Best events in
Stroudsburg

From lively weekend nights on Main Street to relaxed weekday afternoons, there are always events and things to do in Stroudsburg, PA. The historic Sherman Theater anchors the scene with national tours, while smaller spots like the Sherman Showcase keep the local music and comedy culture thriving. Beyond the downtown core, seasonal festivals and living history programs connect the community to the region's heritage.

Wander through Downtown Stroudsburg on a weekend evening, where live music spills out of venues like Signature Brewery & Saloon and comedy acts take the stage at Newberry's Yard of Ale.
Catch national touring artists and major performances at the historic Sherman Theater, the region's main stage for concerts and comedy.
Experience local history and heritage through seasonal celebrations like the annual Harvest Festival and Farm Animal Frolic at Quiet Valley Living Historical Farm.

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Popular in Stroudsburg

Life Group | The Rock Place Stroudsburg

Friday • 7:00 PM + 10 more

WINGZ AND A PRAYER, STROUDSBURG

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NEPA Comedy Fest: Clean Comedy Showcase ft. Brad Todd (Free Tickets!)

Saturday • 7:00 PM

RAW Urban Winery & Hard Cidery

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The Rock Place Pennsylvania Sunday Service!

Sun, Oct 11 • 11:00 AM + 51 more

The Penn Stroud Stroudsburg - Poconos, an Ascend Collection Hotel

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Paint 'n Sip @ Stonehaüs Meadery & Cidery

Sat, Oct 17 • 12:00 PM

Stonehaüs Meadery & Cidery

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Stroudsburg PA - Midget Mayhem “With Attitude" Mini Wrestling! (21+)

Tue, Oct 20 • 7:30 PM

Signature Saloon

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Infant Massage Class | Hosted by a Speech & Feeding Therapist

Wed, Oct 21 • 10:00 AM

Everlight Collective

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Poconos Short Term Rental Summit (October 2026)

Sat, Oct 24 • 3:00 PM

Newberry's Yard of Ale

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Next Stop Comedy at The Hideaway Speakeasy! - Stroudsburg, PA

Sat, Jan 30 • 7:00 PM

The Hideaway Speakeasy

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Life Group | The Rock Place Stroudsburg

Friday • 7:00 PM + 10 more

WINGZ AND A PRAYER, STROUDSBURG

Check ticket price on event

NEPA Comedy Fest: Clean Comedy Showcase ft. Brad Todd (Free Tickets!)

Saturday • 7:00 PM

RAW Urban Winery & Hard Cidery

Check ticket price on event

The Rock Place Pennsylvania Sunday Service!

Sun, Oct 11 • 11:00 AM + 51 more

The Penn Stroud Stroudsburg - Poconos, an Ascend Collection Hotel

Check ticket price on event

Paint 'n Sip @ Stonehaüs Meadery & Cidery

Sat, Oct 17 • 12:00 PM

Stonehaüs Meadery & Cidery

Check ticket price on event

Stroudsburg PA - Midget Mayhem “With Attitude" Mini Wrestling! (21+)

Tue, Oct 20 • 7:30 PM

Signature Saloon

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Infant Massage Class | Hosted by a Speech & Feeding Therapist

Wed, Oct 21 • 10:00 AM

Everlight Collective

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Poconos Short Term Rental Summit (October 2026)

Sat, Oct 24 • 3:00 PM

Newberry's Yard of Ale

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Next Stop Comedy at The Hideaway Speakeasy! - Stroudsburg, PA

Sat, Jan 30 • 7:00 PM

The Hideaway Speakeasy

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Online Events

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How To Be Kind To Yourself - Shahroo Izadi

Wed, Oct 14 • 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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Today's RDH Virtual Dental Continuing Education (CE) Event - Oct. 17, 2026

Sat, Oct 17 • 9:00 AM EDT

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(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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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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How To Be Kind To Yourself - Shahroo Izadi

Wed, Oct 14 • 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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Today's RDH Virtual Dental Continuing Education (CE) Event - Oct. 17, 2026

Sat, Oct 17 • 9:00 AM EDT

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(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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Lean Global Connection 2026

Thu, Nov 12 • 2:00 PM UTC

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Washington Crossing the Delaware / The Crossing - Film History Livestream

Sat, Dec 19 • 8:00 PM EST

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Free events

Life Group | The Rock Place Stroudsburg

Friday • 7:00 PM + 10 more

WINGZ AND A PRAYER, STROUDSBURG

Check ticket price on event

The Rock Place Pennsylvania Sunday Service!

Sun, Oct 11 • 11:00 AM + 51 more

The Penn Stroud Stroudsburg - Poconos, an Ascend Collection Hotel

Check ticket price on event

Infant Massage Class | Hosted by a Speech & Feeding Therapist

Wed, Oct 21 • 10:00 AM

Everlight Collective

Check ticket price on event

Poconos Short Term Rental Summit (October 2026)

Sat, Oct 24 • 3:00 PM

Newberry's Yard of Ale

Check ticket price on event

Life Group | The Rock Place Stroudsburg

Friday • 7:00 PM + 10 more

WINGZ AND A PRAYER, STROUDSBURG

Check ticket price on event

The Rock Place Pennsylvania Sunday Service!

