Winter Park
Winter Park is the Orlando that predates the theme parks and outclasses them for charm: a railroad town from the 1880s that grew into the region's most polished address, all brick streets, canopy oaks and a chain of spring-fed lakes. Park Avenue is its front porch — a half-mile of boutiques, wine bars and sidewalk cafés running between the Rollins College campus and the old train station, with the Charles Hosmer Morse Museum's Tiffany collection anchoring the north end.
Locals treat it as a small town that happens to sit inside a metro of two and a half million. Saturday belongs to the farmers' market at the old depot; Sunday to the boat tour that's been running through the canals and lakes since 1938. It is the standard every other Orlando neighborhood is quietly measured against.
Area Winners
The magazine’s 2026 category winners with a home in this area — each carries the Orlando Citizen award badge and its own feature article.
Be On Park Fine Jewelry — Best Local Boutiques 2026 · Net Score 98.3. The full ranking · The winner feature
Privé Salon — Best Hair Salons 2026 · Net Score 97.4. The full ranking · The winner feature
Charles Hosmer Morse Museum of American Art — Best Attractions & Things To Do 2026 · Net Score 96.7. The full ranking · The winner feature
The Dirty Dog — Best Pet Groomers & Boarding 2026 · Net Score 94.5. The full ranking · The winner feature
Ranked in Winter Park
39 ranked placements from the magazine’s Top Businesses program — every entry scored on the same published methodology and linked to its full Top 10.
Be On Park Fine Jewelry — Local Boutiques #1 · Net Score 98.3 · 152 S Park Ave, Winter Park, FL 32789
Privé Salon — Hair Salons #1 · Net Score 97.4 · 155 E New England Ave #102, Winter Park
Charles Hosmer Morse Museum of American Art — Attractions & Things To Do #1 · Net Score 96.7 · Park Ave, Winter Park, FL
Salon Ciseaux — Hair Salons #9 · Net Score 96.4 · 658 N Wymore Rd, Winter Park
Writer's Block Bookstore — Local Boutiques #7 · Net Score 96.1 · 316 N Park Ave, Winter Park, FL 32789
Full Circle Yoga — Yoga & Pilates #9 · Net Score 95.9 · 972 Orange Ave, Winter Park
Sultre Boutique — Local Boutiques #8 · Net Score 95.6 · 290 N Park Ave, Winter Park, FL 32789
Soseki Modern Omakase — Fine Dining #7 · Net Score 94.8 · 955 W Fairbanks Ave, Winter Park, FL 32789
The Chapman — Fine Dining #9 · Net Score 94.7 · 500 S Park Ave, Winter Park, FL 32789
The Chapman — Steakhouses #4 · Net Score 94.7 · 500 S Park Ave, Winter Park, FL 32789
The Dirty Dog — Pet Groomers & Boarding #1 · Net Score 94.5 · 5455 Lake Howell Rd, Winter Park, FL
Corner Chophouse — Steakhouses #7 · Net Score 92.7 · 558 W New England Ave, Winter Park, FL 32789
The Alfond Inn — Wedding & Event Venues #2 · Net Score 92.5 · 300 E New England Ave, Winter Park, FL 32789
Winter Park Scenic Boat Tour — Attractions & Things To Do #9 · Net Score 92.1 · Winter Park, FL
Soseki Modern Omakase — Sushi & Japanese #3 · Net Score 92.1 · 955 W Fairbanks Ave, Winter Park, FL 32789
Umi Japanese Restaurant — Sushi & Japanese #4 · Net Score 92.0 · 525 S Park Ave, Winter Park, FL 32789
Gelato-Go Orlando — Ice Cream & Desserts #4 · Net Score 91.8 · 513 S Park Ave, Winter Park, FL 32789
