Entertainment events in Stroudsburg

Check out happening entertainment events all around Stroudsburg, PA

Poconos Freestyle Takeover 2: A Freestyle Christmas

 Sat, 20 Dec at 07:00 pm 524 Main St, Stroudsburg, PA, United States, Pennsylvania 18360

Kip Moore in Stroudsburg

 Fri, 12 Dec at 08:00 pm Sherman Theater

Trinity Centennial Band Annual Holiday Concert

 Sun, 14 Dec at 02:00 pm Stroudsburg High School

Kip Moore in Stroudsburg

 Fri, 12 Dec at 08:00 pm Sherman Theater

Live Music with Walter Lee @ Happy Hour Bar & Grill

 Sat, 13 Dec at 07:00 pm 608 Clermont Ave, Stroudsburg, PA, United States, Pennsylvania 18360

Live Music w/ Brian Kibler @ Happy Hour Bar & Grill

 Fri, 26 Dec at 07:00 pm 608 Clermont Ave, Stroudsburg, PA, United States, Pennsylvania 18360

Regina Sayles @ Happy Hour Bar & Grill

 Sat, 03 Jan at 07:00 pm 608 Clermont Ave, Stroudsburg, PA, United States, Pennsylvania 18360

Christmas Ugly Sweater Party

 Sat, 13 Dec at 04:00 pm 344 Stroud Mall Road, Stroudsburg, PA, United States, Pennsylvania 18360

We the Living @ Sarah Street Grill

 Sun, 14 Dec at 08:30 pm Sarah Street Grill

Grierfest Christmas Comedy Show

 Sat, 13 Dec at 08:00 pm 522 Main St, Stroudsburg, PA, United States, Pennsylvania 18360

Coffee & Comedy

 Sat, 13 Dec at 09:30 am Bloom Waldessori Play Space

December 2025 Poconos Underground Comedy!

 Fri, 12 Dec at 07:30 pm Newberry's Yard of Ale USD 0 to 25

Social Parasite

 Fri, 12 Dec at 08:00 pm 522 Main St, Stroudsburg, PA 18360-2028, United States

Maddie & Tae in Stroudsburg

 Sat, 28 Feb at 07:00 pm Sherman Theater

Tyson Events Ice Melting R & B Winter Weekend GetAway

 Fri, 20 Feb at 06:30 pm Stroudsburg, PA USD 535

NEW QUEER'S EVE - The Gayest New Year's Eve Party in Stroudsburg 2026

 Wed, 31 Dec at 08:00 pm Create & Be Art Studio USD 29

Craig Ferguson

 Thu, 04 Dec at 07:00 pm Sherman Theater

Voice Lab: Comedy + Storytelling + Humor Workshop (all skill levels)

 Mon, 01 Dec at 06:00 pm Signature Saloon Axe Throwing & Smash Room USD 135