Best events in
North Windham

As the gateway to the Sebago Lakes Region, the local rhythm changes with the seasons, offering a steady stream of events and things to do in North Windham, ME. Most activity clusters along the Route 302 commercial corridor, where planned outings are more common than spontaneous strolls. The scene is relaxed and family-focused, with an emphasis on community gatherings and outdoor recreation.

Find live country music acts, trivia, and karaoke nights at Erik's Church, a popular hub for evening entertainment in Windham.
Along the bustling Route 302 corridor, Smitty's Entertainment provides a mix of movies and live comedy shows.
Annual community gatherings bring residents together, from the Windham Summerfest parade to the Halloween Trick or Treat Trail.

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Events near North Windham

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The New England Dental Halloween Ball

Tomorrow • 6:00 PM

Holiday Inn Portland-By The Bay

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Pumpkinhead Halloween Rave: Featuring The Hive & Bassix

Saturday • 7:00 PM

Shipyard Brewing Company

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Portland's Ultimate Halloween Party

Saturday • 8:00 PM

15 Chestnut St

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NIGHTMARE ON ANDERSON STREET

Saturday • 8:00 PM

148 Anderson St

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2026 Mainebiz 40 Under 40 Reception

Thu, Nov 5 • 5:00 PM

Brick South at Thompson's Point

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Tall Heights 'Neptune 10 Year Anniversary Tour'

Fri, Dec 4 • 7:30 PM

Mechanics' Hall

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Pysanky Egg Dyeing One-Day Workshop

Sun, Dec 6 • 9:30 AM

Artascope Studios

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Stolen Mojo and Checkered Past New Year's Eve Bash at The Double Tree!

Thu, Dec 31 • 7:30 PM

DoubleTree by Hilton Hotel Portland, ME

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The New England Dental Halloween Ball

Tomorrow • 6:00 PM

Holiday Inn Portland-By The Bay

Check ticket price on event

Pumpkinhead Halloween Rave: Featuring The Hive & Bassix

Saturday • 7:00 PM

Shipyard Brewing Company

Check ticket price on event

Portland's Ultimate Halloween Party

Saturday • 8:00 PM

15 Chestnut St

Check ticket price on event

NIGHTMARE ON ANDERSON STREET

Saturday • 8:00 PM

148 Anderson St

Check ticket price on event

2026 Mainebiz 40 Under 40 Reception

Thu, Nov 5 • 5:00 PM

Brick South at Thompson's Point

Check ticket price on event

Tall Heights 'Neptune 10 Year Anniversary Tour'

Fri, Dec 4 • 7:30 PM

Mechanics' Hall

Check ticket price on event

Pysanky Egg Dyeing One-Day Workshop

Sun, Dec 6 • 9:30 AM

Artascope Studios

Check ticket price on event

Stolen Mojo and Checkered Past New Year's Eve Bash at The Double Tree!

Thu, Dec 31 • 7:30 PM

DoubleTree by Hilton Hotel Portland, ME

Check ticket price on event

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Nearby cities

Portland

13 miles away

Kennebunkport

32 miles away

South Portland

14 miles away

Lewiston

22 miles away

Freeport

16 miles away

Yarmouth

13 miles away

Dover

48 miles away

Biddeford

23 miles away

Augusta

48 miles away

Brunswick

24 miles away

Rochester

43 miles away

Gardiner

43 miles away

Westbrook

10 miles away

Somersworth

45 miles away

Saco

21 miles away

South Sanford

31 miles away

Wolfeboro

43 miles away

Hallowell

46 miles away

Auburn

21 miles away

Cape Neddick

45 miles away

Farmingdale

44 miles away

Old Orchard Beach

21 miles away

North Conway

39 miles away

Bath

31 miles away

Brunswick Station

26 miles away

Topsham

25 miles away

Boothbay Harbor

40 miles away

Damariscotta

48 miles away

Norway

28 miles away

Bridgton

22 miles away

Portland

13 miles away

Kennebunkport

32 miles away

South Portland

14 miles away

Lewiston

22 miles away

Freeport

16 miles away

Yarmouth

13 miles away

Dover

48 miles away

Biddeford

23 miles away

Augusta

48 miles away

Brunswick

24 miles away

Rochester

43 miles away

Gardiner

43 miles away

Westbrook

10 miles away

Somersworth

45 miles away

Saco

21 miles away

South Sanford

31 miles away

Wolfeboro

43 miles away

Hallowell

46 miles away

Auburn

21 miles away

Cape Neddick

45 miles away

Farmingdale

44 miles away

Old Orchard Beach

21 miles away

North Conway

39 miles away

Bath

31 miles away

Brunswick Station

26 miles away

Topsham

25 miles away

Boothbay Harbor

40 miles away

Damariscotta

48 miles away

Norway

28 miles away

Bridgton

22 miles away

Online Events

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SAMHAIN SÉANCE: Ancestral Collaboration with Pam Grossman & Janaka Stucky

