As the festive season draws near, there’s no better way to kick off your holiday celebrations than at Winter on the Avenue, held on December 6, 2024, in the heart of Winter Park, Colorado. This annual event has become a beloved tradition for locals and visitors alike, transforming the picturesque Park Avenue into a winter wonderland brimming with seasonal cheer, entertainment, and the magic of the holidays.

From 5:00 PM to 9:00 PM, Winter Park’s charming streets and Central Park will host a wide range of activities perfect for people of all ages. Whether you’re there for the live entertainment, holiday shopping, or to bask in the glow of the spectacular tree lighting ceremony, Winter on the Avenue promises to be an unforgettable night for all.

A Night of Magic and Holiday Spirit

Winter on the Avenue is more than just a holiday street party; it’s a full celebration of the season that brings the Winter Park community together to share the joy of the holidays. Visitors can expect a host of festive activities that truly capture the spirit of the season:

• Tree Lighting Ceremony: The highlight of the evening will be the traditional tree lighting ceremony, where the city’s beautiful holiday tree will light up the night in Central Park, just east of the Winter Park train station. The Mayor of Winter Park will lead the countdown, marking the official start of the holiday season. This magical moment is perfect for families and friends to gather, enjoy the twinkling lights, and experience the festive atmosphere that fills the air.
• Menorah Lighting Ceremony: To celebrate the season of Chanukah, the evening will also feature a menorah lighting ceremony, conducted by Rabbi Dovid Dubov of Chabad Orlando. This special ceremony brings together people of all backgrounds to honor this important holiday tradition, adding to the inclusive and diverse spirit of the event.
• Strolling Carolers and Live Music: One of the hallmarks of Winter on the Avenue is the live music that fills the streets. Strolling carolers will serenade visitors with classic holiday songs, creating an enchanting soundtrack to your evening. As you walk through the event, you’ll also hear performances from local choirs and musicians, ensuring there’s no shortage of holiday cheer. A performance by Belles & Bows, a renowned group from Central Florida Vocal Arts, will delight audiences with their beautiful harmonies and festive repertoire.
• Santa and Mrs. Claus: No holiday event would be complete without a visit from Santa Claus! Arriving at 6:30 PM with the help of Winter Park Fire-Rescue, Santa and Mrs. Claus will be available for photos and visits, giving children the chance to share their holiday wishes. The joy on the little ones’ faces is a heartwarming sight that adds to the festive magic of the evening.
• Holiday Market: For those who love to shop, the Holiday Market is a must-visit. Lined with local vendors offering seasonal goods, handmade crafts, and unique gifts, it’s the perfect place to find one-of-a-kind presents for your loved ones. Whether you’re looking for artisanal ornaments, holiday décor, or locally made treats, the market offers plenty of options to help you cross off your holiday shopping list.
• Popcorn Flicks in the Park: After the festivities, unwind with a holiday movie under the stars at Popcorn Flicks in the Park, presented by the Enzian Theater. Bring a blanket and grab some snacks as you enjoy a classic holiday film in the cozy setting of Central Park. There’s no better way to end the evening than with a Christmas movie night surrounded by family, friends, and the twinkling holiday lights.
• Fun for the Kids: Along with the magic of Santa and Mrs. Claus, kids will be treated to a variety of fun activities throughout the evening. From visiting the Bubble Bus, which pumps out thousands of glowing bubbles, to meeting stilt-walking elves strolling up and down Park Avenue, there’s plenty to keep little ones entertained and engaged in the festive fun.

A Community Coming Together

Winter on the Avenue isn’t just about celebrating the holidays; it’s about bringing the community together. With Park Avenue closed to traffic, the entire street transforms into a pedestrian plaza, allowing locals and visitors alike to stroll, shop, and enjoy the festivities. The community atmosphere is palpable as neighbors gather, families connect, and friends share in the joys of the season.

In addition to the entertainment and shopping, the event also offers opportunities to support local businesses and organizations. By purchasing from local vendors and participating in the event, attendees contribute to the thriving Winter Park community, making the holiday season even more meaningful.

Plan Your Visit to Winter on the Avenue

This free event is open to the public, making it accessible to everyone looking to get into the holiday spirit. Whether you’re a longtime resident of Winter Park or a visitor seeking a festive experience, Winter on the Avenue is the perfect way to start the holiday season. The event will take place rain or shine, so be sure to dress warmly and bring your family and friends for an evening of magical holiday fun.

Make It a Weekend to Remember

Why not extend the magic of Winter on the Avenue with a weekend getaway? After a night filled with holiday cheer, unwind and relax at The Jabberwocky. Located just minutes from all the festivities, The Jabberwocky offers cozy accommodations and a welcoming atmosphere that will make your stay truly special. Book your stay now at The Jabberwocky and make this holiday season one to remember!