Top 10 big cities and small towns to visit this Halloween

A house with pumpkins and a ghost in front of it for Halloween

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 top spot on our list goes to one of the most haunted cities in America with tons of events focused on voodoo and supernatural history. New Orleans has a reputation for costumes, music and late-night parties. And while Mardi Gras might take the cake for the biggest celebration of the year, Halloween doesn’t disappoint. You can enjoy the famous Krewe of Boo parade in the French Quarter or the more family-friendly version, Boo at the Zoo. There are tons of activities for everyone in the Big Easy, and if you can’t make it for Halloween, you can find famous cemeteries and spooky happenings all year long.

Balcony in New Orleans decorated with skeletons for Halloween

2. New York, New York

New York isn’t called the city that doesn’t sleep for nothing and Halloween is definitely a local favorite. There are plenty of celebrations, haunted houses and ghost tours to take part in, but the main attraction is the Village Halloween Parade. This festive event shuts down lower Manhattan from Canal St to W 15th Street down 6th Ave and draws visitors from all over the world. The best part: all are welcome to join in on the fun for free. Just wear a costume and prepare to dance your way down 6th Ave.

3. Orlando, Florida

The theme park capital of the country is home to Walt Disney World, SeaWorld, Legoland and Universal. Most of the parks and attractions in town are family-friendly through the Halloween season, with the highlight being Mickey’s Not So Scary Halloween Party at Disney’s Magic Kingdom.

If you’re looking for more thrills and chills, head over to Universal Studio’s Halloween Horror Nights with 10 haunted houses and scare zones that will send chills down your spine. The bonus–the weather is quite nice at the end of October in Florida, so you don’t have to worry about a warm costume that suits cold weather.

4. Philadelphia, Pennsylvania

One of America’s most historic cities is also home to the largest and most well-known haunted houses located in the Eastern State Penitentiary. The Penitentiary is a real, abandoned 10-acre prison that is transformed into a Halloween festival with five haunted houses, historic tours and even a speakeasy bar in Al Capone’s Cell. It’s an interactive experience where you can opt into being part of the story or just observe. 

You can also participate in the Dark Philly Adult Night Tour, where you’ll learn the R-rated stories about some of America’s most significant landmarks, including ghost stories, affairs, grave robberies and even pirate ghost ship tales.

halls of the Eastern State Penitentiary in Philadelphia, PA

5. Chicago, Illinois

With its mobsters, haunted history and all-night parties, the windy city is a spooky spot to celebrate All Hallows Eve. Check out one of the many tours offered to get you and the whole family in the spirit, like the 2-hour ghosts and gangsters kayak tour that lets you explore the darker side of the Chicago River. Something else fun for all ages is the Night of 1,000 Jack-o’-Lanterns at the Chicago Botanical Gardens. 

If you’re looking for a 21+ night out, opt for the Godfrey’s Haunted Hotel which boasts a rooftop event complete with haunted igloos, terrifying performers and spooky surprises.

6. Sleepy Hollow, New York

When it comes to small-town Halloween fun, legendary Sleepy Hollow takes the cake. This town’s name might ring a bell as it was made famous by Washington Irving’s short story The Legend of Sleepy Hollow. There’s plenty to do in this Hudson Valley town from mid-September until the end of October. You can tour Irving’s estate, decked out with Halloween exhibits and activities, take in the Great Jack O’Lantern Blaze with 7,000 hand-carved pumpkins at the Van Cortlandt Manor, or join a walking tour through the town cemetery for a ghostly experience. There is so much to do in this not-so-sleepy little town. They even call it the most wonderful time of the year.

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

7. Anoka, Minnesota

This self-proclaimed “Halloween Capital of the World” is credited with hosting the first ever Halloween event in the books and it keeps the party going year after year. There are many activities in this quaint town to pump you up for the big event – from movie nights to a Halloween parade and everything in between. Two of our favorites are a Gray Ghost 5k just before the holiday to prepare for all the candies and sweets and a Pumpkin Smash to compost the carved orange veggies into the soil after Halloween, an environmentally friendly initiative we are all about.

8. St. Helens, Oregon

Welcome to Halloweentown! St. Helens was famously transformed into a spooky wonderland for Disney’s 1998 Halloweentown movie, and it has continued to embrace that magical spirit every year with the Spirit of Halloweentown festival. During the festival, this town comes alive with events like St. Helens’ annual giant pumpkin lighting, celebrity appearances and Ghouls Gambol Road Rally. It’s also known as one of America’s most haunted cities, so there are plenty of haunted houses and tours to take part in, like this one at the Klondike Tavern.

Bonus: Fans of Twilight can also check out Bella’s house here, as well!

9. New Hope, Pennsylvania

Nestled along the Delaware River, this charming town comes alive with Halloween spirit and kicks it off in early September with Scarecrows in the Village. Here, you can wander through Peddler’s Village and vote on the best scarecrow or create your own in a scarecrow-making workshop. For some more family-friendly fun, head to Sesame Place for The Count’s Halloween Spooktacular. If you’re up for more thrilling entertainment, you can join a lantern-led ghost tour, jump on the Haunted Halloween Train or take a hayride through the woods at Sleepy Hollow Haunted Acres.

New Hope Ivyland Railroad

10. Salem, Massachusetts

No Halloween destination list would be complete without Salem, the original city of the supernatural. Famous for the 1692 Salem Witch Trials, this historic New England village still draws visitors eager to explore its haunting past–especially during the spooky season. October is prime time to celebrate with Haunted Happenings, a month-long Halloween event. For traditional Halloween fun, you can join the Hawthorne Hotel’s Halloween Ball. And if you’re looking for something more immersive, dive into the Festival of the Dead, where you can experience the psychic fair to talk to paranormal experts or head over to Gallows Hill to take in a witch trial or ghost hunt.

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.

Read more with Faye