SHOW ME ORLANDO / NEIGHBORHOOD SPOTLIGHT
Explore Winter Park
36 videos to help you get to know the area. Discover food, activities and local finds, then save your favorites for later.
Explore the mapPlaces to explore in Winter Park
Winter Park Scenic Boat Tour
Guided tours traverse the canals and lakes of Winter Park, offering views of historic estates and local wildlife from a small boat.
Funks Magic
Browse a collection of vintage Disney apparel, rare park memorabilia, retro video games, and collectibles at Funks Magic.
Jala Indian Cuisine
Located in Winter Park, Jala Indian Cuisine offers upscale dining with beautifully presented dishes like chicken tikka and cauliflower manchurian.
The Crossing Halloween Dessert Experience
The Glass Knife in Winter Park hosts The Crossing, a three-course Halloween dessert experience paired with a themed cocktail.
Breakfast & Brunch at Briarpatch Restaurant
Briarpatch Restaurant on Park Avenue in Winter Park is a local favorite serving up classic American breakfast and brunch dishes in a charming atmosphere.
Viva Healthy Pink House
Viva Healthy Pink House in Winter Park offers a healthier, pink-themed cafe experience featuring gluten-free, sugar-free, and dairy-free arepas, baked goods, and matcha.
Wine Tasting and Enomatic Dispenser Experience
The Wine Room in Winter Park offers an interactive experience with over 100 unique wines available via a self-service card-operated pour system.
Rollins Museum of Art
Explore rotating art exhibitions with free admission at the Rollins Museum of Art in Winter Park.
Charles Hosmer Morse Museum of American Art
Explore the world’s most comprehensive collection of works by Louis Comfort Tiffany, including jewelry, pottery, and his stunning chapel interior.
Squid Game-Inspired Challenges & Asian Treats at Shen Tea
Enjoy milk teas, Korean corn dogs, rolled ice cream, and fish-shaped taiyaki while playing Squid Game-inspired Dalgona and Ddakji challenges at this Winter Park cafe.
Reynolds Jewelers
Explore a local jeweler in Winter Park featuring fine jewelry, luxury watches, and a collection of antique clocks.
Scenic Boat Tour
Guided boat tours along the Winter Park Chain of Lakes offer views of waterfront estates and natural scenery for $20 per person.
Brunch on Bourbon
Enjoy New Orleans-style Sunday brunch featuring Southern staples, king cake beignets, and live piano music at Tibby's New Orleans Kitchen.
Cryotherapy, Sauna & Compression Services
Restore Hyper Wellness in Winter Park offers a suite of restorative treatments including cryotherapy, red light therapy, infrared sauna sessions, and compression therapy.
FIFA World Cup Watch Party
Watch live FIFA World Cup games while enjoying Yemeni coffee and halal food options like beef pastrami sandwiches and baklava at Haraz Coffee House.
Designer Thrifting at Avalon Exchange
Shop for secondhand designer clothes, shoes, and accessories at Avalon Exchange, a trendy buy-sell-trade thrift shop in Orlando.
Soseki Modern Omakase
Experience an exclusive 12-course handmade omakase meal at Soseki, a Michelin-starred restaurant in Winter Park known for its artistic culinary presentations.
Fresh Bagels and Schmears
PopUp Bagels offers fresh-from-the-oven bagels designed for gripping, ripping, and dipping with unique schmears like hot pickle butter in Winter Park.
Black Phil Coffee
Black Phil Coffee in Winter Park offers a vibrant, plant-filled aesthetic with plenty of seating for coffee lovers and remote workers.
Lifetime Winter Park
Discover Life Time Winter Park, a massive luxury fitness campus in Orlando featuring resort-style pools, a spa, salon, cafe, co-working space, and extensive pickleball courts.
Dipped Ice Cream and Custom Sweet Treats
La Diperie in Winter Park offers soft serve and hard ice cream customized with over 18 flavors of dips, drizzles, and various toppings.
Kraft Azalea Garden
Kraft Azalea Garden is a scenic 5-acre public park in Winter Park featuring cypress trees, lakefront views, and the Exedra Monument.
Bite30 Prix-Fixe Menu at Grappolo
Experience a special $38 three-course prix-fixe menu during the Bite30 food festival at Grappolo, featuring dishes like Risotto al Tartufo and Tiramisù.
The Grove Bar & Kitchen
The Grove Bar & Kitchen is a fresh Florida-inspired restaurant at Winter Park Village serving local ingredients, bold flavors, and signature dishes like carbonara pizza.
Happy Hour and Weekly Specials at F&D Woodfired Italian Kitchen
F&D Woodfired Italian Kitchen in Winter Park offers daily happy hour deals including half-off pizzas and weekly specials such as $19 Chicken Piccata or Parm on Tuesdays.
Weekend Brunch at AVA MediterrAegean
Experience a refined Mediterranean brunch featuring coastal-inspired dishes and aesthetic decor in the heart of Winter Park.
Nightmare on Orange Halloween Bar
The Courtesy in Winter Park hosts its Nightmare on Orange popup featuring spooky decorations and specialty cocktails through November 1st.
Full-Body Wellness Experience
Saku Sauna, Spa & Massage in Winter Park offers a wellness circuit including pink salt, steam, and wood-fired saunas, alongside massage services and a dedicated wellness bar.
Funks magic
Funks magic offers vintage Disney apparel and retro collectibles in the Winter Park area.
Charcuterie Class
Learn the art of board styling and create edible art like prosciutto roses and fruit flowers at Simply Cheese in Winter Park.
Paddleboarding the Winter Park Chain of Lakes
Otter Paddle Orlando offers beginner-friendly, two-hour guided paddleboarding tours through the scenic and peaceful Winter Park Chain of Lakes.
Nightmare on Orange Halloween Pop-Up
Experience spooky seasonal cocktails and themed bites during the Nightmare on Orange Halloween pop-up at The Courtesy in Winter Park.
Cake Decorating Nights
Visit The Glass Knife in Winter Park on Wednesday and Thursday nights to decorate your own personal-sized cake with colorful buttercream and tools for $20.
Perla's Pizza
Perla's Pizza in Winter Park offers a vibrant, disco-inspired atmosphere with unique menu items like their banana pizza.
Winter Park Farmers Market
Explore Orlando's charming Winter Park Farmers Market featuring unique plant stalls, diverse food vendors, and a vintage 1970s van converted into a photo booth.
Hours, prices and availability change. Check with each venue before you visit.