Small-town boutiques · Plant St from Main St west past the Plant Street Exchange (270 W Plant St) to Plant Street Market (426 W Plant St)
Winter Garden
Plant St by the trail.
Downtown Winter Garden lines Plant Street west of Orlando, with the West Orange Trail alongside a strip of women's boutiques, gift shops and food stalls. Best for a slow half-day of browsing paired with lunch or a brewery stop.
Plant Street · Boutiques · West Orange Trail
Photo: Freeholdman12 · CC BY 4.0 · Wikimedia Commons
- In our directory
- 20 shopseach one verified
- Where
- Plant St from Main St west past the Plant Street Exchange (270 W Plant St) to Plant Street Market (426 W Plant St)Small-town boutiques
- Right now
- Typical hours11am–6pm
- Parking
- ParkingNo parking details were found on a loaded page; the Downtown Winter Garden site links a 'Parking, Maps & Resources' page that could not be opened. Downtown is a drive of about 25 minutes from downtown Orlando and 20 minutes from Walt Disney World per Visit Orlando; there is no SunRail or LYMMO service.
Insider guide
Shopping Winter Garden.
The story
Downtown Winter Garden lines Plant Street west of Orlando, with the West Orange Trail running alongside. The shopping runs on Plant St from Main St west past the Plant Street Exchange to Plant Street Market, with a few shops on E Plant St, S Main St and Tremaine St.
It is a strip of women's boutiques, gift shops and food stalls, plus a bike shop and an Amish furniture showroom. It suits a slow half day of browsing paired with lunch or a brewery stop.
What to Expect
Near Main St, Gatorlillys sells new-with-tags and pre-owned Lilly Pulitzer, The Spice & Tea Exchange has more than 140 spices and boxed gift sets, and Doxology, recently moved to 16 E Plant St, mixes women's apparel with home goods and faith-inspired gifts. Just off Plant, 31 S Main St holds Polka Dotz (Pandora, Swarovski, Kendra Scott) at street level and The Stillroom, a metaphysical supply shop, upstairs. Driftwood Market sells garden goods, candles and stationery.
Heading west on W Plant St are Shoo Shoo Baby Boutique (36) for designer jackets and dresses, Winter Garden Wheel Works (101) for bikes and repairs, The Boutique on Plant (111) with Brighton, Joseph Ribkoff and hands-on styling help, Heirloom Amish Furniture (121), The Ancient Olive Gourmet (125) for olives, mustards and cured sausages, Adjectives Market (137) for refinished furniture and vintage designer handbags, and Silver Shekel Shop (146) for Israeli and Christian gifts. LiveTrends has its flagship inside the Plant Street Exchange on Tremaine St, with houseplants and ceramics designed in-house. At the west end, Plant Street Market (426) is an indoor artisan market attached to the Crooked Can Brewing taproom, and David Ramirez Chocolates and The Local Butcher & Market share the address.
Best Time to Visit
Directory pages don't post hours, so plan on daytime shopping and call ahead. Saturday morning is the time to come: the Winter Garden Farmers Market runs 8am to 1pm at the Downtown Pavilion, with 100-plus vendors and live music from 9am. Driftwood Market runs DIY workshops, so check the Downtown Winter Garden events calendar.
If You Only Have an Hour
Start at Gatorlillys and The Spice & Tea Exchange at 4 E Plant. Walk west to The Boutique on Plant and The Ancient Olive Gourmet (125), and finish at Plant Street Market with chocolate from David Ramirez or a beer at Crooked Can.
Where to Eat
Norigami, inside Plant Street Market, is David Tsan's eight-seat sushi counter, where you fold the washi paper from each piece into cranes; choose the ten-piece omakase or order à la carte. The Chef's Table and its sister, The Tasting Room, for small plates and wine, are inside the Edgewater Hotel downtown and plan to move to 12 and 2 W Plant St in mid-2027.
The directory
20 shops, all in one place.
Tap a shop or a dot on the map to see it.
Food & drink7 places
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Spice shop with more than 140 spices, 75-plus hand-mixed seasonings, flavored sugars, loose teas and olive oils, plus boxed gift sets for cooks.
View shop page →Website →@spiceandtea.wintergardenDirections
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Indoor artisan market with stalls for natural foods and handmade goods, including AntiquiTEAs and Wild Florida Honey, attached to the Crooked Can Brewing taproom.
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Chocolatier inside the Plant Street Market building making bonbons and bars from globally sourced ingredients, mixing old-world technique with modern flavors.
