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Freeport, Maine

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Pumpkin Patch Trolley Rides at the Seashore Trolley Museum

Pumpkin Patch Trolley Rides at the Seashore Trolley Museum

Seashore Trolley Museum 195 Log Cabin Rd, Kennebunkport, ME, United States

From TrolleyMuseum.org: Join Seashore Trolley Museum in beautiful Kennebunkport, Maine, for our Annual Pumpkin Patch Trolley! We will be hosting the event Friday-Sunday September 22-24, September 29-October 1, October 6-8, October 13-15, and Monday, October 9 (Indigenous Peoples’ Day) Rides to the pumpkin patch depart from our Visitors Center at 9:45AM,10:30AM, 11:15AM, 12:00PM, 12:45PM, 1:30PM, […]

$8 – $15
Sunday River ski resort in the Fall

Sunday River Fall Festival

Sunday River 15 South Ridge Road, Newry, ME, United States

Celebrate the arrival of fall in the mountains with a day trip to Sunday River's annual Fall Festival. With classic and quirky events like the North American Wife Carrying Championship, our annual Sunday River Sports Sale, scenic chairlift rides, and more, you won't want to miss this event during peak foliage season. 2023 Schedule & […]

A man carrying a woman during the North American Wife Carrying Championship in Newry, Maine.

North American Wife Carrying Championship

Sunday River 15 South Ridge Road, Newry, ME, United States

You might've carried your wife across the threshold, but it's time to take it up a notch. The North American Wife Carrying Championship tasks couples with crossing a 278-yard obstacle course--over hurdles, through a watery mud pit, and up an unsteady sand hill--all for the hopes of winning the wife's weight in beer and five […]

Pumpkin Patch Trolley Rides at the Seashore Trolley Museum

Pumpkin Patch Trolley Rides at the Seashore Trolley Museum

Seashore Trolley Museum 195 Log Cabin Rd, Kennebunkport, ME, United States

From TrolleyMuseum.org: Join Seashore Trolley Museum in beautiful Kennebunkport, Maine, for our Annual Pumpkin Patch Trolley! We will be hosting the event Friday-Sunday September 22-24, September 29-October 1, October 6-8, October 13-15, and Monday, October 9 (Indigenous Peoples’ Day) Rides to the pumpkin patch depart from our Visitors Center at 9:45AM,10:30AM, 11:15AM, 12:00PM, 12:45PM, 1:30PM, […]

$8 – $15

Polar Express Train ride in Portland, Maine

Polar Express Train Ride in Portland

Maine Narrow Gauge Railroad 49 Thames Street, Portland, ME, United States

The fun begins at Portland's Ocean Gateway Marine Terminal, warm and glowing with festive holiday cheer. The Conductor arrives and leads passengers onto the nine historic passenger coaches decked out for the holidays. Once on board, magical chefs and stewards serve hot chocolate and cookies. Christmas music fills the cars as the steam locomotive blows […]

$35 – $100
Christmas at the Victorian Mansion in Portland, Maine

Christmas at the Victorian Mansion

Victorian Mansion 109 Danforth Street, Portland, ME, United States

This year, The designers at the Victorian Mansion in Portland have found inspiration in the "Colors of the Season," as well as colors from within the Mansion itself! Join them for a self-paced tour of the Mansion from November 24, 2023, to January 7, 2024, to see the house decked out in colorful seasonal splendor. […]

$6 – $19.25

Christmas Prelude Trolley Rides at Seashore Trolley Museum in Kennebunkport, Maine

Christmas Prelude Trolley Rides in Kennebunkport

Seashore Trolley Museum 195 Log Cabin Rd, Kennebunkport, ME, United States

Come out to the Seashore Trolley Museum for a special winter treat! Ride in heated trolleys decked out in live holiday greens on our private heritage railroad, enjoy delicious hot chocolate and our outdoor fire pit and marshmallows or s'mores, warm up in our Exhibit Room with a large gingerbread house on display and gingerbread-themed […]

$12
Merry Madness in Portland, Maine

Merry Madness Shopping Crawl

Portland Portland, ME, United States

Join us for a fun-filled shopping event called Merry Madness on Sat Dec 09 2023. Get ready to have a blast! Starting Location: U.S. Custom House, 312 Fore Street, Portland, ME 04101 Get ready to immerse yourself in a day full of excitement, laughter, and joy. Merry Madness is the perfect way to kickstart your […]

$25
Santa Sunday at Sunday River

Santa Sunday at Sunday River

Sunday River 15 South Ridge Road, Newry, ME, United States

Celebrate the arrival of winter and the upcoming holiday season with more than 250 Santas cruising down to South Ridge. All money raised benefits the River Fund. Santas must be in full Santa attire. This signature Sunday River event kicks off the holiday season in style. How does it work? 250+ pre-registered Santas arrive at […]

People watch fireworks in portland, Maine.

“KidNight” New Year’s Eve Celebration at L.L. Bean

L.L. Bean Discovery Park 95 Main Street, Freeport, ME, United States

“KidNight” New Year’s Eve Celebration Friday, December 31, 11 a.m.-6 p.m., in Discovery Park Ring in the new year early with this family-favorite event, with fun activities and entertainment all day – all before bedtime! FMI: https://www.llbean.com/llb/shop/512152?nav=ln-513045

For more events, visit www.visitfreeport.com/events.