54 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Monroe Farmers Market Sat 8 Aug 2026, 8:00 AM — Market Courthouse Square · 35 N 7th St, Stroudsburg, PA 18360 · Free
Brett Dennen — Art is Life Thu 17 Sep 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $37 – $77.76
Masquerade Cabaret with The Steel Stilettos Sat 19 Sep 2026, 7:00 PM — Burlesque Sherman Showcase · 522 Main St, Stroudsburg, PA 18360 · $20 – $27.75 · 18+
The Rascals Sat 19 Sep 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $40 – $91.15
Mariachi El Bronx Thu 24 Sep 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $32.50 – $48.78
Ben Bankas Fri 25 Sep 2026, 7:00 PM — Comedy Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $35 – $67.80
Foreign Journey Sat 26 Sep 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $24 – $39.02
Keith Roth Sat 26 Sep 2026, 7:00 PM — Live music Sherman Showcase · 522 Main St, Stroudsburg, PA 18360 · $15 – $21.10
Buy or Sell: Where do I Start? Sun 27 Sep 2026, 3:00 PM — class 404 Park Ave · 404 Park Avenue, Stroudsburg, PA 18360
Sword Flow: Train Like a Warrior Fantasy Workout⚔️ at Bloom Playspace Tue 29 Sep 2026, 9:30 AM — class Bloom Waldessori Play Space · 106 Renastar Road, Stroudsburg, PA 18360
Life Group | The Rock Place Stroudsburg Fri 2 Oct 2026, 7:00 PM — Meetup WINGZ AND A PRAYER, STROUDSBURG · 9 North 6th Street, Stroudsburg, PA 18360
Pocono Liars Writers' Workshop Sat 3 Oct 2026, 9:00 AM — class Hughes Library · 1002 North 9th Street, Stroudsburg, PA 18360
PINKALICIOUS, The Musical Sat 3 Oct 2026, 2:00 PM — Theater Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $35 – $60.62
Rebel Reapers Sat 3 Oct 2026, 6:00 PM — Live music Sherman Showcase · 522 Main St, Stroudsburg, PA 18360 · $10 – $15.95
The Rock Place Pennsylvania Sunday Service! Sun 4 Oct 2026, 11:00 AM — Meetup The Penn Stroud Stroudsburg - Poconos, an Ascend Collection Hotel · 700 Main Street, Stroudsburg, PA 18360
POCONO PARA-CON Sun 4 Oct 2026, 11:30 AM — Spooky Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $40 – $51.35
Cozy Cat Yoga : Every Monday at 6 pm Mon 5 Oct 2026, 6:00 PM — class Cozy Kitty Cafe · North 4th Street #Intersection, Stroudsburg, PA 18360
Open Mic with a Twist Mon 5 Oct 2026, 6:00 PM — Comedy Signature Brewery & Saloon · Main Street, Stroudsburg, PA 18360
Wheel of Fortune LIVE! Wed 7 Oct 2026, 6:00 PM — Game night Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $45 – $329.21
NEPA Comedy Fest “VIP” All Access Badge Thu 8 Oct 2026, 4:00 PM — Comedy Newberry's Yard of Ale · 622 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: Caitlin Cook - A Night of Music and Comedy Thu 8 Oct 2026, 7:00 PM — Comedy Signature Saloon Axe Throwing & Smash Room · 600 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: Ghosted Fri 9 Oct 2026, 6:00 PM — Comedy Vault 636 Restaurant · 636 Main Street, Stroudsburg, PA 18360
The Warped Tour Band Fri 9 Oct 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $25 – $41.05
NEPA Comedy Fest presents: Bingo Fri 9 Oct 2026, 7:00 PM — Comedy Vault 636 Restaurant · 636 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: Jaye McBride Fri 9 Oct 2026, 7:15 PM — Comedy Newberry's Yard of Ale · 622 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: Hecklopocalypse Fri 9 Oct 2026, 10:00 PM — Comedy Newberry's Yard of Ale · 622 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: Bloom - A clean comedy show for families & kids! Sat 10 Oct 2026, 10:30 AM — Comedy Bloom Waldessori Play Space · 106 Renastar Road, Stroudsburg, PA 18360
