Nantucket Holiday Stroll Program 2025

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Letter from the Chamber

Welcome to the 50th Nantucket Christmas Stroll Weekend! The beauty of Nantucket is on full display as we celebrate “50 Years of Holiday Cheer!”

Stroll began as an agreement between merchants to stay open late on an agreed December weekend, allowing local community members to shop after work instead of traveling to the mainland. Over the years, it has evolved and grown, and now includes Santa’s arrival by Coast Guard vessel, the holiday marketplace, and so much more. We encourage you to embrace the old and the new, and explore all that the island has to offer. Take in some world class shopping and dining, walk the serene beaches and conservation lands, or relax at one of our many hotels or inns, steeped in coastal New England charm. Nantucket is the idyllic backdrop for your holiday weekend!

Stroll is the perfect time to reconnect with friends and family too, and we want to continue the tradition for another 50 years to come. Be mindful of your actions, recycle your trash, and be patient during this busy weekend. We remind you that open containers are prohibited in public, and use a cab, rideshare, or hop a fare-free NRTA bus and leave the driving to the pros.

On behalf of the entrepreneurs who make up our diverse business community, the Nantucket Island Chamber of Commerce warmly welcomes you to the Stroll 50 Weekend!

Nantucket Island Chamber of Commerce Staff

Cover Photo Emily Elisabeth Photography

Main Street Entertainment

SATURDAY, DECEMBER 7, 10 AM - 4 PM

MAIN STREET, NANTUCKET

MAIN STREET STAGE

10:00am-10:30am Community Announcements

10:30am-11:00am Holiday Music

11:00am-11:30am Boys and Girls Club: Selection of Holiday Songs

11:30am-11:50am Theatre Workshop Nantucket: Cast Members and Friends

11:50am-12:00pm Town Crier Eric Goddard announces the arrival of Santa

12:00pm-2:30pm

Santa arrives at Straight Wharf, parades up Main St and around town, and will go end at the “Pacific National Bank atop Main St where he will be until 2:30pm.

1:30pm-2:30pm Talking Tree

2:30pm-3:00pm Ugly Sweater Contest

3:00pm-3:30pm Accidentals and Naturals: High School Choir

3:30pm-4:00pm Victorian Carolers

4:00pm-4:30pm Holiday Music

4:30pm-5:00pm Victorian Carolers: Sing Along

Shop Santa’s Village

SATURDAY, DECEMBER 7, 10 AM - 3 PM ,

STOP & SHOP HARBORVIEW LOT

ACK 4170®

Ackfish Outfitters

ACKnots

Addiction Solutions of Nantucket

Alliance for Substance Abuse Prevention

Andersen Windows

Artists Association of Nantucket

Asia-Teak

Bill Hoenk Photography

Black Dog Nantucket

Boston MedFlight

Broke da Mouth Salsa

Camp Richard Campers' Association, Inc.

Charles Dragon

Cold Noses & Geronimo's

Eat Fire Pizza

Faraway Forge

Fog and Flame Candle Co LLC

Gear Envie, Inc

Girls Scout

Grey Lady Candle

Inky Santa's Toy Drive Inc.

Innovative Product Partners

intagliato

The Inquirer and Mirror

Launch2Life Inc

lindebroeke press

The LOOK Book, Inc.

Lovelace

Maria Mitchell Association

Morgan Raith Design LLC

Nantucket Crisps

Nantucket Little League

Nantucket Peddler

Nantucket Soccer Club

Nebo Wear

Nip And Tuck It, LLC

Noemi's Dumplings

Olga Frost

Palliative & Supportive Care of Nantucket (PASCON)

Pawsitivity

Peachtree Kids

Peel Graphics - Britney Anderson

Rojas Inc dba Nagua

RP Photography

Sea Petal Boutique

Skar Designs Jewelry

Small Town Girl

Stephanie's Nantucket

Steplane

Sushi Sean tiny tuckets

TownPool

Yezzi's LLC

Presented By

Santa ´s Arrival

SATURDAY, DECEMBER 7, 11:45 AM - 2:30 PM

11:45AM -12:00 PM TOWN CRIER RINGS IN CHRISTMAS STROLL!