Sunday • 6:00 PM EST

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Humanitarian Water Engineering Fall 2026

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

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The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

SAMHAIN SÉANCE: Ancestral Collaboration with Pam Grossman & Janaka Stucky

Sunday • 6:00 PM EST

Check ticket price on event

Humanitarian Water Engineering Fall 2026

Check ticket price on event

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thu, Nov 5 • 1:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

Check ticket price on event

The MI5 Archive: Official Secrets

Fri, Nov 27 • 2:00 PM GMT

Check ticket price on event

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

Check ticket price on event

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Frequently asked questions about North Windham

What are some family-friendly things to do in the North Windham area?

Seacoast Adventure offers year-round recreation for all ages. The park features mini-golf and go-karts, while Dundee Park hosts free outdoor movies and concerts during warmer months. The annual Halloween Trick or Treat Trail is another popular family event.

Where can I find live music events in North Windham?

Erik's Church is the primary venue for live country music events. The spot in Windham features a mix of local, regional, and even national performers. Dundee Park also hosts the free Concerts in the Park series on select summer evenings.

Are there comedy shows in North Windham?

Yes, Smitty's Entertainment in North Windham hosts live comedy shows. The venue partners with Boston-based comedy festivals to bring stand-up acts to the area. It's a key spot for nightlife and entertainment along the Route 302 corridor.

How can I find free events to attend in North Windham?

Dundee Park is a great source for free community events. During the summer, the park offers a free Concerts in the Park series and monthly Movies in the Park. Many annual celebrations like Windham Summerfest also have free components.

What's the food and drink scene like around North Windham?

The local scene is casual and family-friendly, centered on pubs and restaurants. Deck House Tavern at Seacoast Adventure offers American-style food year-round. For local goods, the seasonal Windham Farmers' Market runs on Saturday mornings, offering produce and crafts.

What kind of outdoor events are available near North Windham?

Outdoor activities are central to the region, especially in warmer months. Dundee Park hosts concerts and movies, while Seacoast Adventure provides attractions like mini-golf. The Windham Farmers' Market is another seasonal outdoor gathering for the community.

Is there a nightlife scene in North Windham?

Nightlife in the area is relaxed and centers on specific venues rather than bar-hopping. Erik's Church offers live music and karaoke, while Smitty's Entertainment presents comedy shows. Deck House Tavern is a popular pub for an evening out.

Which events celebrate local culture in the area?

Local culture shines at community-focused events throughout the year. The annual Windham Summerfest includes a parade and craft vendors, while the seasonal Windham Farmers' Market showcases local artisans. These gatherings celebrate the town's community spirit and creativity.

Events near North Windham

The New England Dental Halloween Ball

Pumpkinhead Halloween Rave: Featuring The Hive & Bassix

Portland's Ultimate Halloween Party

NIGHTMARE ON ANDERSON STREET

2026 Mainebiz 40 Under 40 Reception

Tall Heights 'Neptune 10 Year Anniversary Tour'

Pysanky Egg Dyeing One-Day Workshop

Stolen Mojo and Checkered Past New Year's Eve Bash at The Double Tree!

The New England Dental Halloween Ball

Pumpkinhead Halloween Rave: Featuring The Hive & Bassix

Portland's Ultimate Halloween Party

NIGHTMARE ON ANDERSON STREET

2026 Mainebiz 40 Under 40 Reception

Tall Heights 'Neptune 10 Year Anniversary Tour'

Pysanky Egg Dyeing One-Day Workshop

Stolen Mojo and Checkered Past New Year's Eve Bash at The Double Tree!

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Nearby cities

Portland

Kennebunkport

South Portland

Lewiston

Freeport

Yarmouth

Dover

Biddeford

Augusta

Brunswick

Rochester

Gardiner

Westbrook

Somersworth

Saco

South Sanford

Wolfeboro

Hallowell

Auburn

Cape Neddick

Farmingdale

Old Orchard Beach

North Conway

Bath

Brunswick Station

Topsham

Boothbay Harbor

Damariscotta

Norway

Bridgton

Portland

Kennebunkport

South Portland

Lewiston

Freeport

Yarmouth

Dover

Biddeford

Augusta

Brunswick

Rochester

Gardiner

Westbrook

Somersworth

Saco

South Sanford

Wolfeboro

Hallowell

Auburn