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Holiday events in Winchendon, MA

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Sales end soon
Apple Picking 2025 Season
Today at 10:00 AM + 2 more
West Medway · Fairmount Fruit Farm
Sales end soon
Apple Picking 2025 Season
Today at 10:00 AM + 2 more
West Medway · Fairmount Fruit Farm
Tricks and Treats at the Waterworks
Sat, Oct 25, 11:00 AM
Brighton · Metropolitan Waterworks Museum
Tricks and Treats at the Waterworks
Sat, Oct 25, 11:00 AM
Brighton · Metropolitan Waterworks Museum
Nearly full
Hale-o-ween 2025
Sat, Oct 25, 1:00 PM + 1 more
Massachusetts · Hale
Nearly full
Hale-o-ween 2025
Sat, Oct 25, 1:00 PM + 1 more
Massachusetts · Hale
Fall Fest
Wed, Nov 12, 5:00 PM
Cambridge · 806 Massachusetts Ave
Fall Fest
Wed, Nov 12, 5:00 PM
Cambridge · 806 Massachusetts Ave
Selling quickly
DIWALI at ENCORE (MEMOIRE BOSTON)
Wed, Oct 22, 10:00 PM
Hendersonville · Mémoire Boston
Selling quickly
DIWALI at ENCORE (MEMOIRE BOSTON)
Wed, Oct 22, 10:00 PM
Hendersonville · Mémoire Boston
Halloween Boston
Sat, Nov 1, 9:00 PM
Brookline · Sunset Cantina
Halloween Boston
Sat, Nov 1, 9:00 PM
Brookline · Sunset Cantina
Fright Fest: Six Flags after Dark
Sat, Nov 1, 5:00 PM
Hubbard Corner · Six Flags New England
Fright Fest: Six Flags after Dark
Sat, Nov 1, 5:00 PM
Hubbard Corner · Six Flags New England
Milford 2nd Annual Fall Craft Fair
Today at 11:00 AM
South Milford · VFW
Milford 2nd Annual Fall Craft Fair
Today at 11:00 AM
South Milford · VFW
7th Annual Fright Night at the Fitz
Sat, Oct 18, 4:00 PM
Four Corners · The Fitzpatrick Collaborative
7th Annual Fright Night at the Fitz
Sat, Oct 18, 4:00 PM
Four Corners · The Fitzpatrick Collaborative
Milford 3rd Annual Holiday Fair
Sat, Nov 22, 11:00 AM
South Milford · VFW
Milford 3rd Annual Holiday Fair
Sat, Nov 22, 11:00 AM
South Milford · VFW
The Big Squash: An Annual Pumpkin Festival
Sat, Oct 25, 11:00 AM
Cambridge · First Street Market
The Big Squash: An Annual Pumpkin Festival
Sat, Oct 25, 11:00 AM
Cambridge · First Street Market
Annual Keene Holiday Craft Show
Sat, Nov 29, 9:00 AM
Harper Acres · Keene High School
Annual Keene Holiday Craft Show
Sat, Nov 29, 9:00 AM
Harper Acres · Keene High School
Sales end soon
Boston Fall Festival @ The Yard Charlestown
Today at 11:00 AM + 3 more
Charlestown · The Yard Charlestown
Sales end soon
Boston Fall Festival @ The Yard Charlestown
Today at 11:00 AM + 3 more
Charlestown · The Yard Charlestown
Harvest Fest
Sat, Oct 25, 1:00 PM
Massachusetts · 60 Codman Hill Rd
Harvest Fest
Sat, Oct 25, 1:00 PM
Massachusetts · 60 Codman Hill Rd
Nearly full
Brown & Hopkins - Witches' Night Out 2025
Fri, Oct 24, 4:30 PM
Spring Grove · Brown & Hopkins Country Store
Nearly full
Brown & Hopkins - Witches' Night Out 2025
Fri, Oct 24, 4:30 PM
Spring Grove · Brown & Hopkins Country Store
Sales end soon
Fall Festival at TLE Littleton
Tuesday at 3:00 PM
Littleton Common · The Learning Experience - Littleton
Sales end soon
Fall Festival at TLE Littleton
Tuesday at 3:00 PM
Littleton Common · The Learning Experience - Littleton
Nashua 10th Annual Holiday Fair
Sat, Dec 6, 11:00 AM
North End · 71 Amherst St
Nashua 10th Annual Holiday Fair
Sat, Dec 6, 11:00 AM
North End · 71 Amherst St
Shrewsbury Holiday Craft and Vendor Fair
Sat, Dec 13, 11:00 AM
Great Brook Valley · Shrewsbury Sportsman Club
Shrewsbury Holiday Craft and Vendor Fair
Sat, Dec 13, 11:00 AM
Great Brook Valley · Shrewsbury Sportsman Club
Worcester Wonderland-Handmade market, festival of trees, & pics with Santa
Sat, Dec 13, 4:00 PM
Brittan Square · Joy of Music Program
Worcester Wonderland-Handmade market, festival of trees, & pics with Santa
Sat, Dec 13, 4:00 PM
Brittan Square · Joy of Music Program
Fall Festival Craft & Vendor Fair
Sun, Nov 9, 10:00 AM
Massachusetts · American Legion Post 313
Fall Festival Craft & Vendor Fair
Sun, Nov 9, 10:00 AM
Massachusetts · American Legion Post 313