Gather at the Main Street stage to help our Town Crier ring in Stroll 50!

12:00-2:30 PM SANTA CLAUS COMES TO TOWN!

Santa Claus Comes to Town! Watch Santa’s arrival via Coast Guard cutter, and Join Santa’s parade as it travels up Main St, across on Centre Street, down Broad St, along S. Water St, and back up Main St ending at the Pacific National Bank.

1:00-2:30 PM SANTA MEET & GREET

Come to the Pacific National Bank, where you can meet and take photos with Santa! Don’t forget your letters to the North Pole, which can be left in Santa’s Mailbox. The Talking Tree will keep you company as you meet the big guy and his faithful partner, Neil the Elf!

Bill Hoenk
Emily Elisabeth Photography Bill

Write to Santa

TELL SANTA YOUR CHRISTMAS WISHES!

Write a letter to Santa this holiday season.

Bring your letter to Santa on Stroll Saturday or mail it to:

Santa’s Nantucket Workshop 0 Main Street 2nd Floor Nantucket, MA 02554.

Emily Elisabeth Photography
Bill Hoenk
Emily Elisabeth Photography

OPEN - CLOSE

Stroll Events

THURSDAY, DECEMBER 5, 2024

STROLL INTO THE BLUE BEETLE

Blue Beetle | 12 Main Street

Stroll into the Blue Beetle for up to 50% off clothing! They also have a great selection of jewelry, gifts and ornaments for the Nantucket lover on your list. So get your jingle on and Stroll on by.

9:00 AM - 6:00 PM

STROLL SWEATER GIVEAWAY RAFFLE

Peachtree Kids | 19 Main Street

Swing on by Peachtree Kids and enter their STROLL Sweater

Giveaway Raffle! They will be giving away a red children’s cotton roll neck STROLL Sweater in the size of your choice at 6 PM Thursday! Purchase required on the same day for raffle entry!

10:00 AM - 10:50 AM

WHALING-ERA MANSIONS OF MAIN STREET AND THE 1746 WINDMILL

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

1.8 mile, 45 to 50 minute morning exercise walk — with historic commentary — past the whalingera Mansions of both Main and Pleasant Streets, out to America’s oldest windmill, and back into town. Led by the three-time runner-up in the Nantucket History Quiz Bowl. Finishes at the corner of Main and Fair.

2:00 PM - 5:00 PM

STROLL BUBBLES TASTING PART 1

Épernay Wine and Spirits | 1 N. Beach Street

Holiday Champagne tasting

5:00 PM - 6:20 PM

THE NANTUCKET GHOST WALK/ TOWN ROUTE

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

3/4 mile, 75 to 80 minute easy evening stroll down the nearly deserted, eerie streets of Nantucket Town to 5 of our most haunted locations. Featuring the Island’s most haunted house. This is the most popular walking tour ever on Nantucket, led by the original guide.

FRIDAY, DECEMBER 6, 2024

OPEN - CLOSE

STROLL INTO THE BLUE BEETLE

Blue Beetle | 12 Main Street

Stroll into the Blue Beetle for up to 50% off clothing! They also have a great selection of jewelry, gifts and ornaments for the Nantucket lover on your list. So get your jingle on and Stroll on by.

9:00AM - 5:00 PM

STROLL POP-UP SHOP

ACK 4170 | The Nantucket Hotel | 77 Easton Street

ACK 4170 will be popping up at The Nantucket Hotel for a Stroll Pop-Up Shop! They will be featuring their “Christmas Stroll” and “Nantucket Sleigh Ride” Soy Candles as well as Ornaments, Stroll Bags, Tumblers and other Holiday Goodies! Stop by and say hello!

9:00 AM - 6:00 PM

STROLL SWEATER GIVEAWAY RAFFLE

Peachtree Kids | 19 Main Street

Swing on by Peachtree Kids and enter their STROLL Sweater Giveaway Raffle! They will be giving away a red children’s cotton roll neck STROLL Sweater in the size of your choice at 6 PM Friday! Purchase required on the same day for raffle entry!