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Gourmet food shop with tastings of Spanish olives, French mustards, preserves, dry-cured sausages, nuts, handmade pastas and cocktail mixers sourced from around the world.
View shop page →Website →@theancientolivewintergardenDirections
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Butcher counter at the Plant Street Market building selling steaks, chicken and pork for the grill, plus a deli case of Boar's Head meats and cheeses.
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Chocolate and dessert cafe on Plant Street selling handmade chocolates alongside crepes, pastries, cakes, gelato, milkshakes and coffee drinks.
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Saturday market at the Downtown Pavilion with 100-plus vendors, live music and year-round hours; recognized by American Farmland Trust and open since 2008.
View venue page →Website →@wintergardenfarmersmarketDirections
Boutiques3 places
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Women's boutique mixing apparel, shoes and jewelry with home goods, wall decor, lighting and faith-inspired gifts, with a small prayer space in the center of the store.
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Women's clothing and accessories for all ages and sizes, carrying Brighton, Clara Sun Woo, Joseph Ribkoff, KUT Denim and Yellowbox shoes, with hands-on styling help from staff.
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Women's fashion boutique stocking contemporary designer jackets, dresses, sweaters and statement accessories, in a storefront near the east end of Plant Street.
Gifts3 places
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Gift shop of Israeli and Christian goods: fashion and fine jewelry, gourmet foods, cosmetics, handmade soaps, pottery, books, Bibles and devotionals.
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Gift and home shop on Main Street with garden goods, candles, jewelry, stationery, apparel and baby gifts sourced locally and abroad, plus hands-on DIY artisan workshops.
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Gift shop on Joiner Street selling local, tongue-in-cheek gifts, with staff who personalize items and build custom gift baskets to order.
Home2 places
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Multi-vendor market of artisan and decor booths selling hand-painted and refinished furniture, vintage designer handbags, handmade jewelry and memorabilia, with DIY classes.
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Flagship store of the Apopka-born plant decor company, inside the Plant Street Exchange, selling houseplants, ceramics, planters and accessories designed in-house.
Specialty2 places
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Second-floor metaphysical supply shop with herbs, crystals, candles, oils, journals and jewelry, plus classes, tarot readings and ritual ceremonies.
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Full-service bicycle shop on Plant Street selling road, mountain, hybrid, comfort and kids' bikes and family gear, with certified mechanics for repairs.
Vintage1 place
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Upscale resale boutique devoted to Lilly Pulitzer, with new-with-tags and pre-owned dresses and accessories; it claims the largest Lilly resale selection in Florida.
View shop page →Website →@gatorlillys_wintergardenDirections
Jewelry1 place
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Family-owned women's boutique focused on jewelry and gifts, carrying Pandora, Swarovski and Kendra Scott, in a storefront just off Plant Street on Main Street.
Furniture1 place
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Furniture showroom for pieces built by Amish craftsmen, with custom choices of wood, stain, upholstery, hardware and edge details for each order.
No shops in that category here yet.
This week
In Winter Garden this week.
Typical hours
Most shops keep the hours below.
Hours vary by individual store. Always check with specific retailers.
Eat, drink, stay
Between shops, close by.
Top restaurants nearby
All of Eat →- NorigamiBib GourmandJapanese, Sushi · David Tsan's eight-seat sushi counter in Plant Street Market; diners fold the washi paper from each piece into cranes. Ten-piece omakase or à la carte.$$$
- The Chef's TableFine dining · Local favorite now inside the Edgewater Hotel downtown; moving to 12 W. Plant St. in the restored 1912 Bond Building in mid-2027.
- The Tasting RoomSmall plates and wine · Sister to The Chef's Table inside the Edgewater Hotel; moving to 2 W. Plant St., at Plant and Main, in mid-2027.
Ratings are the scores saved in our directory and are not live. Check the listing for the current score.
Getting here
Parking and transit.
The free Boyd St garage is next door to the Downtown Pavilion, which makes it the easy choice on market Saturdays.
- PParkingNo parking details were found on a loaded page; the Downtown Winter Garden site links a 'Parking, Maps & Resources' page that could not be opened. Downtown is a drive of about 25 minutes from downtown Orlando and 20 minutes from Walt Disney World per Visit Orlando; there is no SunRail or LYMMO service.
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A bungalow neighborhood just northwest of downtown whose Main Street, Edgewater Drive ("the Drive"), mixes gift shops, a record store, boutiques and a long-running bike shop with cafes and wine bars. It suits a relaxed local errand-and-lunch outing rather than a full shopping day.
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Guides for Winter Garden
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