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Dec
14
4:00 PM16:00

First Night of Hanukkah Menorah Lighting Extravaganza

Join us in the Edgartown Mini Park for a joyful community celebration as we welcome the first night of Hanukkah with the Chabad on the Vineyard.

Gather with friends, neighbors, and visitors for the ceremonial lighting of the menorah, uplifting music, traditional Hanukkah treats, and a festive atmosphere that shines with warmth and togetherness. All are welcome to share in the light, unity, and hope that this special evening brings.

Come celebrate the beginning of the Festival of Lights in the heart of Edgartown!

Hosted by Edgartown Board of Trade and Chabad on the Vineyard

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Dec
14
11:00 AM11:00

African American Heritage Trail Martha’s Vineyard

Walking tour focusing on Edgartown’s history embracing the stories of enslavement and fugitives. Visit the church where Frederick Douglass exhorted the people of Edgartown to resist the Fugitive Slave Act and the Courthouse honoring Superior Court Judge Herbert A Tucker. The tour culminates at Memorial wharf where you will be blessed or cursed by Wise Woman Nancy Michael.

Meet at the Old Whaling Church at 11am, Friday and Sunday.

Call 508 524 8023 with any questions. Tour is brought to you by the African American Heritage Trail Martha’s Vineyard

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Dec
14
to Dec 17

Nell Holiday Sweater Competition

Break out your boldest, quirkiest, or most over-the-top holiday sweater and show off your seasonal creativity. Whether it lights up, jingles, sparkles, or tells a story, we want to see it!
The most creative sweater will win a $250 Nell gift card.

Come for the competition, stay for the holiday vibes. See you there!

Contact 508-627-9172 or hello@nellmv.com for more information.

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Dec
14
8:00 AM08:00

Holiday Hustle 5K

The Edgartown School PTA is excited to be hosting the "Holiday Hustle" as part of the Christmas in Edgartown festivities! All ages and levels are encouraged to run or walk this 5K course that weaves through festive downtown Edgartown. We encourage you to show your holiday spirit by wearing holiday attire- bells/santa hats will be given out. Dogs and strollers are welcome!

The pre-race day cost $25.00 for adults and $15.00 for kids 0-12. Day of registration is $30.00 for adults and $20.00 for kids. Day of registration will take place at the Edgartown School on Sunday, December 14 from 7:00-7:45 am. Pre-registration is strongly encouraged! All proceeds go directly to the Edgartown School PTA. https://runsignup.com/Race/MA/Edgartown/EdgartownSchoolPTAHolidayHustle

12/14/25 bib pick up 7am-7:45am, race starts at 8am

Contact mbrogan7486@gmail.com for more informaiton

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Dec
13
3:00 PM15:00

Live Music Saturday at The Wharf Pub

Don’t let the fun stop! Enjoy a musical Saturday of festive performances. Johnny Hoy & Delanie Pickering with crowd favorites from 3 - 5 PM, followed Dock Street Fight Club high-energy from 9 - 12:30 AM. Contact 508-627-9966 for more information. The Wharf Pub is a proud sponsor of Christmas In Edgartown.

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Dec
13
2:00 PM14:00

Tides and Tastings at the Norton Boathouse

Step into Vineyard maritime history with a touch of holiday cheer! Join Vineyard Preservation Trust, MV Shellfish Group, and MV Vintage Wine & Spirits for a cozy afternoon by the waterfront featuring fresh oysters, expertly paired wines, and stories of the sea that connect shellfish and vine.

$65 per person
Tickets: https://auctria.events/Vptholiday

Contact leslie@mvpreservation.org for more information

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Dec
13
1:00 PM13:00

Holiday Open House at Edgartown Public Library

Stop by for some holiday cheer during the library’s Holiday Open House. The Friends of the Edgartown Library will be selling poinsettia plants for $5 each. All sales will benefit the Friends and support library programs. There will also be hot apple cider, a kids’ drop-in craft, and festive music performed by Adele Dreyer. Many thanks to Donaroma’s Nursery for donating the poinsettias.

For more information please contact 508-627-4221 or programs@edgartownlibrary.org.

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Dec
13
1:00 PM13:00

Buddy the Elf Breakfast Spaghetti Eating Competition

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.

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Dec
13
1:00 PM13:00

Holiday Storytime with Author Cathryn Newton

Join the festivities at The Harborside Inn after the parade for a holiday reading/signing of HOME SWEET ISLAND by children’s author Cathryn Newton. This promises to be a special Christmas in Edgartown Event presented by The Harborside Inn with Edgartown Books.

About the Book: When Linnea learns of an impending winter storm stranding a ship, she quickly devises a plan to bring the island together. Much to her surprise, her compassion evokes holiday magic! Inspired by a community of islanders from Menemsha who braved high-running tides and the winter elements to bring Christmas cheer to a vessel from Europe that was stranded over the holidays in the harbor, the story is a heartwarming tale of true islander spirit and kindness.
About the Author: Cathryn Newton has always found inspiration living by the sea and finding the beauty in nature and art. Living on Martha's Vineyard for many years, she was captivated by the stories from lighthouse keepers, ship captains, and salt of the earth islanders. Cathryn wanted to share the magic of the island through children's books. She now resides in Rhode Island and the Vineyard with her family.

Contact events@theharborsideinn.com for more information.