OPEN - CLOSE

COCOA & CANDY AT FOUR WINDS GIFTS

Four Winds Gifs | 8 Straight Wharf

Stop by Four Winds Gifts Friday, December 6th to kick-off the 50th anniversary of Stroll with a cup of hot chocolate and festive candy. Hot Chocolate provided by Tuck Shop and FREE to all! Follow their social media @fourwindsgifts for the best holiday gifts and to enter their giveaway. Winner announced with Nantucket Magic at Noon on Friday!

Stroll Events

FRIDAY, DECEMBER 6, 2024

10:00 AM - 11:00 AM

HISTORIC MANSIONS OF THE CLIFF AND BRANT POINT

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

Two-and-a-half mile, l hour morning exercise walk — with historic commentary — past some of the island’s most spectacular summer homes. Led by the threetime runner-up in the Nantucket History Quiz Bowl. Finishes at the White Elephant Hotel.

11:00 AM - 3:00 PM

STROLL POP - UP

Artists Association of Nantucket | Big Gallery | 12 Straight Wharf

Find local art for everyone on your list!

1:00 PM - 4:00 PM

STROLL BUBBLES TASTING PART 2

Épernay Wine and Spirits | 1 N. Beach Street

Second Part of the Holiday Champagne Tasting

2:00 PM - 3:25 PM

WALKING TOUR OF HISTORIC DOWNTOWN

NANTUCKET

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

Hear the story of “The most historic and influential small town in American History” on this easy, 1/2 mile, 80 to 90 minute stroll along the fabled cobblestone streets of downtown Nantucket. Led by the threetime runner-up in the Nantucket History Bowl.

3:00 PM - 5:00 PM

NANTUCKET PRESERVATION TRUST STROLL OPEN HOUSE

Nantucket Preservation Trust | Sherburne Hall | 11 Centre Street 2nd Floor

Enjoy free hot cider and holiday treats in the festive ambiance of Sherburne Hall and learn about Nantucket Preservation Trust’s ongoing advocacy work to preserve, protect, and promote the island’s historic architecture and sense of place.

3:00 PM - 5:00 PM

CHRISTMAS STROLL AT THE NANTUCKET HOTEL

The Nantucket Hotel | 77 Easton Street

Live Entertainment by Nicole Miller

5:00 PM - 6:20 PM

THE NANTUCKET GHOST WALK/TOWN ROUTE

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

3/4 mile, 75 to 80 minute easy evening stroll down the nearly deserted, eerie streets of Nantucket Town to 5 of our most haunted locations. Featuring the Island’s most haunted house. This is the most popular walking tour ever on Nantucket, led by the original guide.

5:00 PM - 7:00 PM

COOL YULE ART RECEPTION

Nantucket Artists Association | Cecelia Joyce & Seward Johnson Gallery | 19 Washington Street

Come and celebrate the holiday season with an opening reception for Holiday Small Works. Light bites and refreshments to be offered.

7:00 PM - 9:00 PM

STROLL AT ST. PAUL’S

St. Paul’s Church | 16 Fair Street

It’s Beginning to sound a lot like Christmas! Holiday classics and favorite carols concert with sing- a-longs. Dessert and Bubbles available for ticket holders.

8:15 - CLOSE

LIVE ENTERTAINMENT IN THE BREEZEWAY OF THE NANTUCKET HOTEL

The Nantucket Hotel | 77 Easton Street

Join The Nantucket Hotel for Live Entertainment in the Breezeway by Billy Voss

Elisabeth Photography

Stroll Events

SATURDAY, DECEMBER 7, 2024

OPEN - CLOSE

STROLL INTO THE BLUE BEETLE

Blue Beetle | 12 Main Street

Stroll into the Blue Beetle for up to 50% off clothing! They also have a great selection of jewelry, gifts and ornaments for the Nantucket lover on your list. So get your jingle on and Stroll on by.

