Boston Yuletide: Castles, Concerts & Cheer

Duration: 4 Days | Meals Included: 3 Breakfasts, 2 Lunches, 3 Dinners

 

Trip Highlights:

 

Boston Sightseeing Tour with Holiday Gift Bag

Celebrate the magic of the season on this festive sightseeing tour of Boston! Enjoy holiday narration highlighting the city’s historic landmarks and cherished Christmas traditions as you explore. Throughout the day, you’ll receive special surprises and keepsakes to fill your holiday gift bag.

 

Trinity Episcopal Church

Trinity Church is a historic Episcopal church building in Lenox, Massachusetts, it is designated as "one of the ten most important buildings in America" by the American Institute of Architects. Built in 1888 for a congregation organized in 1793, it is a prominent local example of Romanesque architecture, funded by Gilded Age summer congregants.

 

Gingerbread House Making & Lunch at Cheers Boston

Enjoy lunch at Cheers, the iconic Boston landmark where “everybody knows your name,” then get into the holiday spirit as you design and decorate your very own gingerbread house. Using festive candy and frosting, you’ll create a sweet masterpiece to take home—a perfect keepsake from this cheerful, hands-on holiday experience!

 

Boston Pops Christmas Concert

Enjoy the Boston Pops Christmas Concert at Symphony Hall! Hear holiday classics performed by the world-famous orchestra, join in a joyful Pops sing-along, and delight in a special visit from Santa Claus himself. This festive tradition captures the heart and spirit of Christmas in Boston!

 

Hammond Castle Museum

Visit the Hammond Castle Museum, beautifully decorated for Christmas. Perched along Gloucester’s stunning coastline, this historic treasure was built in 1926 by inventor John Hays Hammond Jr. as his medieval-style residence. Designed to showcase his extraordinary collection of artifacts spanning from ancient Rome through the Renaissance, the castle offers a fascinating glimpse into history and imagination. Wander through its grand halls and intimate chambers, admire festive décor, and take in sweeping views of the Atlantic shoreline from the grounds.

 

 

Eustis Estate Tour

Explore a rare surviving example of late nineteenth-century architecture and design. Designed by renowned Boston architect W. Ralph Emerson and bult in 1878, the Eustis Estate sits on eighty acres of picturesque landscape at the base of the Blue Hills. Full of stunning, intact architectural and design details, the Eustis Estate is a historic site unlike any other in the Greater Boston area. While visiting the property learn about the elaborate architecture and interior design as well as the Eustis family, their domestic staff, and the farmhands who cultivated the surrounding fields and greenhouses.

 

 

Christmas Tea Lunch at Eustis Estate

Celebrate the season with a Victorian afternoon tea at the Eustis Estate. Relax in the beautifully decorated hall and enjoy tea sandwiches, scones, and other treats.

 

Vaillancourt Folk Art

At Vaillancourt Folk Art, collectible chalkware Santas and holiday figurines are lovingly handcrafted and hand painted. Rooted in a passion for history, antiques, and Christmas, each piece is a true work of art. Enjoy a short film and welcome presentation by a Vaillancourt team member, who will share fascinating insights into the chalkware-making process. Visit the museum gift shop and see original molds, beautifully finished pieces, and peek into the “pouring room,” where you may witness talented artists at work. Each guest will receive a piece of chalkware to take home.

 

 

 

 

Meal Information: 

Dinner on day one is included at a local restaurant. Choices are:

Menu TBA

 

Dinner on day two is included at a local restaurant. Choices are:

Menu TBA

 

Lunch on day three is included at Cheers. Choices are (guests order when seated):

Menu TBA

 

Dinner on day three is included at a local restaurant. Choices are:

Menu TBA

 

Menus are subject to change.

 

Need to Know:

• This tour involves walking on cobblestone streets.

• Every Starr trip includes deluxe round-trip motorcoach transportation from one or more of our departure locations.

• A Starr Tour Director will accompany you on this trip.

• Baggage handling at hotels is included.

 

Accessibility:

• Hammond Castle: it is not handicap accessible. To reach the entrance, visitors must climb approximately 15 wide stone steps. Inside, the tour includes narrow passages and multiple stairways throughout the hallways and rooms.

• Starr has a select quantity of wheelchair accessible motorcoaches available; therefore, we suggest you contact a Travel Advisor to discuss any needs you may have before reserving your trip.

Hyatt Regency Cambridge, (Cambridge, MA)

 

Situated along the scenic Charles River overlooking Boston, Hyatt Regency Cambridge offers luxury accommodations and amenities. The hotel features an indoor pool, fitness room and sauna. Guestrooms include coffee maker, hair dryer, and iron/board.

See trip highlights from Starr's Tour Tuesday!