What are the best Halloween in Portland?

Discover the top Halloween in Portland. Our curated list features 4 local attractions and events.

Are there family-friendly Halloween in Portland?

Yes! Portland offers many family-friendly Halloween suitable for all ages.

When do Halloween start in Portland?

Halloween in Portland typically run seasonally; check organizers for exact dates.

Portland Halloween 2025

See all Portland Halloween happenings this year!

Portland transforms for Halloween 2025 near the Old Port with fall festivals, haunted harbor tours and family-friendly scares. Discover Halloween festivals, haunted experiences and family activities that mix coastal charm with lively autumn celebrations.

Find the best Portland Halloween happenings this year!

Last updated: 11/11/2025 by HalloweenLocal.com editorial team

Portland Halloween

Portland Family-Friendly Fall Activities

An elderly couple sits in a wooden wagon filled with pumpkins, with a red barn and corn stalks in the background, evoking a warm autumn harvest scene.

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Wolfe's Neck Center Fall Festival (Freeport, ME)

Saturday, October 18, 2025

📍 Wolfe's Neck Center

184 Burnett Road, Freeport, ME 04032

(14.8 mi from Portland)

Event Details

👻 Scare Factor: 👻👻👻👻👻

💰 Budget: $

🎃 Family Friendly: 🎃🎃🎃🎃🎃

⚡ Energy: Low to medium

Event Description

Experience the charm of autumn at Wolfe's Neck Center's annual Fall Festival. This beloved event welcomes families for a day of seasonal fun, featuring local vendors, engaging activities, and a picturesque pumpkin patch. A highlight is the scenic wagon ride, offering a delightful journey through the farm's beautiful grounds to pick out the perfect pumpkin.

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⭐ Best For: Families and individuals seeking a classic fall farm experience.

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A cartoon illustration depicts a happy autumn harvest scene with a young girl in a hat and a man with white hair sitting in a wooden cart filled with pumpkins, surrounded by a vast cornfield under a sky with falling leaves.

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Pumpkin Valley Farm Fall Festival (Dayton, ME)

Wednesday, October 1, 2025

📍 Pumpkin Valley Farm

100 Union Falls Road, Dayton, ME

(16.5 mi from Portland)

Event Details

👻 Scare Factor: 👻👻👻👻👻

💰 Budget: $$

🎃 Family Friendly: 🎃🎃🎃🎃🎃

⚡ Energy: Moderate

Event Description

Discover the magic of autumn at Pumpkin Valley Farm's Fall Festival. Wander through a challenging corn maze, enjoy a scenic hayride, and meet adorable baby animals. Savor delicious seasonal treats from food vendors, including pizza and cider. It's the perfect destination for family fun and creating lasting fall memories.

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⭐ Best For: Families, couples, groups

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Spiller Farm U-Pick Pumpkins and Hay Rides in Wells

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Spiller Farm U-Pick Pumpkins and Hay Rides (Wells, ME)

Saturday, October 11, 2025

📍 Spiller Farm

1054 Branch Road, Wells, ME

(26.8 mi from Portland)

Event Details

👻 Scare Factor: 👻👻👻👻👻

💰 Budget: $$

🎃 Family Friendly: 🎃🎃🎃🎃🎃

⚡ Energy: Low to medium

Event Description

Discover the charm of Spiller Farm with their popular U-Pick pumpkin patch and scenic hayrides. Explore acres of orchards and gardens to select the perfect pumpkins, apples, and fall decorations. The farm store offers a wide array of fresh produce, meats, and homemade treats, making it a complete autumn experience for the whole family.

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⭐ Best For: Families, couples, and anyone looking for a classic fall farm experience.

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Portland Halloween Food, Drink, and Parties

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Portland, ME Halloween Bar Crawl 2025

Saturday, November 1, 2025

📍 Mathew's

133 Free Street, Portland, ME 04101

(0.4 mi from Portland)

Event Details

👻 Scare Factor: 👻👻👻👻👻

💰 Budget: $$

🎃 Family Friendly: 🎃🎃🎃🎃🎃

⚡ Energy: High

Event Description

Get ready for a legendary Halloween night in Portland, ME, with an epic bar crawl on Saturday, November 1, 2025. This event transforms the city's top bars into a festive playground with themed decorations and spine-tingling drink specials. Attendees can enjoy free entry to multiple venues, included drinks, and a vibrant atmosphere filled with hundreds of costumed revelers. It's a celebration of spooky season and wild nightlife, perfect for rounding up your crew for an unforgettable experience.

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⭐ Best For: Adults looking for a lively halloween night out with friends.

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