Festivals & Events in Chatham
Experience our quintessential New England seaside village, renowned for its diverse array of events throughout the year. At Chatham Inn Relais & Châteaux, we embrace the local spirit, hosting and celebrating favorites such as Oktoberfest, Christmas by the Sea and First Night.
Explore the best things to do in Chatham and across Cape Cod for a truly memorable visit.
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Apr27
Food & Drink
Falmouth Winter Farmer's Market
Check out the beloved market’s new location at Mullen Hall School.
Date: Every SundayTime: All DayLocation: Mullen Hall School
May01
Nature
Brewster in Bloom Festival
Brewster in Bloom is excited to celebrate the event’s fortieth anniversary in 2026.
Date: May 1, 2026Time: All DayLocation: Mass.
May15
Sports
OneHockey Tournament
We’re excited to welcome OneHockey to Cape Cod as they host their first-ever tournament here this May...
Date: May 15 - 16, 2026Time: All DayLocation: Hyannis Youth & Community Center
May15
Activities
Annual Rehodedendron Festival at Heritage Museum & Gardens
This iconic and celebrated annual event draws locals and visitors alike.
Date: May 15 - 25, 2026Time: All DayLocation: Heritage Museum & Gardens
May22
Sports
Annual Figawi Regatta Weekend
The annual Figawki Race is recognized as a top sailing event internationally.
Date: May 22-25, 2026Time: All DayLocation: Hyannis, Mass.
May27
Food & Drink
Nantucket Wine & Food Festival
This festival now draws over 4,000 attendees for this annual spring fete.
Date: May 27 - 31, 2026Time: All DayLocation: Nantucket Island