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Freeport, Maine

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A family selects pumpkins at Seashore Trolley Museum’s pumpkin patch, fall 2020.

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
Conductors stand in front of the 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
A person hikes with a full moon in the background

Full Moon Hike at Pineland Farms

Pineland Farms Outdoor Center 25 Campus Dr, New Gloucester, ME, United States

Bring some friends or family and come join us for a full moon hike. We will be hiking from the Pineland Farms Outdoor Center. Enjoy a lit firepit and great views of the Full Moon and the surrounding stars. During this outing, you will learn how to read our trail maps and locate where you […]

$10
Pineland Farms Harvest Festival

Pineland Farms Harvest Festival

Pineland Farms 15 Farm View Drive, New Glouchester, Maine

It's "Fall Y'All" and you know that means: corn mazes, pumpkin patches, and harvest festivals!  Explore the farm at Pineland Farms and get lost in the Corn Maze while enjoying apple cider demonstrations and so much more! Date & Time: Saturday, September 30 10am-2pm (rain date October 7th) Event Type: Community Festival Location: The Valley Farm and […]

$8

Freeport Fall Festival

Freeport Fall Festival

Freeport Freeport, Maine

Each year on the first weekend in October, Visit Freeport brings together over 175 of the best New England artists, makers, and local food producers for a three-day festival on the L.L.Bean campus, Key Bank lawn, Freeport Village Station courtyard, and at the corner of West & Main Streets in Freeport, Maine. In addition to […]

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

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