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Best events in
Rutland

While Rutland's calendar isn't packed with big-city bustle, there are plenty of community-focused events and things to do in Rutland, MA. Social life often centers on the historic Rutland Town Common and seasonal gatherings at local farms like Lilac Hedge Farm. Long-standing town traditions define the local scene, while a wider variety of nightlife is just a short drive away in Worcester.

The heart of town life is the Rutland Town Common, which hosts the seasonal Concerts on the Common series and other public celebrations.
Lilac Hedge Farm is a major hub for entertainment, presenting artisan markets, food festivals, and family-friendly Kids Markets.
Explore the town's heritage through the Rutland Historical Society's annual Festival of Forgotten Arts or enjoy the natural setting of Rutland State Park.

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Andy Squyres' Praise Songs Tour in Worcester MA Oct 10! primary image

Andy Squyres' Praise Songs Tour in Worcester MA Oct 10!

Today • 7:00 PM

The Journey Community Church

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Worcester Vintage Market 10/11 primary image

Worcester Vintage Market 10/11

Tomorrow • 11:00 AM

Polar Park

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Worcester Halloween Singles Mixer 2026 primary image

Worcester Halloween Singles Mixer 2026

Sat, Oct 17 • 7:00 PM

Worcester, MA

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Speed Dating Ages 50-65 in Worcester, MA at Cocktail Garden & Kitchen primary image

Speed Dating Ages 50-65 in Worcester, MA at Cocktail Garden & Kitchen

Thu, Oct 22 • 7:00 PM

Cocktail Garden & Kitchen

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Boobs Ghouls and Goblins primary image

Boobs Ghouls and Goblins

Sat, Oct 24 • 9:30 PM

Cedar Box Lounge

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Halloween Paranormal Investigation and Dinner at The Publick House Inn! primary image

Halloween Paranormal Investigation and Dinner at The Publick House Inn!

Thu, Oct 29 • 6:00 PM

Publick House Historic Inn

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American Mahjong Open Play at LK Home & Gifts primary image

American Mahjong Open Play at LK Home & Gifts

Sun, Nov 15 • 6:00 PM

LK Home & Gifts

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The Mitch Chakour Band at the Frontroom primary image

The Mitch Chakour Band at the Frontroom

Fri, Nov 27 • 7:00 PM

WCUW 91.3

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Andy Squyres' Praise Songs Tour in Worcester MA Oct 10! primary image

Andy Squyres' Praise Songs Tour in Worcester MA Oct 10!

Today • 7:00 PM

The Journey Community Church

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Worcester Vintage Market 10/11 primary image

Worcester Vintage Market 10/11

Tomorrow • 11:00 AM

Polar Park

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Worcester Halloween Singles Mixer 2026 primary image

Worcester Halloween Singles Mixer 2026

Sat, Oct 17 • 7:00 PM

Worcester, MA

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Speed Dating Ages 50-65 in Worcester, MA at Cocktail Garden & Kitchen primary image

Speed Dating Ages 50-65 in Worcester, MA at Cocktail Garden & Kitchen

Thu, Oct 22 • 7:00 PM

Cocktail Garden & Kitchen

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Boobs Ghouls and Goblins primary image

Boobs Ghouls and Goblins

Sat, Oct 24 • 9:30 PM

Cedar Box Lounge

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Halloween Paranormal Investigation and Dinner at The Publick House Inn! primary image

Halloween Paranormal Investigation and Dinner at The Publick House Inn!

Thu, Oct 29 • 6:00 PM

Publick House Historic Inn

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American Mahjong Open Play at LK Home & Gifts primary image

American Mahjong Open Play at LK Home & Gifts

Sun, Nov 15 • 6:00 PM

LK Home & Gifts

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The Mitch Chakour Band at the Frontroom primary image

