The best local shops in Winter Park

Retail chain selling athletic shoes, apparel & accessories, plus licensed team merchandise.

355 N Alafaya Trail (Orlando)

Clothing chain featuring classic, stylish pieces for men & women, plus shoes & accessories.

407 N Alafaya Trail (Orlando)

Retail chain selling brand-name clothing, shoes, accessories & housewares at discount prices.

373 N Alafaya Trail (Orlando)

Local chain specialty retailer selling apparel, accessories, home goods, gifts & novelties.

387 N Alafaya Trail SPC C03A (Orlando)

Clothing, footwear, and home decor retailer with brand-name items for men, women, and kids.

1250 N Alafaya Trail (Orlando)

Fashion chain selling trendy jeans, dresses, blazers, suits and more for men and women.

351 N Alafaya Trail Spc A03 (Orlando)

Chain retailer carrying a wide selection of trendy brand-name & designer sunglasses.

495 N Alafaya Trail (Orlando)

Teen-oriented chain known for rock/pop-culture-inspired T-shirts, plus accessories & body jewelry.

357 N Alafaya Trail Spc B02 (Orlando)

Chain retailer known for housebrand women’s lingerie, plus pajamas, loungewear & beauty products.

509 N Alafaya Trail (Orlando)

Chain with a wide range of clothing for the family from jeans to loungewear, plus fun accessories.

403 N Alafaya Trail (Orlando)

Icon Clothing Shop keeps Orlando closets sharp with 100% authentic sneakers and tees, from Travis Scott Jordans and Supreme to Valabasas,…

7963 S Orange Blossom Trl (Orlando)

Locally owned Downtown Divas Boutique-Orlando nails the dress-up to dress-down spectrum with maxi and cocktail dresses, chic tops and…

2536 E Colonial Dr (Orlando)

Lombardi's Seafood has been Central Florida’s go-to for ultra-fresh fish and shellfish for over 60 years, with a selection that makes…

1888 W Fairbanks Ave

Whether you're hopping a quick Orlando weekend or planning your next big escape, Peak Gear keeps it simple with sleek, secure travel…

6555 Sanger Rd (Orlando)

Compact retailer specializing in brand-name running sneakers, activewear & exercise gear.

2415 N Orange Ave #105 (Orlando)

Colorful standalone shop with a collection of designer women's clothing, gifts & accessories.

2501 Edgewater Dr (Orlando)

Colorful boutique featuring eclectic art, gifts, clothes, books, pillows, purses & other home items.

112 S Park Ave

Retail chain offering brand-name clothing, accessories, shoes & housewares.

7911 S Orange Blossom Trl (Orlando)

Retail chain offering home goods, clothing, electronics & more, plus exclusive designer collections.

11619 Daryl Carter Pkwy (Orlando)

Retailer for clothing and a full line of products for outdoor activities.

5156 International Dr (Orlando)

Retail chain offering home goods, clothing, electronics & more, plus exclusive designer collections.

2155 Town Center Blvd (Orlando)

Trendy boutique selling clothing and jewelry for women of all ages.

214 N Park Ave

Chain specializing in licensed team hats, logo apparel & other sports merchandise.

9303 Jeff Fuqua Blvd Ste 2991 (Orlando)

Retail chain offering home goods, clothing, electronics & more, plus exclusive designer collections.

325 N Alafaya Trail (Orlando)

Retail chain offering brand-name clothing, accessories, shoes & housewares.

5975 S Goldenrod Rd (Orlando)

Department store chain with apparel, shoes & accessories, plus beauty products & home goods.

3403 E Colonial Dr (Orlando)

Wine specialist offering a curated selection of domestic & imported vintages with weekly tastings.

1223 N Orange Ave (Orlando)

Retailer offering a broad selection of cowboy and Western hats for men, women, and children.

239 N Texas Ave (Orlando)

Eco-minded chain with natural & organic grocery items, housewares & other products (most sell wine).

1030 N Orlando Ave

Chain specializing in licensed team hats, logo apparel & other sports merchandise.

4298 Millenia Blvd 1st Floor (Orlando)

Chain retailer known for its sporty line of sunglasses, plus goggles, apparel & accessories.

4971 International Dr Ste 3D 01a (Orlando)

Women's apparel brand known for its careerwear, dresses & separates in contemporary styles.

685 N Alafaya Trail (Orlando)

Upscale grocery store chain with an old-world vibe offers local produce, prepared eats, wine & more.

1500 N Mills Ave (Orlando)

Specialty chain offering a range of natural & organic grocery items, including own-brand goods.

2530 E Colonial Dr (Orlando)

Retail chain known for its discounted brand-name & designer shoes, handbags & accessories.

501 N Orlando Ave Unit 203

Chain specializing in licensed team hats, logo apparel & other sports merchandise.

8001 S Orange Blossom Trl #1208 (Orlando)

Chain retailer known for its sporty line of sunglasses, plus goggles, apparel & accessories.

8200 Vineland Ave #1735 (Orlando)

Chain specializing in licensed team hats, logo apparel & other sports merchandise.

8166 Vineland Ave SP1705 (Orlando)

Teen-oriented retail chain for a large assortment of games, snacks, jewelry, room decor & more.

379 N Alafaya Trail (Orlando)

Woodworking specialty chain selling tools & supplies, including books & project plans.

8155 S US Hwy 17 92 (Casselberry)

Eco-minded chain with natural & organic grocery items, housewares & other products (most sell wine).

8003 Turkey Lake Rd Phillips Crossing (Orlando)

Chain specializing in licensed team hats, logo apparel & other sports merchandise.

4975 International Dr Ste 3C08 (Orlando)

Clothing store featuring a mix of modern and vintage clothes, plus accessories.

745 N Orange Ave

Store featuring custom-fitted, permanent jewelry including bracelets, necklaces, and anklets.

1807 Winter Park Rd Ste b (Orlando)

Cozy store with K-pop and anime products, including figurines, CDs, posters, and T-shirts.

1778 Sand Lake Rd (Orlando)

Retail chain known for its discounted brand-name & designer shoes, handbags & accessories.

4021 Conroy Rd (Orlando)

Retail chain with a variety of Western & work-related apparel, shoes & accessories, plus gifts.

5716 International Dr (Orlando)