10 Best New England Christmas Towns
From the historic charm of a quintessential Vermont village to the city glamour of a famed Rhode Island port, these 10 destinations are some of the best New England Christmas towns to visit during the yuletide season.
By Aimee Tucker|Dec 07 2021|
Kennebunkport decked out for the holiday season. See more scenes from the Kennebunkport Christmas Prelude.
Photo Credit: Robert DennisLove Christmas in New England? From the historic charm of a quintessential Vermont village to the city glamour of a famed Rhode Island port, these 10 destinations are some of the best New England Christmas towns to visit during the yuletide season.
10 Best New England Christmas Towns
Photo Credit : Montana Rogers
Portsmouth, New Hampshire
New Hampshire’s only coastal city celebrates the season with Vintage Christmas in Portsmouth, a monthlong celebration filled with “shows, strolls, and shopping.” Favorite activities include the Gingerbread House Contest, Candlelight Stroll at the Strawbery Banke Museum, and holiday shows at the Music Hall. Downtown, you’ll find plenty of boutique shopping and some of the state’s best dining.
Shop: Choose from a selection of trendy cards, gifts, prints, and premium wrapping paper at Gus & Ruby Letterpress; beautiful handmade gifts at Nahcotta; and everything the chef or baker in your life could ever want at LeRoux Kitchen.
Eat: Head to La Maison Navarre for French pastry staples such as macarons and crepes, or hit Row 34 for lobster rolls and oyster stew. Over at Moxy, which does New England cuisine with a tapas twist, try the “johnny cake community” (their take on cornmeal pancakes served with brown sugared pork shoulder) and whoopie pie sliders.
Photo Credit : Courtesy of Visit Freeport
Freeport, Maine
Yankee once described this classic New England Christmas coastal town as “one of the great shopping destinations of New England, a small town where name-brand stores go for vacation.” It’s also a very merry destination when the holidays roll around. During Freeport’s annual Sparkle Celebration, signature events include the Sparkle Parade of Lights, the Sparkle Express on the Amtrak Downeaster, the Jingle Bell Run, concerts, the “Talking Tree,” and visits with Santa.
Shop: Browsing the L.L. Bean flagship store is a must (it’s open 24 hours a day, 365 days a year), and when you’re done stocking up on boots, gear, and rugged attire, more than 170 upscale outlets await.
Eat: Pop into Wicked Whoopies to grab Maine’s official state treat in both classic and gourmet flavors, or head to farm-to-table favorite Azure for an Italian-inspired lunch or dinner (try the Sicilian-style cioppino) paired with a Maine blueberry margarita.
Photo Credit : Courtesy of the Woodstock Chamber of Commerce
Woodstock, Vermont
Tap into quintessential yuletide cheer in one of the state’s most picturesque villages. Enjoy ongoing holiday fun at Billings Farm & Museum or explore the town during Wassail Weekend, an event that includes historic home tours, a craft fair, breakfast with Santa, and a spectacular parade.
Shop: Browse classic general store merchandise and souvenirs to your heart’s content at F.H. Gillingham & Sons, stock up on cozy blankets at the Vermont Flannel Company, or select an heirloom-quality serving bowl or platter at Farmhouse Pottery.
Eat: Follow senior food editor Amy Traverso’s advice in her guide to Woodstock, and visit Worthy Kitchen for its craft beer and warming comfort food. She also recommends Mountain Creamery, “a great place to grab a VerMonte Cristo sandwich (ham, turkey, and Swiss between French toast slices, served with a side of maple syrup) and a slice of mile-high apple pie.”
Photo Credit : Photo by Rowlandw / CC BY-SA 3.0
Newburyport, Massachusetts
Victorian street lamps lend an air of Dickensian charm to this coastal Massachusetts destination, where the holiday season kicks off with the Santa Parade and Tree Lighting in Market Square, followed by Christmas concerts and performances all December long. On Friday Invitation Nights, shops stay open late, plying visitors with refreshments, and the much-anticipated holiday house tour sponsored by the Custom House Maritime Museum offers a look at 10 festive historic homes.
Shop: Score wooden ship models at Piel Craftsmen, culinary treasures and gourmet olive oils at Port Plums, or funky collectibles at Oldies Marketplace.
Eat: Warm up with a tiki-inspired craft cocktail and cozy appetizers such as Maine crab rangoon and coconut curry mussels at the Paddle Inn, or satisfy your sweet tooth with bite-sized gourmet whoopie pies at Chococoa Baking Company.
