Holiday Getaway: Explore Portland | Blog

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Experience the Magic of the Holidays in Greater Portland, Maine

Love, Laughter, and Twinkling Lights

The holiday season is a time of joy. There’s something even more enchanting about celebrating it in Maine. Perhaps it’s the postcard-perfect scenery when snow blankets the ground, or the state’s stunning winter landscapes that truly captivate. If you find yourself away from home during the holidays, here are some of our top recommendations for festive activities in the Greater Portland, Maine area.


The Magic of Christmas

Holiday music is one of the best ways to embrace the season, no matter what traditions you celebrate. Imagine experiencing your favorite holiday songs performed live by the talented Portland Symphony Orchestra, accompanied by a vibrant chorus and phenomenal guest soloists.

Portland Symphony Orchestra (PSO) Onstage for Magic of Christmas With Holiday Decorations, Photo Courtesy of PSO

The Magic of Christmas is a cherished tradition in Portland that began in 1980 and continues to attract audiences each year. This delightful performance takes place at the Merrill Auditorium.

Friday, December 8 – Sunday, December 17

Photo Courtesy of PSO


Christmas at the Victoria Mansion

If the glamour of the Victorian era fascinates you, don’t miss visiting the Victoria Mansion during the holiday season. This historic gem in Portland invites you to see it transformed into a winter wonderland for its special Christmas event that runs for six weeks.

Victoria Mansion living room, Photo Courtesy of CFW Photography

The Victoria Mansion is not only breathtaking, but it also showcases some of the finest floral and interior design talents in the region. The elaborate decorations celebrate Victorian elegance while enhancing the Mansion’s historical interiors, truly a testament to Victorian heritage and architecture. If you’re in need of some holiday cheer, a tour of the Victoria Mansion dressed for the season is sure to uplift your spirits!

2024 Dates TBD

Photo Courtesy of CFW Photography


The Nutcracker Ballet

No matter where you celebrate the holidays, the Nutcracker Ballet remains a timeless tradition. Each year, local ballet companies present their unique take on the classic, with Portland’s own interpretation, A Victorian Nutcracker. Given Portland’s rich Victorian heritage and ties to the Victoria Mansion, this adaptation captures the charm of the original ballet beautifully.

Dancers Performing. Photo Provided by Portland Ballet

A Victorian Nutcracker features characters inspired by Portland’s rich history and past events.

December 8th – December 15th, 2024

Dancers Performing. Photo Provided by Maine State Ballet

The Maine State Ballet is renowned for its classic rendition of The Nutcracker, running from November 29th to December 8th. This enchanting tale is sure to immerse you in the holiday spirit!

November 29th to December 8th, 2024


The Polar Express at the Maine Narrow Gauge Railroad

If you’ve ever enjoyed the story of The Polar Express, you’ll love the chance to experience this holiday classic in person at the Maine Narrow Gauge Railroad. This is the most anticipated event of the season at the railroad, and for good reason—you and your family can board one of ten beautifully decorated coaches!

Holiday Express Train with Snow, Photo Courtesy of John Collins and Narrow Gauge Railroad Museum

Sing along with Christmas tunes, enjoy dazzling holiday lights, and wave back at Santa as he greets you during your ride. After the adventure, delicious hot chocolate and cookies await you! It’s a delightful experience that will make you feel like you’re living the magic of The Polar Express, regardless of your age.

November 16 – December 15

Photo Courtesy of John Collins and Narrow Gauge Railroad Museum


Gardens Aglow at Coastal Maine Botanical Gardens

One of the easiest ways to get into the holiday spirit is through spectacular holiday lights! A beloved tradition is Gardens Aglow at Coastal Maine Botanical Gardens in Boothbay. Visitors come from far and wide to experience this breathtaking display, which runs from November 16 – December 31.

Light Display at Night. Photo Provided by Coastal Maine Botanical Gardens

Each year brings new displays, and they are becoming increasingly elaborate. Be sure to purchase tickets in advance, as this popular event often sells out quickly!

Thursdays through Sundays, November 16 – December 31

Photo Provided by Coastal Maine Botanical Gardens


Christmas Boat Parade of Lights, Portland Harbor

If you prefer to stay in Portland, you can catch a spectacular holiday boat parade! Every year, typically on the second Saturday of December, boats of all shapes and sizes illuminate Portland Harbor with festive lights.

Winter Evening in Portland, Photo Credits: Derek M. Berg

A delightful part of this tradition is spotting Mrs. Claus waving from her boat. Whether you have your own boat or not, you can enjoy the parade from various locations along Portland Harbor, soaking in the beautiful reflections on the water.

Date TBD

Photo Credit: Derek M. Berg


Delight in Freeport’s Sparkle Celebration

For those eager to embrace the holiday spirit, Freeport’s Sparkle Celebration is a fantastic event! It’s one of the most popular holiday celebrations in the state, and it’s easy to see why.

Freeport's Famous Talking Tree. Photo Provided by Visit Freeport

Features of Freeport’s Sparkle Celebration include the Parade of Lights, holiday decorating contests, and exciting gift certificate giveaways. Be there when Santa arrives and brings the famous talking Christmas Tree to life! This celebration is a delightful assortment of activities you won’t want to miss!

Friday, December 6 – Sunday, December 15

Photo Provided by Visit Freeport


Monument Square Tree Lighting

Join in the festive spirit leading up to the Monument Square Tree Lighting in 2024. Enjoy free, family-friendly activities and performances throughout the evening.

Merry Maddness. Photo courtesy of Portland Downtown

The tree lighting ceremony typically occurs on the Friday after Thanksgiving.

2024 Date/Time TBD

Photo Credits: Tim Greenway


Claim a Merry Madness Passport

Indulging in some holiday shopping is part of the fun! Merry Madness, organized by Portland Downtown, is a fantastic way to support local businesses while enjoying the holiday atmosphere. The event has transformed into a shopping passport program, encouraging shoppers to collect stamps at participating stores. Gather 10 stamps to enter a raffle for fantastic prizes! It’s a great opportunity to tackle your holiday shopping while supporting your favorite local shops.

Pandora's Winter Lights - Two trees strung with bright blue lights and purple bulbs, Photo Credit: Capshore Photography

With over 70 participating retailers, the Merry Madness Passport is now virtual and accessible to all shoppers. Visit their website for more details!

2024 Dates TBD

Photo Credit: Capshore Photography


Explore More Holiday Events

Pandora Winter Lights, Photo Credit Capshore Photography

Enjoy the festive holiday events and celebrations lighting up Greater Portland all season long!

Check our Events Calendar regularly for new and exciting activities during the holidays in Portland, Maine, and beyond.

Photo Credit: Capshore Photography

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