Holiday Events and Things to do in Winchendon, MA

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New England Halloween Fest
Sat, Oct 17, 10:00 AM
Montville · Earth Expo & Convention Center at Mohegan Sun
New England Halloween Fest
Sat, Oct 17, 10:00 AM
Montville · Earth Expo & Convention Center at Mohegan Sun
New England Christmas Festival 2026
Fri, Nov 6, 9:00 AM
Uncasville · Mohegan Sun Earth Expo & Convention Center
New England Christmas Festival 2026
Fri, Nov 6, 9:00 AM
Uncasville · Mohegan Sun Earth Expo & Convention Center
Labor Day Antiques & Artisan Market
Sat, Sep 5, 10:00 AM + 1 more
Gilford · Beans & Greens Farm
Labor Day Antiques & Artisan Market
Sat, Sep 5, 10:00 AM + 1 more
Gilford · Beans & Greens Farm
2nd Annual Halloween Spooktacular Fair
Sat, Oct 24, 10:00 AM + 1 more
Gilford · Beans & Greens Farm
2nd Annual Halloween Spooktacular Fair
Sat, Oct 24, 10:00 AM + 1 more
Gilford · Beans & Greens Farm
Sales end soon
Memorial Weekend Open House and BBQ
Saturday at 12:00 PM
Taunton · Old Colony YMCA - Taunton
Sales end soon
Memorial Weekend Open House and BBQ
Saturday at 12:00 PM
Taunton · Old Colony YMCA - Taunton
8th Annual Maypole Ceremony
Saturday at 6:00 PM
Westport · The Heron Center
8th Annual Maypole Ceremony
Saturday at 6:00 PM
Westport · The Heron Center
Rooftop 4th of July Party | Plymouth Harbor
Sat, Jul 4, 5:00 PM
Plymouth · Terrace Rooftop Dining
Rooftop 4th of July Party | Plymouth Harbor
Sat, Jul 4, 5:00 PM
Plymouth · Terrace Rooftop Dining
Fall Fur Fair 2026
Sat, Nov 7, 12:00 PM
Plymouth · John Carver Inn & Spa
Fall Fur Fair 2026
Sat, Nov 7, 12:00 PM
Plymouth · John Carver Inn & Spa
Going fast
2026 End of the Year Bash!
Fri, Jun 12, 3:00 PM
Newington · Portuguese Club of Hartford, Inc.
Going fast
2026 End of the Year Bash!
Fri, Jun 12, 3:00 PM
Newington · Portuguese Club of Hartford, Inc.
2026 Official Albany 4th of July Bar Crawl
Sat, Jul 4, 5:00 PM
Albany · Bar Vegan
2026 Official Albany 4th of July Bar Crawl
Sat, Jul 4, 5:00 PM
Albany · Bar Vegan
Albany Oktoberfest 2026
Sat, Sep 26, 4:00 PM
Albany · Bar Vegan
Albany Oktoberfest 2026
Sat, Sep 26, 4:00 PM
Albany · Bar Vegan
Albany Halloween Bar Crawl
Sat, Oct 24, 4:00 PM
Albany · Bar Vegan
Albany Halloween Bar Crawl
Sat, Oct 24, 4:00 PM
Albany · Bar Vegan
Sales end soon
Memorial Day Celebration at Hideaway Terrace, Newport Marriott Hotel & Spa
Sunday at 12:00 PM
Newport · Newport Marriott Hotel & Spa
Sales end soon
Memorial Day Celebration at Hideaway Terrace, Newport Marriott Hotel & Spa
Sunday at 12:00 PM
Newport · Newport Marriott Hotel & Spa
Sales end soon
We are officially in Spring, which means warm weather, flowers.
Saturday at 4:00 PM
New Bedford · Cafe Monte Carlo
Sales end soon
We are officially in Spring, which means warm weather, flowers.
Saturday at 4:00 PM
New Bedford · Cafe Monte Carlo
Sales end soon
EARLY MEMORIAL DAY CELEBRATION! Join us for some summer fun ☀️
Saturday at 10:00 AM
Somerset · Verizon
Sales end soon
EARLY MEMORIAL DAY CELEBRATION! Join us for some summer fun ☀️
Saturday at 10:00 AM
Somerset · Verizon
Fourth of July Lobster Bake
Sat, Jul 4, 7:00 PM
Kennebunkport · The Lodge on the Cove
Fourth of July Lobster Bake
Sat, Jul 4, 7:00 PM
Kennebunkport · The Lodge on the Cove
Happy Trolleyween!
Fri, Oct 23, 9:45 AM + 23 more
Kennebunkport · Seashore Trolley Museum
Happy Trolleyween!
Fri, Oct 23, 9:45 AM + 23 more
Kennebunkport · Seashore Trolley Museum
Sales end soon
15th Annual Sana’s Eid Bazaar is BACK!
Friday at 2:00 PM
Meriden · 900 E Main St
Sales end soon
15th Annual Sana’s Eid Bazaar is BACK!
Friday at 2:00 PM
Meriden · 900 E Main St
Christmas(Markets) in July: Sip & Sail
Sat, Jul 11, 4:30 PM
West Glens Falls · Adirondack Winery & Extreme Heights Cidery Queensbury Tasting Room
Christmas(Markets) in July: Sip & Sail
Sat, Jul 11, 4:30 PM
West Glens Falls · Adirondack Winery & Extreme Heights Cidery Queensbury Tasting Room

