Day 1 - Arrival in Boston & Welcome to Bretton Woods, New Hampshire
Upon arrival in Boston, please meet your Tour Director at 2:00 p.m. at XXXX. From there, we’ll travel north to the heart of New Hampshire’s spectacular White Mountains and historic Bretton Woods, nestled beneath Mount Washington and the Presidential Range.
Our destination is a grand mountain hotel, completed in 1902 and celebrated for more than a century of welcoming presidents, celebrities, and dignitaries. Beautifully adorned for the holiday season, it offers a warm and elegant introduction to our New England journey. After check-in, take time to settle in and freshen up before joining fellow travelers for a festive welcome dinner.
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Day 2 - White Mountains
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Day 3 - Portland, Maine
Today, we journey to Portland, Maine; our first stop is the city’s charming Old Port district. Stroll cobblestone streets lined with historic brick buildings, beautifully dressed for the holiday season, and enjoy time to browse the area’s wonderful independent shops.
Enjoy lunch on your own before we continue to the magnificent Victoria Mansion, an essential Portland holiday experience. During this special seasonal presentation, local florists, designers, artists, and nonprofit organizations transform the mansion’s extraordinary interiors with distinctive decorations inspired by the splendor and elegance of the Victorian era. The result is a breathtaking blend of historic architecture, creativity, and holiday magic.
After checking in at our hotel and freshening up, we will gather for a delicious Maine lobster dinner—a fitting finale to a delightful day in Portland.
B, DAfter breakfast, we’ll journey to Kennebunkport, Maine—a picture-perfect seaside village that feels as though it was lifted straight from a Hallmark Christmas movie. Named by HGTV as the #2 Christmas Town in America, Kennebunkport shines during the holiday season with unmistakable coastal New England charm.
Marvel at the town’s whimsical lobster-trap Christmas tree and festive nautical-themed displays adorned with buoys, seashells, and miniature lobster traps. We’ll travel to Walker’s Point for a glimpse of the Bush family estate before continuing into Kennebunkport’s historic district. Here, you’ll have free time to browse inviting shops, soak in the holiday atmosphere, and enjoy lunch on your own.
Later, our New England holiday adventure continues to Old Sturbridge Village for its cherished Christmas by Candlelight celebration. This immersive outdoor living-history museum brings early 19th-century New England to life, inviting visitors to experience the region’s traditions, craftsmanship, and holiday spirit.
As you stroll through the beautifully decorated village, costumed historians will share stories of how Christmas traditions evolved in New England. Discover demonstrations of historic skills, including hearth cooking, tin work, pottery, and more.
Twinkling lights, seasonal music, and enchanting holiday scenes create a truly magical atmosphere. Enjoy festive treats, meet Santa, admire model trains and the gingerbread-house exhibit, and take in the sparkle of the Christmas Tree Trail. Horse-drawn carriage rides and traditional craft demonstrations add to this unforgettable celebration of the season.
Following our visit, we’ll enjoy dinner at a local restaurant before checking into our hotel for the evening.
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Day 5 - Newport
After breakfast, we say goodbye to Portsmouth and begin our journey to Newport, Rhode Island, known as "America's First Resort." Along the way, we will stop for lunch in Providence, Rhode Island, in the Federal Hill neighborhood, known for its lively Italian American heritage. Arriving in Newport, we will meet our local guide for an in-depth tour of Newport. After checking into our hotel, we will meet for dinner.
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Day 6 - Newport
After breakfast, step into the splendor of the Gilded Age with a visit to Marble House, Alva Vanderbilt’s extravagant $11 million birthday gift from her husband, William K. Vanderbilt. This celebrated “summer cottage,” built with more than 500,000 cubic feet of marble, features the famed Gold Room and will be exquisitely dressed in festive holiday finery. Afterward, enjoy free time to browse the boutiques and savor lunch at your leisure in charming downtown Newport.
As evening falls, we will return to Newport’s illustrious past for Sparkling Lights at The Breakers. Stroll an enchanting outdoor path aglow with hundreds of thousands of holiday lights while seasonal music fills the crisp winter air. Discover dazzling displays and delightful surprises before touring the magnificent interior of The Breakers, beautifully decorated for the season.
We will conclude this memorable holiday outing with dinner at a local restaurant.
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Day 7 - Boston Holiday Tour
This morning, we travel to Boston, where the holiday season brings a special magic to the city’s storied streets. On arrival, we will meet our local guide for an engaging sightseeing tour of this historic New England treasure. We will see brownstones adorned with evergreen wreaths and warm strings of lights, and discover the landmarks and stories that shaped America. Highlights include the iconic Freedom Trail, beautiful city parks, and impressive architecture.
Following our tour, we will visit the beloved Winter Holiday Market at Snowport, Boston’s largest seasonal market. Here we will have time to browse offerings from more than 130 local makers and businesses amid dazzling decorations, live music, and over 20,000 twinkling lights.
Later, we will check in to our hotel and freshen up before an early dinner. This evening, we will take our seat at historic Symphony Hall for a joyful Holiday Pops performance by the world-renowned Boston Symphony Orchestra—an unforgettable finale to a festive holiday tour.
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Day 8 - Boston
Today, we say goodbye to our holiday fun in New England and begin the journey home with full hearts, wonderful memories, and a little bit of New England magic to carry with us.