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Fall Fest Planned for September 30

It’s almost that time again! The fourth annual “Woodbury Fall Festival: A Meander Down Main Street”, sponsored by WOW, What’s On in Woodbury, will take place on September 30 from 2pm to 6pm along Main Street South, from Judson Street to Canfield Corner, offering a half-mile of family fun.

“FallFest has quickly become a much anticipated annual event in Woodbury,” says WOW partner Loryn Ray. “People look forward to meeting neighbors and greeting friends while enjoying all the festival brings to our classic New England town.”

In 2017, over 120 vendors and non-profit organizations took space along Main Street for FallFest, and more are expected in 2018. Many will be selling selections from their shops, or providing a look at what they offer.

Another WOW partner, Marla Martin, explains, “From local artisans displaying their works, to non-profits sharing how they benefit their community, the range of local people sharing their interests and talents brought together for one magical day highlights the special community that is Woodbury.”

One of the popular features of FallFest are the Food trucks that will dot Main Street, where people can find all types of fare, ranging from snacks and light fare, to full meals and desserts. Along with returning favorites, five new food trucks are joining the lineup: Whey Station, Weenie Lynn’s, Meriano’s Bakery and Cannoli Truck, Circus Man Ice Cream, and Pork N’ More.

Entertainment will be provided from two stages, one at either end of the festival boundaries. Returning this year are the popular local performers Root Six, Blues Alley and Maia Dobbs along with newcomers Jason Ingriselli & The Miles North, and Rock Republic.

Woodbury FallFest would not be complete without the Annual Pumpkin Derby, sponsored by the Woodbury Business Association. Register to race on the day of the event at the table next to the giant pumpkin on School Street between 1pm and 3pm. Judging for the Most Creative Decoration begins promptly at 3pm, and the Derby will begin promptly at 4pm. Upon conclusion of all racing, awards will be presented for Most Creative Decoration and overall Pumpkin Derby Race Winner. You must be present to win. A limited number of free wheel and axle kits will be available at the Woodbury Parks and Recreation house starting on September 17. Complete information and rules for the Pumpkin Derby are available on the WOWBURY.ORG website.

In three short years, the Woodbury Fall Fest has grown from a town-wide block party with 1500 attendees, to a regional celebration of everything Woodbury that, in 2017, drew over 8000 people. “Our hope for 2018 is that the weather will cooperate and gives us a good day for this popular event,” stated Jenifer Miller, the third of the WOW partners. “Each year we look for new ways to keep the event relevant and interesting.”

The WOW Committee reminds everyone that Main Street will be closed to all traffic between Route 47 and Judson Street starting from 1pm until after the event. Attendees are encouraged to park at either Mitchell School or Woodbury Middle School, or at Hollow Park and take the shuttle bus to the FallFest.

WOW is a joint effort between the Woodbury Parks and Recreation department, the Woodbury Senior Center, and the Woodbury Public Library, and provides high-quality free programs for community members of all ages.

For more information, or to volunteer to help at the event, contact or visit their website,

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