« All Events
August 29, 2026 Saturday Cummington Fair Drive
August 29 @ 9:00 am - 5:30 pm
Spots are still available.
August 29, 2026 Cummington Fair Drive
To sign up: contact Allen Chin – ttlnow2@gmail.com
Join us for a scenic 102 mile 
cross-state adventure from
Sturbridge to the historic
“Cummington Fair” in
Cummington Mass This
picturesque drive will wind
through hilly, curvy Miata-
perfect roads. We’ll take a rest
stop about 90 minutes into our
2.25-hour journey before
arriving at this classic New
England Country fair run
annually since 1869.
Once we arrive, you’re welcome to
stay and enjoy the fair’s classic New
England charm—or simply head home,
savoring the fact that the ride itself is half the fun.
Sat 29 Aug – Agriculture Day & Demo Night – open 7 AM-9:30 PM
Events: agricultural judging, fiber arts, Ox and Hores Draws and craft barn demonstrations
Fair Admission ticket details:
Advance purchase tickets: Adult $12.80, Senior $10.76, Youth $5.68
https://cummington-fair.yapsody.com/event/book/873733/31843675
(advanced entry Ticket purchase recommended once ride registration is confirmed)
Trip Details:
Limited to 7 cars, 2 additional spots will be held for new members
Meet at Walmart, 100 Charlton Rd, Sturbridge, MA
9 AM sharp – Driver’s meeting
9:15 AM – Departure
10:35 AM – Rest Stop at Dunkin’ Sunderland MA
12:00 PM – Arrive at the fairgrounds
3:00 PM – Depart fairgrounds
5:30 PM – Arrive Walmart, Sturbridge MA