A winter weekend on Nantucket is a quiet, beautiful time to stroll the empty beaches, unplug and curl up with a book, and enjoy bargain off-season prices.
By Aimee Tucker
Jan 12 2022
Sankaty Lighthouse
Photo Credit : Aimee TuckerJust because itās not summer doesnāt mean you donāt have plenty of reasons to plan a winter weekend on Nantucket! The winter season is a quiet, beautiful time to stroll the empty beaches, unplug and curl up with a book, and (perhaps best of all) grab a bed, meal, and souvenir at bargain off-season prices.
At the invitation of theĀ Nantucket Hotel and Resort, I was lucky enough to spend a winter weekend on Nantucket back in January, 2013.
I set out from Keene, New Hampshire, on a Friday morning, and after crossing over the Bourne bridge into the Cape (no traffic in winter!), I made a beeline for Pain DāAvignon. Tucked down a side street next to the airport, itās a marvelous bistro/cafe/bakery, and the ideal ālast stopā before heading on to the outer Cape, Marthaās Vineyard, or Nantucket. I grabbed a coffee, baguette, and some biscotti. After stocking up it was time to park and board the ferry, which was busier than I thought for a cold winter weekend. Despite the arctic wind on the deck, I had to venture out to snap a few photos of the chairs draped in ice. Looks cozy, doesnāt it? Brr.
Upon arriving in Nantucket, I was met at the dock by Jamie Holmes, General Manager of the hotel. In truth the hotel was so close to downtown I could have walked, but since it was a cold day and I had a suitcase, the ride was much appreciated!
Along the way, Jamie told me about the hotelās history. It was originally opened as āThe Point Breezeā in 1891, a grand hotel boasting amenities such as running water, gaslights, croquet lawns, and a ballroom ā all with stunning sea views. It had weathered several highs and lows during its longĀ history, including new owners, name changes, and periods of closure, but its most recent transformation came about in 2012, when Gwenn and Mark Snider bought the property and put it through a major restoration and renovation.
Parked in front was the old-fashioned green and yellow bus the hotel uses in-season to transport guests to and from the ferries.
Inside, the sunny lobby was awash in nautical blues and whitesā¦
ā¦along with a nod to the islandās whaling past in a prominent spot behind the reception desk. The steampunk-style (sort of Victorian meets industrial) mechanical whale from local outfitter ModVic is certainly worth seeing!
The scheme in the lobby continued into my guest room, which was large and comfortable with plenty of options for seating, sleeping, and planing your Nantucket winter weekend.
Only it turns out I didnāt have to plan much, because Jamie had already arranged for me to grab a bite in the onsite Breeze Bar & Cafe with local fisherman Charlie Sayle and his son. Because it was scallop season (please see the bay scallop flatbread pizza below), weād hoped to be able to head out onto the water to do some real scalloping, but because the temperature was so low it wasnāt possible.
After an informative meal (where I learned that 99% of Sayleās bay scallops head off-island to points all over the country, and that The SeaGrille Restaurant was where I should go for the best seafood dinner on Nantucket) Jamie offered to take me on a guided driving tour of the island. Because it was too cold for biking and I hadnāt brought my car, I was grateful for the invitation. Nantucket isnāt enormous, but itās still too big to see entirely on foot.
The first stop on our driving tour was Bartlettās Farm, Nantucketās oldest and largest family-owned farm.
Open year-round, the farmās on-site market offers seasonal fruits and vegetables (plus a wide selection of organic foods, prepared meals, and household staples) as well as a garden center. Above the market is a space used for the popular lectures and events that take place throughout the year. The topics range from food and nature to sustainable energy.
Cisco Brewers is another year-round Nantucket institution. The brewery/distillery/winery delights drinkers region-wide, and for those on-island, no stay (or perhaps weekend) is complete without a visit for a drink, tasting, or to enjoy the frequent live music.
After leaving the bar we headed out for a look at Cisco Beach. It had snowed just enough the night before that the road looked more like a white carpet than a thoroughfare.
Then it was time for a look at the islandās famous 1745 windmill before the all-important stop at Downyflake Doughnuts, a top family restaurant/doughnut draw for both locals and visitors since the 1940ās.
Next it was time to check out Sankaty Lighthouse, which looked picture-perfect thanks to the fresh snow.
