New England Places

Six Christmas Towns for the Holidays

So much of New England looks like a Currier & Ives print over the holidays that it was hard to choose the best of the Christmas towns.

We ended up choosing a town or city that offers history along with the carols, greenery, lights, Santas, skating rinks and horse-drawn sleighs.

So here are six of the best historic Christmas towns, one for each New England state.

Wethersfield, Conn.


A colonial doorman greets guests over the holidays in Wethersfield, Conn.

Wethersfield, one of the three oldest Connecticut towns, has the state’s largest historic district. Some of Wethersfield’s most historically significant houses dress up and offer tours over the Christmas holidays.

The Webb-Deane-Stevens Museum goes all out with its annual Three Centuries of Christmas event in its three historic houses. The museum shows the evolution of the Christmas holidays in America with authentic decorations, house tours and candlelight tours led by guides in period dress.

The Silas Deane House presents the 18th century, when the household celebrated New Year’s Day as the main holiday when the Puritanical dislike of Christmas still lingered.

The Isaac Stevens House celebrates the holidays the way a middle-class household would during the early to mid-1800s, when New England adopted many of today’s Christmas traditions.

Finally, the Joseph Webb House shows a lavish Christmas open house typical of the early 20th century.

Webb-Deane-Stevens: 211 Main St., Wethersfield, Conn. Click here for more information.

Kennebunkport, Maine


Kennebunkport’s huge Christmas tree in the center of town.

The historic seaside town of Kennebunkport, Maine, has celebrated Christmas in a big way since 1982.

This year, Kennnebunkport’s Christmas Prelude stretches from Dec. 5-15 and features craft fairs, rides through the woods aboard a festive historic trolley and boat rides aboard a Maine fishing boat.

White Columns, a historic Greek Revival home, offers house tours and stunning Victorian Christmas decorations.The Patriot Fife & Drum Duo will lead the 14th annual hat parade through Dock Square on Saturday, Dec. 7.

Local businesses sponsor a candlelight procession following Mary and Joseph seeking shelter at three historic inns. After all three turn them away, they then go to a manger where carolers sing hymns, scripture is read and hot chocolate and cookies are consumed.

For more information, click here.

Boston, Mass.

Hundreds of thousands of lights throughout Boston proper put a nighttime sparkle in the historic seaport city.

Faneuil Hall puts on a seven-minute light show with 350,000 lights, along with the city’s largest Christmas tree. String lights twinkle throughout the Public Garden and the Boston Common, which also has a lighted Christmas tree and ice skating on the Frog Pond.


Faneuil Hall over the holidays.

City Hall Plaza features a European-style Christmas market with a winding skating path, Santa’s House and a traveling wine and beer exhibit.

The Boston Opera House stages the classic holiday ballet, The Nutcracker, and the Paramount Theatre stages Langston Hughes’ Black Nativity. It’s one of the hottest tickets in Boston, where the play is in its 49th year. The Boston Pops Orchestra plays classic holiday favorites in a cabaret setting at Boston Symphony Hall.

To find out what’s going on in Boston over the holidays, click here.

Portsmouth, N.H.


Portsmouth’s Market Square during the holidays.

Few holiday traditions evoke the past as well as the Strawbery Banke candlelight stroll, now in its 40th year in Portsmouth, N.H.

Strawbery Banke, an outdoor history museum, comprises dozens of restored Colonial, Georgian and Federal style buildings clustered around a large green. At Christmas, hundreds of candle lanterns light the grounds, evergreens garnish the houses and holiday music fills the air.

Costumed role players recreate past traditions including a 1919 Hanukkah celebration and a Victorian dinner. A skating rink hosts a Currier and Ives-inspired show during each of the December weekends of the Candlelight Stroll.

Strawbery Banke anchors Portsmouth’s ‘Vintage Christmas’ celebration. A big part of Portsmouth’s charm lies in its walkability and in its many family-owned shops, restaurants and inns. Fresh green garlands and balsam wreaths decorate nearly every shop and the period homes nearby, while the city illuminates Market Square with a Christmas tree.

The Music Hall Theater in Portsmouth’s downtown, along with the Ogunquit Playhouse, present Annie.

For those who don’t want to walk, a free Holiday Trolley circulates through the neighborhoods. And when you pass those shops, remember that New Hampshire doesn’t have a sales tax.

For more information, click here

Newport, R.I.


The Breakers, decorated for the holidays.

Three Newport mansions present over-the-top Christmas tours worthy of the last Gilded Age.

The Preservation Society of Newport County decked the halls of The Breakers, The Elms and Marble House with extravagant Yuletide finery through January 1. Thousands of poinsettias, evergreens and flowers decorate the magnificent rooms, while holiday music fills the air and tables glisten with silver and china.

Santa makes several appearances throughout the holiday season, and on December 7, Emmanuel Church presents a concert from the Newport Music Festival. The city recaptures past candlelit holidays with thousands of clear bulbs. For the 49th annual Christmas in Newport, the lights illuminate the harbor,  restored colonials and Bellevue Avenue.


The Breakers exterior.

Over each weekend in December, the Newport Historical Society presents walking tours, with and without lanterns.

Historic churches and museums hold open houses and high teas, while musicians and thespians stage Christmas concerts and Christmas plays throughout the month.

For more information click here.

Woodstock, Vt.


The Jackson House Inn, decorated for the holidays.

The quintessential Vermont town of Woodstock throws itself into the holidays with lights, greenery and plenty of shopping action.

The Billings Farm & Museum demonstrates the traditions of a late 19th century Vermont Christmas on  December weekends from 10 am to 4 pm, and horse-drawn sleigh-rides from December 26 to January 1.

The Woodstock YOH Theatre Players present Charles Dickens’ A Christmas Carol on Dec. 13, 14 and 15.

The Woodstock Inn offers seasonal culinary treats during the holidays, including traditional Christmas fare on the big day. And on Friday, December 13, the Town Hall Theatre presents the Whiffenpoofs.

Local stores stay open late so locavores can do their holiday shopping, and the town’s art galleries feature holiday exhibits.

For more information, click here.

Images: Faneuil Hall by Tony Fischer Photography; Jackson House Inn by Mark Goebels, Creative Commons License; Kennebunkport Tree by Amy Meredith, Creative Commons License. Tree lighting at Faneuil Hall, via Flickr , CC by ND 2.0.  This story was updated in 2021. 

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