Trends in Winchendon

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Frequently asked questions about Winchendon

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Tricks and Treats at the Waterworks

Hale-o-ween 2025

Fall Fest

DIWALI at ENCORE (MEMOIRE BOSTON)

Which events are currently trending in Winchendon?

The trending searches this month in Winchendon are:

Which festival events are coming up?

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

Apple Picking 2025 Season

Milford 2nd Annual Fall Craft Fair

Boston Fall Festival @ The Yard Charlestown

Fall Festival at TLE Littleton

Apple Picking 2025 Season

Apple Picking 2025 Season

Tricks and Treats at the Waterworks

Tricks and Treats at the Waterworks

Hale-o-ween 2025

Hale-o-ween 2025

Fall Fest

Fall Fest

DIWALI at ENCORE (MEMOIRE BOSTON)

DIWALI at ENCORE (MEMOIRE BOSTON)

Halloween Boston

Halloween Boston

Fright Fest: Six Flags after Dark

Fright Fest: Six Flags after Dark

Milford 2nd Annual Fall Craft Fair

Milford 2nd Annual Fall Craft Fair

7th Annual Fright Night at the Fitz

7th Annual Fright Night at the Fitz

Milford 3rd Annual Holiday Fair

Milford 3rd Annual Holiday Fair

The Big Squash: An Annual Pumpkin Festival

The Big Squash: An Annual Pumpkin Festival

Annual Keene Holiday Craft Show

Annual Keene Holiday Craft Show

Boston Fall Festival @ The Yard Charlestown

Boston Fall Festival @ The Yard Charlestown

Harvest Fest

Harvest Fest

Brown & Hopkins - Witches' Night Out 2025

Brown & Hopkins - Witches' Night Out 2025

Fall Festival at TLE Littleton

Fall Festival at TLE Littleton

Nashua 10th Annual Holiday Fair

Nashua 10th Annual Holiday Fair

Shrewsbury Holiday Craft and Vendor Fair

Shrewsbury Holiday Craft and Vendor Fair

Worcester Wonderland-Handmade market, festival of trees, & pics with Santa

Worcester Wonderland-Handmade market, festival of trees, & pics with Santa

Fall Festival Craft & Vendor Fair

Fall Festival Craft & Vendor Fair

Things to do around Winchendon

Trends in Winchendon

1. Events near me

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3. Craft fairs

4. Autumn

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6. Halloween

7. Events for kids

8. Amphitheater

9. Mvp open

10. Lowell

11. Crafts

12. Yoga near me