Stroudsburg Holiday Events

Holiday events Happening Next in Stroudsburg, PA

Poconos Freestyle Takeover 2: A Freestyle Christmas

 524 Main St, Stroudsburg, PA, United States, Pennsylvania 18360 20 Dec 2025
ENTERTAINMENT

Live Music w/ Joey Lannigan @ Happy Hour Bar & Grill

 608 Clermont Ave, Stroudsburg, PA, United States, Pennsylvania 18360 13 Sep 2025
MUSIC

Come Sail the High Seas of Art on Saturday, Sept. 6th from 6 - 8pm!

 18 North Seventh Street, Stroudsburg, PA, United States, Pennsylvania 18360 6 Sep 2025
ART

Fall Splendor at Eastern Monroe Public Library

 Eastern Monroe Public Library 8 Sep 2025
ART

Rodeo Dog Trial

 1501 N 5th St, Stroudsburg, PA, United States, Pennsylvania 18360 14 Sep 2025
DOG

Jessica Lynn's A Very Merry Classic Christmas

 Sherman Theater 6 Dec 2025
HOLIDAY

24th Annual Senior Prom

 809 Main St, Stroudsburg, PA, United States, Pennsylvania 18360 9 Nov 2025

Triple M Treats® at Stroudsburg Area Music Supporters Holiday Craft & Vendorfest

 Stroudsburg High School 6 Dec 2025
CHRISTMAS-MARKETS-AND-FAIRS

Triple M Treats® at Stroudsburg Area Music Supporters Holiday Craft & Vendorfest

 Stroudsburg High School 6 Dec 2025
CHRISTMAS-MARKETS-AND-FAIRS