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Holiday Markets and Late-Night Shopping on Martha's Vineyard 2026

Holiday fairs, artist markets, strolls and late-night shopping in the island's downtowns.

Wednesday, November 18

Vineyard Haven11am–5am

World Market Holiday Shop

A holiday pop-up shop in the Capawock Theatre, Main St Vineyard Haven. that has been transformed into a winter wonderland. We feature unique, affordable, fair trade crafts from around the world, including Africa, Haiti, India, Peru and Guatemala. The market supports economic empowerment in developing countries.

Oak Bluffs12pm–4pm

Featherstone's Annual Holiday Gift Show

Celebrate the holiday season while supporting Island artists and Featherstone! The perfect holiday shopping destination with gifts for everyone (and yourself) — handmade creations including paintings, photography, pottery, crafts, jewelry, knitwear, clothing, accessories, ornaments, cards, calendars and stocking stuffers. Buy local and support local artists all while supporting Featherstone as well! 'Tis the season for supporting the arts community!

Saturday, November 28

Edgartown12pm–2pm

Chowder Cup Contest

Daniel Fisher House

Join us Saturday November 28th at the Dr. Daniel Fisher House to sample the best chowder on the island and vote for the people's choice! Cold local beer, music, and raw bar provided. All proceeds benefit Edgartown Board of Trade and Edgartown's small business community. It is recommended to purchase tickets in advance - two entry times at 12 PM and 1 PM.

Friday, December 4

Vineyard Haven12pm–10pm

Pop-up artist market

MV Playhouse, sponsored by MV Made

Including music (tickets sold ahead, pay what you can, through Circuit Arts) performance 7-9pm

Vineyard Haven5pm

Late-Night Shopping & Specials

Downtown Vineyard Haven
Also Dec 11, Dec 20

Participating shops stay open late with holiday specials. Part of Vineyard Haven's 'Tis the Season.

Vineyard Haven5pm

Late-night Shopping and Specials

Downtown Vineyard Haven

View businesses' decorated window displays while shopping and enjoy special bites, pop-ups, and salesat participating businesses

Vineyard Haven

Rudolph the Red-Nosed Reindeer

Katharine Cornell Theater

Island Theater Workshop's holiday show opens. Check the listing for performance times.

Saturday, December 5

Vineyard Haven12pm–2pm

Santa's Workshop

FISH

Meet Santa, enjoy refreshments and music, and greet Santa and his local fire department volunteers on their fire truck!

Sunday, December 6

Vineyard Haven

Annual Shop-to-Share fundraiser for IGI

Downtown Vineyard Haven

Have your support reach even farther today when shopping local, as participating businesses contribute a percentage of all sales today to Island Grown Initiative.

Thursday, December 10

Edgartown10am–5pm · through Dec 13

Stocking Stuffer Bar at Sea Legs

sea legs

Mix and match any five items from the stocking stuffer bar for $75 total - an amazing savings and easy way to check multiple people of your gifting list!

Edgartown2pm–4:30pm

Snowflake Workshop at Edgartown Public Library

Edgartown Library
Also Dec 11, Dec 12

Help us turn the library into a winter wonderland! Stop by the Children’s Room throughout Christmas in Edgartown weekend to make your own paper snowflakes. We’ll display your creations in our big library windows for everyone to enjoy through the New Year! Source: edgartownlibrary.org

Oak Bluffs3pm–7pm · through Dec 11

Oak Bluffs Holiday Stroll

Downtown Oak Bluffs

Our second annual Holiday Stroll! Participating shops and restaurants throughout downtown Oak Bluffs will host artisan pop-ups, crafts, refreshments, holiday music, and festive shopping. 3-7PM both nights.

Friday, December 11

Edgartown3pm–8pm

Deck Your Ears – Holiday Ear Piercing Party

sea legs

Add some sparkle this holiday season and come deck your ears at Sea Legs!! Sea Legs offers safe lobe-piercing services using premium 14k yellow/white gold or 24k gold plated surgical steel studs, making it perfect for sensitive ears. (Note: Ear piercings only; no body piercings). Walk-ins are welcome throughout the event, but you can also book an appointment here to reserve a specific time.

Edgartown5:30pm–8pm

Champagne Stroll Pop up at Sea Spa

Sea Spa

Join us for a festive Friday evening during Christmas in Edgartown! Stop in while strolling through town, enjoy a little holiday cheer, explore our beautiful gift collections, and shop for spa packages, gift certificates, and thoughtful holiday gifts! Enjoy our great deals in store!!We'll also be hosting a special pop-up demonstration that evening! Keep an eye on our Instagram @SeaSpaSalon for updates and details on the demo! We can't wait to celebrate the holiday season with you!

