Upcoming events.

Downtown Trick or Treating
Oct
31

Downtown Trick or Treating

Several merchants will be passing out candy to Trick or Treaters in Downtown Hallowell. The tike listed here is approximate.

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Local Scoop Halloween Party
Oct
31

Local Scoop Halloween Party

Halloween Party at The Local Scoop

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Cox Memorial UMC Trunk or Treat
Oct
31

Cox Memorial UMC Trunk or Treat

Cox Memorial UMC Annual Trunk R Treat.

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Halloween Costume Contest & Parade
Oct
31

Halloween Costume Contest & Parade

This years Halloween Parade will be preceded by a Costume Contest. Contest is at 5:45pm and the Parade follows at 6pm.

Meet at the Hallowell Antique Mall at 191 Water Street

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The Cowboy Angels at The Maine House
Oct
30

The Cowboy Angels at The Maine House

Classic Country Music and rock-and-roll favorites. Unique and relevant. Expect the unexpected.

Here is the Latest from The Maine House

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Live Music: Oct 19 - 25
Oct
19
to Oct 25

Live Music: Oct 19 - 25

Here are the listings of performers at the various venues in Hallowell.

Additional info posted as it becomes available.

Easy Street Lounge, 7 Front Street

Tuesday Night Jazz Lab, 8-11pm

The Liberal Cup, 115 Water Street

Monthly Schedule TBA

The Liberal Cup typically feature live music on Sundays from 5 - 8pm

The Maine House, 119 Water Street

Monthly Schedule



Quarry Tap Room, 122 Water Street

Weekly Schedule TBA on FaceBook

The Quarry Tap Room typically features:

  • Thursdays: Travis James Humprey’s, 5:30 - 8:30pm

  • Fridays & Saturdays: Live Music, 5-8pm; DJ 9:30pm to 12;30am

  • Sundays: Live Music, 12-3pm


Slate’s Restaurant, 168 Water Street

Weekly Schedule TBA on FaceBook

Slate’s Restaurant typically features:

  • Mondays: Duo Performances, 6-8pm Oct 12: Kevin Leary & Peter Herman

  • Fridays & Saturdays: Solo Performers, 5:30 - 8pm

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Fire Station Restoration Presentation
Oct
15

Fire Station Restoration Presentation

Local developer Benjamin Spencer will give a presentation on the restoration and repurposing of the old Townhall and Fire Station.

Sponsored by Hallowell Initiatives

Short History of the Fire House

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Pumpkin Painting with Jenna at Easy Street Lounge
Oct
14

Pumpkin Painting with Jenna at Easy Street Lounge

Paint an artistic pumpkin in the most artistic bar in Maine.

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Candidate Forum for Hallowell
Oct
14

Candidate Forum for Hallowell

Candidate forum for State and Municipal candidates to represent Hallowell.

Here are listings for the various races relevant to Hallowell:

Maine State Senate 14 :

Craig Hickman (Dem, Incumbent) vs Steven McGee (Rep, Challenger)

Maine House District 55 (Open Seat):

Maureen Aucoin (Dem) vs Charles Hippler IV (Rep)

Note: It is not clear which candidates will and will not be in attendance.

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Hallowell City Council Meeting
Oct
13

Hallowell City Council Meeting

October 13th City Council Meeting

Click here for Agenda Documents

The Hallowell City Council meeting is scheduled for Tuesday, October 13, 2026, at 6:00 PM in the Council Chambers at City Hall (in-person only; Zoom will not be available).

Summary: Session features public hearings and votes on a medical marijuana retail license renewal for Hallowell 4Twenty and updated General Assistance ordinance guidelines.

Highlights for residents include event permit approvals for both the Halloween Parade on October 31 and Winterfest on November 28, a first reading of a proposed moratorium on data centers, and an order formally establishing City Hall office hours as Monday through Thursday from 8:00 AM to 5:00 PM.

