Best events in
Winchendon

Looking for events or things to do in Winchendon, MA? The town's event calendar is deeply connected to the seasons, with a focus on community gatherings that bring residents together. From outdoor concerts at the amphitheater to year-round activities at The HUB, the local scene is centered around family-friendly fun and small-town charm.

Experience the heart of the community in Downtown Winchendon, where the annual Fall Festival fills Central Street and local pubs offer a casual spot to unwind.
Catch live music, festivals, and outdoor movies at the Robinson-Broadhurst Performing Arts Amphitheater in Winchendon Community Park.
Find year-round entertainment at The HUB, which hosts everything from open mic nights and live music to bowling and bingo.

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Events near Winchendon

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Hide Tanning Weekend

Friday • 12:00 PM

12 Dudley Rd

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76th Annual Firefighters Ball

Saturday • 5:30 PM

DoubleTree by Hilton Hotel Leominster, Erdman Way, Leominster, MA, USA

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Wachusett Brew-Lympics

Sun, Nov 15 • 2:00 PM

Wachusett Brewing Company

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A Night Of Magic and Comedy at Revival Wheeler Mansion in Orange Ma

Fri, Nov 20 • 7:00 PM

Revival Wheeler Mansion

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Thanksgiving Centerpiece Workshop

Tue, Nov 24 • 6:30 PM

Ruschioni’s Flowers and Gifts

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Great Wolf Lodge Holiday Mixer

Fri, Dec 11 • 11:30 AM

Great Wolf Lodge Water Park | New England, Great Wolf Drive, Fitchburg, MA, USA

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Christmas NYC BUS TRIP-Benefiting Ahimsa Haven

Sat, Dec 12 • 5:30 AM

Twin City Plaza

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Culinary Retreat: New England Seasonal Winter Cooking

Mon, Jan 25 • 5:00 PM

Cranberry Meadow Farm

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Hide Tanning Weekend

Friday • 12:00 PM

12 Dudley Rd

Check ticket price on event

76th Annual Firefighters Ball

Saturday • 5:30 PM

DoubleTree by Hilton Hotel Leominster, Erdman Way, Leominster, MA, USA

Check ticket price on event

Wachusett Brew-Lympics

Sun, Nov 15 • 2:00 PM

Wachusett Brewing Company

Check ticket price on event

A Night Of Magic and Comedy at Revival Wheeler Mansion in Orange Ma

Fri, Nov 20 • 7:00 PM

Revival Wheeler Mansion

Check ticket price on event

Thanksgiving Centerpiece Workshop

Tue, Nov 24 • 6:30 PM

Ruschioni’s Flowers and Gifts

Check ticket price on event

Great Wolf Lodge Holiday Mixer

Fri, Dec 11 • 11:30 AM

Great Wolf Lodge Water Park | New England, Great Wolf Drive, Fitchburg, MA, USA

Check ticket price on event

Christmas NYC BUS TRIP-Benefiting Ahimsa Haven

Sat, Dec 12 • 5:30 AM

Twin City Plaza

Check ticket price on event

Culinary Retreat: New England Seasonal Winter Cooking

Mon, Jan 25 • 5:00 PM

Cranberry Meadow Farm

Check ticket price on event

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Managing Your Emotions - Prof Ethan Kross

Tomorrow • 7:00 PM GMT

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Lean Global Connection 2026

Thursday • 2:00 PM UTC

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The Walrus Talks at Home: Canada After America

Thursday • 7:00 PM EST

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Physicians Financial Wellness Conference 2026

Saturday • 1:00 PM EST

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HBR Book Webinar: Unspeakable

Mon, Nov 23 • 1:00 PM GMT

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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

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PLAYFUL ARCHITECTURE: Drawing in Colour and Monochrome

Check ticket price on event

Managing Your Emotions - Prof Ethan Kross

Tomorrow • 7:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thursday • 2:00 PM UTC

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thursday • 7:00 PM EST

Check ticket price on event

Physicians Financial Wellness Conference 2026

Saturday • 1:00 PM EST

Check ticket price on event

HBR Book Webinar: Unspeakable

Mon, Nov 23 • 1:00 PM GMT

Check ticket price on event

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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

PLAYFUL ARCHITECTURE: Drawing in Colour and Monochrome

Check ticket price on event

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Frequently asked questions about Winchendon

Where can I find live music events in Winchendon?

