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Greenfield Vintage Days 2023

Visit Greenfield Banner Vintage Days 2

About This Event

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Download a printable version of the Vintage Days map here

The Greenfield Business Association and the City of Greenfield are traveling back in time for the annual Vintage Days weekend celebration. Come experience Greenfield’s nostalgic charm on Friday, October 13, Saturday, October 14 and Sunday, October 15. The festivities include retro-rad activities and unique offerings throughout downtown. If you’ve been considering exploring all Greenfield has to offer, this is the weekend to do it!

Wondering how you will get around to seeing it all? The old-school trolley is operational and will transport people around downtown Greenfield from 10 a.m. to 7 p.m. on Saturday, traveling to vintage shopping spots, historical locations and great places to grab brunch, lunch and dinner. For the second year, classic and antique hot rods will stroll into Court Square for the Vintage Days Car Show on Saturday from 4 to 7 p.m. The city will be alive with sidewalk sales of clothing, books, vinyl and more. You can jump on ghostly history tours, play some vintage lawn games, immerse in Greenfield’s industrial heritage and shoot a round of pool with a vintage cocktail in hand. You can even catch a $4 showing of Batman [1989] at the Greenfield Garden Cinema.

Check out the full schedule of events below!




  • Vintage Car Show Saturday 4:00 – 7:00 pm. Court Square will be full of vintage cars from all eras. Adam’s Donuts will be serving donuts and coffee during the car show! To sign up to participate in the car show please visit the Greenfield Business Association website.
  • Trolley Rides Saturday 10:00 am – 7:00 pm starting at Court Square and stopping at Innovintage Place, Museum of Our Industrial Heritage, Whitney Hill Antiques, Roundabout Books, and the Historical Society of Greenfield
  • Greenfield Farmers’ Market Saturday 8:00 am – 12:30 pm
  • Hawks & Reed will feature The Johnny Memphis Band Saturday 7:30 pm



  • 10:00 am – 6:00 pm Hens & Chicks Grand Re-opening from  featuring a raffle, face painting, and decorations
  • 12:00 pm $4 movie at The Greenfield Garden Cinema featuring Batman (1989)
  • 3:00 pm $4 movie at The Greenfield Garden Cinema featuring Batman (1989)
  • 4:00 – 9:00 pm Haunted Gallery Tours by Finch Gallery at 278 Main St. Suite 204 $3 person
  • 6:00 pm Ghostly Walking Tour of Downtown Greenfield by Finch Gallery starting at 223 Main St. featuring ghost stories, strange facts, and history $10 adult / $5 child / $25 family


Event Details

Date & Time: October 13, 2023 - October 15, 2023
Event Categories: , ,

Event Venue

Venue Name: Downtown
Court Square
Greenfield, MA 01301 United States
Visit Greenfield Banner Vintage Days 2