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Dec
13
1:00 PM13:00

Learn About Foster Parenting: Drop-in Tabling Session

The Massachusetts Department of Children and Families will be tabling at the library to discuss foster parenting and adopting from foster care. If you are thinking about becoming a foster parent, you can learn more about the application process and the supports provided by DCF by speaking to representatives at this informational tabling session.
For more information, please contact Courtney Davis at courtney.davis@mass.gov or visit mass.gov/dcf.

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Dec
13
12:30 PM12:30

Harbor View Holiday Tea

Join us at Harbor View Hotel and Bettini Restaurant for a festive Harbor View Holiday Tea that the whole family will love. After the Christmas in Edgartown Parade, step into the warmth of Harbor View Hotel and indulge in a classic afternoon tea with a holiday twist. Enjoy beautifully tiered trays filled with savory tea sandwiches, freshly baked scones, and sweet seasonal delights, perfectly paired with bottomless premium teas, decadent hot chocolate, or a whimsical Shirley Temple for younger guests. Surrounded by twinkling lights and holiday décor, guests of all ages are invited to dress in the spirit of the season as we celebrate Christmas in Edgartown with elegance, warmth, and holiday magic.

Location: Bettini Restaurant
Time: 12:30 pm – 2:30 pm
Price: $50 per person (plus tax and gratuity)
The Bettini lunch menu, along with the complete beverage menu, will also be available. Reservations must be booked in advance. Limited seating available. Reserve here.

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Dec
13
12:00 PM12:00

Candy Cane Lane in Nevin Square

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.

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Dec
13
12:00 PM12:00

Very Vineyard Vin Chaud

  • Dr. Daniel Fisher House & Gardens (map)
  • Google Calendar ICS

Join the MV Chamber of Commerce for a warm and festive holiday experience in downtown Edgartown! Sip our French-inspired Vin Chaud—traditional mulled wine, warmed and spiced—served in a custom Very Vineyard Holiday commemorative cup you can take home. Step into our cozy holiday lounge, transformed into a charming winter wonderland complete with glowing décor, inviting seating, twinkling lights, and festive photo moments. A beautifully decorated, heated tent creates the perfect backdrop to relax, mingle, and enjoy the magic of the season.

As you soak in the holiday atmosphere, enjoy live musical performances by Martin & Kelly and CJ Solar from 1–3 PM, filling the afternoon with joyful cheer. Guests will also receive Golden Tickets for our Island-wide Very Vineyard Holiday Giveaway—your chance to shop local and win big.

Come get cozy, feel the magic of Christmas in Edgartown, and savor a warm cup of Vin Chaud with us! Special thanks to this event’s generous sponsors: Vineyard Preservation Trust, Vintage MV Wine & Spirits, KG Events & Design, Drinks on MV, Jardin Mahoney, Serena & Lily, Tilton Tents, Tracker Home Decor, Vineyard Hearth Patio & Spa, Free People, Hospice and The Black Dog.

The Martha’s Vineyard Chamber of Commerce is a proud sponsor of Christmas In Edgartown.

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Dec
13
12:00 PM12:00

Open House at Morning Glory Farm

Morning Glory Farm will be hosting our annual Open House at the Farm from 12-3pm.

There will be hayrides in our fields, make your own s'mores by the firepit, lot's of eggnog, light refreshments, appetizers including fresh vegetables from our farm paired with housemade dips and local cheese and fruits.

Our kitchen is highlighting our very own corn chowder this year and our bakery will have Christmas treats including Bushe de Noel. Raffles and more.

Everything above is complimentary.

You're invited to join us during our 50th Anniversary year at Morning Glory Farm!

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Dec
13
11:45 AM11:45

Little Gems Show with Jazz by Jeremy Berlin

Eisenhauer Gallery looks forward to hosting a small gems exhibition following the Christmas Edgartown parade on Saturday. This show will be accompanied with Jazz by Jeremy Berlin and fresh collections from favorite artists. Warm up with a cup of cider or tea with good company!

Contact 508-627-7003 or eisenhauergallery@gmail.com for more information.

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Dec
13
11:45 AM11:45

Photos with Santa sponsored by Wallace & Co

Sponsored by Wallace & Co. Sotheby's International Realty, Santa will be arriving at The Covington Restaurant at 52 Main Street in Edgartown following the parade. Santa will be available for photos from 11:45 AM - 1:00 PM. Use your own camera, no charge. Donations will be accepted to benefit the Red Stocking Fund. Contact 508.627.3313 or info@wallacemv.com for more information.

Wallace & Co. Sotheby's International Realty is a proud sponsor of Christmas In Edgartown.

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Dec
13
11:45 AM11:45

Grinchmas in Edgartown

Welcome to Grinchmas in Edgartown presented by the Island Autism Group and sponsored by Vineyard Dream Realty LLC, Grinchmas in Edgartown promises to be a festive and heartwarming event for the entire community.
Meet the Grinch and Friends: Capture the magic of the season by taking a picture with the Grinch himself and his whimsical friends.
Sweet Treats: Indulge in delightful sweet treats that are sure to please both young and old alike.
Christmas Merchandise: Purchase Christmas merchandise. All proceeds from the sales will benefit the Island Autism Group.
Vineyard Dream Realty LLC is a proud sponsor of Christmas in Edgartown.

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Dec
13
11:30 AM11:30

No Mess Gingerbread House Kits

Waterfront Builders will be handing out free no-mess gingerbread house kits for families to take and complete at home! Supplies are limited. Waterfront Builders is a proud sponsor of Christmas in Edgartown.

For more information contact mikaela@waterfrontbuildersmv.com

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