OPEN - CLOSE SUSAN LISTER LOCKE EVENT

The Susan Lister Locke Gallery | 28 Easy Street

Come Celebrate with the Susan Lister Locke Gallery on Saturday of Stroll weekend! Santa will be in the Gallery for photos and wish lists! Enjoy special Flash sales when the bell rings!

9:00 AM - 6:00 PM

STROLL SWEATER GIVEAWAY RAFFLE

Peachtree Kids | 19 Main Street

Swing on by Peachtree Kids and enter their STROLL Sweater Giveaway Raffle! They will be giving away a red children’s cotton roll neck STROLL Sweater in the size of your choice at 6 PM Saturday! Purchase required on the same day for raffle entry!

9:30 AM - 3:00 PM

ST. PAUL’S CHRISTMAS MARKET

St. Paul’s Church | 16 Fair Street

Stop by and check out the great gifts, Christmas decorations, silent auction holiday bake sale, greens, wreaths and food!

10:00 AM - 10:50 AM

WHALING-ERA MANSIONS OF MAIN STREET AND THE 1746 WINDMILL

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

1.8 mile, 45 to 50 minute morning exercise walk — with historic commentary — past the whaling-era Mansions of both Main and Pleasant Streets, out to America’s oldest windmill, and back into town. Led by the three-time runner-up in the Nantucket History Quiz Bowl. Finishes at the corner of Main and Fair .

10:00AM - 3:00 PM

ACK 4170 STROLL MARKETPLACE WITH THE NANTUCKET CHAMBER OF COMMERCE

ACK 4170 | NIR/Stop&Shop Lot | 9 Salem Street

ACK 4170 will be popping up with the Nantucket Island Chamber of Commerce Stroll Marketplace! They will be featuring their “Christmas Stroll” and “Nantucket Sleigh Ride” Soy Candles as well as Ornaments, Stroll Bags, Tumblers and other Holiday Goodies! Stop by and say hello! Sooo many island chamber members will be participating! Shop small, shop local!

11:00 AM - 3:00 PM

STROLL POP - UP

Artists Association of Nantucket | Big Gallery | 12 Straight Wharf

Find local art for everyone on your list!

Emily
Elisabeth Photography

Stroll Events

SATURDAY, DECEMBER 7, 2024

12:00 PM - 4:00 PM

AN AFTERNOON WITH JON STETSON, AMERICA’S MASTER MENTALIST

The Nantucket Hotel | 77 Easton Street

Join The Nantucket Hotel for an Afternoon with Jon Stetson, America’s Master Mentalist. Come and go as you please!

12:00 PM

DOWNTOWN WALKING TOUR OF HISTORIC NANTUCKET

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

Learn about “The Most Important Small Town in American History” on this 1/2 mile 80 minute stroll along the enchanting cobblestone streets of downtown Nantucket, Led by the three-time runnerup in the Nantucket History Quiz Bowl.

1:00 PM - 4:00 PM

HOLIDAY WINE TASTING

Épernay Wine and Spirits | 1 N. Beach Street Holiday Wine Tasting

2:00 PM

WALKING TOUR OF HISTORIC DOWNTOWN

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

Hear the story of “The most historic and influential small town in American History” on this easy, 1/2 mile, 80 to 90 minute stroll along the fabled cobblestone streets of downtown Nantucket. Led by the threetime runner-up in the Nantucket History Bowl.

3:00 PM - 5:00 PM

LIVE MUSIC AT THE NANTUCKET HOTEL

The Nantucket Hotel | 77 Easton Street

Join The Nantucket Hotel on the front porch for festive bites and live entertainment by Nicole Miller.

5:00 PM - 6:20 PM

THE NANTUCKET GHOST WALK/TOWN ROUTE

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

3/4 mile, 75 to 80 minute easy evening stroll down the nearly deserted, eerie streets of Nantucket Town to 5 of our most haunted locations. Featuring the Island’s most haunted house. This is the most popular walking tour ever on Nantucket, led by the original guide.

5:00 PM - 8:00 PM

LIVE ENTERTAINMENT IN THE BREEZE BAR/LOUNGE

The Nantucket Hotel | 77 Easton Street

Join The Nantucket Hotel in the Breeze Bar/Lounge for live music by Andrea Marie.