Sun, Oct 11 • 11:00 AM + 51 more

The Penn Stroud Stroudsburg - Poconos, an Ascend Collection Hotel

Check ticket price on event

Infant Massage Class | Hosted by a Speech & Feeding Therapist

Wed, Oct 21 • 10:00 AM

Everlight Collective

Check ticket price on event

Poconos Short Term Rental Summit (October 2026)

Sat, Oct 24 • 3:00 PM

Newberry's Yard of Ale

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From nearby cities

The 31st Annual Pocono Prayer Breakfast

Friday • 6:15 AM

Kalahari Resorts & Convention Center - Poconos

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Allentown Speed Dating for Singles Age 24-42 ♥ Easton Pennsylvania at 3rd & Ferry Fish Market

Tue, Oct 13 • 8:00 PM

3rd & Ferry Fish Market

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The Murder at the Speakeasy 10232026

Fri, Oct 23 • 6:30 PM

The "Underground Room" at Blue Ridge Estate Vineyard & Winery

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Northampton County Conservation District 2026 Teacher Workshop

Thu, Oct 29 • 8:00 AM

7701 Martins Creek Belvidere Hwy

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Send Spooky Noodz

Fri, Oct 30 • 7:00 PM

Sango Kura

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A Bookish Affair Poconos

Sat, Nov 14 • 12:00 PM

Chateau Resort & Conference Center

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V1 Free Women's Collective Conference 2026

Thu, Dec 3 • 4:00 PM

604 Camelback Rd

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The Craig Thatcher Quintet Christmas Show

Fri, Dec 18 • 7:30 PM

Belltower Cultural Center

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The 31st Annual Pocono Prayer Breakfast

Friday • 6:15 AM

Kalahari Resorts & Convention Center - Poconos

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Allentown Speed Dating for Singles Age 24-42 ♥ Easton Pennsylvania at 3rd & Ferry Fish Market

Tue, Oct 13 • 8:00 PM

3rd & Ferry Fish Market

Check ticket price on event

The Murder at the Speakeasy 10232026

Fri, Oct 23 • 6:30 PM

The "Underground Room" at Blue Ridge Estate Vineyard & Winery

Check ticket price on event

Northampton County Conservation District 2026 Teacher Workshop

Thu, Oct 29 • 8:00 AM

7701 Martins Creek Belvidere Hwy

Check ticket price on event

Send Spooky Noodz

Fri, Oct 30 • 7:00 PM

Sango Kura

Check ticket price on event

A Bookish Affair Poconos

Sat, Nov 14 • 12:00 PM

Chateau Resort & Conference Center

Check ticket price on event

V1 Free Women's Collective Conference 2026

Thu, Dec 3 • 4:00 PM

604 Camelback Rd

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The Craig Thatcher Quintet Christmas Show

Fri, Dec 18 • 7:30 PM

Belltower Cultural Center

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Frequently asked questions about Stroudsburg

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

The Sherman Theater is the premier spot for major music events and national touring acts. For a more intimate show, the Sherman Showcase features local and emerging bands, while Signature Brewery & Saloon offers live country-western music alongside craft beer.

Where can I find comedy shows in Stroudsburg?

You can often find stand-up comedy at Newberry's Yard of Ale. The Sherman Theater also hosts larger touring comedians, and its smaller stage, the Sherman Showcase, sometimes features comedy nights with up-and-coming talent.

Are there family-friendly things to do in the Stroudsburg area?

Quiet Valley Living Historical Farm is a great choice for family outings. The farm hosts seasonal events like the annual Farm Animal Frolic and Harvest Festival, offering hands-on activities and historical demonstrations for all ages.

How can I find local art events in Stroudsburg?

The monthly Monthly Art Walk is a popular local art event. Running from spring through fall, it's a perfect opportunity to visit downtown galleries and creative spaces showcasing new work by local artists.

What kind of recurring food and drink events happen in Stroudsburg?

The Monroe Farmers Market is a local institution every Saturday morning. Held at Courthouse Square, this year-round, producer-only market is the best place to find fresh local produce, baked goods, and handmade crafts directly from the source.

What is the nightlife like in Downtown Stroudsburg?

Downtown Stroudsburg offers a lively and walkable nightlife experience. Main Street is lined with bars and pubs, making it easy to hop between spots like Signature Brewery & Saloon and Newberry's Yard of Ale for drinks and entertainment.

Does Stroudsburg host any major outdoor festivals?

Yes, Stroudsburg is known for its downtown street festival events. The annual StroudFest is an end-of-summer celebration with live music and vendors, while WinterFest brings ice sculptures and live carving demonstrations to Main Street.

Looking for date night ideas in Stroudsburg?

A classic date night could involve a concert at the Sherman Theater. Alternatively, enjoy a more casual evening with dinner and a comedy show at Newberry's Yard of Ale or live music at Signature Brewery & Saloon.