Food, Fun and Festivals in Wayland

From cultural celebrations to outdoor adventures, artistic expressions and culinary delights, Wayland beckons travelers with a diverse array of events throughout the year – an enriching and memorable experience for all.

Two hot air balloons being prepared for flight.
BalloonFest | Photo Courtesy of Place + Main Advisors

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Embark on a delightful journey for your taste buds with Wayland’s Chocolate Walk (February). This indulgent experience combines the charm of this quaint community with the sweet pleasure of chocolate. From artisanal chocolate truffles to mouthwatering fudge, this annual event takes visitors on a delectable tour showcasing the community’s rich culinary offerings.

Kick off summer the right way with SummerFest (June). This three-day celebration is the quintessential summer event. From entertainment to a car show, a color run for the kids, arts and craft show, firefighters’ breakfast and more at this annual event.

The beat comes alive every summer with Music on Main (July). This annual celebration of rhythm and sound transforms the quaint streets of Wayland into a fun showcase of local and regional musical talent. Bring your chair and meet in the streets for the sounds of Music on Main. Please note: Downtown Wayland has a social district which means you can grab a drink from any participating location and enjoy it in the streets during this event.

A group of people participating in a hot dog eating contest
Summerfest in Wayland  | Photo Courtesy of Place + Main Advisors

When summer comes to and end, watch as hot air balloons transform the sky into a kaleidoscope of colors as Wayland Balloonfest (September) takes flight. The festival not only offers the mesmerizing sight of majestic hot air balloons but also a variety of activities to enjoy. From live music performances and delicious local cuisine to family friendly games and activities, Balloonfest is a memorable event for all!

Downtown Wayland transforms into a hub of winter festivities during SnowFest (December). Twinkling lights and decorations welcomes visitors to downtown to partake in the holiday happenings. SnowFest captures the spirit of the community, offering a medley of delights, including holiday music, food, kids activities, a snow globe photo booth and a glow party.

As you plan your next Wayland weekend, make sure to check the upcoming events calendar.