Vineyard Haven

Late-night Shopping

Downtown Vineyard Haven
Also Dec 20

Every Friday in December, enjoy late-night shopping in town as participating local businesses keep their doors open late. Enjoy sips and bites, evening specials, pop-ups and more at participating businesses. We appreciate your shopping locally this season, and want to make it an easy, festive, fun time while you're at it!

Saturday, December 12

Edgartown9:30am–2pm

Parade Sparkle Stop at Candy Cane Lane

Sea Spa

Get ready to sparkle for the Christmas in Edgartown Parade! 🎅❤️ Join us for one of our favorite holiday traditions, Candy Cane Lane at Sea Spa Salon! Bring the kids, get into the Christmas spirit, and enjoy a little holiday magic right in downtown Edgartown! Hair Tinsel – Add some festive sparkle to your hair! Face Sparkles & Glitter Freckles – Get parade-ready with a little Christmas shimmer! Sparkle Wands – A fun holiday touch for the little ones! Festive Snow Cones – Enjoy a colorful, Christmas-inspired frozen treat! Candy Canes & Holiday Cheer – Because it wouldn't be Candy Cane Lane without a little sweetness! Holiday Shopping, Too! While the kids are getting their sparkle on, explore our holiday gift collections, beautiful spa packages, gift certificates, and curated gift baskets. We'll help you find something special for everyone on your list! Stop by before the parade to get all dressed up, or visit us afterward for more festive fun! We can't wait to celebrate another magical Christmas in Edgartown with our island community! 508-627-8953 🌐 www.seaspasalonmv.com

Edgartown10am–4pm

33rd Annual Christmas in Edgartown Art & Crafts Festival

Edgartown School
Also Dec 13

This annual holiday event features the work of some of over 40 amazing Island artists and craftspeople. Join them in celebration of 33 years of a wonderful Edgartown tradition! Free parking on site & “Shopper Trolley” to Church Street available 12 - 3 PM. Food concessions provided by the 8th Grade Class. Come take care of all your holiday shopping.. Benefiting Edgartown School Class of 2027. For questions about the event or how to be a vendor, please call Fran at 508-560-6721.

Edgartown10am–3pm

Handmade from the Heart

99 Main Street Edgartown, Massachusetts, 02539 United States

Handmade from the Heart is a cherished holiday tradition that brings our Island community together in support of Hospice & Palliative Care of Martha’s Vineyard during Christmas in Edgartown. Each year, talented Island makers, bakers, and neighbors donate handmade gifts, crafts, and homemade treats for sale. Every purchase helps provide hospice, palliative, and bereavement care close to home, for Islanders and their families when they need it most. Join us and find the best gifts of the season!

Edgartown10am–3pm

Holiday Faire in the Edgartown Village Green

Edgartown Village Green

Brought to you by the Edgartown Village Market, the Holiday Faire is back and right in the heart of our downtown winter wonderland. Make s'no mistake, this is an absolute must-do event! Join us in the Village Green to shop one-of-a-kind artisanal goods from over 30 local vendors in this European-style Christmas market complete with hot cocoa, treats, and entertainment for the whole family. Warm up in the tented beer garden while listening to live music and enjoying an array of seasonal food and drinks. Libations will be available for purchase to benefit local non-profits. Participating artisans coming soon Thank you to our Holiday Faire partners: Vineyard Preservation Trust, Edgartown Village Market, Donnelly + Co, Amity Island Running Club & Wash Ashore Beer Co. , and Foley Family Wines.

Edgartown1pm–3pm

Botanical Ornament Workshop

Juniper

Our experts teach you how to create a botanical ornament using fresh and dried flowers. Must pre-register by calling 508-627-3036, extension 1

Edgartown1pm–1:30pm

Buddy the Elf Breakfast Spaghetti Eating Competition

sea legs

At the Annual Buddy the Elf Spaghetti Eating Competition, you’ll dive right in hands first to tackle a magical bag of spaghetti topped with maple syrup and M&Ms. The first festive elf to finish wins a $200 gift card to Sea Legs — perfect for treating yourself after your sweet victory! Grab your stretchy pants, bring your Christmas cheer, and join us for some sticky, syrupy, elf-approved fun. Come hungry, leave jolly — and maybe a little sticky! Contestants and spectators please gather on the street outside 13 Dock Street right before 1PM. No registration required.

Friday, December 18

Oak Bluffs

Last-Minute Magic in Oak Bluffs

Downtown Oak Bluffs

Still checking off your Christmas list? Find a little last-minute magic in Oak Bluffs, with shops open late for gift shopping, wrapping, and festive refreshments!

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Cards from the 2027 Martha's Vineyard desk calendar
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2027 Martha's Vineyard desk calendar

Twelve months of island photography, from Edgartown Harbor to Gay Head Light. Matching notecards too.

More guides

Listings come from each organizer and the Martha's Vineyard Chamber of Commerce. Last checked Thursday, November 12.