Festivals near Osterville, MA.

Lobster on the Lawn

• Aug. 4 - Aug 4, 2025
• Saint Barnabas's Church - Falmouth, MA USA

• Music

This is one of Falmouth’s most popular events serving Lobster on the Lawn! Enjoy a lobster roll, made with a special Saint Barnabas’s recipe, along w ....

10th Annual Chatham Summer Craft Festival: Where Art, Crafts, and Culinary Delights Unite

• Aug. 2 - Aug 3, 2025
• Chatham Community Center - Chatham, MA USA

• Community (Local / Fair)

Celebrate Creativity at the Chatham Summer Craft Festival!Get ready for a weekend of creativity, craftsmanship, and community at the Chatham Summer Cr ....

A Different Drummer Craft Fair ~ August 2 and 3 ~ Brewster

• Aug. 2 - Aug 3, 2025
• Drummer Boy Park - Brewster, MA USA

• Community (Local / Fair)

Join us at the A Different Drummer Craft Fair on August 2 and 3 in Brewster for a unique shopping experience! The best of Cape Cod and New England cra ....

MV Book Festival Opening Event: Jeff Goldberg and Ashley Parker on Covering This Presidency

• Aug. 1 - Aug 1, 2025
• Chilmark Community Center - Chilmark, MA USA

• $50 - $100

On Friday evening, August 1 at 6pm, join us for the blockbuster opening event of the 2025 MVBF featuring The Atlantic’s editor-in-chief, Jeff Goldberg ....

The Blue Bistro Bash

• Jul. 31 - Jul 31, 2025
• The Nantucket Hotel \u0026 Resort - Nantucket, MA USA

• Food / Wine / Beer

• $250+

Join us for a night of fun at the Nantucket Hotel & Resort beginning with a "Read the Runway" Fashion Show featuring looks and books, a Live Auction w ....

Sakonnet Vineyard Hosts Live Music Featuring Gary Farias on Wednesday, July 30th

• Jul. 30 - Jul 30, 2025
• Sakonnet Vineyard - Little Compton, RI USA

• Music

Wrap up July with a relaxing evening at Sakonnet Vineyard as part of the LC350 Summer Sunset Concert Series. On Wednesday, July 30th, 2025, local favo ....

Downtown with Genghis Barbie: The All-Female Horn Experience

• Jul. 29 - Jul 29, 2025
• The Federated Church of Hyannis - Barnstable, MA USA

• Arts (Performing Arts)
• Music

• FREE!!

The Cape Cod Chamber Music Festival presents an evening of music by everyone from Georges Bizet to Lady Gaga! Genghis Barbie performs arrangements of ....

The Groovalottos

• Jul. 28 - Jul 28, 2025
• Saint Barnabas's Church - Falmouth, MA USA

• Music

The GroovaLottos are a multi-Grammy-nominated soul-funk powerhouse known for their electrifying blend of soul, blues, jazz, and funk with deep roots i ....

Lobster on the Lawn

• Jul. 28 - Jul 28, 2025
• Saint Barnabas's Church - Falmouth, MA USA

• Music

This is one of Falmouth’s most popular events serving Lobster on the Lawn! Enjoy a lobster roll, made with a special Saint Barnabas’s recipe, along w ....

Tray Wellington Band

• Jul. 27 - Jul 27, 2025
• Payomet Performing Arts Center - Truro, MA USA

• Music

• $10 - $25

An International Bluegrass Music Association Award winner, Wellington is critically acclaimed not only for his technical prowess, but also for leverag ....

13th Annual Brewster Summer Arts and Craft Festival

• Jul. 26 - Jul 27, 2025
• Drummer Boy Park - Brewster, MA USA

• Community (Local / Fair)

Celebrate Handmade Traditions by the Seaside Join us for the Brewster Summer Arts and Craft Festival, a beloved seasonal tradition held at the pictur ....

2025 Summer Sound Series Concerts

• Jul. 25 - Jul 25, 2025
• Downtown New Bedford - New Bedford, MA USA

• Music

Presented by Mayor Jon Mitchell, the popular free concert series kicks off on Friday, June 20th, with Pearly Baker Band, a legendary Grateful Dead tri ....