Blue Bamboo Center for the Arts — Live Music Venues #3 · Net Score 91.3 · 460 E New England Ave, Winter Park, FL 32789
Casa Feliz Wedding Venue — Wedding & Event Venues #7 · Net Score 91.2 · 656 N Park Ave, Winter Park, FL 32789
SoDough Square (Winter Park) — Pizza #10 · Net Score 91.0 · 223 W Fairbanks Ave, Winter Park, FL 32789
Rome's Flavours — Italian #8 · Net Score 90.8 · 124 E Morse Blvd, Winter Park, FL 32789
Celebration Gardens — Wedding & Event Venues #10 · Net Score 90.7 · 1871 Minnesota Ave, Winter Park, FL 32789
Winter Park Farmers' Market — Farmers Markets #2 · Net Score 90.6 · 150 N New York Ave, Winter Park, FL
Sushi Saint Winter Park — Sushi & Japanese #7 · Net Score 90.5 · 957 W Fairbanks Ave, Winter Park, FL 32789
The Alfond Inn at Rollins — Hotels & Resorts #8 · Net Score 90.1 · 300 E New England Ave, Winter Park, FL 32789
Sixty Vines – Winter Park — Brunch #9 · Net Score 89.9 · 110 S Orlando Ave, Winter Park, FL 32789
Bulla Gastrobar – Winter Park — Brunch #10 · Net Score 89.8 · 110 S Orlando Ave #7, Winter Park, FL 32789
Sakari Sushi — Sushi & Japanese #9 · Net Score 89.5 · 510 Orlando Ave N, Winter Park, FL 32789-2935
Armando's — Italian #10 · Net Score 89.4 · 463 W New England Ave, Winter Park, FL 32789
Hillstone — Burgers #3 · Net Score 89.1 · 215 S Orlando Ave, Winter Park, FL 32789
Light on the Sugar — Bakeries #6 · Net Score 89.0 · 501 N Orlando Ave Ste 225, Winter Park, FL 32789
Buttermilk Bakery — Bakeries #8 · Net Score 88.6 · 1198 N Orange Ave, Winter Park, FL 32789
Conduit — Live Music Venues #7 · Net Score 88.4 · 6700 Aloma Ave, Winter Park, FL 32792
Winter Park Golf Course — Golf Courses #3 · Net Score 88.2 · 761 Old England Ave, Winter Park, FL 32789
The Courtesy — Cocktail Bars #9 · Net Score 88.1 · 1288 N Orange Ave, Winter Park, FL 32789
Agave Azul Winter Park — Mexican & Tacos #2 · Net Score 87.9 · 900 S Orlando Ave, Winter Park, FL 32789
Croissant Gourmet (Morse Blvd) — Bakeries #10 · Net Score 86.6 · 120 E Morse Blvd, Winter Park, FL 32789
The Hangry Bison (Winter Park) — Burgers #10 · Net Score 86.6 · 480 N Orlando Ave Ste 130, Winter Park, FL 32789
Pepe's Cantina — Mexican & Tacos #8 · Net Score 81.0 · 433 W New England Ave, Winter Park, FL 32789-4283
On the Map
Every ranked business in this hub is plotted on the magazine’s Top Spots Map — the link opens it on Winter Park’s highest-scored entry, Be On Park Fine Jewelry. Filter by category to explore the whole region’s 290 spots.
From the Magazine
Winter Park Dining
Day Trips From Orlando
Orlando Farmers Markets Guide
Winter Park Guide
Winter Park Things To Do
Winter Park Soseki Profile
Winter Park Chapman Park Avenue
Winter Park Coffee Breakfast
Winter Park Brunch
Winter Park Date Night
Winter Park Hannibal Square
Winter Park Park Avenue Shopping
Winter Park Lakes Boat Tour
More Areas
Also in Towns & Suburbs: Maitland · Eatonville · Altamonte Springs · Casselberry · Longwood · Winter Springs · Lake Mary · Heathrow · Sanford · Oviedo · Winter Garden · Windermere · Apopka · Ocoee · Horizon West · Hamlin.
Browse the full index: Orlando Areas & Neighborhoods — and the region as a whole in the Top Businesses hub and the Tourism Guide.