Dec 1 @ 10:00 am – 4:00 pm Toy Boat
Stop in at The Toy Boat on Straight Wharf for a free raffle ticket to this drawing for kids.
Dec 1 @ 10:00 am – 7:00 pm Made on Nantucket
Enter the free Old South Wharf Raffle and buy the exclusive 2018 Made on Nantucket Stroll Ornament, 18 Old South Wharf. Raffle drawing at 4pm December 1
Dec 1 @ 10:00 am – 5:00 pm REMY
Enjoy Stroll specials and surprises at REMY, 16 10 Old South Wharf. www.remycreations.com
Dec 1 @ 11:00 am – 4:00 pm
Stop by G.S. Hill Gallery and The Nantucket Pearl Company at 40 Straight Wharf to celebrate the holidays with refreshments and their annual raffle drawing. Drawing held at 4 pm on Stroll Saturday, Dec. 1.
Dec 1 @ 11:00 am – 4:00 pm Freedman's
Enjoy butter cookies and Swedish Glogg while you shop for gifts up to 50% off!
Dec 1 @ 11:00 am – 4:00 pm Love Shack
End-of-Year Blowout Sale at The Love Shack Up to 50% off one-of-a-kind, select jewelry & Love Shack items. Don’t miss the exclusive Alp-N-Rock Christmas Stroll Henly. 10 Old South Wharf.
Dec 1 @ 11:00 am – 4:30 pm
Stop by the stage to enjoy eclectic performances by Theatre Workshop of Nantucket, The Boys and Girls Club, Susan Berman, PJ Moody, The Accidentals & Naturals, and more! On the stage set up in the … Continue reading "Stroll Entertainment"
Dec 1 @ 11:30 am – 9:00 pm The Nantucket Hotel
Make The Nantucket Hotel a merry stop during your Stroll festivities on Saturday, December 1st. We’re serving a special Stroll a la Carte, All-Day Menu in our Grand Ballroom from 11:30 a.m. – 9:00 p.m. … Continue reading "Christmas Stroll Dining – All Day, The Nantucket Hotel"
Dec 1 @ 11:45 am
Nantucket’s Town Crier officially rings in the annual Christmas Stroll on Main Street. Follow him to Straight Wharf to greet Santa. Sponsored by the Nantucket Island Chamber of Commerce.
Dec 1 @ 12:00 pm – 3:00 pm The Nantucket Hotel
Join us on The Nantucket Hotel’s Front Porch from 12:-00 (Noon) to 3:00 p.m. for some live music by performer Matthew Hutchinson. Warm and cozy blankets are included and a light bites menu and cocktails … Continue reading "Christmas Stroll Live Entertainment on The Nantucket Hotel’s Front Porch"
Dec 1 @ 12:15 pm
Gather at Straight Wharf to watch Santa arrive via Coast Guard cutter, and join Santa’s parade as it travels up Main Street and across Centre Street to the Jared Coffin House. The “Head Elf” visits … Continue reading "Santa Claus Arrives on Nantucket"
Dec 1 @ 1:00 pm – 5:00 pm
Visit the shops and studios at 2 Union Street (just steps off Main) for holiday cheer and to shop for beautiful handcrafted jewelry by island artisans, for Nantucket made gifts, and for fine cigars and … Continue reading "Holiday Open House"
Dec 1 @ 1:00 pm – 3:00 pm
Chat with the large Christmas tree at the top of Main Street, and it will answer! Presented by the Nantucket Island Chamber of Commerce.
Dec 1 @ 3:00 pm – 6:00 pm The Nantucket Hotel
Join us on The Nantucket Hotel’s Front Porch before your Stroll dinner on Friday from 3:00 p.m.-6:00 p.m. for some live music with guitarist Sean Lee. Warm and cozy blankets are included and a light … Continue reading "Christmas Stroll Live Entertainment on The Nantucket Hotel’s Front Porch"
Dec 1 @ 4:30 pm – 5:15 pm
Join Victorian Carolers for a Christmas Stroll sing-along on the steps of Pacific National Bank at the top of Main Street. Sponsored by the Nantucket Island Chamber of Commerce.
Dec 2 @ 11:00 am – 4:00 pm Freedman's
Enjoy butter cookies and Swedish Glogg while you shop for gifts up to 50% off!