The HUB is a great spot for year-round live music events. It hosts the monthly "Friday Night Frequencies" series and a "Sound Bites Community Jam" open mic night. Warmer months also bring concerts to the Robinson-Broadhurst Performing Arts Amphitheater.

What are some family-friendly things to do in Winchendon?

Winchendon offers many family-friendly activities, especially on weekends. The HUB has a "Brunch & Bowl" event with free bowling for kids. The community also hosts annual outdoor events like Founders Day and the Food Truck Festival in the park.

Does Winchendon have many outdoor events?

Yes, the town's social calendar is full of outdoor events during warmer months. The Robinson-Broadhurst Amphitheater is the main venue for outdoor concerts and festivals. Additionally, the Winchendon Farmers Market runs seasonally from late spring through fall.

What's the nightlife scene like in Winchendon?

Nightlife in Winchendon is centered around casual, community-oriented spots. Local hangouts include the Toy Town Pub and The Harbour Sports Bar. For scheduled events, The HUB offers monthly music nights and recurring bingo for a low-key evening out.

Are there food festivals or events in Winchendon?

The town hosts several annual food-focused events that draw the community together. A popular summer highlight is the Food Truck Festival & Battle of the Bands. The Winchendon Farmers Market also offers local produce and baked goods seasonally on Saturdays.

What kind of events happen in Downtown Winchendon?

Downtown Winchendon along Central Street is a hub for community gatherings. The area hosts the annual Winchendon Fall Festival, which features local businesses and craft vendors. It's also a great area for a casual evening at a local cafe or pub.

How can I find free events in Winchendon?

Many community events in Winchendon are free to attend. Keep an eye out for seasonal festivals at the amphitheater, such as Founders Day. The HUB also offers free bowling for children during its weekend "Brunch & Bowl" event.

Any recommendations for a date night in Winchendon?

A fun date night could involve a live show or a casual evening out. Check for live music at The HUB's "Friday Night Frequencies" or enjoy an outdoor concert at the amphitheater. For something different, the History and Cultural Center occasionally hosts paranormal tours.

Events near Winchendon

Hide Tanning Weekend

76th Annual Firefighters Ball

Wachusett Brew-Lympics

A Night Of Magic and Comedy at Revival Wheeler Mansion in Orange Ma

Thanksgiving Centerpiece Workshop

Great Wolf Lodge Holiday Mixer

Christmas NYC BUS TRIP-Benefiting Ahimsa Haven

Culinary Retreat: New England Seasonal Winter Cooking

Hide Tanning Weekend

76th Annual Firefighters Ball

Wachusett Brew-Lympics

A Night Of Magic and Comedy at Revival Wheeler Mansion in Orange Ma

Thanksgiving Centerpiece Workshop

Great Wolf Lodge Holiday Mixer

Christmas NYC BUS TRIP-Benefiting Ahimsa Haven

Culinary Retreat: New England Seasonal Winter Cooking

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Nearby cities

Manchester

Worcester

Concord

Lowell

Springfield

Waltham

Nashua

Lexington

Newton

Haverhill

Burlington

Lawrence

Framingham

Marlborough

Arlington

Keene

Holyoke

Woburn

Agawam Town

Northampton

Methuen Town

Belmont

Amherst Center

Wellesley

Hudson

Wilmington

Winchester

West Swanzey

Easthampton Town

Springfield

Manchester

Worcester

Concord

Lowell

Springfield

Waltham

Nashua

Lexington

Newton

Haverhill

Burlington

Lawrence

Framingham

Marlborough

Arlington

Keene

Holyoke

Woburn

Agawam Town