Councilors will also take up several pressing municipal matters, notably RSU#2’s notice that Hall-Dale Elementary will no longer be available as a polling site after the November 3 municipal election, Finance Committee recommendations on police body cameras and reserve officer funding, and parking discussions for the Dummer House.

Key items and topics on the agenda include:

  • Public Hearings:

    • Renewal of a Medical Retail Marijuana Business License for Hallowell 4Twenty, LLC (31 Water Street).

    • Proposed ordinance amendments relating to General Assistance.

  • Ordinance Readings & Action:

    • General Assistance Ordinance: First, second, and third readings to adopt amended Chapter 10 (Appendices A–G) to comply with updated Maine Municipal Association (MMA) guidelines, including motions to suspend normal separate-day reading requirements and enact it as an emergency effective immediately.

    • Data Center Moratorium: First reading for an ordinance enacting a moratorium on data centers.

  • Elections & Facilities:

    • Discussion on RSU#2 being unable to approve Hall-Dale Elementary School gymnasium as a polling location after November 3, 2026.

    • Approval of the official Notice of Municipal Election scheduled for Tuesday, November 3, 2026.

  • Community Events & Local Business:

    • Approval of the license renewal for Hallowell 4Twenty.

    • Parade Application approval for the Hallowell Halloween Parade (Saturday, October 31, 2026, at 6:00 PM).

    • Special Event Application approval for Hallowell Winterfest 2026 (Saturday, November 28, 2026; sponsored by Kieren Kammerer).

  • Municipal Operations & Finance:

    • City Office Hours (Order 26-12): Action to set official office hours to Monday through Thursday, 8:00 AM to 5:00 PM.

    • Police Department Funding: Finance Committee recommendations regarding body/vehicle cameras requested for FY27, as well as funding for reserve officers following FY27 budget reductions.

    • Assessments & Infrastructure: Discussion on parking options for the Dummer House and assessment questions requiring approval for RJD Appraisal.

  • Consent Agenda & Routine Reports:

    • Approval of the September 8, 2026 minutes, department/office reports, and the September Roll of Accounts totaling $1,099,202.24.

    • Committee reports (Age Friendly, RSU#2 School Board minutes), alongside the City Manager and Mayor's reports and appointments.



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Live Music: Oct 12 - 18
Oct
12
to Oct 18

Live Music: Oct 12 - 18

Here are the listings of performers at the various venues in Hallowell.

Additional info posted as it becomes available.

Easy Street Lounge, 7 Front Street

Tuesday Night Jazz Lab, 8-11pm

The Liberal Cup, 115 Water Street

Monthly Schedule TBA

The Liberal Cup typically feature live music on Sundays from 5 - 8pm

The Maine House, 119 Water Street

Monthly Schedule





Quarry Tap Room, 122 Water Street


The Quarry Tap Room typically features:

  • Thursdays: Travis James Humprey’s, 5:30 - 8:30pm

  • Fridays & Saturdays: Live Music, 5-8pm; DJ 9:30pm to 12;30am

  • Sundays: Live Music, 12-3pm



Slate’s Restaurant, 168 Water Street

Weekly Schedule TBA on FaceBook

Slate’s Restaurant typically features:

  • Mondays: Duo Performances, 6-8pm Oct 12: Kevin Leary & Peter Herman

  • Fridays & Saturdays: Solo Performers, 5:30 - 8pm

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American Legion Yard Sale
Oct
10

American Legion Yard Sale

The Hallowell American Legion will be having yard sale on Saturday, Oct 10.

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Live Music: Oct 5 - 11
Oct
5
to Oct 11

Live Music: Oct 5 - 11

Here are the listings of performers at the various venues in Hallowell.

Additional info posted as it becomes available.

