Retail Stores and Restaurants Participate in 46th Annual Nantucket Christmas Stroll

Friday, December 6 through Sunday, December 8, 2019

NANTUCKET, MASSACHUSETTS (November 2019) – The 46th Annual Nantucket Christmas Stroll will take place from Friday, December 6 through Sunday, December 8, 2019 featuring the arrival of Santa via boat at noon on Saturday, December 7. The weekend features a myriad of festive holiday activities including strolling carolers in Victorian costume, the Magical Talking Tree, craft shows, a Christmas Marketplace and more. For details on all activities, visit

Island visitors can also visit the shops on Old South Wharf and enter the complimentary Old South Wharf Raffle filled with an array of special items. The winner will be announced on Saturday, December 7 at 4:00 p.m. (There is no purchase necessary to enter. Raffle tickets available at Old South Wharf retailers).

Additional highlights of the weekend include:

Aunt Leah’s Fudge
The Courtyard at 16 Straight Wharf

Featuring Aunt Leah’s special Vanilla Peppermint Stick and Peppermint Bark for the holidays. Open until 6:00 p.m. daily and featuring complimentary samples all weekend long.

1 Old South Wharf

Beautycounter will be serving holiday libations to shoppers. Plus, receive gift with purchase (Stroll weekend only. See store for details.). Open daily 10:00 a.m. to 5:00 p.m.

Brant Point Grille
50 Easton Street

Open Thursday, Friday, Saturday and Sunday of Stroll weekend. Enjoy 3-course Stroll dinners and Sunday brunch. To book, visit OpenTable or call 508-325-1320.

20 Centre Street

On Saturday, December 7 from 1:00 p.m. to 3:00 p.m., Cattivo will have complimentary tarot card readings. Shoppers will also enjoy sweet treats and adult beverages.

Charleston Shoe Company
18B Federal Street

Charleston Shoe Company will be serving cider for shoppers along with a raffle to win a pair of shoes. If any customer purchases two pair of shoes, they will receive a free Charleston Shoe tumbler. Charleston Shoe Company also offers accessories to gloves, hats, scarfs, jackets, reversible bags, clutches and 4-way wrap ponchos in various colors - great holiday gifts at a reasonable price. Open daily 10:00 a.m. to 7:00 p.m.

Freedman’s of Nantucket
14 Centre Street

Freedman’s of Nantucket will be serving their famous Glog liquor drink with Danish butter cookies to shoppers. Everything in the store will be at 50% reduction and hours will be from 9:30 a.m. to 5:30 p.m. each day of Stroll.

G.S. Hill Gallery 
40 Straight Wharf 

Join G.S. Hill Gallery for Christmas Cheer Open house on Friday, December 6 from 10:00 a.m. to 4:00 p.m. Greg Hill will present his hand painted clocks and Pam Freitus pearl jewelry designer will present her Holiday Collection. Free pearl jewelry gift with purchase, while supplies last.

Isabel Harvey
5 Centre Street

Buy one, get one item 50% off.

Love Shack
10 Old South Wharf

It’s the most wonderful time of the year at the LOLA Sample Sale! This special event only happens once a year. Enjoy Christmas carols & cheer at Old South Wharf. Receive a Love Shack scent free with purchase of $100 on Friday, December 6 and Saturday, December 7 from 10:00 a.m. to 5:00 p.m.

Zero Main Street

Featuring the Monelle annual fortune cookie sale with discounts from 15% to 60% off store-wide.

Nantucket Boat Basin Authentic Shop
33 Straight Wharf

Save up to 50% off select merchandise. Visit the Straight Wharf location for authentic Christmas Stroll merchandise. Stay warm in the official Nantucket Christmas Stroll knit scarf (be sure to get one before they’re gone)!

Nantucket Peddler
37 Straight Wharf

Save up to 50% off clothing, hats and gifts! Nantucket Peddler will have their festive stroll scarf and new this year, a matching hat. 

Native Shoes
40 Straight Wharf

Featuring new winter boots and shoes for adults and kids, and totes to make it easy for all to Live Lightly! Open all Stroll weekend just next to the Hy-Line Ferry where Santa arrives. Shoppers will receive a complimentary holiday reusable tote with every purchase. 

Or, The Whale Nantucket
38 Main Street

Featuring Christmas/Holiday inspired prefix menu for dinner. Plus, dinner specials to accompany the regular menu; including but not limited to - duck confit and duck buns with avocado, Thai basil and smoked ham. Cocktail special including blue icicle ice cubes. The patio will be open all weekend (weather permitting) with heat lamps, fire pit, a giant Santa and heartwarming hospitality! Live music on Saturday and ending with Stroll's Not Over Yet Party Sunday night.

