Holiday fairs, artist markets, strolls and late-night shopping in the island's downtowns.
Vineyard Haven11am–5am
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
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!
Vineyard Haven12pm–10pm
MV Playhouse, sponsored by MV Made
Including music (tickets sold ahead, pay what you can, through Circuit Arts) performance 7-9pm
Vineyard Haven5pm
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
Downtown Vineyard Haven
View businesses' decorated window displays while shopping and enjoy special bites, pop-ups, and salesat participating businesses
Vineyard Haven
Katharine Cornell Theater
Island Theater Workshop's holiday show opens. Check the listing for performance times.
Edgartown9am–5pm
Donaroma's
Also Dec 11, Dec 12, Dec 13
Behold the Peacemakers - A holiday stroll at Donaroma's Garden Store
Edgartown10am–5pm · through Dec 13
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
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
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.
Edgartown3pm–8pm
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
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
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!
Edgartown9:30am–2pm
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
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
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
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
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
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.
Listings come from each organizer and the Martha's Vineyard Chamber of Commerce. Last checked Thursday, November 12.