Shopping in Winter Park

Select Local Merchants

For more than 130 years, the Orlando Sentinel has kept communities abreast of local, regional, national, and international news, garnering multiple Pulitzer Prizes thanks to the talents of writers and editors including Jeff Brazil, Jane Healy, and John. C. Bersia. Today, the editorial team keeps that tradition of in-depth journalism thriving. Sports reporters chronicle the accolades of the Florida Gators and Orlando Magic through roster ratings and staff interviews, and roving travel correspondents regale readers with vivid descriptions of vacation spots and the best islands to get shipwrecked on. Business writers tell of strategic changes to area businesses and help readers stay informed about economic changes in the market.

A rotating slate of daily features sections, such as Cooking/Eating, Entertainment, and Style & Home, highlight intriguing goings-on. Sunday editions double down on news coverage and weigh down doorsteps with a bevy of coupons, as well as lighthearted comics that give subscribers a chance to laugh at the very real tragedy of cat obesity caused by lasagna addiction.

151 West Lyman Avenue
Winter Park,
FL
US

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 West New England Avenue
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

Flowers have long been used as a way to communicate feelings, from true love to the suspicion that one's dog can actually talk. Jonathan's Flowers' eclectic array of delivered blossoms lets people express almost any emotion or mood. Have daisies sent to your best friend via same day delivery, or schedule for a bouquet of roses to arrive at your home just in time for a romantic dinner.?

501 North Orlando Avenue
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 South New York Avenue
Winter Park,
FL
US