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Best events in
Windham

While the local pace is relaxed, a short drive unlocks a calendar of events and things to do near Windham, OH. The historic downtowns of Garrettsville and Ravenna serve as the primary hubs, hosting community festivals and weekly gatherings. In warmer months, the area comes alive with outdoor concerts, farmers' markets, and classic car cruises on Main Street.

Garrettsville's walkable Main Street provides a classic backdrop for the annual Summerfest, monthly car cruises, and live music at spots like Slim & Jumbo's.
Enjoy a mix of outdoor music festivals and camping at Nelson Ledges Quarry Park, a unique venue set in a sprawling nature preserve.
Experience local flavor at Ravenna's West Main Street Winery & Brewery, which hosts live music, or at one of the area's several weekly farmers' markets.

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Tue, Oct 27 • 6:30 PM EDT

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Thu, Nov 5 • 1:00 PM GMT

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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

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HBR Press Webinar: Resilient Optimism

Thu, Oct 15 • 8:00 AM EDT

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HBR Book Webinar: Resilient Optimism

Thu, Oct 15 • 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 primary image

(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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The Fresh Hop Festival primary image

The Fresh Hop Festival

Sunday • 5:00 PM

8th Day Brewing Company

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Operationalizing AI in Manufacturing: Data, Case Studies, and People [East]

Tue, Oct 20 • 8:00 AM

The NEW Center at Northeast Ohio Medical University

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Thu, Oct 22 • 6:00 PM

The Local Tap & Grill

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Various Resturants in Streetsboro

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The Six Ages of Woman-Dinner and Show: Hilton Garden Inn, October 28, 2026

Wed, Oct 28 • 5:15 PM

Hilton Garden Inn Twinsburg

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Sat, Nov 7 • 7:30 PM

Streetsboro High School

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Past Times Arcade

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Sun, Dec 13 • 2:00 PM

Bummin' Beaver Brewery

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The Fresh Hop Festival

Sunday • 5:00 PM

8th Day Brewing Company

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Operationalizing AI in Manufacturing: Data, Case Studies, and People [East]

Tue, Oct 20 • 8:00 AM

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Get Your Witches Together! Crushed Glass Night

Thu, Oct 22 • 6:00 PM

The Local Tap & Grill

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Rocket Rally Crawl

Sat, Oct 24 • 6:00 PM

Various Resturants in Streetsboro

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The Six Ages of Woman-Dinner and Show: Hilton Garden Inn, October 28, 2026 primary image

The Six Ages of Woman-Dinner and Show: Hilton Garden Inn, October 28, 2026

Wed, Oct 28 • 5:15 PM

Hilton Garden Inn Twinsburg

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HARD DAY'S NIGHT - BEATLES tribute

Sat, Nov 7 • 7:30 PM

Streetsboro High School

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SVP November 2026 Mega Match Play Tournament Registration

Past Times Arcade

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Sea Glass Tree Craft primary image

Sea Glass Tree Craft

Sun, Dec 13 • 2:00 PM

Bummin' Beaver Brewery

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Nearby cities

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Fairview Park

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Euclid

36 miles away

Peninsula

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Mentor

34 miles away

Shaker Heights

30 miles away

Green

30 miles away

Beachwood

29 miles away

Bedford

28 miles away

Berea

43 miles away

Lyndhurst

31 miles away

Streetsboro

15 miles away

Cleveland

37 miles away

Akron

27 miles away

Lakewood

43 miles away

Youngstown

21 miles away

Westlake

49 miles away

Canton

35 miles away

Cuyahoga Falls

25 miles away

Medina

43 miles away

Cleveland Heights

33 miles away

Olmsted Falls

45 miles away

Brecksville

32 miles away

Strongsville

41 miles away

Parma

37 miles away

Warrensville Heights

28 miles away

Independence

33 miles away

Willoughby

34 miles away

Mayfield Heights

28 miles away

Willoughby Hills

34 miles away

Kent

18 miles away

Fairview Park

44 miles away

Euclid

36 miles away

Peninsula

27 miles away

Mentor

34 miles away

Shaker Heights

30 miles away

Green

30 miles away

Beachwood

29 miles away

Bedford

28 miles away

Berea

43 miles away

Lyndhurst

31 miles away

Streetsboro

15 miles away

Frequently asked questions about Windham

Where can I find comedy shows near Windham, OH?

Funny Farm Comedy Club in Warren brings in touring comedians every weekend. Krackpots Comedy Club in Massillon is another great spot, featuring national headliners and a weekly open mic night for a different kind of comedy event.

What are some venues for live music events around Windham?

West Main Street Winery & Brewery in Ravenna hosts live music every Saturday night. For a classic bar scene, Slim & Jumbo's in Garrettsville often has live bands, while Nelson Ledges Quarry Park hosts major music festivals all summer.

Are there any annual family-friendly events in the Windham area?

The Ravenna Balloon A-Fair is a popular annual event for all ages in September. Garrettsville Summerfest, held each June, also offers family-friendly entertainment, parades, and activities in the heart of downtown.

What kind of outdoor events happen near Windham?

Nelson Ledges Quarry Park is known for its summer-long series of outdoor music festivals. For a more low-key outing, the Haymaker Farmers' Market in Kent runs year-round, moving indoors for the colder months.

What's available for food and drink events near Windham?

The West Main Street Winery & Brewery in Ravenna offers live music alongside local wine and beer. For a casual community gathering, the Eagles Club in Garrettsville holds a public wing night every Tuesday.

What is the event scene like in downtown Garrettsville?

Downtown Garrettsville is a hub for community events centered on its historic Main Street. The area hosts monthly Main Street Car Cruises in warm weather and the large Garrettsville Summerfest annually at venues like the Buckeye Block Amphitheater.

How can I find free things to do near Windham?

Many community gatherings in the area are free to attend. Visiting the weekly Garrettsville Farmers Market or the Thrive Together Farmers' Market in Ravenna are great ways to enjoy local culture without a ticket.

Where is the nightlife in the Windham area?

Most nightlife is found in nearby towns like Garrettsville and Ravenna. Slim & Jumbo's is a downtown Garrettsville sports bar with bands and karaoke, while Time Out Sports Bar & Grill in Windham has occasional events.