The Valley Today

Woodstock's Hometown Holidays


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Woodstock is gearing up for its first-ever two-day Hometown Holidays celebration, and excitement is in the air. In this episode of The Valley Today, host Janet Michael talks with Jen Dufner, the town's marketing and events coordinator, to discuss the expanded festivities, the challenges of organizing such an event, and the unique experiences awaiting residents and visitors alike.

Expanding the Holiday Magic

For the first time, Hometown Holidays will span both Saturday and Sunday, offering more opportunities for families and friends to enjoy the festivities. Jen explains that the decision to extend the event was driven by the packed December calendar and the desire to give everyone a chance to participate. "There's always so much going on during the holidays," she notes. "Having that extra day means people don't have to choose between events—they can do it all."

Vendors, Young Entrepreneurs, and Local Flavor

This year, the event boasts 17 vendors, up from 13 last year, and introduces a heated tent to keep attendees cozy. Notably, the young entrepreneurs' market, organized in partnership with the local chamber, will take place on Saturday only. Jen encourages everyone to carve out time to support these creative youngsters, who bring fresh ideas and products to the community. Additionally, a few vendors will only be present on one of the two days, adding a sense of urgency and variety to the shopping experience.

Navigating Logistics and Weather

Organizing a two-day outdoor event is no small feat. Jen and Janet discuss the logistical hurdles, from coordinating vendor schedules to preparing for unpredictable weather. The team has planned for every scenario, including a heated tent next to Woodstock Brewhouse and clear signage to guide visitors. Updates and maps will be posted on the Woodstock Enhancement Facebook page, ensuring everyone stays informed.

Santa, Swing, and Sweet Treats

No holiday celebration would be complete without Santa Claus, and Woodstock's event is no exception. Santa will be available for photos and wish lists both days, with slightly different hours each day. On Saturday, attendees can also enjoy a special performance by the Yesterday Swing Orchestra, an 18-piece ensemble bringing classic Christmas carols to life inside the brewhouse.

The festivities don't stop there. The beloved cookie crawl returns, featuring 15 participating businesses and bakeries. For $25, ticket holders can collect a cookie from each location—no baking required. Jen and Janet share laughs over their own baking mishaps, agreeing that "you can't taste ugly" when it comes to homemade treats.

Celebrating Local Businesses and Community Spirit

Throughout the conversation, both women highlight the vibrant mix of shops and eateries lining Main Street and Court Street. From bookstores and art galleries to cafes and ice cream parlors, Woodstock's downtown offers something for everyone. The event also shines a spotlight on local artists and entrepreneurs who may not have storefronts, giving them a platform to share their talents.

A Weekend to Remember

As the conversation wraps up, Jen expresses her excitement for the expanded event and the magic it brings to downtown Woodstock. With a growing roster of vendors, special performances, and a strong sense of community, Hometown Holidays promises to be a memorable weekend for all. For the latest updates, attendees are encouraged to follow the Woodstock Enhancement Facebook page: https://www.facebook.com/woodstock.enhancement

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The Valley TodayBy Janet Michael