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Unplug & Reset: Where to Recharge in Winter Park
Back to Blog In a world that constantly asks us to move faster, do more, and stay connected 24/7, taking time to slow down has become more important than ever. Whether your version of recharging looks like a quiet walk through nature, a restorative wellness experience, or simply carving out intentional time for yourself, Winter…
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From Launching Old Navy and PINK, to Building a Local Coffee Shop
Back to Blog Local Entrepreneur Traded Fortune 500 Career to Build New General Cafe from Scratch Tracy Liffey spent years helping launch some of the most iconic retail brands in the world, including Old Navy and PINK by Victoria’s Secret, eventually overseeing creative teams of more than 100 people. But despite a highly successful…
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Local Coffee Shop Crawl: Start Your Morning in Winter Park
Back to Blog Looking for the best coffee shops in Winter Park to start your day? Whether you’re a local or just visiting, there’s no better way to experience the charm of this walkable city than with a coffee shop crawl along Park Avenue. From handcrafted espresso drinks to indulgent pastries and artisan chocolates, Winter…
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Mother’s Day in Winter Park: The Perfect Gift Guide for Mom
Back to Blog Looking for the perfect way to celebrate Mom this year? Mother’s Day in Winter Park is all about thoughtful gifts, local charm, and supporting the boutiques that make this community so special. From timeless jewelry to cozy reads, stylish fashion, and relaxing wine experiences, Park Avenue and beyond offer everything you need…
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Spring Break in Winter Park: The Ultimate Guide to Family-Friendly Fun
Back to Blog Planning a sunny, stress-free getaway? Spring Break in Winter Park, Florida, offers families the perfect blend of outdoor adventure, walkable charm, delicious dining, and enriching experiences, all just minutes from Orlando. Whether you’re visiting for a long weekend or an entire week, here’s your complete guide to family-friendly things to do in…
Read MoreWinter Park Holiday Favorites: Dining & Shopping & Events
Back to Blog Winter Park glows with holiday cheer as local boutiques and eateries roll out festive offerings. Whether you’re hunting for a unique gift or looking for a cozy family meal, these hometown spots deliver warmth and nostalgia this season. From handcrafted jewelry to seasonal fare and decadent chocolates, each business brings its own…
Read MoreWinter on the Avenue FAQ
Back to Blog When and where is this event happening? Winter on the Avenue is on December 5, 2025, 5:00 p.m. – 9:00 p.m. on Park Avenue and in Central Park, Winter Park Is this event free to attend? Yes, this event is free and open to the public. What activities will be at the…
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Holiday Events in Winter Park: Your Guide to Festive Fun
Back to Blog The holidays in Winter Park sparkle a little brighter each year, thanks to the city’s charming streets, lively community spirit, and a calendar full of celebrations hosted by the Winter Park Chamber of Commerce and its members. From classic parades to enchanting concerts, Winter Park transforms into a festive wonderland throughout December.…
Read MoreCultivating Connection: The Chamber Events That Inspire Winter Park
Back to Blog The Winter Park Chamber of Commerce curates a dynamic calendar of Signature Events that embody the city’s spirit of leadership, collaboration and community pride. Each gathering tells a story of innovation, civic engagement and celebration. Together, these events form a rhythm of connection that unites residents, businesses, and leaders throughout the year.…
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Albin Polasek Museum & Sculpture Gardens — Winter Park’s Hidden Gem
Back to Blog Good Morning Winter Park Welcomes Jennifer Deery of the Albin Polasek Museum & Sculpture Gardens The Winter Park Chamber of Commerce welcomed a full house for Good Morning Winter Park, featuring guest speaker Jennifer Deery, Executive Director of the Albin Polasek Museum & Sculpture Garden. Deery shared the inspiring story of Winter…
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History
1881: New Englanders Oliver Chapman and his friend Loring A. Chase purchase 600 acres bordering Lakes Maitland, Osceola, Virginia and Killarney for $13,000. They refer to their property as a “necklace” of lakes surrounding lush acreage. Their goal is to develop a residential community of winter homes for wealthy Northerners — a “planned community.” It is the very first one in Florida, and they name the new town Winter Park. Designing around a central park and its main street, Park Avenue, they designate home sites, a hotel, churches, schools and parks. The duo market their Florida enclave to northerners fleeing harsh winters. Soon the railroad pulls into Central Park with loads of affluent tourists who stroll down Park Avenue.