Photo Credit : Stockbridge Chamber of Commerce
Stockbridge, Massachusetts
Norman Rockwell made Stockbridge famous in his painting of the Berkshire town at Christmas, and the community pays tribute to that fact each year with Stockbridge Main Street at Christmas, a weekend celebration that includes holiday house tours, caroling, horse-drawn carriage rides, a visit with Santa, and a Sunday afternoon re-creation of Rockwell’s painting. Throughout the rest of the season, the Stockbridge region’s many cozy inns and award-winning dining options make it the perfect place for a holiday escape.
Shop: Pick up a book, ornament, or favorite print at the Norman Rockwell Museum, or head to the vintage-inspired One Mercantile in nearby Great Barrington for colorful kitchen enamelware, handmade wooden bowls, all-natural toiletries, and more.
Eat: Sip coffee and nibble croissants at No. Six Depot in nearby West Stockbridge, or choose one of the Red Lion Inn’s three on-site dining options for lunch or dinner: the elegant main dining room, the rustic tavern, and the cozy Lion’s Den pub.
Photo Credit : Robert Dennis
Kennebunkport, Maine
The popular tourist town of Kennebunkport proves it’s more than just a summer destination with its annual Christmas Prelude, a six-day celebration that includes a lobster trap Christmas tree, a pooch parade, multiple craft fairs, Christmas fireworks, and the chance to see Santa and his lobster elves arrive by lobster boat.
Shop: Located in the heart of Dock Square, Daytrip Society offers unusual and handmade gifts for everyone on your list. For nature-inspired holiday decor, Snug Harbor Farm in adjacent Kennebunk is one of the prettiest stops in southern Maine.
Eat: Test your limits for caffeine and buttery pastries at Boulangerie in Kennebunk, or treat yourself to a memorable “farm to fork” dinner at Earth at Hidden Pond, where the magical rustic ambiance (a suspended apple tree serves as the dining room chandelier) is matched only by the just-caught, just-harvested menu.
Photo Credit : Mark Fleming
Jackson, New Hampshire
Dreaming of a White Mountains New England Christmas getaway? With its small-town charm, classic covered bridge, and an assortment of cozy inns, Jackson is the ideal anchor for a holiday escape. The town’s annual self-guided Inn-to-Inn Cookie Tour offers a peek inside nearly a dozen local inns, each serving at least one signature cookie.
Shop: In the heart of Jackson Village, stock up on White Mountain Puzzles to help make the long New England winter go faster. Just fifteen minutes away, bustling North Conway beckons with favorites such as Zeb’s General Store, the League of NH Craftsmen gallery, and dozens of national brand-name outlets.
Eat: Order a gourmet sandwich (we love the oven-roasted turkey chipotle club wrap) to go at J-Town Deli & Country Store, or sample artisanal cheeses and locavore creations like risotto served with locally foraged hen-of-the-woods mushrooms at Thompson House Eatery.
Photo Credit : The Preservation Society of Newport County
Newport, Rhode Island
Gilded Age glamour meets Christmas coastal charm in this fabled Rhode Island port city. Christmas in Newport hosts citywide celebrations all December long, including concerts, craft fairs, and caroling, plus ongoing events such as holiday lantern walking tours. And running from mid-November through the new year, Christmas at the Newport Mansions includes seasonal decorations, Santa Sundays, and special performances of The Newport Nutcracker.
Shop: Head to retail hot spot Thames Street for distinctive finds at Thames Glass and Aardvark Antiques, or Bowen’s Wharf for American-made fashion and accessories at Kiel James Patrick and nautical-inspired totes at Sea Bags.
Eat: Enjoy all-day breakfast and BYOB Sunday brunch at Cru Café, head to Midtown Oyster Bar for Newport’s largest raw bar (featuring up to a dozen different kinds of oysters), or keep it simple with some of the best clam chowder in town at the Mooring.
Photo Credit : Mark Fleming
Mystic, Connecticut
Nestled along the banks of the Mystic River, the historic downtown of Mystic, Connecticut, is the perfect place to celebrate a classic New England Christmas. Don’t miss the lighted boat parade (including Santa’s arrival by tugboat) to kick off the season, and Mystic Seaport’s Lantern Light Tours, running weekends from Thanksgiving through Christmas.
Shop: Choose from hand-woven bracelets, doormats, and sailor knot ornaments at Mystic Knotwork; stock up on apparel and gifts at Tidal River Clothing Co.; or shop hundreds of fine spices, hand-mixed seasoning blends, and loose-leaf teas at the Spice & Tea Exchange.
Eat: Pair your coffee with a tempting spread of breakfast pastries and savory quiches at Sift, dig into gourmet burgers and craft beer at Engine Room, or earn your hardy-New-Englander cred with a winter cone of Mystic Turtle at Mystic Drawbridge Ice Cream.
