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From: reservations@benedictsbus.com
To:
Christmas at a Castle in Boston, MA
December 14 to 17, 2025

COST: $1,795 per person, based on double occupancy, Includes 8 MEALS: 4 breakfast, 2 lunches & 3 dinners (including dinner at Hammond Castle), 3 nights lodging, gingerbread house making, Holiday Pops Concert, Boston's stocking stuffer tour, free time for holiday shopping at Quincy Market, Trinity Church tour, free time at Oakwood Barn Christmas Farm, tour director service, motorcoach transportation, and all taxes and local guide gratuities.

Triple: $1,745 Quad: $1,695, Single: $2,195

A $500 PP Deposit is due within 3 weeks of making your reservation. $100 is non-refundable. Final Balance Due by 10/15/2025. Please click the "Travel Insurance" link at the top right of our webpage to purchase travel insurance.

 Please note: All trips and itineraries are subject to change, pending factors beyond our control.

  • Itinerary
  • Accommodations

Sunday, December 14

  • Depart from Terminal, with available Pickups: Mansfield, Lawrenceville, Corning, Elmira, Sayre
  • BREAKFAST is included at CRACKER BARREL in Binghamton.
  • Fast food lunch break will be made en route.
  • Arrive in BOSTON, MA and check in at the ENCORE BOSTON HARBOR HOTEL for your 3-NIGHT STAY. Each person will receive a slot-play-credit for the slot machines.
  • Dinner will be on your own at the hotel. You will receive a $20 DINNER VOUCHER to use towards your meal.

Monday, December 15

  • Enjoy BREAKFAST at your leisure at the hotel this morning. Each guest will receive vouchers ($20.00 each) towards breakfast each morning to use at any participating Encore restaurant. Guest pays the balance (if exceeds voucher) and the tip.
  • Meet your LOCAL GUIDE for a day of TOURING. Your day will be filled with gifts and Christmas spirit as you celebrate the festivities of the holiday season! Each guest receives a HOLIDAY STOCKING on this delightful STOCKING STUFFER TOUR. Hear narration about Boston’s historic sites and holiday traditions and receive gifts throughout the day. This is a fun and spirited way to enjoy the holidays in the city!
  • Lunch will be on your own at QUINCY MARKET. For over 250 years the marketplace has played an integral role in the life of Boston’s residents. You will feel the cobblestones beneath your feet, see roaming performers and be able to taste the wonderfully diverse ethnic foods available to you. There are 100 shops, carts and artisans to offer treasures for you to take home with you! Enjoy FREE TIME for holiday shopping.
  • Arrive at your hotel in the early afternoon for time to relax and freshen up.
  • Depart for Gloucester, MA to enjoy a  CHRISTMAS at a CASTLE DINNER at HAMMOND CASTLE. Hammond Castle Museum on the coast of Gloucester, Massachusetts was constructed in 1926 by inventor John Hays Hammond, Jr. as his residence. In the style of a medieval castle, it was built to house his private collection of artifacts from ancient Rome through the Renaissance. Visitors can explore the many rooms of the castle, as well as enjoy the beauty of the castle grounds and view of the Atlantic shoreline. This is a PRIVATE DINNER for your group only! Very important: Hammond Castle is a real castle. It has about 15 very wide stone stairs to get to the entrance. There are narrow passages inside and stairs in many of the hallways and entrances to rooms as you tour the castle. There is NO handicapped accessibility.
  • Return to the hotel for the evening.

Tuesday, December 16

  • Enjoy BREAKFAST at your leisure at the hotel this morning. Each guest will receive vouchers ($20.00 each) towards breakfast each morning to use at any participating Encore restaurant. Guest pays the balance (if exceeds voucher) and the tip.
  • Meet your GUIDE for a day of TOURING. Included in your tour today will be a visit to TRINITY CHURCH BOSTON. Trinity Church Boston is designated as ‘one of the ten most important buildings in America’ by the American Institute of Architects. More than 70,000 visitors tour this National Historic Landmark building each year. Come see why!
  • Next enjoy a GINGERBREAD HOUSE MAKING LUNCH at CHEERS of Boston. Begin celebrating the holidays by designing and decorating your own GINGERBREAD HOUSE with candy and frosting. A delicious lunch is served and then each person decorates a Gingerbread house.
  • This afternoon will be the highlight of your trip. Attend a BOSTON POPS CHRISTMAS CONCERT at SYMPHONY HALL. Celebrate the splendor of the holiday season enjoying this Christmas tradition.
  •  DINNER included at a local restaurant this evening.
  • Tonight, it’s back to your hotel to nestle in bed with visions of sugar plums (and the Boston Pops) dancing in your head!

Wednesday, December 17

  • Enjoy BREAKFAST at your leisure at the hotel this morning. Each guest will receive vouchers ($20.00 each) towards breakfast each morning to use at any participating Encore restaurant. Guest pays the balance (if exceeds voucher) and the tip.
  • Check out and depart for OAKWOOD FARM CHRISTMAS BARN, a 160-year-old barn with thousands of ornaments, Nativities, Santa’s, Carolers, wreaths, centerpieces and other creations made on the farm
  • Enjoy the ORIGINAL HISTORIC FIRESIDE FEAST at the SALEM CROSS INN. Relax by the fieldstone fireplace as the crackling fire roasts your prime rib "to a turn" by rotating it slowly over a bed of wild cherry logs. This jack is the only known 1700’s antique roasting jack that was used to roast fowl and beef in New England that is still in use. The flavor of the fireplace roasted prime rib is unsurpassed. This event has been featured on the Food Network, Chronicle and the Phantom Gourmet. Beware of the brimming bowl of freshly whipped cream – the perfect complement to New England’s Best Apple Pie.
  • Depart for home with wonderful holiday memories of your time in Boston. A fast food stop will be made en route.  

PLEASE NOTE: All trips and itineraries are subject to change, pending factors beyond our conrol.

The Encore Boston Harbor
1 Broadway
Everett, MA 02149

Experience pure luxury day and night at Encore Boston Harbor!

Featured Amenities:

  • WiFi
  • Spa
  • Salon
  • Fitness Center
  • Onsite Shopping
  • Casino
  • Business Center

Click HERE to view their website.

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