The Mitch Chakour Band at the Frontroom

Fri, Nov 27 • 7:00 PM

WCUW 91.3

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Nearby cities

Boston

45 miles away

Cambridge

43 miles away

Providence

47 miles away

Somerville

44 miles away

Manchester

50 miles away

Worcester

11 miles away

Brookline

43 miles away

Newton

38 miles away

Lexington

37 miles away

Springfield

36 miles away

Waltham

36 miles away

Pawtucket

45 miles away

Lowell

37 miles away

Nashua

37 miles away

Burlington

39 miles away

Framingham

28 miles away

Malden

46 miles away

Lawrence

47 miles away

Quincy

48 miles away

Medford

44 miles away

Watertown Town

41 miles away

Keene

42 miles away

Cranston

48 miles away

Saugus

49 miles away

Westfield

45 miles away

Holyoke

36 miles away

Everett

45 miles away

Woburn

42 miles away

Arlington

41 miles away

Wakefield

47 miles away

Boston

45 miles away

Cambridge

43 miles away

Providence

47 miles away

Somerville

44 miles away

Manchester

50 miles away

Worcester

11 miles away

Brookline

43 miles away

Newton

38 miles away

Lexington

37 miles away

Springfield

36 miles away

Waltham

36 miles away

Pawtucket

45 miles away

Lowell

37 miles away

Nashua

37 miles away

Burlington

39 miles away

Framingham

28 miles away

Malden

46 miles away

Lawrence

47 miles away

Quincy

48 miles away

Medford

44 miles away

Watertown Town

41 miles away

Keene

42 miles away

Cranston

48 miles away

Saugus

49 miles away

Westfield

45 miles away

Holyoke

36 miles away

Everett

45 miles away

Woburn

42 miles away

Arlington

41 miles away

Wakefield

47 miles away

Online Events

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HBR Book Webinar: Resilient Optimism

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Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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(ONLINE) Women on the Move with Ann Patchett primary image

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM 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 primary image

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 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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HBR Book Webinar: Resilient Optimism primary image

HBR Book Webinar: Resilient Optimism

Thursday • 1:00 PM GMT+1

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Coming Together for Multilingual Children with DLD primary image

Coming Together for Multilingual Children with DLD

Thu, Oct 22 • 6:00 PM GMT+2

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Biodiversity Law and Governance Day 2026 primary image

Biodiversity Law and Governance Day 2026

Sat, Oct 24 • 11:30 AM GMT+4

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(ONLINE) Women on the Move with Ann Patchett primary image

(ONLINE) Women on the Move with Ann Patchett

Tue, Oct 27 • 11:30 AM EDT

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Witch hunts and real lives primary image

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 primary image

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 primary image

Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream primary image

Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Frequently asked questions about Rutland

What are some family-friendly events in Rutland, MA?

Lilac Hedge Farm offers many family-friendly events, including its recurring Kids Markets. The farm also hosts seasonal festivals with activities for all ages, and the annual Fourth of July Celebration on the Town Common is a major community highlight.

Are there free events in Rutland?

Yes, the town hosts several free community gatherings throughout the year. The Concerts on the Common series provides free musical performances, and the annual Town Wide Yard Sale is another popular free event to attend.

Where can I find live music events in town?

Live music is often featured at seasonal outdoor festivals and community celebrations. Look for the Concerts on the Common series for free performances or check the schedule for festivals at Lilac Hedge Farm, which frequently include local musicians.

What is the nightlife like in Rutland?

Rutland has a quiet nightlife scene centered around local restaurants like Tavern on the Common. For dedicated clubs, music venues, and a wider variety of evening entertainment events, most residents travel to nearby Worcester.

What kinds of art events happen in Rutland?

Artisan and craft events are a key part of the local scene. The Rutland Historical Society's annual Festival of Forgotten Arts and the Fall Artisan Festival at Lilac Hedge Farm both showcase local makers and traditional crafts.

Are there outdoor activities or events in Rutland?

Rutland State Park provides a great setting for outdoor recreation like hiking and swimming. The town also leverages its open spaces for community events, including celebrations on the Rutland Town Common and festivals at Lilac Hedge Farm.

What happens in Rutland's town center?

The Rutland Town Center is the hub for many community gatherings and traditional town events. The Town Common is the main venue for celebrations like the Fourth of July celebration and seasonal concerts, creating a classic New England atmosphere.

How can I find food and drink events in Rutland?

Local farms and restaurants are the best places to look for food-focused happenings. Lilac Hedge Farm regularly hosts festivals featuring food vendors, while restaurants like Ladd's Restaurant & Lounge provide gathering spots for the community.