NEPA Comedy Fest presents: One-Liners Competition Sat 10 Oct 2026, 1:00 PM — Comedy Bean & Barrel Brewing Co. · 564 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: MDOT Comedy Sat 10 Oct 2026, 3:00 PM — Comedy Signature Saloon Axe Throwing & Smash Room · 600 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: Story Time Sat 10 Oct 2026, 4:00 PM — Comedy Bean & Barrel Brewing Co. · 564 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents: Philly with Love (Philadelphia Takeover!) Sat 10 Oct 2026, 6:00 PM — Comedy Newberry's Yard of Ale · 622 Main Street, Stroudsburg, PA 18360
Hannibal Buress Sat 10 Oct 2026, 7:00 PM — Comedy Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $30 – $56.50
Omega and Friends Sat 10 Oct 2026, 7:00 PM — Live music Sherman Showcase · 522 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest: Clean Comedy Showcase ft. Brad Todd (Free Tickets!) Sat 10 Oct 2026, 7:00 PM — Comedy RAW Urban Winery & Hard Cidery · 616 Main Street, Stroudsburg, PA 18360
NEPA Comedy Fest presents Sam Miller Sat 10 Oct 2026, 7:15 PM — Comedy Newberry's Yard of Ale · 622 Main St, Stroudsburg, PA 18360 · 21+
NEPA Comedy Fest presents: Simeon Goodson Sat 10 Oct 2026, 9:30 PM — Comedy Newberry's Yard of Ale · 622 Main Street, Stroudsburg, PA 18360
Melvin Seals & JGB Thu 15 Oct 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $37 – $58.56
High Fidelity: An Intimate Screening with John Cusack Fri 16 Oct 2026, 7:00 PM — Live show Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $35 – $91.15
Mushroomhead / Fear Factory with Nine Treasures Sat 17 Oct 2026, 6:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $30 – $41.05
Rodrigo y Gabriela — OurHome Tour Thu 22 Oct 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $40 – $253.50
Insane Clown Posse Fri 23 Oct 2026, 6:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $65 – $80.85
Stryper: Four Decades & Counting Sun 25 Oct 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $35 – $75.70
Stroudsburg PA - Midget Mayhem “With Attitude" Mini Wrestling! (21+) Tue 27 Oct 2026, 7:30 PM — Theater Signature Saloon · 600 Main Street, Stroudsburg, PA 18360 · 21+
The Rock Place Pennsylvania Sunday Service! Sun 1 Nov 2026, 11:00 AM — Meetup The Penn Stroud Stroudsburg - Poconos, an Ascend Collection Hotel · 700 Main Street, Stroudsburg, PA 18360
Cozy Cat Yoga : Every Monday at 6 pm Mon 2 Nov 2026, 6:00 PM — class Cozy Kitty Cafe · North 4th Street #Intersection, Stroudsburg, PA 18360
Open Mic with a Twist Mon 2 Nov 2026, 6:00 PM — Comedy Signature Brewery & Saloon · Main Street, Stroudsburg, PA 18360
The Amity Affliction — House of Cards 2026 Fri 6 Nov 2026, 6:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $30 – $41.05
Life Group | The Rock Place Stroudsburg Fri 6 Nov 2026, 7:00 PM — Meetup WINGZ AND A PRAYER, STROUDSBURG · 9 North 6th Street, Stroudsburg, PA 18360
Rocky in Concert Thu 12 Nov 2026, 6:00 PM — Live show Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $35 – $46.20
Hazbin Hotel Burlesque / Cabaret Sat 14 Nov 2026, 7:00 PM — Burlesque Sherman Showcase · 522 Main St, Stroudsburg, PA 18360 · $15 – $21.10 · 18+
Zoltan Kaszas: Worldwide(ish) Tour Fri 20 Nov 2026, 6:30 PM — Comedy Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $35 – $67.80
Samantha Fish — Paper Doll Live World Tour Sat 21 Nov 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $37 – $58.56
Jessica Lynn's A Very Merry Classic Christmas Sat 5 Dec 2026, 6:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $35 – $53.41
The Michael Bublé Experience: A Very Bublé Christmas Sat 12 Dec 2026, 7:00 PM — Live music Sherman Theater · 524 Main St, Stroudsburg, PA 18360 · $39 – $71.92
Listings are seeded from venue and organiser calendars. See them on the map.