Festivals near Osterville, MA.

2nd Annual Family Picnic Day

• Jun. 8 - Jun 8, 2025
• 2 Milestone Road - Nantucket, MA USA

Enjoy this outdoor celebration at The Creeks Preserve with performances, local bands, food trucks, yard games and more. Feel free to bring your own pi ....

Cliff Notez with Guest Grace Givertz

• Jun. 7 - Jun 7, 2025
• The Cultural Center of Cape Cod - Yarmouth, MA USA

• Music

• $10 - $25
• $25 - $50

Sat, Jun 7, 7:30pm. Grace Givertz will join Cliff Notez for a night of jazz fusion, combining jazz with traditional Black folk music and urban vibes t ....

St. Columba's Garden Party

• Jun. 7 - Jun 7, 2025
• St Columba's Chapel - Middletown, RI USA

• Community (Local / Fair)

English Tea, Fun Food, Books, Plants, Gourmet Delights, Flower Festival, Silent Auction, Tea to Go , Wine Toss and a Choral concert PLUS Entertianment ....

New Bedford Oysterfest

• Jun. 7 - Jun 7, 2025
• Cisco Brewers Kitchen \u0026 Bar - New Bedford, MA USA

• Food / Wine / Beer

• $25 - $50

Indulge in fresh oysters, shucked for you by the growers of the some of the region's best oyster farms! Plus, enjoy craft beer or small batch cocktail ....

All Ages Family Concert

• Jun. 7 - Jun 7, 2025
• First United Methodist Church - Chatham, MA USA

• Arts (Performing Arts)

Vira + Friends presents an All Ages Family Concert featuring pianist Ana Glig and contralto Vira Slywotzky. From Mozart to This Little Light of Mine, ....

A Different Drummer Mini Craft Fair~ June 7 & 8 Lemon Tree Village

• Jun. 7 - Jun 8, 2025
• Lemon Tree Village - Brewster, MA USA

A Different Drummer Craft Fair will be at Lemon Tree Village Shops with the mini-craft fair featuring 20 booths. These craftspeople are a sample of th ....

A Different Drummer Mini Craft Fair~ June 7 & 8 Lemon Tree Village

• Jun. 7 - Jun 8, 2025
• Lemon Tree Village - Brewster, MA USA

• Other / General

A Different Drummer Craft Fair will be at Lemon Tree Village Shops with the mini-craft fair featuring 20 booths. These craftspeople are a sample of th ....

Cahoon in Bloom at the Cahoon Museum of American Art

• Jun. 6 - Jun 6, 2025
• Cahoon Museum of American Art - Barnstable, MA USA

• Community (Fundraiser)

• $50 - $100

Celebrate the start of a beautiful season filled with art, friendship, and warmer weather on Friday, June 6th, at the Cahoon Museum's Cahoon in Bloom ....

Next to Normal (Musical) at Steeple Playhouse

• Jun. 5 - Jun 5, 2025
• Steeple Playhouse - New Bedford, MA USA

• Arts (Performing Arts)

• $25 - $50

Stellar Studios Theater is proud to announce our debut production of Next to Normal!Presented through special arrangement with Music Theater Internati ....

Next to Normal (Musical) at Steeple Playhouse

• Jun. 5 - Jun 5, 2025
• Steeple Playhouse - New Bedford, MA USA

• Arts (Performing Arts)

• $25 - $50

Stellar Studios Theater is proud to announce our debut production of Next to Normal!Presented through special arrangement with Music Theater Internati ....

Weekly Sunday Brunch + Live Music

• Jun. 1 - Jun 1, 2025
• Newport Vineyards \u0026 Restaurant - Middletown, RI USA

• Food / Wine / Beer

Pair your brunch picks with our special brunch cocktails, mocktails, wine, or beer! Sunday Brunch will be held in our upstairs dining room, “The Overl ....

Flowers as Food Cooking Demonstration at the Cahoon Museum

• May. 31 - May 31, 2025
• Cahoon Museum of American Art - Barnstable, MA USA

• Arts (Arts & Crafts)

• $1 - $10

Gerry Dupont from Edibles by Gerry brings the flowers in the exhibition Still Life Stories: Beauty, Bounty and Reflections from the canvas to your pla ....

"Paint-Off" Plein Air!!