Secret Planet presents: Yeison Landero

• Jul. 24 - Jul 24, 2025
• Orleans Eastham Elks Lodge #2572 - Eastham, MA USA

• Music

• $25 - $50

Get ready to dance as the electrifying rhythms of Colombian cumbia come alive with Yeison Landero, live at the Orleans Eastham Elks Lodge on Thursday, ....

John Waters: The Naked Truth

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

• Arts (Performing Arts)
• Comedy Show

• $25 - $50

Ok, John Waters is finally coming clean, so to speak, and his all-new, secret-sharing, one-man crackpot comedy show dares to tell the truth, the whole ....

Graham Nash: More Evenings of Songs and Stories

• Jul. 23 - Jul 23, 2025
• Payomet Performing Arts Center - Truro, MA USA

• Music

• $50 - $100

Legendary artist Graham Nash, as a founding member of both the Hollies and Crosby, Stills and Nash, is a two-time Rock and Roll Hall of Fame inductee. ....

Walter Parks and The Unlawful Assembly

• Jul. 21 - Jul 21, 2025
• Payomet Performing Arts Center - Truro, MA USA

• Music

• $25 - $50

The Unlawful Assembly reimagines and tributes historic spirituals and hymns which universally inspire, empower and unite. Leader/guitarist/singer Walt ....

The Vanna Pacella Power Trio

• Jul. 21 - Jul 21, 2025
• Saint Barnabas's Church - Falmouth, MA USA

• Music

VannaPacella is a Singer, Songwriter, Keyboardist, Synth Bassist & Front Woman of her band & musical project- the Vanna Pacella Power Trio- alongside ....

Lobster on the Lawn

• Jul. 21 - Jul 21, 2025
• Saint Barnabas's Church - Falmouth, MA USA

• Music

This is one of Falmouth’s most popular events serving Lobster on the Lawn! Enjoy a lobster roll, made with a special Saint Barnabas’s recipe, along w ....

Jimmy Tingle: Humor and Hope for Humanity

• Jul. 20 - Jul 20, 2025
• Payomet Performing Arts Center - Truro, MA USA

• Arts (Performing Arts)
• Comedy Show

• $25 - $50

In Humor and Hope for Humanity, Jimmy will take us on a very funny and soul-searching journey from his Boston roots as an aspiring comic and street pe ....

Roomful of Blues

• Jul. 19 - Jul 19, 2025
• Payomet Performing Arts Center - Truro, MA USA

• Music

• $10 - $25

Over the course of more than 50 years, Roomful of Blues has proved itself an institution in the Blues World. With five Grammy nominations and a slew o ....

A Different Drummer Craft Fair ~ July 19 and 20 ~ Brewster

• Jul. 19 - Jul 20, 2025
• Drummer Boy Park - Brewster, MA USA

• Community (Local / Fair)

Drummer Boy Park is located on scenic Route 6A. There will be over 40 juried local Cape Cod and New England craftspeople. Arts including original jewe ....

Sandwich Summer Arts and Craft Festival

• Jul. 19 - Jul 20, 2025
• Sandwich Middle High School - Sandwich, MA USA

• Arts (Arts & Crafts)

Celebrate the Art of True Craftsmanship on Cape Cod! Join us for a weekend of artistic marvels and culinary delights at the Sandwich Summer Craft Fes ....

Henhouse Prowlers

• Jul. 18 - Jul 18, 2025
• Payomet Performing Arts Center - Truro, MA USA

• Music

• $25 - $50

With two decades proudly under their belts, the Prowlers' sight remains fixed on the future. Ever constant in the group's enthralling performances is ....

2025 Summer Sound Series Concerts

• Jul. 18 - Jul 18, 2025
• Downtown New Bedford - New Bedford, MA USA

• Music

Presented by Mayor Jon Mitchell, the popular free concert series kicks off on Friday, June 20th, with Pearly Baker Band, a legendary Grateful Dead tri ....

Ladysmith Black Mambazo

• Jul. 16 - Jul 16, 2025
• Payomet Performing Arts Center - Truro, MA USA

• Arts (Performing Arts)
• Music

• $25 - $50

For over 60 years, South Africa's five-time Grammy Award winners, Ladysmith Black Mambazo has warmed the hearts of audiences worldwide with uplifting ....