Town Day 2024 was Saturday, June 1
In process! Please check back close to Town Day!
Events Schedule — Winchester Town Day 2024
Subject to change.   •   Check the Town Day booth for updates on Town Day.   •   Rain Date: Sunday, June 2nd.
Start End Kids
Friday, May 31st
6:30 PM 8:30 PM Friday Night Block Party — Ben Rudnick and Friends. Food available for purchase. (Available to sponsor!) Fire Station A
Saturday, June 1st
8:00 AM 11:00 AM Pancake Breakfast — $7 per person (Rotary Club) Hope Church/Jenks Parking Lot E
8:45 AM 10:00 AM Town Day Road Race — Registration begins at 7:30am (WFEE) 67 Shore Road
9:00 AM 11:30 AM Fishing Derby — Register at 8:30. (Preschool Social Academy) Elliot Park/Wedge Pond D
9:00 AM 2:00 PM Bake sale, hot dogs and refreshments, on front terrace (Winchester Unitarian Church) Church-Parkway @ Main St. J
9:00 AM 3:00 PM Petting Zoo (Winchester Co-operative Bank) Common C
9:00 AM 3:30 PM Drawing for Fireworks Starter! — Sign Up All Day Town Day Booth A
9:00 AM 4:00 PM Town Day at the First Congregational Church — Cold drinks and restrooms available. Picnic on the lawn! First Congregational Church C
9:00 AM 4:00 PM Downtown Street Fair — 200 VENDORS AND EXHIBITORS! Main, Mt Vernon, Thompson St
9:00 AM 4:00 PM Winchester Fire Department Vehicle & Equipment Display Jenks Lot E
9:00 AM 4:00 PM Winchester DPW Vehicle Display Jenks Lot E
9:00 AM 4:00 PM Mini Golf at Town Day — 9-hole mini golf course for all ages from Covering New England Jenks Lot E
9:30 AM 1:30 PM Historical Trolley Rides — Narrated by Winchester Historical Society (Albiani Management Company) Common Bus Stop C
10:00 AM 2:00 PM Authentic Selves" pride art exhibit in Ripley Chapel — Free games and lemonade on the front lawn of First Congregational Church (First Congregational Church) Ripley Chapel C
10:00 AM 3:00 PM Rock N Roll RC Racing (Iron Tree Service) Jenks Parking Lot E
10:00 AM 4:00 PM Children's Art Show K-12 (Winchester Friends of Art) Town Hall F
10:30 AM 11:30 AM Winchester Community Music School Jazz Ensembles — classic jazz, bebop, and fusion (Winchester Community Music School) Jenks Lot Stage E
11:00 AM 11:45 AM Karen Bernard School of Dance Common Stage C
11:00 AM 1:00 PM DIY Wands — Design and build your own magic wand! Details at Library Lawn
11:45 AM 12:30 PM Winchester Community Music School Motown Ensemble — classic Motown hits of the 60’s and 70’s (Winchester Community Music School) Jenks Stage E
12:00 PM 12:45 PM Animal Adventures — Interact with our animals! Common Stage C
12:00 PM 1:00 PM Matt Heaton and the Outside Toys — Family Friendly concert (Winchester Unitarian Church) Unitarian Church patio
12:45 PM 1:30 PM Winchester Community Music School Adult Rock Cover Band — classic rock from the 60’s-90’s to today’s hits (Winchester Community Music School) Jenks Lot Stage E
1:45 PM 2:30 PM Winchester Community Music School Village Band — everything from classical to folk to global music (Winchester Community Music School) Jenks Lot Stage E
2:00 PM 2:45 PM Animal Adventures — Interact with our animals! Common Stage C
3:00 PM 4:00 PM Best in Show Winchester Dog Show — Register at 2:30 pm at the Common Stage (Ciao Bow Wow) Common C
3:30 PM 6:00 PM Chamber of Commerce Beer Garden — Craft Beers, music, food (Winchester Chamber of Commerce) Griffin Museum Patio E
7:30 PM 8:15 PM Winchester High School Vocalists and Octets Common Stage C
8:15 PM 9:00 PM Winchester High School Jazz Band (Available to sponsor!) Common Stage C
9:15 PM 10:00 PM FIREWORKS DISPLAY (Available to sponsor!) Over Center J

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Winchester Town Day Committee
PO Box 721
Winchester, MA 01890