🦖This Weekend on Martha's Vineyard: 10/17-10/19

pumpkin festival, wiff, clothing swap, fossils, derby awards, new programs + events through november

As the Derby wraps up this weekend, we celebrate another Island season coming to a close. But don’t worry! I’ll be here every Thursday, year-round, sharing what’s open, what’s happening, and what’s next. ❤️

⏱️ This Week on MVacay

A quick reminder of two fall favorites: my Fall Bucket List is great for anytime inspiration, and my Year-Round Restaurants Guide, updated weekly as the season winds down.

🗺️ What To Do This Weekend

Friday, October 17, 2025

• 🎬 7th Annual Women in Film Festival (Fri–Sun) at MV Film Center, Vineyard Haven, opens 4p / Tickets / $15 gen, $12 members
  Celebrating women in film, this 3-day festival features groundbreaking works by women filmmakers across all genres. Expect powerful stories and in-person director Q&As.

• 🎃 October Bash at MV Boys & Girls Club, Edgartown, Fri, Oct 17, 6:30–8:30p / More Info / Free
  Haunted house walkthrough, pumpkin carving, arts & crafts, costume contest with prizes, food, treats, face painting, and family fun open to the community.

• 🖼️ Exhibition Opening: The Lost History of Innisfail at MV Museum, Vineyard Haven, 5:30–7p / More Info / Free
  Step into the story of the once-grand Innisfail Hotel—center of music and theater on Lagoon Pond.

Saturday, October 18, 2025

• 🧺 West Tisbury Farmers Market at Agricultural Hall, 9a–12p / More Info / Free

• 🏃 Martha’s Vineyard Brunch Run/Walk at Katama, Edgartown, 8a / More Info / $ varies

• 🚶‍♂️ Sheriff’s Meadow Autumn Walk at Wallen, Preston & Shands Preserve / Aquinnah Cultural Center, 10a–12p / Free but Register First

• 🎃 Morning Glory Farm Pumpkin Festival at Morning Glory Farm, Edgartown, 10:30a–2:30p / More Info / Free
  Fall family fun with hay rides, pumpkin trebuchets, haunted greenhouse, tie-dye, farm animals, food trucks, pumpkin carving, pie-eating contests, and more.

• 👚 Community Clothing Swap at Oak Bluffs Public Library, 11a–3p / More Info / Free
  Bring clothes to share or just come to find something new! All ages, sizes, and genders welcome. Clean, gently used items only.

• 🦖 15th Annual MV Fossil Day (Sat & Sun) at Union Chapel, Oak Bluffs, 1–4p / Free
  Fossil fun for all ages! Meet paleontologists from Harvard, Yale, and AMNH, bring your own fossils to ID or share, and explore local and national prehistoric finds. Kids’ activities and community science galore.

• 🎹 An Evening with Vocalist Theresa Thomason & Pianist Joel A. Martin at Stillpoint, West Tisbury, 7–8:30p / Tickets / Sliding Scale $25–$50
  A transcendent night of gospel-rooted soul, jazz, and classical fusion from powerhouse vocalist Theresa Thomason and Jazzical creator Joel A. Martin.

• 🎶 Back to Broadway: A Musical Revue Fundraiser at Stevens Chapel, Vineyard Haven, 7p / Tickets / $25
  Support Island Theatre Workshop’s 57 years of productions with a night of Broadway favorites and community talent.

• 🌈 A Night Under the Rainbow – Teen Pride Dance at MV Community Services, Oak Bluffs, 7–10:30p / More Info / Free
  Teens 13–18 are invited to this substance-free, inclusive dance with DJ, pizza, games, crafts, and prizes. Dress as you are and be proud!

Sunday, October 19, 2025

• 🖼️ A Touch of Orange: Gallery Opening at Featherstone Center for the Arts, 4–6p / More Info / Free

• 🎣 MV Derby Awards Ceremony – Juniors at 11a, Adults at 1p at Farm Neck Golf Club, Oak Bluffs

• 🚶 MV CROP Hunger Walk starting at St. Augustine’s Church, Vineyard Haven, 1:30–3:30p / Donate or Walk / Free
  Walk to fight hunger! 3-mile loop to the Lagoon Bridge and back with festivities, live music, kids’ activities, and recognition of local hunger-fighting heroes.

Behind the Paywall: 7 new programs starting this month to register for, a GoFundMe, 10+ new things to do this month. Designed to save you scrolling time + keep you organized!