Ahh, September on Nantucket. The most magical time of year. It’s no secret that fall on ACK is the locals favorite… but there are a fair amount of ways to cozy up and get ready for some downtime. So we paired up with our pals at the iconic Murray’s Toggery Shop to showcase what to wear ’round the rock when the weather turns bit chilly… and even some insider tips on what to do during the best month on the island!

all photos: by the amazing EMILY ELISABETH PHOTOGRAPHY 

THE LOOK

From a casual lunch with the girls to a night out on the town, Murray’s has got you covered with these SEPTEMBER STAPLES. The perfect floppy hat to shield your eyes from that late September sun, paired with a cozy sweater and Barbour vest (we LOVE the patterned pockets!) is an outfit that will carry you seamlessly from running errands during the day to a fabulous dinner at one of the many HOT SPOTS at night.  SEPTEMBER STAPLE: Get that vest here! 

STYLE TIP: These jeans… are actually leggings! Comfort Level = Maximum.

We all know the menswear at Murray’s is on point in the Summer, and their Fall selection is no different. From button down shirts in fun patterns to pants in hues for every occasion, Murray’s has a selection that will brighten up those grey lady days in no time. Pair a solid pant with a pop of color on top and you’re ready to hit the town.

STYLE TIP: This was Jason’s favorite piece… the vest from Canada Goose is the perfect Nantucket fall favorite because let’s face it, you never really know what kind of weather you’re gonna get.

An inside look at the unofficial SEPTEMBER UNIFORM: pair your favorite cozy and classy knit sweater with a patterned button down, done and done. You can’t go wrong!

STYLE TIP: This Murray’s M Crest favorite is a paisley print with cuffs that change! Perfect for tucking under that sweater for a pop of print without going overboard.

THE LOCATION

Searching for your favorite cup of joe on the rock? Handlebar Cafe is the ideal spot for morning fuel and an afternoon pick me up… it is, after all, a community space disguised as a coffee shop! Craving the great outdoors? Head out back to their ‘secret garden’ which gets great light and shades you from the wind – a perfect spot to hang out all fall long!



THE LOOK

We are loving this look – a “Smart Casual” if you will! Pair a simple white button down with this perfectly fitted blazer to make it pop, and add your favorite jeans in a grey for a look that is classy and comfortable. Bonus: Looks great in front of island cars plastered with bumper stickers.

THE LOCATION

No more waiting in line at Nautilus! This island favorite has changed its reservation policy! Now you can make reservations up to one month in advance. They are still open seven nights a week in the fall AND Monday’s are now LADIES NIGHT with guest bartenders serving up your favorite cocktails. Just another reason to get a little dressed up and treat yourself to a nice September meal!



THE LOOK

The Canada Goose jACKets are a serious blACKbook staple! A must have for those late fall days that can turn into cold nights at the flip of a switch. Currently crushing on this red fav. Bonus: this coat is the ideal length for full coverage – ah-mazing.

THE LOCATION

Everyone loves fall foliage, and there is one tree that gets some of the best fall foliage out there… and it’s the big oak right next to Current Vintage and across from the Easy Street Boat Basin. So when it comes to where to take a good fall photos, you really can’t go wrong right here. Grab your #ACKreds and go where the foliage meets the harbor for a super fresh ACK fall insta.



THE LOOK

STYLE TIP: The back of your outfit is just as important as the front. (Hate for you to go, but love to watch you leave – anyone?) This Barbour vest is just as stylish in the back as it is in the front!

It is September on ACK, and we are all about those earth tones. It is time to put away your summer brights and opt for some more muted tones, like this camel colored sweater that is so SO soft paired with our favorite Barbour vest for when that harbor breeze hits just right.

Another smart selection for Jason, this fitted Barbor Prestbury Tweed Wool Jacket is big enough to fit an extra layer or a vest underneath, and pairs perfectly with dark denims.

THE LOCATION

What screams ‘Fall’ more than the Nantucket Island Fair? This event is a SEPTEMBER STAPLE among locals, and gives everyone a chance to reconnect to the community after a busy summer season. Complete with Livestock shows, veggie growing contests, and live entertainment, it is not to be missed! Throw on some of your #ACKreds fall fashions and venture to the Tom Never Fairgrounds this weekend – 10am to 4pm daily!



Murray’s Toggery Shop opened in 1945 and has remained family run ever since. Located at the top of Main Street, it is the home of the original Nantucket Reds™ as well as other polished and classic brands such as Ralph Lauren, Saint James, Jack Rogers, Vineyard Vines, and Castaway. With merchandise for men, women and children alike, the knowledgeable staff at Murray’s Toggery Shop can help customers find the perfect piece for any occasion. Don’t forget their outlet located at 7 New Street for last season’s discounted styles. #ACKredsig

SHOP NOW!