Fall events in Boston
Fall in Boston: festivals, fairs, Halloween events and harvest weekends across Greater Boston.
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272829301253136:30pHysteria at Connors Farm10aHaunted Biz Baz Street Fair10aFall Festival Weekends at Smolak Farms
4852627283951013Haunted Biz Baz Street FairFall Festival Weekends at Smolak FarmsKing Richard's Faire10aFall Festival Weekends at Smolak Farms10aAutumn Fest Newburyport11aMarkets for Makers: Boston Fall Market 2026
11101231311421521671713Fall Festival Weekends at Smolak FarmsAutumn Fest NewburyportMarkets for Makers: Boston Fall Market 20265pSalem Night Faire 20266:30pHysteria at Connors Farm10aFall Festival Weekends at Smolak Farms
186191201212224235249Fall Festival Weekends at Smolak FarmsKing Richard's FaireMaudslay is Haunted5pAffordable Art Fair Boston 20265pSalem Night Faire 20266:30pHysteria at Connors Farm10aFall Festival Weekends at Smolak Farms
255261272282292303315Fall Festival Weekends at Smolak FarmsKing Richard's Faire6:30pHysteria at Connors Farm5:30pHalloween on the HillHalloween on the Hill
runs several days one day repeats on other days
Sunday, October 18 6 events
Head of the Charles Regatta 20268am to 4:30pm, day 3 of 3, Oct 16 to 18FreeCharles River, Boston and Cambridge, MAOne of the world's largest rowing regattas takes over the Charles River for three days. Crews from around the country race a three-mile course against the clock while spectators line the banks from Boston University to Cambridge. A riverside expo, food vendors, and fall foliage along the course make it a full autumn outing.
Salem Haunted Happenings9am to 10pm, day 17 of 30, Oct 2 to 31FreeEssex Street, Salem, MA 01970The world's largest Halloween celebration, filling downtown Salem for the entire month of October. Walking tours, seances, costume events, vendor fairs, haunted attractions, and parades, with hundreds of individual events across the city. The 2026 season is part of Salem's 400th anniversary year, with extra programming all month. Individual events carry their own times and prices; check the event calendar for specifics.
Fall Festival Weekends at Smolak Farms10am to 3pm, day 2 of 2, Oct 17 to 18Free315 South Bradford Street, North Andover, MA 01845North Andover's famous farm turns its fall weekends into a festival with rotating themes. Pick-your-own apples, pumpkins, and flowers, hayrides, the cow train, live music, face painting, an animal playground, and the farm stand's cider donuts and fresh apple cider. No entry ticket; activities are priced individually.
King Richard's Faire10:30am to 6pm, day 2 of 2, Oct 17 to 185 Pine Street, Carver, MA 02330New England's long-running Renaissance festival returns for eight fall weekends on the pine grounds in Carver, with jousting, live stage shows, themed weekends, artisan crafts, games of skill and turkey legs. Final 2026 days are the Fest-Evil finale on October 24 and 25, with trick or treat and a costume parade. Admission is tiered by date: early October adults $40 and kids $24, rising to $46 and $26 closer to Halloween; children under 4 are free. Parking is free.
Maudslay is Haunted1:30 to 4pm, day 2 of 2, Oct 17 to 18$10Maudslay State Park, Newburyport, MA 01950Theater in the Open's annual haunting of Maudslay State Park. A woodland trail walk dotted with spooky-but-silly theatrical vignettes for all ages, more mischievous than scary. Admission $10, children under 4 free; $5 parking. Rain date Oct 24.
Halloween on the Hill5:30 to 8:30pm, day 5 of 5, Oct 14 to 18$32576 Essex Street, Beverly, MA 01915The Trustees' annual pumpkin show at Long Hill in Beverly. Thousands of hand-carved glowing jack-o'-lanterns line woodland trails alongside an eerie graveyard, a haunted pirate ship, stylish scarecrows, and larger-than-life displays, with hot cider and baked goods at the end. Timed entry; advance tickets required. Closed Monday, Tuesday, and Oct 7; extra day Tuesday Oct 27.
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