Main Street Maine’s team has put together a list of Halloween-related events that are taking place in our nationally recognized historic downtowns. Join in for the festive fun while exploring these wonderful Main Streets!

2018 Halloween Events on Main Street Maine

Scarecrow Days 2019 (Rockland, ME)

When:  Rockland Scarecrow Days is ongoing through the 1st week in November

Rockland Scarecrow Days is an annual event sponsored by Rockland Main Street. Stroll down Main Street to see the many creative scarecrows businesses, organizations and families have created for your enjoyment. A great way to get into the Fall and Halloween spirit. Bring your kids!
Learn more:



Pumpkin Harvest Festival (Saco, ME)

When: Saturday October 19th, 2019 | 11am-4pm Rain or Shine

Ready for some Fall fun? Come on down to the Saco Main Street 19th Annual Pumpkin Harvest Festival in the historic downtown. Fun and Games for kids, a “Trunk or Treat” area, Costume Contest, Donut and Pie Eating Contests, Face Painting, Horse Drawn Wagon Rides, and more.
Full schedule:


Trunk or Treat (Skowhegan, ME)

When: Saturday October 26, 2019 |  11:30 AM – 1:30 PM

Where: Skowhegan Savings Bank – Lower Parking Lot 

Children will come in costume and travel from trunk to trunk in front of the hall for treats that will be handed out at each vehicle. Everyone is encouraged to decorate their trunk and a prize will be given to the best decorated trunk. We ask that trunk themes are family friendly. This event is free of charge.

For more information:



Downtown Trick or Treat (Gardiner, ME)

When: Friday, October 25, 2019 from 3 pm to 5 pm

Downtown Gardiner is celebrating Halloween with the annual Downtown Trick or Treat on Friday, October 25th from 3-5pm.

WATER STREET WILL BE CLOSED from Bridge St. to Church St. from 3pm to 5pm only. Participating businesses will receive an orange pumpkin printout to place in a window near their front door.

Please note that Maine Avenue is closed for bridge construction. The Arcade parking area behind Water Street is accessible from the west entrance across from US Cellular. Camden National Bank will also be opening their lot on Mechanic Street for public parking. This is a very busy event – please plan ahead and drive safely!

More information


Red Cloak Ghost Stories at Cushnoc Tasting Room
(Augusta, ME)

When: Sunday, October 27, 2019 from 2 pm to 5 pm

Where: Hosted by Cushnoc Brewing Co. Tasting Room

Join Cushnoc Brewing Co. Tasting Room for ghost stories about Maine with Red Cloak Tours!

For $5 (buy online or pay cash at the event), you can take part in the infamous Red Cloak Tours Augusta edition and get a 5 oz pour of a Cushnoc brew! Below find a bit of information about the Red Cloak Tours:


“I love history and I love mysteries, so haunted history was a natural match for me,” declares Sally Lobkowicz, Director of Red Cloak Haunted History Tours.

A researcher specializing in genealogy and history, Sally put these talents to work in the towns of midcoast Maine, beginning with Damariscotta in 2007.

She pored over the dusty pages of public and private collections, surfed the Internet searching for leads, and conducted personal interviews, creating the first Red Cloak Haunted History Tour just in time for the 2007 Halloween season.

Using her trademark red cloak with period dress from the 1800’s and combining well-researched facts with her unique story-telling style, Sally became known as The Lady in Red Cloak.

For more information:



H𝖆𝖑𝖑𝖔𝖜𝖊𝖊𝖓 T𝖔𝖜𝖓 S𝖈𝖆𝖛𝖊𝖓𝖌𝖊𝖗 H𝖚𝖓𝖙! (Brunswick, ME)

When: Saturday, October 26, 2019 from 2 pm to 5 pm

Where: Maine Street Sweets | 56 Maine Street, Brunswick, ME.

𝕮𝖔𝖒𝖊 𝖔𝖓𝖊, 𝖈𝖔𝖒𝖊 𝖆𝖑𝖑!

Join us for a fun afternoon searching for clues and solving a riddle for a chance to win prizes. Treats and sweets abound.

Costumes are encouraged.

You will be visiting various stores on and around Maine Street to find clues, Solve the riddle with the clues you find to be entered into a drawing for prizes.

Maine Street Sweets will be donating at least 9 3/4% of the day’s sales to Mid Coast Hunger Prevention Program. We are asking for a donation to MCHPP in the form of non-perishable food items or cash to participate. (Not required)

This is our first year doing this event. Let’s make it a good one!

Shop local. Stay local.

For more information:



Downtown Halloween! (Biddeford, ME)

When: October 31, 2019 @ 3:00 pm – 5:30 pm | Free

Bring the kids downtown from 3- 5:30 p.m. on Halloween afternoon for some great trick-or-treat fun! Wear costumes and bring a bag, then stop by any participating business. They will have a picture of a cat in their window to show they are participating.

