Looking for fall events on the South Coast of Massachusetts? As the vibrant hues of autumn sweep across the region, the South Coast comes alive with exciting seasonal celebrations. From harvest festivals and waterfront gatherings to local food, arts, and family-friendly Halloween fun, there’s something for everyone to enjoy. Here are 11 South Coast fall events worth adding to your 2026 calendar.
2026 Fall Events on the South Coast
Simcock Farm Fall Fun in Swansea
Get into the fall spirit at Simcock Farm with a hayride to the pumpkin patch, a trip through the corn maze, and plenty of seasonal treats. Once the sun goes down, things get a little spookier. And yes, there’s a Spooky Sundae involved!
Fall Fun on the Farm begins September 19, 2026; Spooky Sundae evenings begin September 25.
Visit the farm’s website for daytime and evening hours.
South Coast Harvest Festival in Westport
Celebrate the season at the South Coast Harvest Festival, featuring local vendors, garden displays, food trucks, live entertainment, and activities for all ages. Spend a few hours or make a weekend of it at the Westport Fairgrounds!
September 25–27, 2026
Friday: 3–8 p.m. | Saturday: 10 a.m.–8 p.m. | Sunday: 10 a.m.–6 p.m.
Onset Harvest Moon Festival
Head to Onset for the annual Harvest Moon Festival, featuring an antique and classic car show, more than 100 vendors, food trucks, live music, and plenty of family-friendly fun. It’s a great way to enjoy a fall day by the water.
September 26, 2026 | 10 a.m.–4 p.m.
Rain date: September 27
Sip & Stroll Harvest Fest in Wareham
Enjoy an afternoon of fall fun at the Sip & Stroll Harvest Fest in Wareham. Browse local vendors, grab a bite to eat, enjoy live music, and sip your way through the waterfront celebration at Besse Park.
October 3, 2026 | 1–4 p.m.
SCBA’s 20th Annual New Bedford Oktoberfest
Raise a stein at New Bedford’s annual Oktoberfest, featuring live music, German-inspired food, dancing, and plenty of beer. Celebrate 20 years of this South Coast tradition at Pope’s Island Marina while supporting local youth programs.
October 3, 2026 | 3 p.m.–midnight
21st Annual Blount Fine Foods SouthCoast Chowderfest and More
Calling all foodies! Head to Rachel’s Lakeside in Dartmouth to sample signature chowders, soups, handheld bites, baked goods, desserts, and more from local restaurants and food vendors. With unlimited samples and live music, it’s a delicious way to celebrate the South Coast’s food scene.
October 6, 2026 | 4:30–8 p.m.
FABRIC Arts Festival in Fall River & New Bedford
The FABRIC Arts Festival is a multi-day celebration of art, music, culture, food, and performance rooted in Fall River, with 2026 events extending to New Bedford, Providence, and Pawtucket. Local and visiting artists come together through exhibitions, performances, talks, workshops, and community gatherings.
October 8–11, 2026
The Great Pumpkin Parade in New Bedford
Get into the Halloween spirit at the Rotch-Jones-Duff House & Garden Museum, where the grounds come alive with a display of carefully carved jack-o’-lanterns. Children can also head inside the mansion for a scavenger hunt with prizes during New Bedford’s October AHA! Night.
October 8, 2026 | 4–8 p.m.
Elliot Farm Harvest Festival in Lakeville
Elliot Farm’s Harvest Festival is the perfect South Coast fall celebration! Enjoy live music, food trucks, pumpkin picking, autumn treats, local beer, a petting zoo, face painting, and activities for all ages. Best of all, event proceeds help provide local families in need with fresh food and groceries.
October 10, 2026 | 1–5 p.m.
Rain date: October 11
NFIA Halloween Horribles Parade in Fairhaven
Celebrate Halloween at a beloved community tradition dating back to 1950. Children and adults can show off their creative costumes while marching around Livesey Park, competing for prizes, and enjoying treat bags and hot chocolate. This festive event is a wonderful way to embrace the magic of the season!
October 24, 2026 | 5–7 p.m.
Grumpy’s Cranberry Harvest 5K in Wareham
Take in cranberry harvest season with a 5K through the scenic bogs at A.D. Makepeace in Wareham. The unpaved course welcomes walkers, too, making this a fun way to get outside and experience one of the South Coast’s most iconic fall landscapes. Proceeds benefit the Cranberry Educational Foundation.
October 31, 2026 | Registration begins at 8 a.m.; race starts at 9 a.m.
Make the Most of Fall on the South Coast
There’s something special about fall on the South Coast. Community festivals, local food, cranberry harvests, and longtime traditions offer plenty of ways to experience the towns that make this region feel like home.
If you’re thinking about buying, selling, downsizing, or finding a second home in the region, connect with a Robert Paul Properties agent to learn more about South Coast real estate.
Looking for another way to enjoy the season? Go apple picking, grab a cider, or start a new fall tradition with our Massachusetts Apple Picking Guide or explore Massachusetts Pumpkin Patch Guide.
Explore more fall events: Fall Events on Cape Cod | Fall Events in Boston and the Surrounding Suburbs
Event dates, times, locations, and activities may change. Please visit each event’s website for the latest details before making plans.