8:15 PM - CLOSE

LIVE ENTERTAINMENT IN THE BREEZEWAY OF THE NANTUCKET HOTEL

The Nantucket Hotel | 77 Easton Street

Join The Nantucket Hotel for Live Entertainment in the Breezeway by Billy Voss

7:00 PM - 10:00 PM

DECK THE WHARF BASH

Maria Mitchell Association and Straight Wharf Fish | 4 Harbor Square

Enjoy champagne, caviar, burgers + more! Your ticket includes delicious food and drinks, plus stargazing on the deck, a festive photobooth, cosmic caroling, a chance to win cool prizes in our reindeer raffle, and special visits from ‘Sconset Santa and Gigi the Holiday Spirit Fairy.

Emily Elisabeth Photography

Stroll Events

SUNDAY, DECEMBER 8, 2024

OPEN - CLOSE

STROLL INTO THE BLUE BEETLE

Blue Beetle | 12 Main Street

Stroll into the Blue Beetle for up to 50% off clothing! They also have a great selection of jewelry, gifts and ornaments for the Nantucket lover on your list. So get your jingle on and Stroll on by.

9:00AM - 12:00 PM

STROLL POP-UP SHOP

ACK 4170 | The Nantucket Hotel | 77 Easton Street

ACK 4170 will be popping up at The Nantucket Hotel for a Stroll Pop-Up Shop! They will be featuring their “Christmas Stroll” and “Nantucket Sleigh Ride” Soy Candles as well as Ornaments, Stroll Bags, Tumblers and other Holiday Goodies! Stop by and say hello!

9:00 AM - 6:00 PM

STROLL SWEATER GIVEAWAY RAFFLE

Peachtree Kids | 19 Main Street

Swing on by Peachtree Kids and enter their STROLL Sweater Giveaway Raffle! They will be giving away a red children’s cotton roll neck STROLL Sweater in the size of your choice at 6 PM Sunday! Purchase required on the same day for raffle entry!

10:00 AM - 11:00 AM

HISTORIC MANSIONS OF THE CLIFF AND BRANT POINT

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

Two-and-a-half mile, l hour morning exercise walk — with historic commentary — past some of the island’s most spectacular summer homes. Led by the threetime runner-up in the Nantucket History Quiz Bowl. Finishes at the White Elephant Hotel.

11:00 AM - 3:00 PM

STROLL POP - UP

Artists Association of Nantucket | Big Gallery | 12 Straight Wharf

Find local art for everyone on your list!

2:00 PM - 3:15 PM

NANTUCKET NUTCRACKER

Nantucket Dance Theater | Nantucket High School | Mary P. Walker Auditorium | 10 Surfside Rd

The Nantucket Nutcracker, presented by Nantucket Dance Theater is a shorter, family-friendly version of the beloved holiday classic. Join Clara as she encounters dancing snowflakes, candies, and lifesized dolls. Whether this is the first Nutcracker or your 50th it is sure to captivate. Let the music of Tchaikovsky, paired with dancers of all ages transport your family into the magical land of the sweets.

5:00 PM - 6:20 PM

THE NANTUCKET GHOST WALK/TOWN ROUTE

Nantucket Ghost Walk | Corner of Federal and India Streets, outside the Atheneum fence

3/4 mile, 75 to 80 minute easy evening stroll down the nearly deserted, eerie streets of Nantucket Town to 5 of our most haunted locations. Featuring the Island’s most haunted house. This is the most popular walking tour ever on Nantucket, led by the original guide.

FOR MORE STROLL 50 EVENTS, SCAN ME!

Charity Grace Photography

Helping to build strong community relationships.

Nantucket Bank is dedicated to giving back to the communities we ser ve. That ’ s why we ’ re happy to suppor t the Nantucket Chamber of Commerce’s 50th Nantucket Christmas Stroll. We k now that by tak ing action and lending a hand to our neighbors, we ’ re strengthening the same communities in which we live and work . And that ’ s something we can all get behind.

