Best events in
Lenox

Events and things to do in Lenox, MA, are deeply tied to the seasons and the town's rich cultural heritage. The area's legacy as a Gilded Age retreat underpins a lively arts scene, anchored by world-class music and theater. From bustling summer performances in the Berkshire Hills to cozy gatherings in the historic village center, the town offers a distinct rhythm throughout the year.

Explore historic Lenox Village, where boutique shops and galleries serve as the backdrop for seasonal Art Walks and the annual Lenox Apple Squeeze.
Experience world-class performances at Tanglewood, the celebrated summer home of the Boston Symphony Orchestra, or enjoy classic plays at Shakespeare & Company.
Attend intimate concerts and author talks hosted at historic estates like The Mount, Edith Wharton's Home, and Ventfort Hall Mansion.

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Events near Lenox

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NIGHTMARE ON THE GREEN @ TAVERN AT THE A

Tomorrow • 8:00 PM

Tavern At The A

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Halloween With Skeeter Creek At The Proprietor’s Lodge

Tomorrow • 8:00 PM

22 Waubeek Rd

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La Paulée Harvest Celebration

Tomorrow • 6:30 PM

The Aviary Kinderhook

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Penny Arcade: Longing Lasts Longer

Fri, Nov 6 • 7:30 PM

The Foundry West Stockbridge

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It’s the Season! Holiday Baking with Miriam Rubin

Sat, Nov 7 • 11:00 AM

HGS Home Chef

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From Fleece to Skein: Learn to transform raw wool into hand-processed YARN!

Sat, Nov 7 • 10:00 AM

Nobletown Fiber Works

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Musick’s Recreation

Sat, Nov 14 • 4:00 PM

The Bidwell House Museum

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Wisdom Lodge Harvest Night at Hill Top Orchards

Sat, Nov 21 • 5:30 PM

Hilltop Orchards Home of Furnace Brook Winery and Jmash Cidery and The Taproom at Hilltop Orchards

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NIGHTMARE ON THE GREEN @ TAVERN AT THE A

Tomorrow • 8:00 PM

Tavern At The A

Check ticket price on event

Halloween With Skeeter Creek At The Proprietor’s Lodge

Tomorrow • 8:00 PM

22 Waubeek Rd

Check ticket price on event

La Paulée Harvest Celebration

Tomorrow • 6:30 PM

The Aviary Kinderhook

Check ticket price on event

Penny Arcade: Longing Lasts Longer

Fri, Nov 6 • 7:30 PM

The Foundry West Stockbridge

Check ticket price on event

It’s the Season! Holiday Baking with Miriam Rubin

Sat, Nov 7 • 11:00 AM

HGS Home Chef

Check ticket price on event

From Fleece to Skein: Learn to transform raw wool into hand-processed YARN!

Sat, Nov 7 • 10:00 AM

Nobletown Fiber Works

Check ticket price on event

Musick’s Recreation

Sat, Nov 14 • 4:00 PM

The Bidwell House Museum

Check ticket price on event

Wisdom Lodge Harvest Night at Hill Top Orchards

Sat, Nov 21 • 5:30 PM

Hilltop Orchards Home of Furnace Brook Winery and Jmash Cidery and The Taproom at Hilltop Orchards

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42 miles away

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24 miles away

New Hartford Center

37 miles away

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Bristol

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Westmere

39 miles away

Online Events

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Online Group Reading Nov 1 | Psychic Medium Michelle Russell

Tomorrow • 8:00 PM AST

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Humanitarian Water Engineering Fall 2026

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No Title, No Permission, No Problem: Harnessing the Power of Influence

Thursday • 1:00 PM GMT

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The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

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REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

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Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

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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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Online Group Reading Nov 1 | Psychic Medium Michelle Russell

Tomorrow • 8:00 PM AST

Check ticket price on event

Humanitarian Water Engineering Fall 2026

Check ticket price on event

No Title, No Permission, No Problem: Harnessing the Power of Influence

Thursday • 1:00 PM GMT

Check ticket price on event

The Walrus Talks at Home: Canada After America

Thu, Nov 12 • 7:00 PM EST

Check ticket price on event

REVISED Cottage Food Safety Statewide Online Training

Fri, Nov 13 • 9:00 AM MST

Check ticket price on event

Corn as a partner and gift giver: Voices of respect

Wed, Nov 18 • 10:00 AM CST

Check ticket price on event

The MI5 Archive: Official Secrets

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

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Frequently asked questions about Lenox

Where can I find live music events in Lenox?

