🏃♀️This Weekend on Martha's Vineyard: 10/3-5
first friday, fall family fun, 10k, tswift, 4 spots closing for good, 10 spots closing for the season + 15 new things to do in October.
Welcome to October! As a thank you to my email subscribers, I’m giving away 3 paid subscriptions to MVacay here. Takes 10 seconds to enter and I’ll be announcing winners tonight!
⏱️ This Week on MVacay
♿ Accessibility on Martha’s Vineyard: A Comprehensive Guide (2025)
A part of MVacay’s mission is to be as inclusive as possible. October is National Disability Awareness Month, so this was a fitting time to create a guide that can be helpful to new visitors. Save it for any visitors you have with accessibility needs!
🗺️ What To Do This Weekend
Friday, October 3, 2025
🎣 MV Striped Bass + Bluefish Derby / More Info
📚 Lunch and Learn: Gravestone Stories at Chilmark Library, 11:30a–1p / More Info
Cemetery superintendent and historians share gravestone care practices and stories from Abel’s Hill Cemetery. Complimentary soup provided; or BYO.🎤 Taylor Swift: The Official Release Party of a Showgirl at The Strand Theatre, Oak Bluffs, multiple showtimes Oct 3–5 / More Info / $14
Exclusive fan event featuring the premiere of “The Fate of Ophelia” music video, lyric video screenings, and more, multiple times throughout the weekend.🎨 First Friday Vineyard Haven at various locations in Vineyard Haven, 10a–10p / More Info
Free community-wide celebration of island art, music, food, and small businesses spanning the Vineyard Haven Harbor Cultural District.🎨 Daytime Art Market (10a–2p on Beach St. Extension): Local artists, ceramics, jewelry, fine art, herbal goods + live music by Mark & Molly from 12–2p.
🛍️ In-Town Specials (All Day): Local shops, galleries, and restaurants offer special deals, with live roaming music in the afternoon.
🎶 Evening at Owen Park (5–10p): Food trucks, bonfire, live music (Blueswitch + Johnny Hoy & The Bluefish), kids’ activities, market, and Silent Disco.
🎶 Dukes of Circuit Ave at The Ritz, Oak Bluffs, 10p / More Info
Late-night live music and dancing at the iconic Circuit Ave venue.
Saturday, October 4, 2025
🧺 West Tisbury Farmers Market at Agricultural Hall, 9a–12p / More Info / Free
🎪 Second Treasures Tent Sale at Featherstone Center for the Arts, 10a–2p (Sun too) / More Info
Outdoor estate and vintage sale featuring antiques, collectibles, art, furniture, jewelry, and more.🧘♀️ Self-Care Saturdays at Felix Neck, Edgartown, 9a / More Info /
Yoga, meditation, and optional kayak tour to help you unwind post-summer, BYO mat, water, lunch.📚 Library Friends Book Drive at Oak Bluffs Library, 10:30a–2:30p / More Info
Drop off books in excellent condition to support the Friends’ used book sale fundraising.🌱 Roots, Shoots and Seeds at MV Public Charter School, 12–1p / More Info / free
Hands-on gardening session where you collect and plant perennial food sources to start your own garden.🎃 Fall Family Fun Day at PA Club, Oak Bluffs, 1–4p / More Info / free
Family-friendly afternoon with food, games, live music, and costumes encouraged.🧘♂️ Healing Hour at Stillpoint, West Tisbury, 4–5:30p (Oct 11 & 18 too) / More Info / $30–$60
Experience a guided sound bath with crystal healing for deep restoration; bring your own mat and comfort items.
Sunday, October 5, 2025
🎉 Oak Bluffs Open Market at Washington Park, Oak Bluffs, 10a–2p
🏃♀️ Gay Head Run for the Light 10K at Gay Head Lighthouse, Aquinnah, 10:30a–12p / More Info / $40
Scenic 10K road race beginning at the cliffs and looping through Aquinnah to support preservation of the Gay Head Lighthouse.🙏 Between the Oaks Outdoor Church at First Congregational Church, West Tisbury, 4:30–5:30p / free
Intergenerational outdoor service honoring St. Francis with a pet blessing and post-service pizza.🥘 An Island’s Harvest at Beach Road Restaurant, Vineyard Haven, 4:30p / Email islandharvest.mv@gmail.com to reserve / $180
Multi-course, family-style dinner featuring local farms and guest farmers celebrating the connection between food and community. Prepayment required.🎻 Johnny Loves Johann (Work-in-Progress Showing) at Vineyard Arts Project, Edgartown, 5:30–7p / More Info / $10–$20
Live violin and original choreography meet in this Bach-inspired dance performance created during a weeklong residency.🖼️ Vineyard Artisans Summer Festival at Union Chapel, Oak Bluffs, 10a-2p / More Info / Free
🎶 Sundays in the Park Concert at Oak Bluffs Bandstand, 5:30-7:30p
⚠️ Events subject to change. Always check before you go!
Behind the Paywall: 4 food spots closing for good, new supports for parents, a fun kids exhibit, a complete list of restaurants already closed and final dates for those closing this month, plus 15+ new save the dates for October.