Dec 2 @ 11:00 am – 2:00 pm The Nantucket Hotel
Enjoy a spectacular Sunday Brunch at Breeze restaurant at The Nantucket Hotel during Stroll Weekend. We’re offering an a la Carte Stroll Brunch from 11:00 a.m. to 2:00 p.m. Listen to live musical entertainment by … Continue reading "Christmas Stroll Brunch with Live Entertainment, Breeze Restaurant at The Nantucket Hotel"
Dec 7 @ 8:00 pm – Dec 8 @ 1:00 am Rose & Crown
It’s time to dust off those “beautiful” holiday sweaters and come join us at the Rose & Crown for our annual Ugly Christmas Sweater Party. Plenty of holiday cheer and cash prize for ugliest holiday … Continue reading "Annual Ugly Christmas Sweater Party"
Dec 8 @ 9:00 am – 3:00 pm
Christmas Fair & Market in Nantucket High School to benefit the senior class.10 Surfside Road
Dec 8 @ 9:00 am – 3:00 pm
Bring a new, unwrapped toy or a nonperishable goods to Nantucket High School during December Delight to be given to a Nantucket family in need. 10 Surfside Road
Dec 8 @ 10:00 am – 5:00 pm
Refreshments and entertainment through town, plus double red tickets given for each $25 spent at participating merchants. Sponsored by the Nantucket Island Chamber of Commerce. Shop local!
Dec 8 @ 10:00 am – 12:00 pm White Elephant Village Ballroom
handcrafted holiday items and heirloom quality gifts, an art auction featuring local artists, delicious seasonal fare, a holiday Bake Shop, craft activities for children, music and more. In the White Elephant Village Ballroom, 19 North … Continue reading "Yuletide Fair"
Dec 8 @ 12:00 pm – 3:00 pm
The studios and shops at 2 Union are open for holiday shopping: Jessica Hicks Jewelry, Jennifer Greenwood, Gray Lady Smoke Shop. Gift boxes on sale in Gray Lady Smoke Shop, while they last!
Dec 8 @ 5:30 pm
This class benefits the Inky Santa Toy Drive. All levels are welcome in this Dharma class set to holiday carols and illuminated by candlelight. In lieu of a class fee, donate what you can in … Continue reading "8th annual Candlelight and Carols Holiday Yoga Class"
Dec 9 @ 2:00 pm – 5:00 pm Nantucket Whaling Museum
This popular family event features holiday carols, seasonal treats and child-friendly crafts in the Whaling Museum among the festive of the Festival of Trees. This community event is free for all children and NHA members … Continue reading "Holiday Magic"
Dec 11 @ 5:30 pm – 7:00 pm Cisco Brewers
Come to Cisco Brewers and enjoy pints while you paint. To reserve spots, call Lindsay at Cisco Brewers at 508-325-5929 x1001. If you make a reservation & the session begins to fill up, your spot … Continue reading "Cozy Snowman Ornament Pints & Paints"
Dec 12 @ 5:00 pm – 8:30 pm Great Harbor Yacht Club
An evening of shopping local on Nantucket at the Great Harbor Yacht Club. $15 suggested donation to benefit A Safe Place. Silent auction, holiday music
Dec 15 @ 11:00 am – 2:00 pm Bartlett's Farm
Get your photo taken with Santa as you shop for huge savings – 50% off store-wide — at Bartletts Farm before they close for the season. Bartlett’s Farm Road. Sale continues through December 18. Bartlett’s … Continue reading "Photos with Santa at Bartlett’s Farm"
Dec 15 @ 5:30 pm First Congregational Church
Community Christmas Pageant Held in the First Congregational Church, 62 Centre Street. No admission fee, but all donations will be accepted.
Dec 16 @ 11:00 am – 2:00 pm The Nantucket Hotel
Meet and greet jolly Santa Claus at our fun Sunday Brunch at The Nantucket Hotel and Resort on December 16th. We’re offering an a la Carte holiday Brunch Menu with many Christmas specials at our … Continue reading "Christmas Stroll Brunch with Santa"
Dec 18 @ 5:30 pm – 7:00 pm Cisco Brewers
Come to Cisco Brewers and enjoy pints while you paint. To reserve spots, call Lindsay at Cisco Brewers at 508-325-5929 x1001. If you make a reservation & the session begins to fill up, your spot … Continue reading "Baby It’s Cold Outside Pints & Paints"
Dec 19 @ 5:30 pm Nantucket Hotel
With the purchase of 2 dinner entrees of $25 each or more, you can stay that night in the luxurious Nantucket Hotel for just a $35 cleaning fee. Includes full use of all resort amenities, … Continue reading "Islanders Stay Free at Nantucket Hotel"
Dec 21 @ 5:30 pm Nantucket Hotel
With the purchase of 2 dinner entrees of $25 each or more, you can stay that night in the luxurious Nantucket Hotel for just a $35 cleaning fee. Includes full use of all resort amenities, … Continue reading "Islanders Stay Free at Nantucket Hotel"
Dec 21 @ 5:30 pm Nantucket Atheneum
Enjoy treats and a beverage as you browse for books at the Nantucket Atheneum, 1 India Street.