Tanglewood is the premier destination for major summer concerts, from classical to contemporary music. For a different scale, look for free performance events in Lilac Park during the summer or intimate jazz sets hosted in downtown inns and restaurants.

What are the best art events in the area?

Downtown Lenox transforms into an open-air gallery during the annual Spring & Fall Art Walks. The Mount also hosts cultural programs, while its NightWood installation is a popular immersive sound and light event held annually in the winter.

Are there family-friendly events in Lenox?

Yes, the annual Lenox Apple Squeeze is a popular fall festival perfect for all ages. Other family-friendly events include picnicking on the lawn at Tanglewood and visiting the weekly Lenox Farmer's Market, which often features live music.

What kind of outdoor events does Lenox offer?

Many Lenox events take place outdoors, especially in the summer. The Tanglewood Music Festival features concerts in open-air sheds, Shakespeare & Company has an outdoor stage, and the Concerts in the Park series offers free shows in Lilac Park.

How can I find free events in Lenox?

Look for the Concerts in the Park series for free evening shows in Lilac Park during the summer. The seasonal Art Walks and the Lenox Farmer's Market are also free to attend, offering opportunities to browse local art and goods in the downtown village.

Do you have any recommendations for a date night in Lenox?

A classic Lenox date night pairs a pre-performance dinner downtown with a show at Tanglewood or Shakespeare & Company. For something unique, consider an author talk at The Mount or a concert at the historic Ventfort Hall Mansion.

Where are the food and drink events centered in Lenox?

Downtown Lenox is the hub for food-focused happenings like the annual Lenox Apple Squeeze. The weekly Lenox Farmer's Market also gathers local and regional food vendors, offering fresh produce and baked goods from late spring through early fall.

What's the event scene like in historic Lenox Village?

The walkable downtown village hosts many of the town's signature events. This area is the center for the Lenox Apple Squeeze and the seasonal Art Walks, with a charming atmosphere created by its galleries, shops, and historic buildings.

Events near Lenox

NIGHTMARE ON THE GREEN @ TAVERN AT THE A

Halloween With Skeeter Creek At The Proprietor’s Lodge

La Paulée Harvest Celebration

Penny Arcade: Longing Lasts Longer

It’s the Season! Holiday Baking with Miriam Rubin

From Fleece to Skein: Learn to transform raw wool into hand-processed YARN!

Musick’s Recreation

Wisdom Lodge Harvest Night at Hill Top Orchards

NIGHTMARE ON THE GREEN @ TAVERN AT THE A

Halloween With Skeeter Creek At The Proprietor’s Lodge

La Paulée Harvest Celebration

Penny Arcade: Longing Lasts Longer

It’s the Season! Holiday Baking with Miriam Rubin

From Fleece to Skein: Learn to transform raw wool into hand-processed YARN!

Musick’s Recreation

Wisdom Lodge Harvest Night at Hill Top Orchards

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Nearby cities

Albany

Troy

Springfield

Schenectady

Kingston

Woodstock

West Hartford

Holyoke

Hudson

Agawam Town

Tariffville

Northampton

Westfield

Pittsfield

Hartford

Easthampton Town

Amherst Center

Torrington

Winsted

Rhinebeck

Canton Valley

North Amherst

Claverack-Red Mills

New Hartford Center

Litchfield

Suffield Depot

West Springfield Town

Bristol

Chicopee

Westmere

Albany

Troy

Springfield

Schenectady

Kingston

Woodstock

West Hartford

Holyoke

Hudson

Agawam Town

Tariffville

Northampton

Westfield

Pittsfield

Hartford

Easthampton Town

Amherst Center

Torrington

Winsted