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Holiday Events and Things to do in East Stroudsburg, PA

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Headless Horseman rides into Chester!
Sat, Oct 3, 6:00 PM
Chester · 54 Main St suite 1
Headless Horseman rides into Chester!
Sat, Oct 3, 6:00 PM
Chester · 54 Main St suite 1
The Witchery 2026
Sat, Oct 17, 4:00 PM
Denville · Ayres Knuth Farm in Denville, NJ
The Witchery 2026
Sat, Oct 17, 4:00 PM
Denville · Ayres Knuth Farm in Denville, NJ
"Date Change" 62nd Annual Mercedes Benz June Jamboree (June 13th)
Saturday at 8:30 AM
Ho-Ho-Kus · The Hermitage
"Date Change" 62nd Annual Mercedes Benz June Jamboree (June 13th)
Saturday at 8:30 AM
Ho-Ho-Kus · The Hermitage
Going fast
The Red White & Woof - Four Paws Annex 2nd yr Anni + USA turns 250
Sunday at 12:00 PM
Chester · 54 Main St
Going fast
The Red White & Woof - Four Paws Annex 2nd yr Anni + USA turns 250
Sunday at 12:00 PM
Chester · 54 Main St
Shop For Dad Pop Up!
Sat, Jun 20, 12:00 PM + 1 more
Bethlehem · The Outlets at Wind Creek
Shop For Dad Pop Up!
Sat, Jun 20, 12:00 PM + 1 more
Bethlehem · The Outlets at Wind Creek
Summer Craft & Vendor Pop Ups!
Sat, Jul 11, 12:00 PM + 7 more
Bethlehem · The Outlets at Wind Creek
Summer Craft & Vendor Pop Ups!
Sat, Jul 11, 12:00 PM + 7 more
Bethlehem · The Outlets at Wind Creek
Autumn Craft & Vendor Pop Ups!
Sat, Sep 12, 12:00 PM + 5 more
Bethlehem · The Outlets at Wind Creek
Autumn Craft & Vendor Pop Ups!
Sat, Sep 12, 12:00 PM + 5 more
Bethlehem · The Outlets at Wind Creek
It's A Tricky Craft & Vendor Show
Sat, Oct 24, 11:00 AM
Schnecksville · Schnecksville Fire Co
It's A Tricky Craft & Vendor Show
Sat, Oct 24, 11:00 AM
Schnecksville · Schnecksville Fire Co
Christmas in July
Sun, Jul 19, 12:00 PM
staten island · Angelinas Ristorante
Christmas in July
Sun, Jul 19, 12:00 PM
staten island · Angelinas Ristorante
Fourth of July Fireworks at 902 Brewing – Rooftop Views & Craft Beer
Sat, Jul 4, 7:00 PM
Jersey City · 902 Brewing Co .
Fourth of July Fireworks at 902 Brewing – Rooftop Views & Craft Beer
Sat, Jul 4, 7:00 PM
Jersey City · 902 Brewing Co .
Going fast
NYC Bus Trip* June 13 , 2026 Depart Chesapeake, VA
New York · Herald Square
Going fast
NYC Bus Trip* June 13 , 2026 Depart Chesapeake, VA
New York · Herald Square
Autumn Craft & Vendor Show
Sun, Aug 30, 11:00 AM
East Greenville · East Greenville Fire Company
Autumn Craft & Vendor Show
Sun, Aug 30, 11:00 AM
East Greenville · East Greenville Fire Company
Watch the Magic Unfold - New York’s 53rd Annual Village Halloween Parade
Sat, Oct 31, 7:00 PM
New York · VIP Checkin
Watch the Magic Unfold - New York’s 53rd Annual Village Halloween Parade
Sat, Oct 31, 7:00 PM
New York · VIP Checkin
Be a Part of the Magic - New York’s 53rd Annual Village Halloween Parade
Sat, Oct 31, 7:00 PM
New York · Eventbrite Checkin
Be a Part of the Magic - New York’s 53rd Annual Village Halloween Parade
Sat, Oct 31, 7:00 PM
New York · Eventbrite Checkin
Just added
NYC's Ultimate 4th of July: Front Row Fireworks!
Sat, Jul 4, 7:00 PM
New York · Downtown Skyport
Just added
NYC's Ultimate 4th of July: Front Row Fireworks!
Sat, Jul 4, 7:00 PM
New York · Downtown Skyport
Christmas in July 2026
Thu, Jul 16, 6:30 PM
New York · The Ivory Peacock
Christmas in July 2026
Thu, Jul 16, 6:30 PM
New York · The Ivory Peacock
Going fast
NYC Thanksgiving Day Parade Viewing Brunch 6TH AVENUE LOFT 2026
Thu, Nov 26, 8:00 AM
New York · 6th Avenue Loft | PREMIUM FRONT ROW VIEWS OF THE PARADE
Going fast
NYC Thanksgiving Day Parade Viewing Brunch 6TH AVENUE LOFT 2026
Thu, Nov 26, 8:00 AM
New York · 6th Avenue Loft | PREMIUM FRONT ROW VIEWS OF THE PARADE
New York City Bus Trip* Virginia Beach ~ Dec 5th, 2026 Depart Kemps River
Sat, Dec 5, 1:00 AM
New York · West 34th Street
New York City Bus Trip* Virginia Beach ~ Dec 5th, 2026 Depart Kemps River
Sat, Dec 5, 1:00 AM
New York · West 34th Street
NYC Bus Trip* Departing Chesapeake, VA * Dec 5, 2026
New York · Herald Square
NYC Bus Trip* Departing Chesapeake, VA * Dec 5, 2026
New York · Herald Square
NYC Bus Trip * Departing Chesapeake, VA., Dec 19, 2026
Sat, Dec 19, 1:00 AM
New York · Manhattan
NYC Bus Trip * Departing Chesapeake, VA., Dec 19, 2026
Sat, Dec 19, 1:00 AM
New York · Manhattan

Trends in East Stroudsburg

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Frequently asked questions about East Stroudsburg

What are the best festival events to attend?

According to Eventbrite, the best festival events are:

Headless Horseman rides into Chester!

The Witchery 2026

Summer Craft & Vendor Pop Ups!

Autumn Craft & Vendor Pop Ups!

Which events are currently trending in East Stroudsburg?

The trending searches this month in East Stroudsburg are:

Which festival events are coming up?

Discover the best festival events happening soon – you don't want to miss them:

"Date Change" 62nd Annual Mercedes Benz June Jamboree (June 13th)

The Red White & Woof - Four Paws Annex 2nd yr Anni + USA turns 250

Shop For Dad Pop Up!

Fourth of July Fireworks at 902 Brewing – Rooftop Views & Craft Beer