Easy Street Lounge, 7 Front Street

The Liberal Cup, 115 Water Street

Monthly Schedule TBA

The Liberal Cup typically feature live music on Sundays from 5 - 8pm

The Maine House, 119 Water Street

Monthly Schedule





Quarry Tap Room, 122 Water Street

Weekly Schedule on FaceBook

The Quarry Tap Room typically features:

  • Thursdays: Travis James Humprey’s, 5:30 - 8:30pm

  • Fridays & Saturdays: Live Music, 5-8pm; DJ 9:30pm to 12;30am

  • Sundays: Live Music, 12-3pm



Slate’s Restaurant, 168 Water Street

Weekly Schedule TBA on FaceBook

Slate’s Restaurant typically features:

  • Mondays: Duo Performances, 6-8pm

  • Fridays & Saturdays: Solo Performers, 5:30 - 8pm

View Event →
Live Music: Sep 28 - Oct 4
Sep
28
to Oct 4

Live Music: Sep 28 - Oct 4

Here are the listings of performers at the various venues in Hallowell.

Additional info posted as it becomes available.

Easy Street Lounge, 7 Front Street

Tuesday Night Jazz Lab, 8-11pm

Scolded Dogs, 8:30pm

The Liberal Cup, 115 Water Street

Monthly Schedule TBA

The Liberal Cup typically feature live music on Sundays from 5 - 8pm

The Maine House, 119 Water Street

Monthly Schedule TBA

The Maine House typically features live music on Fridays & Saturdays, 7-10pm

Quarry Tap Room, 122 Water Street

The Quarry Tap Room typically features:

  • Thursdays: Travis James Humprey’s, 5:30 - 8:30pm

  • Fridays & Saturdays: Live Music, 5-8pm; DJ 9:30pm to 12;30am

  • Sundays: Live Music, 12-3pm


Slate’s Restaurant, 168 Water Street

Weekly Schedule TBA on FaceBook

Slate’s Restaurant typically features:

  • Mondays: Duo Performances, 6-8pm

  • Fridays & Saturdays: Solo Performers, 5:30 - 8pm

View Event →
This Week’s Music: Sep 3 - 6
Sep
3
to Sep 6

This Week’s Music: Sep 3 - 6

Here are the listings of performers at the various venues in Hallowell.

Additional info posted as it becomes available.

Easy Street Lounge, 7 Front Street

The Liberal Cup, 115 Water Street

The Maine House, 119 Water Street

Quarry Tap Room, 122 Water Street

Slate’s Restaurant, 168 Water Street

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Travis James Humphrey at The Quarry Tap Room
Aug
13

Travis James Humphrey at The Quarry Tap Room

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Annual Jamaican Emancipation Day Commemorative Lecture
Aug
9

Annual Jamaican Emancipation Day Commemorative Lecture

Join Us For A Lecture By Penobscot Historian James Francis

Annual Jamaican Emancipation Day Commemorative Lecture

Each August, Vaughan Woods & Historic Homestead commemorates Jamaican Emancipation Day through a special lecture. As stewards of a site whose history is intertwined with the Atlantic slave economy, we believe it is important to observe the abolition of slavery in the British West Indies while also exploring the broader histories, voices, and knowledge systems that have too often been overlooked. From the legacies of slavery to Indigenous understandings of place, we invite audiences to consider the many ways people choose to experience, remember, and interpret the past.

2026 Featured Lecture: Penobscot’s Sense of Place
What if the names on a map weren't just labels—but an ancient, living GPS system?

Join James Francis, Director of Cultural and Historic Preservation and Tribal Historian for the Penobscot Nation, as he explores how Wabanaki language and oral traditions transform the landscape of Maine into a living map of memory, ecology, and belonging. Through the concept of place literacy, Francis reveals how rivers, mountains, and coastlines have long served as navigational guides, seasonal calendars, and repositories of cultural knowledge. Penobscot's Sense of Place offers a compelling new way of seeing the Maine landscape through an Indigenous lens, reminding us that history lives not only in archives and monuments, but also in language, storytelling, and our enduring relationship with the land.

Where: Vaughan Homestead, Garden Pavilion, 2 Litchfield Road, Hallowell
When: Sunday, August 9, 2026 at 2:00 p.m.
Admission: Free. Registration is recommended, as seating is limited.
For more details email info@vaughanhomestead.org or call (207) 622-9831.

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