To learn more about Nantucket Bank, visit any branch or NantucketBank.com

Charity Grace Photography
Emily
Elisabeth Photography
Bill Hoenk

Storefront Participants

Bill Hoenk
Bill Hoenk
Emily Elisabeth Photography

Red Ticket Participants

ACK Natural Cannabis Dispensary

ACKcetera

Airport Gas

Alice Walk

Annie and the Tees

Antiques Depot

Arrowhead Nursery

Aunt Leah's Fudge

Bartlett's Farm

The Black Dog Nantucket

Blue Beetle

Breezin' Up

BRIX Wine Shop

Calista West

Computer Solutions Core

Craftmasters Nantucket

Dan's Pharmacy

Don Allen Ford

Dreamland Nantucket

Épernay Wine and Spirits

Erica Wilson

Erin Hielle

Festival of Wreaths

Flowers on Chestnut

Four Winds Gifts

Freedman's of Nantucket

Geronimos

The Green Lady Dispensary

Hatch's Package Store

Haul Over Nantucket

Holdgate's Laundry

Island Carpet

Island Lumber

Island Variety

Jewel in the Sea

Jeweler's Gallery of Nantucket

Mitchell's Book Corner

Murray's Toggery Shop

Nalu

Nantucket Bookworks

Nantucket Energy

Nantucket Historical Association

Nantucket Looms

Nantucket Office Products

Nantucket Wine & Spirits

Peachtree Kids

Pip & Anchor

Sara Campbell

The Seconds Shop

Stop & Shop

Summer Shades

Swains Travel

Toujours Midi Nantucket

Triple Eight Distillery

Vis-a-Vis

Emily
Elisabeth Photography
Michael Galvin

thank you to our sponsors

DECK THE HALLS

Great Point Properties

97-7 ACKFM True Island Radio The Rose & Crown

JOLLY JAM

Artists Association of Nantucket

Aunt Leah's Fudge Cape Air

A.I.M Mutual Insurance

ACK Smart

Alice Walk

Anna P Jay

Annie and the Tees

The Antiques Depot

B-ACK Yard BBQ

Barbra Bukovac

Bartlett's Farm

Bill Hoenk Photography

Blue Beetle

Brotherhood of Theives

Centre Pointe

Cape Cod 5

Community Foundation for Nantucket

The Dress Code

O’CHRISTMAS TREE

Murray's Toggery Shop

Nantucket Arts Council

Nantucket Crisps

Nantucket Looms

Nantucket Preservation Trust

Nantucket Run Centre

Nantucket Swim Boosters

Nantucket United Methodist Church

NiSHA

Northeast Advisors

North Winds Mechanical / HVAC or, The Whale

Company of the Cauldron

Congdon & Coleman Insurance

Congdon & Coleman Real Estate

Craftmasters Nantucket

Erica Wilson

Erin Hielle

Eye of the Needle

Fairwinds Nantucket

Flowers on Chestnut

Four Winds Gifts

Freedman's of Nantucket

Glidden & Brescher

Grace Geier

Haul Over Nantucket

Lemon Press

LexRx

Maggie Stewart Events

Pallative & Supportive Care of Nantucket (PASCON)

Poet's Corner Press / Sally's Shipping Center

Polo Ralph Lauren

Quidley & Company

Remy Creations

Roberta Hamblin

Sea Petal Boutique

St. Mary, Our Lady of the Isle

Summer Shades

Surfside Nantucket

The Dance Space

The Westmoor Club

Toujours Midi Nantucket

TownPool

Valentina Kova

vineyard vines

Your Friend With a Truck

thank you to our sponsors

PRESENTING SPONSOR OF NANTUCKET CHRISTMAS STROLL WEEKEND

OFFICIAL SPONSOR OF STROLL 50

JOLLY JAM SUPPORTING SPONSOR

CORPORATE & LED LIGHT SPONSOR

SHOP SANTA’S VILLAGE — STROLL MARKETPLACE PRESENTING SPONSOR

GOLD STAR SPONSORS

SILVER BELLS SPONSORS

SIGNATURE SPONSORS

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