Dec 22 @ 11:00 am – 3:00 pm Nantucket Culinary
Nantucket Culinary on Federal Street will host a marketplace (great for last minute shopping needs!) with local vendors. We will also have a gift wrapping station where you can have your purchases wrapped for a … Continue reading "Funds for Food"
Dec 22 @ 5:00 pm – 7:00 pm Nantucket Hotel
Special menu + cocktails, live music on the front porch of the Nantucket Hotel, 77 Easton Street.
Dec 22 @ 5:30 pm Nantucket Hotel
With the purchase of 2 dinner entrees of $25 each or more, you can stay that night in the luxurious Nantucket Hotel for just a $35 cleaning fee. Includes full use of all resort amenities, … Continue reading "Islanders Stay Free at Nantucket Hotel"
Dec 24 @ 3:00 pm
Gather on Main Street with your red tickets to see who will win the prizes.  Ticket holders must be present to win. Dress warmly. Sponsored by Nantucket Island Chamber of Commerce.
Dec 24 @ 5:30 pm Nantucket Hotel
With the purchase of 2 dinner entrees of $25 each or more, you can stay that night in the luxurious Nantucket Hotel for just a $35 cleaning fee. Includes full use of all resort amenities, … Continue reading "Islanders Stay Free at Nantucket Hotel"
Dec 25 @ 4:00 pm – 8:30 pm The Nantucket Hotel
The gifts are open…Now continue the celebration with family and friends by dining with us in our glass-enclosed Breeze Indoor/Outdoor Terrace at The Nantucket Hotel on joyous Christmas Day. Relax and savor our special, Three-Course … Continue reading "Christmas Day Prix Fixe Dinner at Breeze"
Dec 31 @ 5:00 pm The Nantucket Hotel
First Time Ever! Join us outside The Nantucket Hotel for our complimentary New Year’s Eve “Anchor Drop.” We’ll be celebrating and counting down to 2019 by dropping an anchor off the top of the Hotel. … Continue reading "New Year’s Eve Anchor Drop at The Nantucket Hotel for Families"
Dec 31 2018 @ 6:30 pm – Jan 1 2019 @ 12:30 am The Nantucket Hotel
It’s our Seventh Annual New Year’s Eve Celebration! Join us for a fun evening, ringing in 2019 in our Grand Ballroom on December 31st. This year’s theme is “Nantucket Nautical New Year’s,” whereby we’ll be … Continue reading "Gala, Nautical New Year’s Dinner & Dance Party (or Dance-Only) at The Nantucket Hotel"
Dec 31 2018 @ 11:45 pm The Nantucket Hotel
First Time Ever! Join us outside The Nantucket Hotel for our complimentary New Year’s Eve “Anchor Drop.” We’ll be celebrating and counting down to 2019 by dropping an anchor off the top of the Hotel. … Continue reading "New Year’s Eve Anchor Drop at The Nantucket Hotel"
Jan 1 @ 11:00 am
New Year’s Day is a wonderful time of change, growth and renewal. What better practice than yoga to set your frame of mind and embody your intentions? This class is the perfect blend of movement … Continue reading "Free New Year’s Day Yoga Class"
Apr 20 @ 10:00 am Bartlett's Farm
Easter Egg Hunt for Ages 6 and younger. The egg hunt starts in the Bartlett Farm Garden Center. All participants get a prize. Photos with the Easter Bunny will be available from 10 am till … Continue reading "Easter Egg Hunt for Ages 6 and younger."
Apr 20 @ 10:00 am – 12:00 pm Bartlett's Farm
Bring the kiddos out for the most epic Easter egg hun on the island. We will start the hunt in the Garden Center at 10 am. All participants get a prize. Egg hunt is for … Continue reading "Free Easter Egg Hunt"
Apr 21 @ 11:00 am – 4:30 pm Nantucket Hotel
Join us for a Lavish Easter Brunch Grand Buffet! Celebrate Easter in the Grand Ballroom at The Nantucket Hotel with your family and friends. In addition to our scrumptious Holiday Brunch Buffet Menu, we’ll be … Continue reading "Easter Brunch Grand Buffet at The Nantucket Hotel"
May 11 @ 10:00 am – 12:00 pm Bartlett's Farm
A lovely morning of tea, desserts and gifting for Mother’s Day. Plant a live pansy in a beautiful china tea cup of your choice to give to Mom. This event is perfect for children and … Continue reading "Mother’s Day Tea for Two workshop"
May 12 @ 10:00 am – 12:00 pm Nantucket Culinary
Join local teacher and sommelier Ieva Aldins for an all levels* yoga class designed to make your body feel good. After yoga, we will pop some bubbles and enjoy a delicious brunch. Treat yourself and … Continue reading "Mamasté: Mother’s Day Yoga Brunch and Bubbles"
Jun 14 @ 4:00 pm
Events will kick off Friday evening with a Captain’s Welcome Reception on Old South Wharf. Saturday teams will complete in a one day multi-species inshore fishing tournament for the top title in categories such as … Continue reading "Father’s Day Fishing Tournament"