Oct 31 Holiday Sat · All day Halloween in Oak Bluffs 2026 · under 1 mi View details → Nov 26 Sports & Recreation Thu · 8:00 AM Oak Bluffs School - Turkey Trot (Road Race) · under 1 mi View details → Dec 5 Community Sat · All day Light Up Oak Bluffs 2026 · under 1 mi View details → Oct 26 Community Mon · 7:00 PM SSA Community Updates This is a remote only Meeting View details → Nov 18 Community Wed · 10:30 AM Dukes County Emergency Management Association View details → Nov 23 Community Mon · 7:00 PM SSA Community Updates This is a remote only Meeting View details → Dec 28 Community Mon · 7:00 PM SSA Community Updates This is a remote only Meeting View details → Oct 23 Arts & Culture Fri · 11:00 AM Really RAD Festival of Cyclo Cross · 8 mi View details → Oct 24 Arts & Culture Sat · 11:00 AM Really RAD Festival of Cyclo Cross · 8 mi View details → Oct 25 Arts & Culture Sun · 11:00 AM Really RAD Festival of Cyclo Cross · 8 mi View details → Oct 18 Community Sun · 9:00 AM *Pedal to Parcels (*pending approval) · 10 mi View details → Oct 18 Community Sun · 10:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 19 Community Mon · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 20 Community Tue · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 20 Health Tue · 10:00 AM Ask A Public Health Nurse: Cape & Islands Veterans Outreach · 10 mi Barnstable County Public Health Nurses will offer blood pressure & blood glucose screenings as well as answer questions and provid… View details → Oct 21 Community Wed · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 22 Community Thu · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 22 Market Thu · 11:00 AM Rain Date - Farmer's Market · 10 mi View details → Oct 23 Community Fri · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 24 Sports & Recreation Sat · 8:30 AM Cape Cod Walk for Pancreatic Cancer Research · 10 mi View details → Oct 24 Community Sat · 9:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 25 Community Sun · 10:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 26 Community Mon · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 27 Community Tue · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 28 Community Wed · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 29 Community Thu · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Oct 30 Community Fri · 8:00 AM Early Voting 2026 MA General Election · 10 mi View details → Show more (9 more)
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