The leaf peeping this week is incredible! We are slowly checking things off the MVacay Fall Bucket List and I hope you are too 😊
🗺️ What To Do This Weekend
Friday October 23, 2026
🥫 Island Grown Initiative’s Serving Hands at 66 William Street, Vineyard Haven, 11:30a-1p / More Info
🎶 Fire and Song at Old Whaling Church, 7-8:30p / More Info / $60; $100 sponsor and reception
Pianist Joel A. Martin and vocalist Theresa Thomason perform a benefit concert for the MV Diversity Coalition and its Living Legends Project, blending classical, jazz and African American musical traditions.🎹 An Evening with Matt Nakoa at MV Playhouse, 7p / More Info / $25
Award-winning composer, pianist and singer-songwriter Matt Nakoa brings a genre-spanning performance ranging from classical piano to folk, rock and original music.
Saturday October 24, 2026
🥕 West Tisbury Farmers Market at Agricultural Hall, West Tisbury, 9a-12p / More Info / Free
🎨 Children’s Saturday Crafting: Halloween with Helen Hall at Featherstone Center for the Arts, 10a-12p / More Info / $40
🎃 Sixth Annual Harvest Festival at Agricultural Hall, 10a-2p / More Info / Free
The MV Agricultural Society’s annual fall celebration fills the Ag Hall grounds with pumpkin carving, face painting, a clothing swap, a hay bale maze, scavenger hunt, bulb planting, touch-a-tractor activities, oat pools and mud kitchens, cow chip bingo, local food vendors and more.Timed highlights include the West Tisbury Farmers Market and live music by Blues Switch from 9a-12p, a meet-a-beekeeper session from 10a-12p, indigo dyeing at 10:30a, 12p and 1:30p, sack races at 10:30a, an MV Shellfish Group shucking lesson and demo at 11a, corn husking at 11:30a, music by the Flying Elbows from 12-1p, an “Ask Me Anything” with gardener Faren Osnoss from 12-2p, a squash toss at 12:30p, square dancing from 1-2p and a pie-eating contest at 2p.
🥞 Brunch Under the Tent at Farm Neck Golf Club, 10a-12:30p / More Info / $150
🔪 Introduction to Knife Sharpening at Stillpoint, 10:30a-12:30p / More Info / $75
🎃 Pumpkin Decorating at Town MV at Town MV, 12-3p / More Info / $25
Spend the afternoon decorating a pumpkin with supplies included. Admission also includes a choice of one cocktail, snack or kids’ meal.🖼️ Exploring Printmaking with Allison Doherty at Featherstone Center for the Arts, 1-4p / More Info / $65
🎈 Children’s Day at MVRHS, 1-4p / More Info
Inspired by the Brazilian tradition of Children’s Day, this community celebration welcomes Island families for games, activities, snacks, treats, raffles and more.🏳️🌈 Teen Pride Party at Vineyard Haven Public Library, 7-10:30p / More Info / Free
🎶 Thistle at MV Playhouse, 7p / More Info / $25
Sunday October 25, 2026
🧙 The Witching Hour: A Paddle Parade of Witchy Fun at Collin’s Beach, 9-10a / More Info / Free
Costumed witches, warlocks and other paddlers take to kayaks, SUPs and canoes for a playful paddle toward Edgartown Lighthouse. A $20 donation to the Vineyard Cancer Support Group is suggested.👻 Edgartown’s Happy Haunting at Downtown Edgartown, 10a-1p / More Info / Free
Families can dress up and trick-or-treat from participating businesses throughout downtown Edgartown during this annual Halloween tradition.🎶 Kirtan, Live Music, Call and Response Chanting with Bhakti at West Tisbury Public Library, 12-1p / More Info
🎃 Trunk or Treat Fundraiser at Martha’s Vineyard Public Charter School, 2:30-4p / $25 per family
The MVP Charter School PTO hosts an afternoon of trick-or-treating, face painting, wagon rides, pumpkin painting and more. Some activities carry an additional charge; attendees are asked to park at Up-Island Cronig’s.
Still inside: What to do for Halloween, Thanksgiving, and Save the Dates through December. Plus, restaurant closings and the interesting upcoming events I have my eye on!