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.

Fly fishing Santa is arriving again at Kismet Outfitters! Come cast a line or get a free casting lessons from Santa! There will be giveaways, discounts, and a raffle for a free guided trip!

Cotact 860.944.5225 or abbie@kismetoutfitters.com for more information.

Half way up Winter Street, you will find

A Square full of fun with kids in mind.

Candy Cane Lane is the new wonderland,

Featuring young merchants, activities, and treats - you must experience firsthand!

See all that is planned at Candy Cane Lane here!

Candy Cane Lane is brought to you by the Nevin Square Association, with help from their amazing businesses.

Join us for a festive patio party at Salte with sips, snacks and holiday cheer! Our cocktail cart will be set up serving seasonal drinks for you to enjoy while shop our favorite gifts! First 20 people get a great gift with purchase! Lots of fun for all!

Our Lip Gloss charm bar is back! With the purchase of your favorite lip gloss from our newest collection of charms and glosses, enjoy a personalized experience at our Lip Gloss Charm Bar. Choose your gloss, pick your charm, and create a custom gift for your loved ones—or treat yourself to something special!

The Elves Fair is back to benefit the Plum Hill School, a Christmas in Edgartown tradition. Make your own gingerbread houses, beeswax candles and more. Warm up with lunch at our Elves Cafe & visit our Waldorf Gift Shop for handmade toys and books. The silent auction is now digital so there is more room for crafting, eating, shopping and enjoying the holiday spirit together. Please email hello@plumhillschool.com with questions.

Holiday Bubbly and Chocolates,

20-60% Sale

Free Raffle Entry for $200.00 Gift Certificate

Contact sarahmcd@verizon.net for more information.

This annual holiday event features the work of some of our amazing Island artists and craftspeople. Join them in celebration of 32 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 2026. For questions about the event or how to be a vendor, please call Fran at 508-560-6721.

The Annual Handmade From The Heart holiday artisan fair fundraiser at Christmas In Edgartown to support Hospice of Martha’s Vineyard at the Daniel Fisher House on Dec. 14 from 10 AM to 3 PM. All are welcome to come shop for distinctive gifts for family and friends. Free to attend.

Please call 508-693-0189 or email fundraising@hospiceofmv.org if you have questions, if you are interested in volunteering, or to arrange your donation.

Join us for a book signing upstairs at the store with Julia Blanter, author of The Martha's Vineyard Cookbook.
It may be December, but you can celebrate summer any time of year with The Martha’s Vineyard Cookbook. The edible tour of the island’s six towns has curated the flavors of 100 island recipes while offering stunning, immersive photographs from America’s summer home destination.
With mouthwatering recipes from the restaurants, farmers, fishermen, and food artisans who make the Vineyard so vibrant, unique, and utterly delicious, the cookbook showcases both the iconic and the hidden delights of the island. From ArtCliff Diner’s warm Blueberry Buttermilk Scones to a refreshing Agricultural Fair-favorite Espresso Float, there’s something new and exciting to discover on every page.
Julia Blanter is a year-round Martha’s Vineyard resident with deep connections to the island’s culinary community. With extensive experience across the food industry, including head of marketing at New York’s legendary Fulton Fish Market, Blanter’s love of food has taken her into kitchens and restaurants all around the world. Born in the colorful, multicultural landscape of Sydney, Australia, Julia has lived in New Caledonia, the Netherlands, London, Brooklyn, and most recently, her island home of Martha’s Vineyard.

Email mtombers@edgartownbooks.com for more information.

Chanel Trunk Show 2025 Fall and Holiday Sunglass Collections

Contact sarahmcd@verizon.net for more information.

The Trust Shop and Stori the Label will be popping up with vintage denim, jackets, tees, sweaters & slips.

Contact randi@kenworthydesign.com for more information.

The incredibly talented Jennifer Choi Jewelry will be in the shop, crafting her signature one-of-a-kind floating gemstone pieces — including custom and permanent jewelry. The perfect bespoke creation for the holiday season.

Come for the sparkle, stay for the magic.

’Tis the season to sparkle! Sea Legs invites you to Deck Your Ears, an exclusive holiday-themed ear-piercing event happening all day Friday. Think of it as your chance to add a little extra shimmer to your holiday style or gift someone the perfect seasonal glow-up. $60 gets a piercing + a pair of studs (normally $35 + $50).

Please join us for an evening of timeless elegance and seasonal inspiration.
Explore curated holiday décor, exquisite gifts, and luxurious home accents designed to bring warmth and sophistication to your home.
-Champagne & Decadent Chocolates
-Exclusive Event Offers & Complimentary Gift Wrapping with Purchase
Come celebrate the art of living beautifully this holiday season!

(Formal attire admired, not required. Offsite parking @ Edgartown Library with shuttle provided.)

Contact info@trackerhomedecor.com for more information.

Don't miss our custom patch bar on Small Business Saturday! Bring in your favorite pair of jeans (or pick up a new pair in the shop) for us to patch the pockets or purchase a tote bag to customize to your hearts content!

On Sunday, December 15th, from 2PM to 4PM, Dan Martino will sign copies of his “The Oyster Book,” which peels back the fascinating history of the oyster as well as everything you might want to know about the bivalve.

Get into the festive spirit with a Holiday Sweater Contest! Show off your most creative and outrageous holiday sweater for a chance to win a $250 gift card. Nell is a proud sponsor of Christmas In Edgartown.

Shop our final and biggest sale of the season. Gifts for everyone on your list, including you!

All wine 30% off. All KGS clothing 50% off. All other merchandise 25-50% off.

And while you're here, check out our artisan popup vendors. Holiday treasures created by island artisans sure to tempt you!

Holiday tunes, good vibes and plenty of parking. Join us!

Shop and swing to the tunes of DJ Rockwell at Juniper!

Come Hungry to Sea Legs for the annual Buddy the Elf Spaghetti Eating Competition for a chance to win a $300 Sea Legs gift certificate!

Sea Legs is open 10AM-7PM Friday and Saturday and 10-5PM on Sunday.

Half way up Winter Street, you will find

A Square full of fun with kids in mind.

Candy Cane Lane is the new wonderland,

Featuring young merchants, activities, and treats - you must experience firsthand!

See all that is planned at Candy Cane Lane here!

Candy Cane Lane is brought to you by the Nevin Square Association, with help from their amazing businesses.