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All You Need To Know About Style For The Nantucket Christmas Stroll Weekend

The most exciting, highest anticipated three days of the year are coming up, the weekend of The Nantucket Christmas Stroll!  This weekend is like July 4th or Figawi weekend, except in December. For more details on special events, what to do, and insider tips to having the best time ever on Nantucket Island November 30th – December 2nd, 2012, click here.

RELATED POST: Insider Tips To Having The Best Time Ever At The Nantucket Christmas Stroll

Nubry has collaborated with The Nantucket Blackbook for the holiday season to provide you with insider tips on what to wear to the Nantucket Christmas Stroll as well as where to shop on Nantucket to finish off your Stroll outfits in style.

What To Wear To The Nantucket Christmas Stroll


WHAT TO WEAR: Dinner And Dancing

Stay cozy and comfy in a dress with a cashmere wrap. Boots will be seasonally appropriate and some statement jewelry is very festive! Wearing black is always a great option during the holidays on Nantucket.  A black dress is perfect for the classy bar at Ventuno.

Wear a comfortable dress or black dress to Ventuno’s classy bar

Julian Chang Black wide legged jumpsuit (The Lovely), Jessica Hicks bangles in brass (Posh)

Bella Luxx long dress with deep slit and open back detail (The Lovely), Jessica Hicks Large Chandelier Earrings with Lemon Quartz (Posh)

cover up with a colorful wrap

Captiva Cashmere Kelly Green Ruffle Wrap, Magaschoni Navy Cashmere Tunic. Both available at the Blue Beetle.


WHAT TO WEAR:  From Brunch To Dinner

Cozy cashmere maxi dresses and faux fur trims paired with big statement jewelry.

Add large, statement jewelry to your outfit

Madeleine Thompson Silk and Cashmere dress (The Lovely), Jessica Hicks Large Oval Gem Ruby Earrings

Ella Moss faux fur jacket (Milly & Grace), Jessica Hicks large fan necklace


WHAT TO WEAR: From BOAT to BOHO (The Boarding House)

It’s often a bit brisk on the boat ride over! Stay warm with these Stroll-overs!  But when you get inside the Boarding House, it’s time to relax in a casual, cool style.

Stay warm with a knit cardigan and fur collar on the boatride over!

Roberto Colinas chunky wool cardigan (The Lovely), Yummie Tummie shaper leggings, Patty Kim Classic Waffle Weave with Fox Collar (Stephanie’s Nantucket)

Relax in style at The Boarding House in a fedora and faux fur vest

Robert Rodriguez shawl collar tuxedo jacket, Bella Luxx modal and silk tshirt, Yummie Tummie shaper leggings

Christy’s wool fedora, (The Lovely), Bella Luxx modal and silk tshirt, (Stephanie’s), Patty Kim rabbit and raccoon fur vest, (Stephanie’s), Jbrand jeans


WHAT TO WEAR: Pearl Bubble Bash

The Ultimate in Sunday Fundays, this see and be seen event is a Christmas Stroll MUST… if you can get in!

The Pearl Bubble Bash requires pretty cocktail dresses

Ticci Tonetto lace corset style cocktail dresses (The Lovely), Jessica Hicks silver earrings with black diamonds

Can’t ever go wrong in a black or red cocktail dress

Raoul little black dress with pockets (The Lovely), Tracy Reese Red Dress (Milly & Grace), Jessica Hicks sterling silver with black diamonds, Moyna Beady party clutches

Shimmer in gold at The Pearl Bubble Bash

Joshi gold sequined short sleeved tunic dress (The Lovely)


WHAT TO WEAR: Shop And Stroll

Stay warm, but also be able to pull on and off a throw as you shop and sip and try on all the latest fashions at Nantucket’s unique boutiques!

Stay warm and cozy for a day of shopping and sipping

Cream hand knit alpaca poncho (The Lovely), cream hand knit hat lined with fleece, cream cashmere glovelets

Captive cashmere red cashmere cape (Blue Beetle), Qi Cashmere black cashmere gloves, gold druzy pendant necklace

Wear ponchos and oversized sweaters in autumnal hues…don’t forget a floppy wide brim hat in case the snow falls!

Joie cowl neck sweater poncho (Milly & Grace), Blank denim jeans in pumpkin, Christy’s berry wool felt bohemian hat (The Lovely)

BB Dakota navajo jacket (Milly & Grace), Minnie Rose tank in brown sugar, layered jeweled necklace


Photo Credit: Charlotte Carey Photography

4 Responses

  1. Duncan St. Clair

    Please, please never come back. The Hamptons are a much better fit for you. This about says it all:

    “Wearing black is always a great option during the holidays on Nantucket. A black dress is perfect for the classy bar at Ventuno.” As long as its classy. Note: Beware those that refer to places and things as classy.

  2. Michelle Lachlan

    Ok girls are some faux and others not? The fox? The rabbit and raccoon – not clear…if it is all faux, I congratulate you but make a plea for trumpeting it from the rooftops…

  3. Michelle Lachlan

    I am very disappointed and disgusted to see that you have chosen to include real fur in some of your outfits. Instead of just trying to be stylish, why don’t you embrace eco- style…that would ensure, not only that no creatures have suffered for your fashion choices but also if you choose garments that are responsibly made of sustainably sourced fabrics, you are setting positive examples about consumer choices as well as style.


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