Wine on the WestSide, Fall FunFest canceled for 2020

Cookeville's popular Wine on the WestSide festival has been canceled for 2020.

COOKEVILLE – Since 1991, CityScape has enjoyed bringing our community together and hosting quality live events for the people of the Upper Cumberland. Over the past several months, its board of directors and staff have been closely monitoring the COVID-19 situation on a global, national and local scale. Today, after careful consideration, they announce the cancellation of two of our area’s largest events for 2020: Wine on the WestSide (Aug. 15) and Fall FunFest (Sept. 11-12).

“This was a tough decision, and one that was not made without exploring numerous alternatives,” said Holly Freeman, CityScape executive director. “We love showcasing Cookeville’s historic downtown through our annual events – not only for locals, but for visitors who come from all over the Southeast. 2019 was a banner year for our organization, and we had great plans for continued growth and improvements in 2020. But, based on the information we have today, we know that canceling these events for this year is the smart decision. CityScape originated from having Cookeville’s best interests at heart. So right now, we must prioritize the health and safety of our community.” 

According to Freeman, CityScape vows to continue the work of promoting and enhancing the downtown Cookeville area despite this year’s unexpected obstacles. 

“We know that this decision may cause some disappointment, but we want the people of Cookeville to know that we remain fully committed to serving this community that we love,” added Freeman. “We will continue to pursue our mission – protecting, preserving and promoting our historic downtown – and are exploring new ways to support our Main Street businesses during these unprecedented times. As always, we encourage you to choose local every chance you have, as you are comfortable and able. We look forward to once again bringing you events that showcase and celebrate the beauty and uniqueness of Cookeville.” 

Cookeville Fall FunFest

To stay informed of future CityScape plans, visit, or follow them on Facebook and Instagram. 


CityScape is a 501(c)(3) non-profit organization that works to preserve and enhance the historic downtown areas of Cookeville. For nearly 30 years, CityScape has worked closely with city and county governments, individual business owners and merchants on renovation and expansion projects, as well as special events and campaigns that attract business to the area. CityScape places special emphasis on community livability, economic restructuring and historic preservation. Cookeville is proud to be an accredited Tennessee Main Street community, which follows the proven downtown revitalization model developed by the National Main Street Center, a subsidiary of the National Trust for Historic Preservation. 

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