For a dose of island charm, we drove through the village of Siasconset (or āSconset), with its tightly clustered cottages (wee little things compared to the ship captain houses downtown and large mansions scattered elsewhere on the island), many which used to be fishing shacks. It was a bit too coldĀ for the beautifulĀ āSconset Bluff Walk this time, but I put itĀ on my list for my next warm-weather visit.
And then, circling back towards town we made a stop at Charlie Sayleās retail and takeout spot ā Sayleās Seafood. Here, Angela gave us a peek at the dayās scallops, along with a look at a waving (unfortunate) 5 1/2 pound lobster.
After wishing the lobster godspeed, we headed for Brant Point Lighthouse, which was established all the way back in 1746ā¦
ā¦and then made a quick stop at Steps Beach, which is accessed by a narrow path between two private houses, so the path is marked (like many others) with a āPublic Wayā marker to let you know youāre not trespassing. Even in winter, the view is stunning.
Finally, we stopped to admire the Jethro Coffin House, known as the āOldest Houseā because it is the sole surviving structure from the islandās original seventeenth-century English settlement. It was built as a wedding gift in 1686 for Jethro Coffin and Mary Gardner, and has been owned since 1923 by the Nantucket Historical Association.
In 1987 the house was struck by lightning and nearly cut in half, but was carefully restored by the NHA. Historic properties find they are in very loving and admiring hands on Nantucket, which makes the island an especially beautiful and interesting one to visit for those of us looking for more than a peek into the past.
The tour over, I thanked Jamie for his hospitality and headed to my room, but as night fell, I couldnāt resist a walk downtown. Lit up inside, the quaint and snug shops on Main Street shone from the inside out like dollhouses, their light spilling onto the cobblestone streets below.
On Sunday morning, I stopped in at the Petticoat Row Bakery [since closed], one of the many fine Nantucket bakeries, for coffee and an enormous slice of bread pudding before setting out on a walk. The bread pudding at Petticoat Row is more bread than pudding, and after tasting a sample I asked what was in it. The answer was āwhatever is left over at the end of the day.ā My slice was spicy and fragrant, like carrot cake mixed with cinnamon and vanilla and anise. Yum!
Despite the chilly weather, icy patches (ouch), scattered snow, and bare branches, downtown Nantucket still managed to look inviting.
Iconic images are everywhere, from whales and whitewashed churches to classic cars and Murrayās Toggery Shop, official supplier of āNantucket Redā since 1945.
While many shops and restaurants are closed for the off-season, plenty remain open, often with bargain menus or rock-bottom sales to make way for new merchandise before the spring season starts.
TheĀ Dreamland Theater is the go-to place for movies, plays, and other entertainment. Of course, if you want to head back to your room to curl up with a good book, the island has you covered there as well. Mitchellās Book Corner on Main Street is open-year round, along with my favorite Nantucket book shop ā Nantucket Bookworks.
With creaky floors, bright colors, and colorful scattered hooked rugs (most with whale motifs), the books, toys, gifts, and cards at Bookworks give you plenty to look at while you warm up.
If itās open, you should (of course) also visit the superb Nantucket Whaling Museum. It wasnāt open when I visited, but itās a fantastic museum anchored byĀ a 46-foot sperm whale skeleton suspended over the main exhibit area.
After browsing my way through downtown, I headed for a small patch of beach to hunt for scallop shells. The harbor shore had frozen in a natural wave pattern, as if one moment the wave was lapping the shore, and the next, it was frozen in an icy crust.
Still, there were plenty of beautiful scallop shells to gather, some trapped under ice that I gently pried up with the toe of my sneaker so I could get to them. I think I gathered roughly 20 shells to take home for a future craft project.Ā And despite the cold weather, I was not alone. The ducks had found where the water still flowed and rippled near the dock, and they swam and bobbed underwater in the sunshine. I tossed them my bread pudding crumbs before heading back to the hotel to gather up my things. My winter weekend on Nantucket was over, but I hope itās only a matter of time before Iāll be back on ACK!
Have you ever spent a winter weekend on Nantucket?
This post was first published in 2013 and has been updated.Ā
As Digital Editor of New England.com, Aimee writes, manages, and promotes content for NewEngland.com and its social media channels. Before this role, she served as assistant, then associate, editor for Yankee Magazine and YankeeMagazine.com, where she was nominated for a City and Regional Magazine Association award for Best Blog. A lifelong New Englander, Aimee loves history, the New Hampshire seacoast, and a good Massachusetts South Shore bar pizza.
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