Your version of Internet Explorer is no longer supported. Please upgrade your browser.

find Halloween events for every vibe.

Holiday events in Princess Anne, MD

Search for something you love or check out popular events in your area.

Rehoboth Beach Historical Tour - Sea Witch Festival Weekend
Fri, Oct 24, 11:00 AM
Rehoboth Manor · Anna Hazzard Museum
Rehoboth Beach Historical Tour - Sea Witch Festival Weekend
Fri, Oct 24, 11:00 AM
Rehoboth Manor · Anna Hazzard Museum
NYE 2026 WINTER WHITE DANCE PARTY
Wed, Dec 31, 9:00 PM
Shockley Heights · Diego's Bar Nightclub, Rehoboth Avenue Extension, Rehoboth Beach, DE
NYE 2026 WINTER WHITE DANCE PARTY
Wed, Dec 31, 9:00 PM
Shockley Heights · Diego's Bar Nightclub, Rehoboth Avenue Extension, Rehoboth Beach, DE
Fall Movie Night | Practical Magic at The Wildset
Fri, Oct 24, 7:00 PM
St. Michaels · 209 N Talbot St
Fall Movie Night | Practical Magic at The Wildset
Fri, Oct 24, 7:00 PM
St. Michaels · 209 N Talbot St
Just added!
VIP HOLIDAY PREMIERE @ NyJhria
Sat, Nov 1, 7:00 PM
Virginia · Compass Entertainment Complex
Just added!
VIP HOLIDAY PREMIERE @ NyJhria
Sat, Nov 1, 7:00 PM
Virginia · Compass Entertainment Complex
Succulent Holiday Wreath
Thu, Dec 4, 11:30 AM
Virginia · Compass Entertainment Complex
Succulent Holiday Wreath
Thu, Dec 4, 11:30 AM
Virginia · Compass Entertainment Complex
Holiday Edition Bingo!
Sat, Nov 15, 5:00 PM
Prince Frederick · Calvert Elks Lodge #2620
Holiday Edition Bingo!
Sat, Nov 15, 5:00 PM
Prince Frederick · Calvert Elks Lodge #2620
MAKE A HOLIDAY DOOR SWAG
Sat, Dec 20, 10:30 AM
Delaware · Killens Pond State Park Nature Center
MAKE A HOLIDAY DOOR SWAG
Sat, Dec 20, 10:30 AM
Delaware · Killens Pond State Park Nature Center
Binglow - Halloween Bingo!
Sat, Oct 25, 8:00 PM
West Beach · The Overlook at Rod 'N' Reel Resort
Binglow - Halloween Bingo!
Sat, Oct 25, 8:00 PM
West Beach · The Overlook at Rod 'N' Reel Resort
Sales end soon
Be Salty’s Trick or Treat Fall Festival at Makers Market
Saturday at 3:00 PM
Delaware · Makers Market
Sales end soon
Be Salty’s Trick or Treat Fall Festival at Makers Market
Saturday at 3:00 PM
Delaware · Makers Market
2025 Brews, Boos, & Broomsticks
Sat, Oct 25, 1:00 PM
Harlemtown · 413 S Bedford St
2025 Brews, Boos, & Broomsticks
Sat, Oct 25, 1:00 PM
Harlemtown · 413 S Bedford St
Be Salty’s Holiday Vendor Village & Santa
Sat, Dec 20, 4:00 PM
Delaware · 16570 Seashore Hwy
Be Salty’s Holiday Vendor Village & Santa
Sat, Dec 20, 4:00 PM
Delaware · 16570 Seashore Hwy
Christmas With the K9s
Sat, Nov 29, 6:00 PM
Chester · Cult Classic Brewing
Christmas With the K9s
Sat, Nov 29, 6:00 PM
Chester · Cult Classic Brewing
Oxford Holiday Market
Fri, Dec 12, 4:00 PM + 2 more
Oxford · Oxford Community Center
Oxford Holiday Market
Fri, Dec 12, 4:00 PM + 2 more
Oxford · Oxford Community Center
Halloween Candle Workshop @ Tre Sorelle Dolce
Sun, Oct 5, 2:00 PM
Garton Development · Tre Sorelle Dolce Ice Cream & Italian Ice
Halloween Candle Workshop @ Tre Sorelle Dolce
Sun, Oct 5, 2:00 PM
Garton Development · Tre Sorelle Dolce Ice Cream & Italian Ice
Just added!
Sunday Funday Pumpkin Painting
Sun, Oct 19, 2:00 PM
Virginia · Zoll Vineyards
Just added!
Sunday Funday Pumpkin Painting
Sun, Oct 19, 2:00 PM
Virginia · Zoll Vineyards
Just added!
Crafts, Cider & Candy Harvest Family Fun
Fri, Oct 31, 5:00 PM
Schoolview · The CURE (Division St. Location)
Just added!
Crafts, Cider & Candy Harvest Family Fun
Fri, Oct 31, 5:00 PM
Schoolview · The CURE (Division St. Location)
Hoot & Howl Nature Prowl: Trick-or-Treat Trail
Thu, Oct 30, 6:00 PM + 7 more
Cape May · Nature Center of Cape May
Hoot & Howl Nature Prowl: Trick-or-Treat Trail
Thu, Oct 30, 6:00 PM + 7 more
Cape May · Nature Center of Cape May
Sales end soon
AmericanK9's 2nd Annual Paws and Pumpkins Fall Fest!
Saturday at 11:00 AM
Maryland · AmericanK9 Dog Training, LLC
Sales end soon
AmericanK9's 2nd Annual Paws and Pumpkins Fall Fest!
Saturday at 11:00 AM
Maryland · AmericanK9 Dog Training, LLC
Halloween Spooktacular! - October 19, 2025
Sun, Oct 19, 3:00 PM
Bloomsbury Square · St. John's College
Halloween Spooktacular! - October 19, 2025
Sun, Oct 19, 3:00 PM
Bloomsbury Square · St. John's College
Annapolis Chocolate Binge Festival 2025
Sun, Dec 7, 11:00 AM
Bay View Heights · 53 West St
Annapolis Chocolate Binge Festival 2025
Sun, Dec 7, 11:00 AM
Bay View Heights · 53 West St

Trends in Princess Anne

Explore more trends

Explore more trends

Frequently asked questions about Princess Anne

What are the best events to attend?

According to Eventbrite, the best events are:

Rehoboth Beach Historical Tour - Sea Witch Festival Weekend

NYE 2026 WINTER WHITE DANCE PARTY

Fall Movie Night | Practical Magic at The Wildset

VIP HOLIDAY PREMIERE @ NyJhria

Which events are currently trending in Princess Anne?

The trending searches this month in Princess Anne are:

princess anne civic center

ella fitzgerald performing arts md

craft fairs venders salisbury

Which events are coming up?

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

AmericanK9's 2nd Annual Paws and Pumpkins Fall Fest!

Be Salty’s Trick or Treat Fall Festival at Makers Market

Halloween Candle Workshop @ Tre Sorelle Dolce

Sunday Funday Pumpkin Painting