Fall Family FUN: Robertson’s Road Trip
Fall Into Fun:
Family Festivals & Events on the South Coast and Beyond
Cooler mornings, festival food, and weekends filled with things to do… FALL has officially entered the group chat.
If your family is ready to trade “What should we do this weekend?” for an actual plan, we’ve rounded up seven fall events around Wareham, the South Coast, and Cape Cod. From waterfront celebrations and classic cars to farm animals and jousting knights, there’s something for every kind of outing.
Cape Cod Canal Day
September 19, 2026 | 10 a.m.–5 p.m.
Buzzards Bay
A waterfront setting, food trucks, shopping, and entertainment make Cape Cod Canal Day an easy addition to your September plans.
This free, family-friendly event features vendors and artisans, a 5K, and a dog costume parade. Whether your crew wants to browse, grab lunch, or cheer on some impressively dressed pups, you can make the day your own. The announced rain date is September 20.
See event details and activity registration
Onset Harvest Moon Festival
September 26, 2026 | 10 a.m.–4 p.m.
Lillian Gregerman Bandshell and Prospect Park, Onset
Here’s one practically in Robertson’s backyard! The Onset Harvest Moon Festival combines a classic car show, more than 100 vendors, food trucks, and live music.
Naturally, the car show caught our attention—but there’s plenty for the whole family to enjoy. Browse the booths, choose something delicious, and take in the music around the bandshell.
Free parking and shuttle service are available from 3005 Cranberry Highway. The rain date is September 27.
Plan your visit and check parking information
Lakeville Arts & Music Festival
October 3, 2026 | Lakeville
For families who enjoy music, handmade finds, and community events, the Lakeville Arts & Music Festival is worth a spot on the calendar.
The Lakeville Arts Council’s annual celebration brings together art, music, food, performers, and crafters. Trevor the Juggler is also scheduled for the 2026 festival, with an interactive performance combining juggling, comedy, and audience participation.
The full schedule is still being updated, so check back before your visit.
Angers Conway Farm Fall Festival & Car Show
October 3, 2026 | 11 a.m.–6 p.m. Lakeville
Farm animals for the kids, antique cars for the enthusiasts, and hayrides for everyone? That’s a pretty strong family outing.
Angers Conway Farm’s Fall Festival & Arthur Conway Memorial Car Show will feature live music, face painting, children’s crafts and activities, food, drinks, and vendors. The farm is celebrating 106 years of farming in Lakeville, giving this event a meaningful local connection.
The rain date is October 17.
King Richard’s Faire
Weekends through October 25, 2026, 10:30 a.m.–6 p.m. | Carver
Have a child who would happily spend the day as a knight, princess, or dragon? King Richard’s Faire gives the whole family a reason to dress up and join the adventure.
Jousting, live performances, artisan shopping, and costumed characters turn this outing into something a little different from your usual weekend. Check the show descriptions to choose performances suited to your children’s ages & purchase tickets for your selected date.
Wellfleet OysterFest
October 17–18, 2026 | Wellfleet
For families up for a Cape Cod outing, Wellfleet OysterFest celebrates the town’s oysters, clams, and shell fishing traditions.
Make this your pick if food is a big part of your family’s travel plans. It’s an opportunity to explore Wellfleet and experience a coastal fall tradition. Check the event page for the latest admission information and activity schedule.
Your Next Fall Outing Starts Here
Pack an extra sweatshirt, charge your phone for family photos, and leave a little room for whatever catches your eye at the vendor booths.
At Robertson’s GMC in Wareham, we love seeing our communities come together. Whether your next stop is right here in Onset or farther down the Cape, we hope the drive leads to a new family tradition.
Dates and activities reflect published 2026 announcements. Check each organizer’s linked page before leaving for weather updates, tickets, parking, and schedule changes.
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