For more information:



Westbrook’s Halloween on Main Street (Westbrook, ME)

When: Friday, October 25,  2019 from 4:30 pm to 6 pm

Join the Westbrook/Gorham Community Chamber of Commerce for their annual Halloween on Main Street in Westbrook. Come on down – this is a fun evening for the entire family!

Trick or Treat on Main Street – 4:30 – 6 pm | Parade – 5 pm | Costume Contest – 5:30 pm

No registration necessary

More information



11th Annual Trick or Treat TROMP & Food Drive! (Bath, ME)

When: Saturday, October 26, 2019 starting at 3 pm to 5 pm.

Where: Library Park in Bath, Maine

It’s bbbbaaaaacccckkkk! The 11th Annual @soggydogdesigns Trick or Treat TROMP and… Bath Area Food Bank Food Drive!

We’ll be collecting food all week at many Bath area schools and then we’ll have some Hallowe’en FUN! @ Library Park. Here we’ll play some non-scary kid-friendly games then head off behind our very own Bath Police Dept cruiser for some Trick or Treating up Front St in Bath! We hope to see all you boys and ghouls there!


Tuesday Night Trivia at Two Gramps Brewing

When: Tuesday, October 29, 2019 from 7pm to 9:30pm

Where: Two Gramps Brewing

How much do you know about the spookiest night of the year? This week Two Gramps Brewing will feature fun about all things Halloween – a little history, horror movies, candy, costumes & more. As always, it’s free to play, but encourage you to come early for good seats and a great dinner too! 

For more information:


Frightmare on Cedar Street (Belfast, ME)

When: Thursday, October 31, 2019 from 4:30 pm to 8 pm

Where: Cedar Street, Belfast, Maine 04915

Trick-or-treaters have been flocking to Cedar Street for years and the neighborhood goes to great lengths not to disappoint them. Great for all ages!

Other Halloween events in Belfast: 

  • Art Masquerade at Local Color Gallery – October 25 – 5:30 to 8pm
  • Beetlejuice the Movie – Teen Halloween Movie Matinee at the Belfast Free Library – October 25th – 2pm
  • Holiday Hoedown – Neighborhood Restaurant – October 26 – 9pm
  • Front Street Pub/Harborwalk Restaurant Halloween Party – October 26 – 8pm – 1am
  • Monster Mania Mini Golf – Boathouse – October 30 – November 3



When:  October 26, 2019 from 9pm to 12:30pm

Where: Neighborhood | 132 High St., Belfast, Maine 04915

Give those costumes a proper test run before Halloween at our Masquerade Macabre, Saturday 10/26 9pm.
Featuring DJ LukeMF Duke
No cover! 21+ w/ ID

For more information:



Halloween at Moderation Brewing (Brunswick, ME)

When: Thursday, October 31, 2019 from 3 pm to 9 pm

Where: Moderation Brewing | 103 Maine Street, Brunswick, Maine 04011

Come celebrate Halloween at Moderation! Come grab a beer and enjoy everyone’s favorite excuse to dress up. (The bar team is still plotting our costumes…) The Moderation Dinos may even make an appearance…
• 20% off all pours if you come in costume
• Vote for your favorite candy and beer pairing
• Raffle for swag
• And more to be announced soon!

More information



Lighthouse Legends & Lore Cruises (Bath, ME)

When: Saturday, October 26, 2019 – starts at 2 pm (reservation recommended)

Where: Maine Maritime Museum  |  243 Washington St, Bath, Maine 04530

A fall favorite! Board the museum’s cruise boat Merrymeeting and join the Lady in the Red Cloak to explore the legends and lore of Midcoast Maine’s iconic lighthouses – including a shore landing at the historic Burnt Island Light. You’ll see up to seven lighthouses, and the visit to Burnt Island includes the opportunity to explore the keeper’s house and other facilities up-close, including the majestic Burnt Island Light tower.


Trick Or Treat On Water Street (Augusta, ME)

When: Thursday, October 31, 2019 at 5:30 pm – 8 pm

Where: Downtown Augusta, several venues

Enjoy a night of fun and safe trick or treating in Downtown Augusta! Our merchants, local businesses and public safety organizations have a lot of fun planned for the whole family!

• Trick or Treating with merchants, booths, police cars & fire trucks!
• Bounce houses for kids
• Fun entertainment for all ages
• Live music by the Central Church band
• Dance performances by Dance Unlimited
• 92 Moose, B98.5 and Capital 95.9 broadcasting live
• Voting on the window display contest
and lots more!

For more information:


Halloween Cauldron

Have fun!

For more information about these 10 historic Maine’s Main Street Communities and local life addresses and events, please visit MAINSTREETMAINE.ORG


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