Top 10 big cities and small towns to visit this Halloween

A house with pumpkins and a ghost in front of it for Halloween
October 8, 2025

Fall doesn’t just mean pumpkin spice lattes and colorful leaves; it also welcomes in the holiday season with some Halloween fun for all ages. From parades to parties and all the haunted houses in between, here’s our list of the top destinations to visit for a spook-tacular time.

1. New Orleans, Louisiana

The most haunted city in America

New Orleans tops our list for a reason. With its deep roots in voodoo, ghostly legends, and nonstop nightlife, this city knows how to throw a party.

Don’t miss:

Balcony in New Orleans decorated with skeletons for Halloween

2. New York, New York

The city that never sleeps…especially on Halloween

NYC turns into one giant costume party. Haunted houses, rooftop bashes, ghost tours, you name it. But the Village Halloween Parade steals the show, shutting down 6th Ave with dancing, music, and endless creativity.

Pro tip: Wear a costume and join the parade for free. No ticket required!

3. Orlando, Florida

Theme park magic with a spooky twist

Orlando is a Halloween paradise for families and thrill-seekers alike.

Must-dos:

4. Philadelphia, Pennsylvania

Where history meets horror

Philly’s Eastern State Penitentiary transforms into one of the country’s most famous haunted attractions into a Halloween festival with haunted houses, tours, and even a speakeasy in Al Capone’s old cell.

More thrills: Join the Dark Philly Adult Night Tour for an R-rated walk through ghost stories, grave robberies, and pirate legends.

halls of the Eastern State Penitentiary in Philadelphia, PA

5. Chicago, Illinois

Gangsters, ghosts, and ghouls

The Windy City delivers big Halloween energy.

Try these:

6. Sleepy Hollow, New York

A small town with a legendary past

Washington Irving’s Legend of Sleepy Hollow comes to life in this charming Hudson Valley town.

Don’t miss:

Halloween scarecrow with a carved pumpkin head, white shirt, black vest, and brown pants in a field.

7. Anoka, Minnesota

The Halloween capital of the world

Anoka hosted the first recorded Halloween celebration, which still goes all out today.

Join the fun:

  • Great Pumpkin Expo for some out-of-this-world pumpkins
  • A community-wide Halloween Parade
  • Medallion Hunt for a chance to win $400


View the whole Halloween calendar of events
here.

8. St. Helens, Oregon

Welcome to Halloweentown

This real-life movie town celebrates its claim to fame with the Spirit of Halloweentown festival, complete with giant pumpkins, parades, and celebrity guests.

Bonus: Visit Bella’s house from Twilight or join a haunted tour at the Klondike Tavern.

9. New Hope, Pennsylvania

Charming, cozy, and full of fall fun

This riverside town goes big on seasonal spirit.

Highlights:

10. Salem, Massachusetts

The OG city of witches

Salem’s haunted history makes it the ultimate Halloween destination.

Can’t-miss events:

Where are you headed this Halloween?

Eat, drink, and be scary this Halloween season with Faye Travel Insurance.

These activities and websites are suggestions and Faye is in no way associated with them. This post is meant to give you ideas and inspiration for a Halloween getaway.

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