New England Holiday Tours
Christmas in New England
New England is the perfect destination for the holidays, offering something truly special at every turn. From the storybook charm of a Vermont Christmas with the Von Trapps and the gilded mansions of Newport, to the alpine elegance of Mount Washington and the iconic streets of Stockbridge, the region's rich history and traditions set the stage for an unforgettable celebration. Add the world-famous Boston Pops at Symphony Hall, afternoon teas in decorated estates, and classic New England experiences like the Nutcracker and Louisa May Alcott's Orchard House, and you have a holiday season like no other.
Trapp Family Lodge Christmas
November & December 2027 - From $1,199
Immerse yourself in the magic of a Vermont Christmas alongside the Von Trapps! Explore the charming village of Stowe on a scenic riding tour, with time to stroll through local boutiques and shops. Your day includes a visit to the Ben & Jerry's Ice Cream Factory and Cold Hollow Cider Mill, where a boxed lunch awaits. Round out your experience with a hands-on ornament making class and a fascinating Von Trapp History Tour — all complemented by delicious, hearty meals. This is one Christmas you won't soon forget.
PACKAGE INCLUDES:
3 nights of accommodations
3 breakfasts
2 lunches
3 dinners
Tea and Cookies each afternoon at the Trapp Lodge (3:00 – 4:00 pm)
Trapp Family Lodge Tour
Musical entertainment is available most nights at Trapp Lodge
Feature film nightly (8:00 pm) at Trapp Lodge
Ben and Jerry’s Factory Tour and Ice Cream Cone
Ornament Making Class
Round trip baggage handling
This Tour is a Best-Seller Each Year!
Newport Gilded Age Christmas
Now Booking for December 2027 - From $760
Step back in time and experience the magic of a bygone era as Newport, Rhode Island comes alive with the splendor of the holiday season. This lavish getaway invites you to explore some of America's grandest Gilded Age mansions, dressed in their finest Christmas décor. Marvel at the grandeur of Marble House, stroll the elegantly decorated rooms of The Elms, and cap your evenings with an enchanting visit to The Breakers, where holiday music and festive refreshments set the perfect tone for this once-in-a-lifetime experience.
PACKAGE INCLUDES:
2 nights of accommodations
2 breakfasts
1 lunch
1 dinner
Newport Vineyards or Newport Auto Museum
Newport Driving Tour with Mrs. Carolyn Astor
Marble House Mansion
Breakers Mansion Tour
Blithewold Mansion Tour and Tea
Newport Harbor Cruise - NEW!!
Round Trip Baggage Handling
Optional Addition:
One Lunch and Dance Cotillion
(18th Century French Dance)
This Tour is a Best-Seller Each Year!
White Christmas at Omni Mt. Washington
Now Booking November & December 2027 - From $1,025
Escape into a world of timeless holiday magic at the legendary Omni Mount Washington Hotel, nestled in the heart of New Hampshire's White Mountains. This enchanting winter retreat brings beloved Christmas traditions to life — from a breathtaking Cog Railway excursion through snow-dusted peaks to a horse-drawn wagon ride across a classic Christmas tree farm. Whether you're savoring a bountiful holiday feast, warming your hands by a mountaintop fire pit, or picking your own fresh wreath to bring home, every moment of this getaway has been crafted to create lasting memories for you and yours.
PACKAGE INCLUDES:
2 nights of accommodations
2 Breakfasts
Bountiful Buffet Luncheon
1 Dinner
Guided Tour of the Omni Mount Washington
Cog Railway Winter Wonderland with Hot Cocoa, Hot Coffee, Donuts and Marshmallows for Roasting over a Fire Pit on the Mountain
A Very Merry Holiday Activity at the Omni
Bethlehem, NH Post Office
Horse Drawn Wagon Ride at a Christmas Tree Farm
Pick your own Wreath to take home
Woodstock Inn & Brewery Tasting
Round Trip Baggage Handling
This Tour is a Best-Seller Each Year!
Norman Rockwell Christmas
Now Booking the first Weekend in December 2027 - From $775
Experience the magic of the holidays in the very town that inspired one of America's most beloved artists. Norman Rockwell's iconic illustration is brought to life as antique cars line the streets of historic Stockbridge, Massachusetts — recreating the famous painting in stunning real-world detail. Join children of all ages in welcoming Santa and Mrs. Claus, enjoy horse-drawn rides, caroling, a gingerbread competition, and a holiday concert. Tour the breathtaking Berkshire mansions, including Edith Wharton's The Mount decorated for the season, and soak in the festive atmosphere that is sure to get anyone into the holiday spirit!
