Autumn in Plymouth, Massachusetts, is a season of celebration. Crisp air, vibrant foliage, and a strong sense of community make it the perfect time to explore local events and enjoy everything the South Shore has to offer. Whether you’re a longtime resident or new to the area, these fall festivals are a great way to connect with neighbors, support local businesses, and experience the charm of coastal New England.
๐ย Plymouth Fall Festival
๐
ย September 5โ7, 2025
๐ย Downtown Plymouth, MA
Enjoy live music, food trucks, artisan vendors, and family-friendly activities. This event is open to everyone and celebrates the spirit of Plymouth with seasonal flair.
๐ทย Props & Hops at Plymouth Municipal Airport
๐
ย September 6, 2025
๐ย Plymouth Municipal Airport, Plymouth, MA
Aviation meets autumn with local craft beer, food trucks, and entertainment. A fun outing for all ages.
๐ฏ๏ธย Pour Your Own Fall Candle โ Uva Wine Bar Pop-Up
๐
ย September 8, 2025
๐ย Uva Wine Bar, 46 Main Street, Plymouth, MA
Create a custom fall-scented candle while enjoying wine and good company. A cozy, creative experience for adults.
๐งบย Hometown Handmade Fall Craft Fair
๐
ย November 1, 2025
๐ย Plymouth North High School, 44 Nook Rd, Plymouth, MA
Shop handmade goods from local artisans and enjoy food trucks and raffles. A welcoming event for all community members.
๐ฐย King Richardโs Faire
๐
ย Weekends through October 19, 2025
๐ย 5 Pine Street, Carver, MA
Step into a Renaissance village with jousting, performances, and artisan markets. Open to all ages and backgrounds.
๐พย Cranberry Harvest Tours
๐
ย Mid-September to Early November
๐ย Wareham & Middleboro, MA
Experience the cranberry harvest firsthand with guided tours and tastings. Educational and inclusive for all visitors.
๐พย South Coast Harvest Festival & Woofstock
๐
ย September 26โ28, 2025
๐ย Westport Fairgrounds, Westport, MA
Celebrate fall with live music, food trucks, and pet-friendly fun. All are welcomeโtwo-legged and four-legged guests alike!
๐ย Apple Festival at Oakdale Farms
๐
ย September 13, 2025
๐ย 61 Wheaton Ave, Rehoboth, MA
Pick apples, enjoy hayrides, and savor fresh cider donuts. A classic New England experience for everyone.
๐ Letโs Make This Fall Unforgettable!
Whether you’re enjoying cider donuts or considering a move to Plymouth, fall is a great time to explore your options. If you’re thinking about buying or selling a homeโor just want to learn more about the local marketโIโm here to help.
๐ย Call Dawn Beliveau at (744) 283-2649
๐งย Email:ย dawn.beliveau@cbrealty.com
Letโs turn over a new leaf together this season! ๐