Live Events in Littleton, Massachusetts

Littleton, Massachusetts has 9 venues with upcoming events — restaurant, haunted house and venue. 67 events are on the calendar, at spots like Witch's Woods, Collective Premium Cannabis Littleton, The Outlook at Nashoba Valley.

View on Map

This Weekend in Littleton

Intro to Bouldering

MetroRock Littleton

Tue, Oct 6 · 7:15 PM

Bonsai Bar

Dirigible Brewing Company

Wed, Oct 7 · 7:00 PM

Slow Drawing & Mindful Mark Making Class

Glimmerbug Handmade Art

Thu, Oct 8 · 10:00 AM

Witch's Woods operating night

Witch's Woods

Fri, Oct 9 · 6:30 PM

Walter Welch

The Outlook at Nashoba Valley

Fri, Oct 9 · 7:00 PM

Witch's Woods operating night

Witch's Woods

Sat, Oct 10 · 6:30 PM

Treble Makers

The Outlook at Nashoba Valley

Sat, Oct 10 · 7:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sat, Oct 10

Chuck Alamo

The Outlook at Nashoba Valley

Sun, Oct 11 · 5:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sun, Oct 11

Coming Up in Littleton

Highmark Provisions Pop-Up | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Mon, Oct 12 · 2:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Mon, Oct 12

Whimsical Watercolor Workshop (Whimsical Wonders Watercolor Workshop)

Glimmerbug Handmade Art

Wed, Oct 14 · 5:30 PM

Slow Drawing & Mindful Mark Making Class

Glimmerbug Handmade Art

Thu, Oct 15 · 10:00 AM

Witch's Woods operating night

Witch's Woods

Fri, Oct 16 · 6:30 PM

Keith Jacques

The Outlook at Nashoba Valley

Fri, Oct 16 · 8:00 PM

Jeeter Pop-Up | Collective Premium Cannabis (Billerica)

Collective Premium Cannabis Littleton

Sat, Oct 17 · 12:00 PM

Witch's Woods operating night

Witch's Woods

Sat, Oct 17 · 6:30 PM

Dave Powers

The Outlook at Nashoba Valley

Sat, Oct 17 · 8:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sat, Oct 17

Crag Days (outdoor climbing)

MetroRock Littleton

Sat, Oct 17

Chuck Clough

The Outlook at Nashoba Valley

Sun, Oct 18 · 5:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sun, Oct 18

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Mon, Oct 19

Kanha Halloween Take Over | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Fri, Oct 23 · 4:00 PM

Witch's Woods operating night

Witch's Woods

Fri, Oct 23 · 6:30 PM

Walter Welch

The Outlook at Nashoba Valley

Fri, Oct 23 · 8:00 PM

Witch's Woods operating night

Witch's Woods

Sat, Oct 24 · 6:30 PM

David Moore

The Outlook at Nashoba Valley

Sat, Oct 24 · 8:00 PM

Halloween Costume Party!

The Outlook at Nashoba Valley

Sat, Oct 24 · 8:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sat, Oct 24

Witch's Woods Costume Party

The Sunset Tiki Bar

Sun, Oct 25

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sun, Oct 25

Highmark Provisions Pop-Up | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Mon, Oct 26 · 2:00 PM

Kanha Halloween Take Over | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Mon, Oct 26 · 4:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Mon, Oct 26

Witch's Woods operating night

Witch's Woods

Fri, Oct 30 · 6:30 PM

Keith Jacques

The Outlook at Nashoba Valley

Fri, Oct 30 · 8:00 PM

Witch's Woods Halloween Night (final night per homepage caption)

Witch's Woods

Sat, Oct 31 · 6:30 PM

Dave Powers

The Outlook at Nashoba Valley

Sat, Oct 31 · 8:00 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sat, Oct 31

Witch's Woods open (extended dates per Directions page)

Witch's Woods

Sun, Nov 1 · 6:30 PM

Open Every Friday thru Sunday from October 3 to November 1, 2025 (INCLUDING Halloween Night)

Witch's Woods

Sun, Nov 1

Witch’s Woods Haunted Hayride & Halloween Screampark

Witch's Woods

Sun, Nov 1

Witch's Woods open (extended dates per Directions page)

Witch's Woods

Mon, Nov 2 · 6:30 PM

Green Wednesday | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Wed, Nov 25 · 12:00 AM

Thanksgiving Holiday Hours | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Thu, Nov 26 · 12:00 AM

Black Friday Event | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Fri, Nov 27 · 12:00 AM

Christmas Holiday Hours | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Fri, Dec 25 · 12:00 AM

New Year’s Eve Holiday Hours | Collective Premium Cannabis

Collective Premium Cannabis Littleton

Thu, Dec 31 · 12:00 AM

Venues in Littleton (9)

Witch's WoodsHaunted house

22 events

Collective Premium Cannabis LittletonVenue

16 events

The Outlook at Nashoba ValleyRestaurant

13 events

Nashoba Valley Ski AreaOutdoor Venue

8 events

Glimmerbug Handmade ArtArt studio

3 events

MetroRock LittletonRock climbing gym

2 events

Dirigible Brewing Company

1 event

Great Road KitchenRestaurant

1 event

The Sunset Tiki BarBar & Pub

1 event

Listings for Littleton, Massachusetts are compiled from public sources, each named with the site it came from and dated with the last time we read it. Details can change — confirm with the venue before you go. How we collect & verify.