PACKAGE INCLUDES:
Accommodations for 2 nights
2 breakfasts
2 dinners
Yankee Candle Company Flagship Store
Bright Nights Holiday Lights Display
Edith Wharton’s Mansion, the Mount,
decorated for the Holiday
Holiday Concert
Norman Rockwell Museum
Main Street Stockbridge Celebration Event
Commemorative Rockwell Pin
Round trip baggage handling
Boston Stocking Stuffer Day Tour
Now Booking for December 2027 - From $99
A guided Stocking Stuffer Tour of historic sites with options for lunch at Maggiano's and the Boston Pops Christmas Concert. Give your group a day full of Boston holiday cheer!
PACKAGE 1 - $99 PER PERSON - INCLUDES:
Local Guide
Holiday Shopping
Faneuil Hall & Quincy Market
Lunch at Maggiano's
Stocking Stuffer Tour with Gifts
PACKAGE 2 - $149 PER PERSON - INCLUDES:
Local Guide
Holiday Shopping
Faneuil Hall & Quincy Market
Lunch on Own
Stocking Stuffer Tour with Gifts
Boston Pops Holiday Pops Concert
PACKAGE 3 - $199 PER PERSON - INCLUDES:
Local Guide
Holiday Shopping
Faneuil Hall & Quincy Market
Lunch at Maggiano's
Stocking Stuffer Tour with Gifts
Boston Pops Holiday Pops Concert
Boston Pops Christmas
Now Booking for December 2027 - From $875
Celebrate the season in one of America's most historic cities! Start with a narrated Stocking Stuffer Tour through Boston's landmark sites, complete with gifts along the way. Enjoy exclusive access to the Beacon Hill Holiday House Tour, featuring the interiors of stunning private homes. Then cap off the experience with the highlight of the trip — a magical Boston Pops Christmas Concert at Symphony Hall. Add in festive shopping at Faneuil Hall and Quincy Market, and you have the perfect holiday getaway.
PACKAGE INCLUDES:
2 nights of accommodations
Two Breakfasts
Two Dinners
Holiday Shopping
Faneuil Hall
Quincy Market
Boston’s Stocking Stuffer Tour with Gifts
Beacon Hill Private Homes Tour
Boston Pops Holiday Pops Concert
Round Trip Baggage handling
This Tour is a Best-Seller Each Year!
New England Christmas
Now Booking for December 2027 - From $975
Your accommodations are at the Encore Boston Harbor, a 5-star resort casino hotel just minutes from Boston. Enjoy a magical Boston Pops Christmas Concert at the legendary Symphony Hall. The following day brings our festive Boston Stocking Stuffer Tour, with gifts surprises throughout the day. Celebrate the season at Cheers with a Gingerbread Lunch where you will design and decorate your own Gingerbread House to take home, paired with a delicious lunch. Afterward, browse the holiday shops at Quincy Market before closing out the tour with an elegant Afternoon Tea at a Holiday Mansion decorated in full Christmas splendor.
PACKAGE INCLUDES:
Overnight room for 2 nights at the Encore
2 breakfasts at the Encore
1 Gingerbread House Making Lunch
1 Dinner at a local restaurant
Holiday Pops Concert
Holiday Shopping at Quincy Market
Stocking Stuffer Tour & Gifts
Tour and Christmas Tea at Eustis Estate
Round trip baggage handling
Louisa May Alcott's "Little Women" Christmas
Now Booking for December 2027 - From $999
Immerse yourself in the magic of a New England Christmas in one of America's most historic and beloved cities. Experience the wonder of Boston Ballet's Nutcracker at the grand Boston Opera House, step inside the festively decorated home of Little Women author Louisa May Alcott at Orchard House, and savor a gracious Afternoon Tea at the Concord's Colonial Inn. Cap your evenings with the grandeur of a Boston Pops Christmas Concert at Symphony Hall — all while receiving a special Holiday Gift Bag to remember the season by.
PACKAGE INCLUDES:
Overnight room for 2 nights
2 breakfasts
Afternoon Tea at Concord’s Colonial Inn
Lunch at a Boston Restaurant
2 Dinners at the Encore
Holiday Pops Concert at Symphony Hall Boston
Boston Ballet’s Nutcracker
Stocking Stuffer Tour & Gifts
Holiday Shopping at Quincy Market
Round trip baggage handling
Christmas by Candlelight at Old Sturbridge Village
New Holiday Attraction
A new experience is coming to our holiday tours December 2026 and 2027! Step into the past at Old Sturbridge Village and discover the rich history of Christmas festivities.
Watch demonstrations of classic holiday crafts, ride the horse-drawn carryall, stroll through the beautifully decorated Village and Christmas Tree Trail, see the nightly lighting ceremony, and soak in the season with live music and storytelling.
Sample sweet treats, browse the gift store for unique holiday finds, and make traditions that are all your own.
Christmas by Candlelight at Old Sturbridge Village can be added to the following itineraries:
Boston Pops Christmas
New England Christmas
Norman Rockwell Christmas
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