Upcoming events.
Downtown Trick or Treating
Several merchants will be passing out candy to Trick or Treaters in Downtown Hallowell. The tike listed here is approximate.
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
WWW: Wizards, Witches and Warlocks at Easy Street Lounge
Halloween Party with Spacey Jones
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
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
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
Genealogy Workshop at the Hubbard
The Hubbard Free Library will host a Genealogy Workshop highlighting the library’s collection of free genealogy resources available to the public.
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
Pumpkin Painting with Jenna at Easy Street Lounge
Paint an artistic pumpkin in the most artistic bar in Maine.
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.
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.
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
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
American Legion Yard Sale
The Hallowell American Legion will be having yard sale on Saturday, Oct 10.
From the Archives: Hallowell in Pictures at the Hubbard
Maine State Historian Earle Shettleworth will present a collection of rare 19th-century photographs of Hallowell
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
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
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
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.