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The Greater Greenwich Chamber of Commerce is excited to announce the 31st Annual Whipple City Festival will take place on June 16 & 17, 2023 in the Village of Greenwich.  Presented by Greenwich Ford and Pioneer Bank, festivities include a parade, live music, food, activities, and vendors.


What began as a thank you to the community for their support of our local businesses has become a popular event for the entire southern Washington County area.  For more than 30 years, the Whipple City Festival has kicked off summer with a weekend of festivities for the whole family.  We hope to see you there!


2023 Whipple City Festival

DAY 1 - June 16th

The Whipple City Festival will kick off on Friday, June 16 at 6:00pm with the Whipple City Parade.  This year’s theme for the parade is “Small Town Pride,” allowing participants from area towns to show the enthusiasm they have for their communities.  The parade will begin at the Big Lots Plaza and travel through the heart of the village.  Participating in the parade is free and an entry form, found on the festival website, must be submitted.


After the parade, Road House Rhythm and Blues will perform at the gazebo in Mowry Park.  Food and beverage vendors will be available, including ice cream, beer, and wine.  Attendees are welcome to bring fold-out chairs as seating in the park is limited.

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DAY 2 - June 17th

On Saturday, June 17, starting at 11:00am, the Whipple City Festival continues with a free all-day street fair on Main Street in the downtown area between Hill Street and John Street as well as Washington Square.  Live music, food vendors, and family activities will be in Wallie’s restaurant parking lot and adjacent property.  Visitors are encouraged to “shop local” at Greenwich businesses and restaurants.  Vendors will be located on the closed Main Street until 6:00pm with the street reopening by 7:00pm.


The festival features a live music line-up for Saturday in two locations.  Bands will perform on the main stage at the backside of Wallie’s property.  Local favorite Eastbound Jesus will headline at 7:00pm.  Performers include Ragged Rascal at 11:30am, Rusticator at 2:00pm, and Twilight Drive at 4:30pm.  In Washington Square, Andrew Mollica at 11:30am and Matt Plays Music with Kathi Brooks at 2:00pm.  Seating is limited and fold-out chairs are recommended.


Throughout the day there will be many activities available for both kids and adults.  Free horse-drawn wagon rides are provided by Washington County Draft Animal Association.  More details, including activities conducted by local groups and non-profits, will be announced soon.

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Washington Square

11:30am - Andrew Mollica

2:00pm - Matt Plays Music with Kathi Brooks

Main Stage at Wallie's

11:30am - Ragged Rascal

2:00pm - Rusticator

4:30pm - Twilight Drive

7:00pm - Eastbound Jesus


The 2023 Whipple City Festival Parade kicks off at 6:00pm on Friday, June 16th.

2023 Parade Theme: Small Town Pride

Grand Marshall: Jim McClay


Line-up begins at 5:00pm in the Big Lots parking lot.


The parade route proceeds along Main Street to the traffic light, turn right onto Hill Street, right onto Bleeker Street, and right onto Academy Street.  It will conclude upon reaching the entrance to the Village Hall on Academy Street. Entertainment at the Gazebo will begin immediately after the parade.


Entry into the parade is free!


The list of commercial and informational vendors for Whipple City Festival is coming soon!


Every year a portion of proceeds from the Whipple City Festival provides a scholarship for a graduating senior from Greenwich Central School who will purse a degree in business.

Our sponsors are crucial to making the festival happen.  The Greater Greenwich Chamber of Commerce would like give a heartfelt thank you to the following businesses for their support of the 31st Annual Whipple City Festival.


Greenwich Ford


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