Garden Club Annual Holiday Festival

Come enjoy our Holiday Shops! Friday December 5 from 10am-4pm Saturday December 6 from 10am-3pm Please see our website for more details and other events.

St. Columba’s Episcopal Church, 32 Emery Lane, Boothbay Harbor

Ryanhood "A Winters' Evening"

A Winter’s evening with Ryanhood is an evening of songs and storytelling, heartstrings and laughter. Holiday audience members can anticipate the high-energy, big-harmony, dueling acoustic guitar approach that Ryanhood fans across the country have come to expect. Featuri......More

A Winter’s evening with Ryanhood is an evening of songs and storytelling, heartstrings and laughter. Holiday audience members can anticipate the high-energy, big-harmony, dueling acoustic guitar approach that Ryanhood fans across the country have come to expect. Featuring a blend of original holiday compositions, wintry covers, and reworked classics woven together with holiday stories and memories, Ryan David Green and Cameron Hood invite you to experience the joy, depth, intimacy, and excitement of the holiday season by sharing A Winter’s Evening with Ryanhood. Advance tickets $25 – on sale beginning August 2025.

Boothbay Opera House

Boothbay Region Historical Society Annual Open House

Annual Holiday Open House 10:00am to 2:00pm at the museum.

Boothbay Region Historical Society, 72 Oak Street, Boothbay Harbor, Maine, 04538

Garden Club Annual Holiday Festival

Come enjoy our Holiday Shops! Friday December 5 from 10am-4pm Saturday December 6 from 10am-3pm Please see our website for more details and other events.

St. Columba’s Episcopal Church, 32 Emery Lane, Boothbay Harbor

North Pole Express

On Saturdays and Sundays, December 6th through December 15th the Boothbay Railway Village Museum will be running the “North Pole Express!” Departures will run 8 times each day beginning at 10:45am. Tickets must be purchased in advance and will only be available for purc......More

On Saturdays and Sundays, December 6th through December 15th the Boothbay Railway Village Museum will be running the “North Pole Express!” Departures will run 8 times each day beginning at 10:45am. Tickets must be purchased in advance and will only be available for purchase online. DEC 6 & 7 | DEC 13 & 14 | DEC 20 & 21    Train every 45 minutes | 10:45 am | 11:30 am | 12:15 pm | 1 pm | 1:45 pm | 2:30 pm  | 3:15 pm | 4:00 pm

Boothbay Railway Village, 586 Wiscasset Road, Boothbay, ME, 04537, United States

Gingerbread Spectacular

Three days of holiday magic inside the Opera House. Plan your season to include a visit to check out the 2025 confectionery creations – gingerbread castles and cabins, farms and cottages, and dozens of surprises both large and small.  Community members and bakers from a......More

Three days of holiday magic inside the Opera House. Plan your season to include a visit to check out the 2025 confectionery creations – gingerbread castles and cabins, farms and cottages, and dozens of surprises both large and small.  Community members and bakers from afar always dazzle us with their creativity, while competing for the coveted honor of “Most Spectacular!” This event also features live music, and a wonderful holiday bake sale by The Friends of the Opera House. Free, open daily, times to be announced in the fall of 2025.  

Boothbay Opera House

North Pole Express

On Saturdays and Sundays, December 6th through December 15th the Boothbay Railway Village Museum will be running the “North Pole Express!” Departures will run 8 times each day beginning at 10:45am. Tickets must be purchased in advance and will only be available for purc......More

On Saturdays and Sundays, December 6th through December 15th the Boothbay Railway Village Museum will be running the “North Pole Express!” Departures will run 8 times each day beginning at 10:45am. Tickets must be purchased in advance and will only be available for purchase online. DEC 6 & 7 | DEC 13 & 14 | DEC 20 & 21    Train every 45 minutes | 10:45 am | 11:30 am | 12:15 pm | 1 pm | 1:45 pm | 2:30 pm  | 3:15 pm | 4:00 pm

Boothbay Railway Village, 586 Wiscasset Road, Boothbay, ME, 04537, United States

North Pole Nightcap

Take your sweetheart on the North Pole Express train ride. Tickets include a Christmas cocktail to toast the season, followed by light hors d’oeuvres and holiday cheer in the Town Hall.

Boothbay Railway Village, 586 Wiscasset Road, Boothbay, ME, 04537, United States

North Pole Express

On Saturdays and Sundays, December 6th through December 15th the Boothbay Railway Village Museum will be running the “North Pole Express!” Departures will run 8 times each day beginning at 10:45am. Tickets must be purchased in advance and will only be available for purc......More

On Saturdays and Sundays, December 6th through December 15th the Boothbay Railway Village Museum will be running the “North Pole Express!” Departures will run 8 times each day beginning at 10:45am. Tickets must be purchased in advance and will only be available for purchase online. DEC 6 & 7 | DEC 13 & 14 | DEC 20 & 21    Train every 45 minutes | 10:45 am | 11:30 am | 12:15 pm | 1 pm | 1:45 pm | 2:30 pm  | 3:15 pm | 4:00 pm

Boothbay Railway Village, 586 Wiscasset Road, Boothbay, ME, 04537, United States

Sons of Serendip - Holiday Concert

$30 advance/$35 regular. Billboard charting classical-crossover quartet, Sons of Serendip, won the hearts of fans and judges alike as finalists on America’s Got Talent  with their ethereal and emotionally stirring interpretations of pop music, arranged with a unique ble......More

$30 advance/$35 regular. Billboard charting classical-crossover quartet, Sons of Serendip, won the hearts of fans and judges alike as finalists on America’s Got Talent  with their ethereal and emotionally stirring interpretations of pop music, arranged with a unique blend of vocals, harp, piano, and cello. With 4 successful albums and soulful live performances, Sons of Serendip has lifted audiences both nationally and internationally. Notable performances include collaborations with Keith Lockhart and the Boston Pops, the Cincinnati Symphony Orchestra, and Cynthia Erivo.  We can think of no finer way to celebrate the holiday, and to close out the 2025 concert season than with these 4 unforgettable talents.  

Boothbay Opera House

Community Christmas Dinner

Why spend Christmas Day alone? Come join us at the American Legion Hall in Boothbay for a delicious meal of turkey, ham, beef, squash, turnip, potato, rolls, stuffing, and desserts. If you would like to attend, please register by calling Cathy at 350-6686, and leave you......More

Why spend Christmas Day alone? Come join us at the American Legion Hall in Boothbay for a delicious meal of turkey, ham, beef, squash, turnip, potato, rolls, stuffing, and desserts. If you would like to attend, please register by calling Cathy at 350-6686, and leave your name, a contact phone number and the number of people who would like to come. The registration deadline is December 18th. Maybe you’ll need a ride – just let us know! If you’d like to help, please call the same number. We look forward to seeing you as we come together as a community on this special day!!

American Legion Post #36, 25 Industrial Park Road, Boothbay, ME, 04537