Holiday Happenings in Maine

Light up your holiday season this year! Throughout the region, fun festivals, tree lightings, and magical displays ignite the spirit in young and old. So, while you’re making your list and checking it twice, be sure to add a holiday escape to Maine. You won’t want to miss the opportunity to make memories with your friends and family at any one (or more) of these fun holiday activities in Maine.

We look forward to all the traditional holiday happenings in Maine each year. Come visit us at our cozy bed and breakfast this season. Tucked in along the shores of Tripp Lake in Poland, we embrace the true essence of this celebratory time of year. By mid-November, our halls will be decked and stockings hung. And by late November or early December, our lakeside retreat will begin transforming into a winter wonderland, perfect for the season. All that’s missing is you.


Snow-topped pine tree outside with white twinkling lights

Gardens Aglow

November 20, 2021 – January 1, 2022

Take a driving tour through the beautiful landscape of the Coastal Maine Botanical Gardens, all lit up for the holidays. Be transfixed by the glittering lights dancing in the night sky. Truly a winter wonderland, book your tickets early for Gardens Aglow. And make it a family tradition for years to come.

The Lights at Whitney Farm

November 26 through December 31, 2021

Located in nearby Oxford, The Lights at Whitney Farm features:

  • An impressive light display with synchronized music,
  • Concessions with homemade beverages and treats,
  • A life sized gingerbread house and
  • Picture taking with a vintage sleigh

Festivities are open 5PM to 9PM. An entrance fee applies.

Freeport Sparkles for the Holiday

December 3-12 2021 

One of Maine’s most popular holiday events, Freeport Sparkles lights up the night on Friday with a Parade of Lights through town. When Santa arrives, the talking Christmas tree springs to life. Be on the lookout for the “Stealth Elf” who may reward shoppers with complimentary gift cards from local businesses. And enjoy shopping and dining at all of Freeport’s fine shops and restaurants.

Outdoor Christmas lights and decorations against a night sky

Kora Shriner FEZtival of Trees

December 10-12, 2021

The annual FEZtival of Trees features a multitude of decorated trees on display at the Sunday River Jordan Hotel. Purchase raffle tickets for a chance to win a tree loaded with prizes donated by local businesses. Sponsored by the Oxford County Shrine Club, the event brings the whole community together for a fun and festive weekend.

Kora Feztival of Trees in Lewiston

November 19-27, 2021

Head to Lewiston for the 16th Annual Kora Festival of Trees. Get your raffle tickets onsite or online to win one of more than 50 fully decorated trees. Perhaps you’ll be the lucky winner of the Maine State Lottery Tree, worth $500.00!

10th Annual Festival of Trees

November 27-28, 2021

Held at the lovely McLaughlin Garden in South Paris Maine, the Annual Festival of Trees returns this season to the delight of all. What can you expect from this event? Dozens of trees decorated by local businesses and organizations. They display Saturday and Sunday for your viewing pleasure. Purchase raffle tickets for a chance to take a tree home with you. Santa and Mrs. Claus will be on hand to greet you after the parade.

Set of train tracks heading straight through the snow surrounded by snow-topped trees

Polar Express

November 26 – December 23, 2021

Hop on board a vintage narrow-gauge train as it whisks you and your family to the “North Pole” in Portland, Maine. Board the beautifully restored train cars, all decked out for the holidays, for a trip that recreates the beloved children’s story, The Polar Express. Complete with cookies and hot chocolate, your favorite Christmas carols, and a souvenir bell, this trip brings out the child in all of us.

Cute and quirky Christmas tree made with lobster traps and a lit lighthouse on top

Rockland Festival of Lights

November 26-28, 2021

Where else can you see a Christmas tree built of lobster traps? The Rockland Festival of Lights returns this year with the annual lighting of the lobster trap tree on Friday night. Saturday brims with activities for the whole family. Be the first to spot Santa’s arrival by boat. In fact, Santa makes several appearances throughout the weekend. Nothing compares to the “Parade of Lights” on Main Street on Saturday night. Be sure to get a front-row seat for that event.

New Years Eve In Auburn

December 31st, 2021 starting at 6:00PM

Celebrate the new year in style in nearby downtown Auburn, the biggest and best New Year’s celebration in Maine. There will be:

  • Food, including two food trucks,
  • Drink, including five local, craft brewers,
  • Music by three different bands and
  • Fireworks.

Best of all, if you aren’t up for waiting until midnight, the fireworks begin at 10:00PM. Admission is free.

Sleigh Rides

For the ultimate in winter romance, book a sleigh ride at the Carousel Horse Farm in nearby Casco Maine. Dash through the snow o’er the fields and trails all bundled up with your loved one. Top it off with a hot toddy and a sweet treat for a very special addition to a romantic winter getaway.

Exterior view of Wolf Cove Inn, white two story home surrounded by tall pine trees, blue skies and white snow

Cozy Stay at Wolf Cove Inn

Come enjoy these fun holiday activities in Maine and more! Venture out for great fun, magical moments, and inspirational experiences, like cutting down your own Christmas tree and holiday shopping. At the end of the day, come back to relax and unwind at Wolf Cove Inn, the perfect home away from home during the winter season. We offer 11 cozy guest rooms and 1 cabin that feature deluxe amenities like soft twill sheets from Comphy, alternative down blankets and pillows, extra micro-fleece blankets from Berkshire Blankets, and comfy robes. For an added bonus, choose one of our guest rooms with a gas fireplace and lake views where you can cuddle up, sip your favorite beverage, and talk about the wonderful experiences you enjoyed during your stay that day.


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