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Osterville
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Events and Things to do in Osterville, MA

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24th annual Martha's Vineyard African American Film Festival
Friday at 10:00 AM
Oak Bluffs · Martha's Vineyard Performing Arts Center
24th annual Martha's Vineyard African American Film Festival
Friday at 10:00 AM
Oak Bluffs · Martha's Vineyard Performing Arts Center
14th Annual Cape Cod Food Truck & Craft Beverage Festival
Saturday at 12:00 PM
Falmouth · Cape Cod Fairgrounds
14th Annual Cape Cod Food Truck & Craft Beverage Festival
Saturday at 12:00 PM
Falmouth · Cape Cod Fairgrounds
12th Annual Vineyard All White Summer Soirée
Tue, Aug 11, 8:00 PM
Oak Bluffs · Inkwell Beach Club
12th Annual Vineyard All White Summer Soirée
Tue, Aug 11, 8:00 PM
Oak Bluffs · Inkwell Beach Club
The MV Block Party
Saturday at 9:00 PM
Oak Bluffs · SANDBAR
The MV Block Party
Saturday at 9:00 PM
Oak Bluffs · SANDBAR
"The Uptown Day Party" Sips & Sunsets
Thu, Aug 20, 4:00 PM
Oak Bluffs · Pa Club
"The Uptown Day Party" Sips & Sunsets
Thu, Aug 20, 4:00 PM
Oak Bluffs · Pa Club
MV 2026 TEEN WHITE PARTY
Tue, Aug 11, 7:00 PM
Oak Bluffs · 11 Circuit Ave
MV 2026 TEEN WHITE PARTY
Tue, Aug 11, 7:00 PM
Oak Bluffs · 11 Circuit Ave
4th Annual JAPTNAW - Teen Party-Aug 10th
Mon, Aug 10, 8:00 PM
Oak Bluffs · Inkwell Beach Club (formerly The Loft)
4th Annual JAPTNAW - Teen Party-Aug 10th
Mon, Aug 10, 8:00 PM
Oak Bluffs · Inkwell Beach Club (formerly The Loft)
2026 AWF Sunset Cruise ….. Meet at the BlackCat Outback
Mon, Aug 17, 5:00 PM
Barnstable · 159 Ocean St - Black Cat
2026 AWF Sunset Cruise ….. Meet at the BlackCat Outback
Mon, Aug 17, 5:00 PM
Barnstable · 159 Ocean St - Black Cat
MVY Radio + Cape Symphony Presents: Pokey LaFarge (Solo)
Sun, Aug 30, 3:00 PM
Falmouth · Falmouth Academy
MVY Radio + Cape Symphony Presents: Pokey LaFarge (Solo)
Sun, Aug 30, 3:00 PM
Falmouth · Falmouth Academy
Motion Party at the Beach: Black Party
Friday at 9:30 PM
Oak Bluffs · SANDBAR
Motion Party at the Beach: Black Party
Friday at 9:30 PM
Oak Bluffs · SANDBAR
2026 'ORIGINAL' Martha's Vineyard Teen All White Party-Hosted by M2Squared
Mon, Aug 17, 8:00 PM
Oak Bluffs · Inkwell Beach Club (formerly The Loft, across from the Flying Horses)
2026 'ORIGINAL' Martha's Vineyard Teen All White Party-Hosted by M2Squared
Mon, Aug 17, 8:00 PM
Oak Bluffs · Inkwell Beach Club (formerly The Loft, across from the Flying Horses)
Boston Dance Theater's OCEAN/CURRENT
Friday at 6:00 PM
Falmouth · Cape Symphony Falmouth Campus
Boston Dance Theater's OCEAN/CURRENT
Friday at 6:00 PM
Falmouth · Cape Symphony Falmouth Campus
Rock Voices Cape Cod Presents: Music from the Movies!
Saturday at 7:00 PM
Yarmouth · Dennis Yarmouth Intermediate Middle School
Rock Voices Cape Cod Presents: Music from the Movies!
Saturday at 7:00 PM
Yarmouth · Dennis Yarmouth Intermediate Middle School
A conversation with Michelle Obama
Sun, Aug 23, 5:00 PM
Oak Bluffs · Martha’s Vineyard Performing Arts Center
A conversation with Michelle Obama
Sun, Aug 23, 5:00 PM
Oak Bluffs · Martha’s Vineyard Performing Arts Center
The MV Black Out!
Wed, Aug 19, 8:00 PM
Oak Bluffs · Eleven Circuit Restaurant and Bar
The MV Black Out!
Wed, Aug 19, 8:00 PM
Oak Bluffs · Eleven Circuit Restaurant and Bar
Fourth Annual “A Night At The Movies” Summer Concert
Friday at 5:00 PM
Falmouth · Falmouth Historical Society
Fourth Annual “A Night At The Movies” Summer Concert
Friday at 5:00 PM
Falmouth · Falmouth Historical Society
Vines & Vibes
Wed, Aug 19, 2:00 PM
Oak Bluffs · Eleven Circuit
Vines & Vibes
Wed, Aug 19, 2:00 PM
Oak Bluffs · Eleven Circuit
Leah Marlene
Thursday at 7:30 PM
Mashpee · The Listening Room of Cape Cod
Leah Marlene
Thursday at 7:30 PM
Mashpee · The Listening Room of Cape Cod
CDF Joy on the Vineyard - Children's Forum
Saturday at 10:00 AM
Oak Bluffs · Strand Theatre
CDF Joy on the Vineyard - Children's Forum
Saturday at 10:00 AM
Oak Bluffs · Strand Theatre
9th ANNUAL CHRIS DIOZZI OPEN | 2026
Sat, Oct 17, 7:00 AM
Dennis · Dennis Highlands Golf Course
9th ANNUAL CHRIS DIOZZI OPEN | 2026
Sat, Oct 17, 7:00 AM
Dennis · Dennis Highlands Golf Course

1 of 461

Things to do around Osterville

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Trends in Osterville

Explore more trends

1. Ostervilke stroll

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Frequently asked questions about Osterville

What are the best events to attend?

According to Eventbrite, the best events are:

14th Annual Cape Cod Food Truck & Craft Beverage Festival

12th Annual Vineyard All White Summer Soirée

The MV Block Party

"The Uptown Day Party" Sips & Sunsets

Which events are currently trending in Osterville?

The trending searches this month in Osterville are:

ostervilke stroll

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

24th annual Martha's Vineyard African American Film Festival

Fourth Annual “A Night At The Movies” Summer Concert

Boston Dance Theater's OCEAN/CURRENT

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