Best events in
Lanesborough

Looking for events or things to do in Lanesborough, MA? The Berkshires region is a renowned hub for arts and culture, with a calendar that peaks during the scenic summer and fall months. A typical outing might involve a world-class performance at a historic venue, or a relaxed stroll through a town's gallery district.

Explore Pittsfield's Upstreet Cultural District during the monthly First Fridays Artswalk, where local art galleries and studios open their doors.
Catch a classical or contemporary music performance at the iconic Tanglewood, the summer home of the Boston Symphony Orchestra in Lenox.
Experience world-class productions at the annual Williamstown Theatre Festival or see innovative performances at the Jacob's Pillow Dance Festival in Becket.

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Events near Lanesborough

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Ramble Around Town: Hayride Bar Crawl 2026

Sunday • 2:00 PM

American Legion

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The Berkshire Coven: A Sanderson Sisters Spectacle

Fri, Oct 16 • 7:30 PM

The Foundry West Stockbridge

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50 Shades Of Pink The Assignment Of A KingsDaughter

Sat, Oct 17 • 2:00 PM

Hotel on north

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PAINT & SIP

Wed, Oct 21 • 6:00 PM

Antimony Brewing - Craft Brewery & Kitchen

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Hot Shot Hillbillies & Refrigerators at Woodlife

Sat, Oct 24 • 12:30 PM

36 Old Rte 20

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The Shining @ Holiday Inn

Sat, Oct 31 • 8:00 PM

Holiday Inn & Suites Pittsfield-Berkshires by IHG

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Halloween With Skeeter Creek At The Proprietor’s Lodge

Sat, Oct 31 • 8:00 PM

22 Waubeek Rd

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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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Ramble Around Town: Hayride Bar Crawl 2026

Sunday • 2:00 PM

American Legion

Check ticket price on event

The Berkshire Coven: A Sanderson Sisters Spectacle

Fri, Oct 16 • 7:30 PM

The Foundry West Stockbridge

Check ticket price on event

50 Shades Of Pink The Assignment Of A KingsDaughter

Sat, Oct 17 • 2:00 PM

Hotel on north

Check ticket price on event

PAINT & SIP

Wed, Oct 21 • 6:00 PM

Antimony Brewing - Craft Brewery & Kitchen

Check ticket price on event

Hot Shot Hillbillies & Refrigerators at Woodlife

Sat, Oct 24 • 12:30 PM

36 Old Rte 20

Check ticket price on event

The Shining @ Holiday Inn

Sat, Oct 31 • 8:00 PM

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Check ticket price on event

Halloween With Skeeter Creek At The Proprietor’s Lodge

Sat, Oct 31 • 8:00 PM

22 Waubeek Rd

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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Nearby cities

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Troy

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Schenectady

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Holyoke

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Westfield

36 miles away

Agawam Town

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Hudson

34 miles away

Northampton

32 miles away

Winsted

42 miles away

Amherst Center

37 miles away

Easthampton Town

33 miles away

Pittsfield

4 miles away

Chicopee

41 miles away

North Amherst

36 miles away

Torrington

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Menands

28 miles away

Hinsdale

41 miles away

Claverack-Red Mills

32 miles away

New Hartford Center

46 miles away

West Springfield Town

41 miles away

North Bennington

29 miles away

Windsor Locks

50 miles away

Suffield Depot

47 miles away

Rotterdam

40 miles away

Westmere

36 miles away

Lenox

11 miles away

Kinderhook

25 miles away

Online Events

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How To Be Kind To Yourself - Shahroo Izadi

Wednesday • 7:00 PM GMT+1

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HBR Press Webinar: Resilient Optimism

Thursday • 8:00 AM EDT

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HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

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Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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(WATCH ONLINE) Dr. Jonathan Sarna with Joseph Weisberg

Tue, Oct 27 • 6:30 PM EDT

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Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

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

Thu, Nov 5 • 1:00 PM GMT

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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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How To Be Kind To Yourself - Shahroo Izadi

Wednesday • 7:00 PM GMT+1

Check ticket price on event

HBR Press Webinar: Resilient Optimism

Thursday • 8:00 AM EDT

Check ticket price on event

HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

Check ticket price on event

Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

Check ticket price on event

(WATCH ONLINE) Dr. Jonathan Sarna with Joseph Weisberg

Tue, Oct 27 • 6:30 PM EDT

Check ticket price on event

Witch hunts and real lives

Fri, Oct 30 • 2:00 PM GMT

Check ticket price on event

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

Thu, Nov 5 • 1:00 PM GMT

Check ticket price on event

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

Check ticket price on event

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Frequently asked questions about Lanesborough

What are the best venues for live music events in the Berkshires?

