The Best Cities to Visit for Halloween (and where to stay)

Halloween is upon us, and there is a surplus of cities around the world that offer visitors an extra-chilling experience for Alls Hallows’ Eve. From their rich history to the modern-day activities and celebrations that take place, there are certain towns that just know how to do Halloween. Read on for the best places to celebrate, from American cities to those abroad, and get the details on some of the best places to stay.


Salem, Massachusetts


Home to the infamous witch trials, Salem, Massachusetts has taken its spooky past in stride and used it to create what is arguably one of the best Halloween nights found anywhere in the world. The celebrations include live theater, creepy museums, haunted houses and rides, a carnival and much more.

If you are looking for a great place to stay during the festivities, consider booking at Brimblecomb Hill Bed and Breakfast. This historic house has been called home by many people of the past, and offers historic charm you are sure to appreciate.

Brimblecomb Hill B&B photo by Trip Advisor

Orlando, Florida


Though the theme park capital of the States may seem like a strange place to go for Halloween, we can promise you won’t regret this decision. All of the major theme parks in the area offer incredible Halloween celebrations, which means tons of scary fun for you and your family.

Some of our favorite theme park celebrations include Universal Orlando’s “Halloween Horror Nights,” which includes nine houses, two scare zones and two shows that are based on shows and movies like American Horror Story, The Exorcist, Texas Chainsaw Massacre, The Walking Dead and more. And for the families (or for the more faint of heart), we recommend “Mickey’s Not So Scary Halloween Party” at the Magic Kingdom in Walt Disney World.

A hot spot for tourists, Orlando has an insane amount of places to stay — and we know because we checked. This Halloween, we found more than 2,500 listings available for rent in Orlando (at the time of publishing). For those seeking a chic and affordable hotel experience, we would opt for The Waldorf Astoria, and if you’re more of a home-away-from-home sort of traveler, check out this room in an Airbnb downtown.


Braşov, Romania



Okay, so clearly Dracula’s castle is a creepy place to be. Do you know what makes it even creepier? Visiting on the Day of the Dead! Tours of the castle are available year-round, but because the residents of Romania will be celebrating right along with you, Halloween is the ideal time to visit.

There are plenty of places to stay near the Bran castle. One of our favorites is Conacul Bratescu. A boutique hotel built in an authentic Romanian mansion, the hotel is less than a 10 minute walk from the castle. Each room has a unique design story, and the owners have done an incredible job of combining local elements with Romanian traditions.

Mic-dejun-la-conac-Bratescu-Boutique-Hotel 2

London, England


Whether you are looking to visit favorite literary characters such as Roald Dahl’s The Twits or J.K. Rowling’s Harry Potter, or simply go on a ghost hunt, you are sure to find exactly what you are looking for in London.

The scariest attraction around? We love The London Dungeon. This is more than a haunted house, and certainly isn’t for the faint of heart. The Dungeon puts you face-to-face with such creepy characters as Jack the Ripper and Sweeney Todd, and will have you feel as if you’re fighting for your life against terrifying spirits.

For the budget-minded traveler, we recommend staying at the Staybridge Suites London — Stratford City. This hotel offers guests a comfortable room at an affordable price. And if you’re looking to stay in the trendy neighborhood of Shoreditch, we love this two-bedroom space that sleeps up to six.


Sleepy Hollow, New York

Sleepy Hollow Cemetery. Photo by rufus on Flickr.
Sleepy Hollow Cemetery. Photo by rufus on Flickr.

Obviously, the hometown of the Headless Horseman simply must be on this list. Many of the town’s residents still claim Headless Horseman sightings on a regular basis, and the cemetery tours (both the daytime and lantern versions) couldn’t get much spookier. Other entertainment options include parades, live, music and street fairs, to name a few.

If you live in NYC, we love that Sleepy Hollow is an insanely easy escape from the city — it takes under an hour to get there by train or about an hour by car.  There are a ton of gorgeous homes that you can rent a room in like this one which give city-dwellers a fun escape from the city for the weekend. And for Halloween weekend, we’re pretty sure Crabtree’s Kittle House, a charming and well-designed B&B, is the perfect excuse to slip out of the city with friends for a weekend filled with exchanging horror stories, watching scary movies and more.



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