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Popular events

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Trends in Winchendon

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Frequently asked questions about Winchendon

What are the best events to attend?

According to Eventbrite, the best events are:

New England Halloween Fest

New England Christmas Festival 2026

Labor Day Antiques & Artisan Market

2nd Annual Halloween Spooktacular Fair

Which events are currently trending in Winchendon?

The trending searches this month in Winchendon are:

events near me

craft fairs

masonic grand lodge wisconsin

cars and coffee

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

15th Annual Sana’s Eid Bazaar is BACK!

EARLY MEMORIAL DAY CELEBRATION! Join us for some summer fun ☀️

Memorial Weekend Open House and BBQ

We are officially in Spring, which means warm weather, flowers.

New England Halloween Fest

New England Halloween Fest

New England Christmas Festival 2026

New England Christmas Festival 2026

Labor Day Antiques & Artisan Market

Labor Day Antiques & Artisan Market

2nd Annual Halloween Spooktacular Fair

2nd Annual Halloween Spooktacular Fair

Memorial Weekend Open House and BBQ

Memorial Weekend Open House and BBQ

8th Annual Maypole Ceremony

8th Annual Maypole Ceremony

Rooftop 4th of July Party | Plymouth Harbor

Rooftop 4th of July Party | Plymouth Harbor

Fall Fur Fair 2026

Fall Fur Fair 2026

2026 End of the Year Bash!

2026 End of the Year Bash!

2026 Official Albany 4th of July Bar Crawl

2026 Official Albany 4th of July Bar Crawl

Albany Oktoberfest 2026

Albany Oktoberfest 2026

Albany Halloween Bar Crawl

Albany Halloween Bar Crawl

Memorial Day Celebration at Hideaway Terrace, Newport Marriott Hotel & Spa

Memorial Day Celebration at Hideaway Terrace, Newport Marriott Hotel & Spa

We are officially in Spring, which means warm weather, flowers.

We are officially in Spring, which means warm weather, flowers.

EARLY MEMORIAL DAY CELEBRATION! Join us for some summer fun ☀️

EARLY MEMORIAL DAY CELEBRATION! Join us for some summer fun ☀️

Fourth of July Lobster Bake

Fourth of July Lobster Bake

Happy Trolleyween!

Happy Trolleyween!

15th Annual Sana’s Eid Bazaar is BACK!

15th Annual Sana’s Eid Bazaar is BACK!

Christmas(Markets) in July: Sip & Sail

Christmas(Markets) in July: Sip & Sail

Popular events

Things to do around Winchendon

Trends in Winchendon

1. Events near me

2. Craft fairs

3. Masonic grand lodge wisconsin

4. Cars and coffee

5. Theater

6. Summer solstice

7. Party

8. Fireworks

9. The wailers

10. Riftbound

11. Performance

12. Nemba

What are the best events to attend?

Which events are currently trending in Winchendon?

Which events are coming up?