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Monterey
Arts Events

Arts events in Monterey, MA

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Performing & Visual Arts

Tommy Mesa & JP Jofre
Sun, Oct 19, 3:00 PM
Pine Plains · The Stissing Center for Arts & Culture
Tommy Mesa & JP Jofre
Sun, Oct 19, 3:00 PM
Pine Plains · The Stissing Center for Arts & Culture
It's a Wonderful Life: A Live Radio Play & Vintage Dinner Theater
Fri, Dec 19, 6:30 PM + 2 more
Massachusetts · The Goldenrod Country Inn
It's a Wonderful Life: A Live Radio Play & Vintage Dinner Theater
Fri, Dec 19, 6:30 PM + 2 more
Massachusetts · The Goldenrod Country Inn
Just added!
Litchfield Performing Arts & Milton Music Present The Conn Artists
Sun, Nov 23, 4:00 PM
Milton · Milton Congregational Church
Just added!
Litchfield Performing Arts & Milton Music Present The Conn Artists
Sun, Nov 23, 4:00 PM
Milton · Milton Congregational Church
2026 Miss Western Massachusetts Scholarship Competition
Sat, Oct 11, 5:00 PM
Elmwood · Leslie Phillips Theater, Holyoke Community College
2026 Miss Western Massachusetts Scholarship Competition
Sat, Oct 11, 5:00 PM
Elmwood · Leslie Phillips Theater, Holyoke Community College
Comedy Night at Brignole Vineyards
Fri, Oct 17, 7:30 PM
Floydville · Brignole Vineyards
Comedy Night at Brignole Vineyards
Fri, Oct 17, 7:30 PM
Floydville · Brignole Vineyards
Laugh It Off at Wyckoff featuring Joey Vega
Sun, Oct 12, 11:00 AM
Highlands · Wyckoff Country Club
Laugh It Off at Wyckoff featuring Joey Vega
Sun, Oct 12, 11:00 AM
Highlands · Wyckoff Country Club
"Midgets With Attitude" with Midget Mayhem Wrestling! Easthampton MA 21+
Mon, Dec 8, 8:00 PM
Easthampton Town · Pulaski Club
"Midgets With Attitude" with Midget Mayhem Wrestling! Easthampton MA 21+
Mon, Dec 8, 8:00 PM
Easthampton Town · Pulaski Club
Sales end soon
The Comedy Lounge at Sage and Salt - Friday, October 10, 2025
Friday at 7:30 PM
Grapeville · Sage and Salt
Sales end soon
The Comedy Lounge at Sage and Salt - Friday, October 10, 2025
Friday at 7:30 PM
Grapeville · Sage and Salt
HYPHAE's Art Supply Swap & Makers Market
Sat, Oct 18, 2:00 PM
Easthampton Town · Eastworks
HYPHAE's Art Supply Swap & Makers Market
Sat, Oct 18, 2:00 PM
Easthampton Town · Eastworks
Mindfulness at the Museum A SonorousLight™ Sound Bath at the Wistariahurst
Wed, Oct 22, 6:30 PM
Oakdale · Wistariahurst Museum
Mindfulness at the Museum A SonorousLight™ Sound Bath at the Wistariahurst
Wed, Oct 22, 6:30 PM
Oakdale · Wistariahurst Museum
Don't Cry Emily
Fri, Oct 24, 7:00 PM
Northampton · A.P.E. Ltd Main Street Gallery
Don't Cry Emily
Fri, Oct 24, 7:00 PM
Northampton · A.P.E. Ltd Main Street Gallery
WILD HEART TRIBUTE’s Season Closer: FANCY DINNER DANCY
Sat, Dec 6, 5:30 PM
Highlands · The Log Cabin
WILD HEART TRIBUTE’s Season Closer: FANCY DINNER DANCY
Sat, Dec 6, 5:30 PM
Highlands · The Log Cabin
The Chuckling Charlie Comedy Bus
Sat, Oct 11, 4:00 PM
North Farms · JJ's Tavern
The Chuckling Charlie Comedy Bus
Sat, Oct 11, 4:00 PM
North Farms · JJ's Tavern
Midgets with Attitude Wrestling at Pulaski Club in Easthampton, MA!
Mon, Dec 8, 8:00 PM
Easthampton Town · Pulaski Club
Midgets with Attitude Wrestling at Pulaski Club in Easthampton, MA!
Mon, Dec 8, 8:00 PM
Easthampton Town · Pulaski Club
Sales end soon
WIP October 2025
Today at 4:00 PM
Northampton · Northampton Community Arts Trust
Sales end soon
WIP October 2025
Today at 4:00 PM
Northampton · Northampton Community Arts Trust
Farrari Red Presents Comedy Chaos Unleashed
Sat, Oct 25, 6:00 PM
Smith Highlands · Ekko Bar & Lounge
Farrari Red Presents Comedy Chaos Unleashed
Sat, Oct 25, 6:00 PM
Smith Highlands · Ekko Bar & Lounge
Wistariahurst Kids Art Classes- August- November sessions
Sun, Oct 26, 2:00 PM + 1 more
Oakdale · Wistariahurst Museum
Wistariahurst Kids Art Classes- August- November sessions
Sun, Oct 26, 2:00 PM + 1 more
Oakdale · Wistariahurst Museum
Painting Mary
Fri, Oct 17, 7:00 PM
Northampton · A.P.E. Ltd Main Street Gallery
Painting Mary
Fri, Oct 17, 7:00 PM
Northampton · A.P.E. Ltd Main Street Gallery
Nearly full
ALL AGES SING ALONG : K-Pop Demon Hunters
Friday at 7:00 PM
Metro Center · White Lion Brewing Company
Nearly full
ALL AGES SING ALONG : K-Pop Demon Hunters
Friday at 7:00 PM
Metro Center · White Lion Brewing Company
Selling quickly
A Queen’s Narrative: Inaugural Authors Gala
Sat, Oct 11, 5:00 PM
Metro Center · Marriott Springfield Downtown
Selling quickly
A Queen’s Narrative: Inaugural Authors Gala
Sat, Oct 11, 5:00 PM
Metro Center · Marriott Springfield Downtown

2 of 48

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Frequently asked questions about Monterey

What are the best events to attend?

According to Eventbrite, the best events are:

Tommy Mesa & JP Jofre

It's a Wonderful Life: A Live Radio Play & Vintage Dinner Theater

Litchfield Performing Arts & Milton Music Present The Conn Artists

2026 Miss Western Massachusetts Scholarship Competition

Which events are coming up?

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

WIP October 2025

ALL AGES SING ALONG : K-Pop Demon Hunters

The Comedy Lounge at Sage and Salt - Friday, October 10, 2025

The Chuckling Charlie Comedy Bus

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