Tanglewood in Lenox is the premier destination for major classical and popular music concerts. For a more intimate experience, the Mahaiwe Performing Arts Center in Great Barrington offers a year-round schedule, and MASS MoCA in North Adams hosts festivals like FreshGrass and other contemporary music events.

Where can I find art events and galleries in the area?

Pittsfield's Upstreet Cultural District is a great starting point, especially during the monthly First Fridays Artswalk event. Additionally, The Clark Art Institute in Williamstown and MASS MoCA in North Adams feature major exhibitions and performing arts programs.

Which towns are known for theatre productions?

Lenox and Stockbridge are central to the region's theatre scene. Shakespeare & Company in Lenox focuses on classic plays, while the Berkshire Theatre Group operates stages in both Stockbridge and Pittsfield. The annual Williamstown Theatre Festival is also a major highlight.

Are there family-friendly events near Lanesborough?

Many local markets and festivals offer a welcoming atmosphere for all ages. The Berkshire Area Farmers' Market provides a great outing, while cultural institutions like The Clark Art Institute and MASS MoCA often host specific family-friendly programs and interactive exhibits.

How can I find free things to do in the Berkshires?

Exploring the local arts scene is often free of charge. The First Fridays Artswalk in Pittsfield is a popular free monthly event where galleries welcome the public. Many towns like Great Barrington and Lenox also have lively downtowns perfect for window shopping and strolling.

What’s a classic date night idea in the Berkshires?

A perfect date night often combines a performance with a late dinner. Consider seeing a show at the Mahaiwe Performing Arts Center in Great Barrington or a play by the Berkshire Theatre Group, followed by a meal at one of the many nearby restaurants.

What are some of the major annual festivals in the region?

The Berkshires are famous for summer arts festivals. Key events include the Tanglewood Music Festival in Lenox, the Jacob's Pillow Dance Festival in Becket, and the Williamstown Theatre Festival. In winter, Pittsfield hosts the 10x10 Upstreet Winter Festival.

Where are the best outdoor markets for local food?

The region hosts several excellent farmers' markets from May through November. The Great Barrington Farmers' Market and the Berkshire Area Farmers' Market in Lanesborough are both popular choices, offering fresh local produce, baked goods, and crafts from area vendors.

Events near Lanesborough

Ramble Around Town: Hayride Bar Crawl 2026

The Berkshire Coven: A Sanderson Sisters Spectacle

50 Shades Of Pink The Assignment Of A KingsDaughter

PAINT & SIP

Hot Shot Hillbillies & Refrigerators at Woodlife

The Shining @ Holiday Inn

Halloween With Skeeter Creek At The Proprietor’s Lodge

Wisdom Lodge Harvest Night at Hill Top Orchards

Ramble Around Town: Hayride Bar Crawl 2026

The Berkshire Coven: A Sanderson Sisters Spectacle

50 Shades Of Pink The Assignment Of A KingsDaughter

PAINT & SIP

Hot Shot Hillbillies & Refrigerators at Woodlife

The Shining @ Holiday Inn

Halloween With Skeeter Creek At The Proprietor’s Lodge

Wisdom Lodge Harvest Night at Hill Top Orchards

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Nearby cities

Albany

Troy

Saratoga Springs

Springfield

Schenectady

Holyoke

Tariffville

Westfield

Agawam Town

Hudson

Northampton

Winsted

Amherst Center

Easthampton Town

Pittsfield

Chicopee

North Amherst

Torrington

Menands

Hinsdale

Claverack-Red Mills

New Hartford Center

West Springfield Town

North Bennington

Windsor Locks

Suffield Depot

Rotterdam

Westmere

Lenox

Kinderhook

Albany

Troy

Saratoga Springs

Springfield

Schenectady

Holyoke

Tariffville

Westfield

Agawam Town

Hudson

Northampton

Winsted

Amherst Center

Easthampton Town

Pittsfield

Chicopee

North Amherst

Torrington

Menands

Hinsdale

Claverack-Red Mills

New Hartford Center

West Springfield Town

North Bennington

Windsor Locks

Suffield Depot

Rotterdam

Westmere

Lenox

Kinderhook