🚒 This Weekend on Martha's Vineyard: 12/5-12/7

tis the season, first friday, mv bake-off, aquinnah artisans, all the december events!

Happy Holidays! ✨

This week I started working on the annual “What’s Changed on MV This Year” post and realized there’s SO much to report on! I’m really excited and splitting it into two parts. If you know of any rumored upcoming changes coming in 2026….you just let me know 😉

⏱️ This Week on MVacay

📅 Tips for Visiting Martha's Vineyard in 2026

Coastal Supply Co.

🗺️ What To Do This Weekend

All Weekend

• 🧝‍♀️ Dickens Village Vignettes at The Carnegie, Edgartown, 10a–3p / More Info

• 🛍 World Market Holiday Shop at Capawock Theatre, 11a–5p

• 🎁 Holiday Gift Show at Featherstone Center for the Arts, 12–4p / More Info

• 📚 Holiday Book Sale at West Tisbury Library, during library hours / More Info

• 🧶 Island Made Holidays at Gayle Gardens, 10a–4:30p

Friday, December 5, 2025

• 🎨 First Friday Vineyard Haven at Vineyard Haven, 5–8p / More Info

  • Artist Market at MV Playhouse with 20+ local vendors

  • Live music by Willy Mason and Nina Violet on the playhouse stage

  • Special event at Clothes-to-Go across the street

  • DJ and hot cocoa on Main Street during late-night holiday shopping

• 🎶 Music at Pathways at PathwaysARTS, Chilmark, 7:30–9:30p

• 🎭 Rudolph the Red-Nosed Reindeer at MV Regional High School, Oak Bluffs, 7p / More Info / $35 adult, $15 student, free under 4 (Opening Night: $20 all tickets)

• 🎭 Improv Showcase at Grange Hall, West Tisbury, 7p / free

Saturday, December 6, 2025

• 🎂 The Second Great Martha’s Vineyard Bake Off at various locations, Sat & Sun 9a–6p / More Info
  Pick up a Bake Off passport and sample treats from island eateries. Your sweet tooth supports local immigration and wellness services.

  • Participants include Aquila at the Y (Sat), Artcliff Diner, Beetlebung Farm, Black Joy Kitchen, Black Sheep (Sat), Catboat Coffee, First Light Café, Morning Glory Farm, Orange Peel Bakery, and Rosewater (Sat)

• 🧘‍♀️ 90-Minute Vinyasa Flow with Camille Beauzile at Stillpoint, 9–10:30a / More Info / $20

• 🧵 Aquinnah Artisans Festival at Aquinnah Town Hall, Sat & Sun 10a–4p
  Shop for handmade gifts, enjoy music and food, and support local artists at this festive artisan fair.

• 🌽 Winter Farmers Market at Agricultural Hall, West Tisbury, 10a–1p / More Info

• 🎁 Gift Maker’s Day at Slough Farm, 10a–12p & 1:45–3:45p / More Info

• 🧵 Tis the Season:

  • Artist Market at MV Playhouse, 10a–6p

  • Permanent Jewelry with Forever MV, 12–3p

  • Regency Brass Trio (live music on Main Street), 12–2p

  • Tree Lighting at Black Dog Campus, 2–6p

• 🫖 Afternoon Tea Party at S&S Kitchenette at 48 Main St, Vineyard Haven, 1p & 2:30p / $50 or $60 with Prosecco / More Info

• 🚑 Stuff an Ambulance (Red Stocking Fund) at Oak Bluffs Fire Station, 10a–3p

• 📸 Christmas Gingerbread House Mini Sessions at Oak Bluffs Gingerbread Cottage, Sat & Sun / More Info / ~$200

• 📚 West Tisbury Library Holiday Party at West Tisbury Library, 2–4p / More Info

• 🏠 Gingerbread House Making at Oak Bluffs Library, 3–4:30p / More Info / free

• 🔥 Hot Glass/Cold Beer Glassblowing Demo and Seconds Sale at MV Glassworks, 3–6p / More Info / free

• 🌲 Winter Wreath Celebration at Polly Hill Arboretum, 3:30–4:45p / More Info / free

• 🎭 A Christmas Carol: Script-in-Hand Reading at Oak Bluffs Library, 7–8p / More Info / free

• 🎵 Holiday Concert with the Island Community Chorus at Old Whaling Church, Edgartown, 7:30–8:30p / More Info / $20 suggested donation

Sunday, December 7, 2025

• 🎅 Santa’s Workshop & Winter Wonderland at Vineyard Haven, 12–2p
  Santa arrives via fire truck, with live music, carriage rides, and family fun downtown.

  • Tisbury Firetruck Arrival with Santa, around 11:30a

  • Santa’s Workshop at FISH MV, 12–2p

  • Bell Choir, Carriage Rides 12-2p

  • Artist Market at MV Playhouse at Vineyard Haven, 10a–4p

• 🍪 Cook the Vineyard: The Great Vineyard Cookie Sale at Grange Hall, West Tisbury, 12–3p / More Info / free
  Sample cookies and support MV Community Services—includes a cocoa bar, packaging demo, giveaways, and fireside chat with local bakers.

• 🐦 Wreaths for the Birds at Slough Farm, 1–3p / More Info / $10

• 🌀 Sonic Flow Writing Workshop with Anna Marden at Stillpoint, 3–4:30p / More Info / $25–50 sliding scale

• 🎶 Holiday Concert with the Island Community Chorus at Old Whaling Church, Edgartown, 3–4p / More Info / $20 suggested donation

Behind the Paywall: Steamship reservation dates, a volunteer hub, 1 restaurant closing this weekend, meal deals, 8 new holiday deals, save the dates for CIE.