• May. 31 - May 31, 2025
• Historic District - Provincetown, MA USA

• Arts (Arts & Crafts)

Free event from The Cape School of Art where artists - from beginners to professionals - will gather on the beach to paint the iconic Provincetown har ....

Michal Szostak of Warsaw Poland ~ Organist for Music at St. Anthony's ~ SUNDAY, May 25, at 3:00 pm

• May. 25 - May 25, 2025
• St Anthony of Padua Parish - New Bedford, MA USA

• Arts (Performing Arts)
• Music

New Bedford, MA - On Sunday, May 25, 2025, at 3:00 p.m., internationally acclaimed concert organist and improvisation specialist Dr. Michal Szostak of ....

Rock on the Beach II: An Encore Celebration of the Stars WHo Ruled the 60s, 70s, 80s, and 90s

• May. 25 - May 25, 2025
• Barnstable Performing Arts Center - Barnstable, MA USA

• Arts (Performing Arts)
• Music

Why is it called Rock on the Beach TWO? The Band performed their first Rock on the Beach back in 2019 to rave reviews from the audience. "Playing an a ....

Lisa Fischer and Grand Baton

• May. 24 - May 24, 2025
• Provincetown Town Hall - Provincetown, MA USA

• Music

• $25 - $50

Lisa Fischer and her band, Grand Baton, first set out on tour in 2014 in-between Lisa's tours with The Rolling Stones, with no product to sell, no rec ....

By the Bay Shows Memorial Day weekend fine art and craft show

• May. 24 - May 24, 2025
• Drummer Boy Park - Brewster, MA USA

• Community (Local / Fair)

The biggest Little Show onCape Cod - come out andsee the best that Cape Codcan offer. Come and visitwith us. You wont bedisappointed. By the BayFine A ....

The Mayflower Beer Garden at The Pinehills May 23 – October 13, 2025 | The Village Green, Plymouth

• May. 23 - May 23, 2025
• Mayflower Beer Garden at the Pinehills - Plymouth, MA USA

• Community (Local / Fair)
• Food / Wine / Beer
• Music

The Mayflower Beer Garden is back for another season of craft beer, food truck bites, and live music in the heart of The Pinehills! Kick off Memorial ....

Tank Patio Season Kickoff!

• May. 23 - May 23, 2025
• Newport Vineyards \u0026 Restaurant - Middletown, RI USA

• Food / Wine / Beer

Join us to toast to the first official day! Enjoy live music from Six Down 5-8pm, wine & beer tastings, our famous sangria slushy, and food station bi ....

Tank Patio Season Kick-off

• May. 23 - May 23, 2025
• Newport Vineyards \u0026 Restaurant - Middletown, RI USA

• Music

Every Friday – Sunday Memorial Day Weekend through October we go BIG on our patio to celebrate summer! Join us to toast to the first official day! En ....

Memorial Day Weekend Celebration!

• May. 23 - May 26, 2025
• Newport Vineyards \u0026 Restaurant - Middletown, RI USA

• Music

Say ‘welcome’ to the warm weather with friends and a full weekend of live music! Enjoy wine & beer tastings, our famous sangria slushy, our NEW charcu ....

Museum Mondays at the Cahoon Museum of American Art

• May. 19 - May 19, 2025
• Cahoon Museum of American Art - Barnstable, MA USA

• FREE!!

Join the museum for a Monday of art and fun! This special day is part of Museum Mondays in May, sponsored by the Cape Cod Museum Trail. Enjoy art, sca ....

Museum Mondays at the Cahoon Museum of American Art

• May. 19 - May 19, 2025
• Cahoon Museum of American Art - Barnstable, MA USA

• Other / General

• FREE!!

Join the museum for a Monday of art and fun! This special day is part of Museum Mondays in May, sponsored by the Cape Cod Museum Trail. Enjoy art, sca ....

Weekly Sunday Brunch + Live Music

• May. 18 - May 18, 2025
• Newport Vineyards \u0026 Restaurant - Middletown, RI USA

• Food / Wine / Beer

Pair your brunch picks with our special brunch cocktails, mocktails, wine, or beer! Sunday Brunch will be held in our upstairs dining room, “The Overl ....

JAZZ IN BLOOM

• May. 17 - May 17, 2025
• Dennis Senior Center and Council On Aging - Dennis, MA USA

• Music

• $10 - $25

The Kareem Sanjaghi Band will perform music from the American songbook including jazz, swing, and Latin favorites. Vocalist Judy DeRossi, accompanied ....