Stroudsburg Holiday Events

Santa Photos at Stroud Mall

344 Stroud Mall DR STE 454, Stroudsburg, PA 18360 27 Nov 2026

Stroudsburg Winter Wonderland Craft & Vendor Market

Stroud Mall 5 Dec 2026

The Eric Mintel Quartet: Charlie Brown Jazz Holiday Concert

524 Main St, Stroudsburg, PA, United States, Pennsylvania 18360 29 Nov 2026

Old Time Christmas

347 Quiet Valley Rd, Stroudsburg, PA, United States, Pennsylvania 18360 5 Dec 2026

Holiday Luncheon at the Stroud Mansion

900 Main Street, Stroudsburg, PA, United States, Pennsylvania 18360 3 Dec 2026

Yu-Gi-Oh 2026 Holiday Charity Tournament

564 Main St., Stroudsburg, PA 19 Nov 2026

Sip & Paint Class - Fa La La Fox

925 Ann Street Suite 101, Stroudsburg, PA, United States, Pennsylvania 18360 27 Nov 2026

Pick UR Poison … trail edition! ☠️

601 Main Street, Stroudsburg, PA 18 Nov 2026

Pet Photos with Santa at Stroud Mall

344 Stroud Mall DR STE 454, Stroudsburg, PA 18360 30 Nov 2026

Faith Holiday Market - 2026

1160 Clause Dr, Stroudsburg, PA, United States, Pennsylvania 18360 21 Nov 2026

4th Annual Toys for Tots Zumbathon

Pocono Family YMCA 5 Dec 2026

Stroudsburg's 3rd Smallest Flea Market

500 Main Street, Stroudsburg, PA, United States, Pennsylvania 18306 29 Nov 2026

Small Business Saturday/Cyber Monday

931 Ann St, Stroudsburg, PA, United States, Pennsylvania 18360 26 Nov 2026

Change: The Musical

524 Main St, Stroudsburg, PA, United States, Pennsylvania 18360 18 Dec 2026

Holiday Tricky Tray to Support Troop 86

Warrior Bar & Grill 5 Dec 2026

Women’s Christmas Tea

1160 Clause Dr, Stroudsburg, PA 19 Dec 2026

The Michael Bublé Experience Presents: A Very Bublé Christmas

524 Main St, Stroudsburg, PA, United States, Pennsylvania 18360 12 Dec 2026

Stroudsburg Area Music Supporters Craft Fair

Stroudsburg High School: Home of the Mountaineers 5 Dec 2026