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MVacay - Weekend Events Updates

🏈 This Weekend on Martha's Vineyard: 10/16-10/18

Pumpkin Festival, Derby finale, Women in Film, Brunch Run, CROP Walk, new businesses + Thanksgiving pre-orders

Oct 15, 2026
∙ Paid

Did MVacay save you time this summer? Maybe it helped you pick a restaurant, find something to do with your kids, figure out what was happening or discover a business or event you wouldn’t have found otherwise.

Behind all of that convenience is a LOT of research and writing. I keep as much of MVacay free and accessible as I can, but I can only keep doing this with the community’s financial support. As a little thank you to locals, anyone who becomes a paid subscriber during the off-season gets 25% off forever.

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Thank you for being here, onto this week!

🗺️ What To Do This Weekend

Friday October 16, 2026

  • 🎣 Martha's Vineyard Striped Bass and Bluefish Derby @ Derby Headquarters, Dock Street, Edgartown, Daily weigh-ins 8-10a & 7-9p / More Info (All Weekend)

  • 🎨 Bass in the Grass @ The Carnegie, Edgartown / More Info / Free (All Weekend)

  • 🧘 Self Care Club @ West Tisbury Public Library, 3:15-4:15p / More Info / Free

  • 🎬 8th Annual Women in Film Festival @ MV Film Center, Begins 4p (Sat & Sun too) / More Info
    The MV Film Society’s three-day festival celebrates women in front of and behind the camera with films told from women’s perspectives, plus select filmmaker Q&As.

  • 🎥 MUSK The Definitive Documentary About the World’s Richest Man @ Strand Theatre, 5:30p (Sat 12p & 5:30p; Sun 3p too) / More Info

  • 🏈 Varsity Football Home Game @ Martha’s Vineyard Regional High School, 6-8p / More Info / Free, donations welcome

  • 😂 Comedy with TBD Improv @ The Barn, Bowl & Bistro, 6:30-8p / More Info / $17
    Expect a completely unscripted, often racy improv show upstairs at The Barn.

Saturday October 17, 2026

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

  • 🏃 MV Brunch Run and Walk 5K & 10K @ Katama General Store, 8-10:30a / More Info / $11.60-$48.70
    Choose from a youth one-mile race at 8a, 10K at 8:15a, or 5K at 8:30a, with brunch included in select registrations; there is no parking at Katama General Store, so use the Edgartown School lot or limited shuttle service.

  • 🎨 Children’s Saturday Crafting: Halloween with Helen Hall @ Featherstone Center for the Arts, 10a-12p / More Info / $40

  • 🎃 Ponies and Pumpkins @ Misty Meadows Equine Learning Center, 10a-12p / More Info / Free
    Bring the family for kids’ games, fall crafts, face painting, pumpkin decorating, and a chance to meet the horses.

  • 🍳 Found Foods: A Hands-On Culinary Experience @ The FARM Institute, 10:30a-12:30p / More Info / $45

  • 🎃 Annual Pumpkin Festival @ Morning Glory Farm, 10:30a-2:30p / More Info
    Celebrate fall with hayrides, a pumpkin trebuchet, Touch-a-Tractor, maize maze, haunted greenhouse, pumpkin decorating, kids’ games, animals, live music, a pie-eating contest, seasonal food, and more.

  • 🧘 Sound Bath with Trish Ginter @ Edgartown Public Library, 11:30a-12:30p / More Info

  • 👻 MVLA Halloween Costume Swap @ West Tisbury Public Library, 12-1:30p / More Info

  • 🛠️ SparkMVxTradesUp @ Agricultural Hall, 12-4p / More Info / Free

  • 🧩 Piece by Piece: Library Puzzle Showdown @ Oak Bluffs Public Library, 1-3p / More Info

  • 🫖 League of Women Voters of MV: Tea Time! @ Martha’s Vineyard Museum, 3p / More Info

Sunday October 18, 2026

  • 🎣 MV Striped Bass & Bluefish Derby Awards Ceremony @ Farm Neck Golf Club, 11a / More Info
    The Derby wraps up with its annual awards ceremony, beginning with Junior Awards at 11a followed by Adult, All-Tackle, and Fly Rod Awards at 1p.

  • 🚶 2026 MV CROP Hunger Walk @ St. Augustine’s Church, 1:30-3:30p / More Info
    Join the 36th annual three-mile community walk from St. Augustine’s Church to the Lagoon Bridge and back, with shorter route options available and proceeds supporting local and global hunger relief.

Still inside: which restaurants are closing next, where to order Thanksgiving dinner, new holiday shopping spots + dozens of upcoming Island events into December!

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