Shopping in Winter Park

Select Local Merchants

LaBella Intimates' owner, Santa LaBellman, dubbed the "Bra Whisperer" by Orange Appeal magazine, tempts eyes with her boutique's collection of lacy, silky, and frilly underthings procured from European and domestic designers. Santa, who is concerned that many women wear the wrong bra size or traffic cones under their shirts, offers complimentary fittings to match bosoms with cup sizes ranging from A cup to K cup and band sizes ranging from 30?50. The shop primarily carries brassieres and underwear from European brands Kris Line and Panache, but Santa also stocks playful pajamas from Fleurt and Affinitas and smoothing shapewear by Yummie Tummie. After slipping behind the dressing rooms' black-and-white brocade curtains to try on their chosen wares, shoppers stand beneath the glow of a chandelier at the front register to take possession of their new lingerie.

411 W New England Ave
Winter Park,
FL
US

Just walking through the door of All Fired Up can lead to artistic inspiration for paint-your-own-pottery sessions. Paper butterflies, flowers, and stars speckle the floor-to-ceiling windows, and ceramic tiles in the shape of birds, hearts, and trees cover the back wall. Artists of all experience levels can select a bisque piece to decorate with the studio’s vast supply of paints and melted Skittles.

229 W Fairbanks Ave
Winter Park,
FL
US

The experienced needle wielders at Perfect Fitting adjust the sizing of all manner of garments for men, women, and children. Shorten jacket sleeves ($30) and shirt sleeves ($20) to better showcase muscular wrists, and alter skirt hems to show off rare third knees ($16+). A fresh plain pants hem ($12) creates a crisp upper border for shoes, and a new zipper ($16) helps to maintain modesty. Ill-fitting slacks and legs reconcile after Perfect Fitting's staff bedeck denim with an original jeans hem ($20), and watermelon smuggling is made simpler after the alteration specialists take out skirt or dress waists ($16

220 N Orlando Ave
Winter Park,
FL
US

Recently relocated to a new downtown location, Hot Olives Restaurant hosts a diverse menu that indulges multifarious mouths. Nine-to-fivers who regularly replace their usual PB&J lunch with an island crab-cake sandwich ($12) or a fried-green-tomato BLT ($11) may experience a decrease in midafternoon popcorn mirages. Dinner diners can start with a signature appetizer of hot olives, breaded and diced black olives infused with asiago cheese and a side of blue cheese layered with sweet chili sauce ($9). The tropical almond chicken salad ($15) and hearts of Palm Beach ($11) appeal to salad seekers, and the chicken pompadour boasts a lemon-caper buerre blanc ($17), sometimes used as a styling aid by Elvis impersonators. Lunch is served from 11 a.m. to 4 p.m. Tuesday–Saturday; dinner is served from 4 to 10 p.m. Tuesday–Thursday and until 11 p.m. Friday and Saturday.

601 S New York Ave
Winter Park,
FL
US

Jonathan's Flowers furnishes floral displays for any occasion demanding a cornucopia of blooms. Present your dearly beloved spouse or chinchilla with the Joyful Bloom ($45+), a purple-and-yellow amalgamation of irises, lilies, and solidagos, or pick petals with Positively Pompons ($40+), a bouquet that's cheerfully decked out with pompons, mums, and mini-myrtles. Herbaceous lovers can reward their sniffers with the carnation-packed Soft Sojourn ($50+), while gift givers will find floral displays that specifically speak their sentiments, be it "Happy birthday!" or "Pistols at dawn!" Exotic efflorescence and European yieldings are among the other items rounding out the floral fandango.

501 North Orlando Avenue
Winter Park,
FL
US

Florida Frame House and Gallery has been crafting museum-quality custom frames for more than 50 years. The gallery's grizzled framers help finalize masterpieces of all mediums—including photographs, oil paintings, canvas, or macaroni art—with a variety of frame styles. First-year photography majors can elevate their black-and-white images of old people's hands and garden gnomes shedding a single tear into timeless art with poster frames ($90+), while matted frames present a padded repose for spare Seurats ($200+). High-end conservation framings begin at about $400 and cryogenically freeze more antique heirlooms so that they can be displayed alongside your caveman collection.

444 W New England Ave
Winter Park,
FL
US