Photo Credit : Courtest of Edgartown Board of Trade/Joshua Robinson-White of Vineyard Lights Photography
Edgartown, Massachusetts
The toniest town on Martha’s Vineyard, Edgartown is known for narrow streets lined with boutiques, grand 19th-century captains’ homes, cozy inns, and fine dining. But if you’ve visited only in summer, you’re missing out on one of New England’s most charming holiday traditions: Christmas in Edgartown, a weekend celebration that includes a Christmas parade, an arts and crafts festival, and the lighting of the Edgartown Lighthouse.
Shop: Browse two floors of reading material at Edgartown Books — perhaps with a coffee and pastry to follow at Behind the Bookstore, the café located (you guessed it) behind the shop. For a selection of fun accessories and colorful island-inspired jewelry, make tracks for Stefanie Wolf Designs.
Eat: Start your day with a hearty breakfast at Lucky Hank’s (try the cod cakes and eggs served with lobster tartar sauce), or dig into fried oysters and seared local sea scallops at Alchemy.
Do you have a favorite New England Christmas town? Let us know in the comments below!
This post was first published in 2018 and has been updated.
SEE MORE:
Yankee’s Boston Christmas Guide
Best Christmas Celebrations in New England
Best Places to See Christmas Lights in New England
New England Holiday House Tours
There is nothing like a New England Christmas be it Maine to CT. The lights, the people and the holiday festive cheer in the crispy clear cold air. It speaks Merry and Bright and Goodwill to All.
I have enjoyed five (5) of your picks and there were all absolutely wonderful. I would hate to have to choose the one I liked best.
Great summary of the best New England holiday takes for anyone looking to celebrate the season in the area. Yule certainly get in the spirit!
I wish Northampton, Massachusetts would be on the list.
I would think Bristol Rhode Island would be at the top of the list!! Lots of community involvement and fireworks the night of
The Illumination!!
What happened to Taunton?When I was growing up it was known as the Christmas City.People came from miles around to see the lights on Taunton Green
We would drive from Warwick, RI, to see the Taunton Green display and to decide if it was better than previous years. Thanks for mentioning it – I’d forgotten about those trips!
I looked through this article with excitement knowing sure well that Bethlehem CT would be on the list. When I was growing up there – we would get A LOT of people coming from out of town into the Post Office to mail their Christmas cards from the little town of Bethlehem. The town also would have a Nativity Scene on the town green and it was done splendidly. I don’t know if they still do this since I haven’t been back at Christmas time for many years but I sure do hope political correctness hasn’t reach into the smallest of towns in Litchfield County. Love the magazine and still subscribe from California.
Would love to be there !
I wish Burlington, VT was on this list!
You missed Rockport, Ma…..Bearskin Neck all decorated….quaint Main Street…lighting the Christmas tree…and Santa arriving by boat by Motif #1!
Merry Christmas!
Sandwich, MA – Celebrating Holly Days, from the reading of The Littlest Christmas Tree & lighting of the small tree that seems to float in Shawme Lake, our Giants – created by local Glassblower, Michael Magyar, Caroling & Santa in Town Hall Square, local shopping nights and Christmas Fairs, Shop Small in our wonderful shops, many serving hot cider and goodies while you shop, to First Night Sandwich. An afternoon of Music, Theatre & Fun for the whole family, culminating with an Illuminated Parade & Fire Works over Shawme Lake.
If you’re looking for a Normal Rockwell style Christmas than look no further than this guide. There is surely something for everyone and each recommendation better than the last. Well done.
I have been to 6 of the 10, and Freeport and Kennebunkport certainly are two of my top 3. I was surprised a couple places in Maine/NH/ and Vt. were not on the list. Normally Bath and Hallowell Maine are amazing stops especially during their respective Christmas celebration weekends. Im not sure what is planned in this covid year though.
Bethlehem, Connecticut. The post office has a special table for hand stamping your Christmas cards
You really should investigate how these locations are operating in COVID. We went to Stockbridge last month. One restaurant open with only outside seating. Very crowded. We went to a coffee shop. The Red Lion restaurant was shut down. Businesses not in business due to Covid.
Nantucket
Definitely
I grew up in North Andover, Ma. How lucky I was to have visited all the towns listed. One can’t really do a top ten as New England is a jewel that can’t be matched elsewhere.
Thompson House Eatery in Jackson NH is one of the best dining experiences in New England.
Stayed in 9 of these and driven through the other one, Portsmouth NH. I love New England and the quaint small towns.