeling more "dinner" than "show"? At the Chef's Table in the historic Edgewater Hotel, Kevin and Laurie Tarter offer an exquisite tasting menu (reservations required) or casual-but-upscale bites in their Tasting Room.

We welcome readers to submit letters regarding articles and content in Orlando Weekly. Letters should be a minimum of 150 words, refer to content that has appeared on Orlando Weekly, and must include the writer's full name, address, and phone number for verification purposes. No attachments will be considered. Writers of letters selected for publication will be notified via email. Letters may be edited and shortened for space.

Email us at [email protected].

Support Local Journalism.
Join the Orlando Weekly Press Club

Local journalism is information. Information is power. And we believe everyone deserves access to accurate independent coverage of their community and state. Our readers helped us continue this coverage in 2020, and we are so grateful for the support.

Help us keep this coverage going in 2021. Whether it's a one-time acknowledgement of this article or an ongoing membership pledge, your support goes to local-based reporting from our small but mighty team.

Join the Orlando Weekly Press Club for as little as $5 a month.

More in Annual Manual


Never miss a beat

Sign Up Now

Subscribe now to get the latest news delivered right to your inbox.

Read the Digital Print Issue

January 19, 2022

View more issues


© 2022 Orlando Weekly

Website powered by Foundation