25 Centre Street

20% of the proceeds from everything sold over Stroll weekend will support Fairwinds in its commitment to provide behavioral healthcare to the people of Nantucket, regardless of ability to pay. Olivela will be launching new home items as well as beauty gift sets and advent calendars. Shoppers can also enjoy exclusive in-store sales.

2 Harbor Square

Open Friday from 10:00 a.m. to 7:00 p.m., Saturday 9:00 a.m. to 7:00 p.m., and Sunday 9:00 a.m. to 5:00 p.m. Offering warm holiday drinks for customers such as hot cocoa and cider with festive twists and featuring a pop-up shop from amazing scarf brand CJW.

Quidley & Co.
26 Main Street

Annual Art Show – formerly ‘Mystery Art Show’ – Thursday, December 5 – Saturday, Dec. 7, 2019. Bidding opens at 12 noon Thursday and closes at 3:00 p.m. Saturday when the highest bidders are announced. Hosted by Quidley & Company and sponsored by Cape Cod Five Cents Savings Bank. A simple silent auction to benefit both the Marla Ceely Lamb Fund and Palliative & Supportive Care of Nantucket.

Remy Creations
2 Old South Wharf

Sale on beautiful summer pieces and will showcase brand new items, perfect for Christmas gift-giving. Stroll shoppers will also be treated to ‘sweets & sips’ all weekend.

Skinny Dip Nantucket
23 Old South Wharf

Open Thursday - Sunday of Stroll weekend. The store will be on sale, up to 70% off.

Southern Tide Nantucket
34 Main Street

Visit Southern Tide Nantucket over Stroll weekend and enjoy full store markdowns, an assortment of styles from their holiday collection, a holiday themed photo booth, and gift-wrapping benefitting the Brant Point Coast Guard. Open daily 10:00 a.m. to 6:00 p.m.

Straight Wharf Restaurant
6 Harbor Square

Open Thursday evening through Sunday evening, featuring an all-day menu continuously from 12 noon onward each day. Follow along on Instagram to keep updated on hours for Stroll weekend. (No reservations.)

The Black Dog Nantucket
32 Main Street

Shop holiday tees for the whole family! Stunning holiday hats and scarves. Purchases over $100 will receive a FREE Black Dog canvas tote bag. Plus, weekend giveaways, hot drinks, doggie treats and more. Open 9:00 a.m. to 9:00 p.m. daily.

The Charlie Noble
15 South Water Street

The Charlie Noble will be open from 11:30 a.m. to 1:00 a.m. and be serving an a la carte Bloody Mary and Mimosa Brunch on Saturday and Sunday from 11:30 a.m. to 3:00 p.m. 

The Club Car
1 Main Street

Diners will enjoy live piano playing from Anthony Healy all weekend long. Their Stroll hours are as follows: Thursday, December 5 open 3:00 p.m. to 1:00 a.m., Friday, December 6 open 10:00 a.m. to 1:00 a.m., Saturday, December 7 open 10:00 a.m. to 1:00 a.m., and Sunday, December 8 10:00 a.m. to 5:00 p.m.

Valentina Kova
9A South Beach Street

Open from 10:00 a.m. to 6:00 p.m., with exclusive 50% off pricing on selected styles.

Vanderbilt Gallery
18C Federal Street

Store-wide sale of clothing, jewelry and accessories.

34 Main Street

Come Stroll with Vis-A-Vis! NEW markdowns on Spring & Summer items as well as up to 50% off on select Fall styles. Don't forget to check out Jewelry Gift Bazaar & all cold weather accessories for the weekend, including some very festive pieces you won't want to miss! Open all weekend long.


NIR Retail
NIR Retail, a New England Development company, leases 100 of Nantucket’s premier retail locations found on Nantucket’s most popular shopping streets: Main, Centre, Federal, South Beach and South Water, and on Old South Wharf and Straight Wharf. Shops, galleries and restaurants include Olivela, Southern Tide Nantucket, Cavalier Ebanks Gallery, Style Paris, vineyard vines Nantucket, Vis-a-Vis, CRU, Lola 41, Ventuno, and more. Located off the coast of Massachusetts, Nantucket has welcomed generations of visitors and residents. Its world-class shops, restaurants, hotels, and seaside beauty have made Nantucket one of the most popular resort destinations for vacationers from around the globe. Visit for a full listing of galleries, shops and restaurants. 

New England Development
For over forty years, New England Development has taken a creative, entrepreneurial approach to real estate development and management - delivering and sustaining successful projects across a wide range of property types. These projects transform complex challenges into preferred locations, generate long-term value to communities, afford compelling opportunities for local and national businesses, and offer sought-after experiences to a wide range of consumers. The company is acclaimed for creating some of the country's most widely-recognized and successful regional centers, as well as multifaceted developments that combine retail, residential, hotel, and office uses. Outlet centers, high-end and street-front retail, airport retail, golf courses, restaurants, and marinas round out New England Development's robust portfolio.