Best Halloween events in Boston

The Liberty Hotel is hosting a Barbie themed Halloween Party on Saturday, October 28.  The Liberty is offering VIP tables and special room packages that will be available for purchase, as well as options for a Barbie-themed dinner at Clink before you dance the night away. Get silly instead of spooky with pink cocktails, photo experiences, dancing and live sounds from DJ White and DJ Joshua Carl. Tickets start at $95.

Game On, Bleacher Bar, Bill's Bar, Lorettas, and Lansdowne Pub are hosting a three day Haunted Halloween bar crawl this spooky season,on Friday, October 27, Saturday October 28 and Tuesday October 31. The event will include themed drinks and bites, costume contests, t-shirts and entertainment at every stop. Tickets are only $9.99 per person. For more information, please see the event's website.

Don’t lose your head on Halloween night, when Rebel’s Guild at the Revere hotel hosts a creepy cool celebration of the headless horseman. For a flat price, guests will enjoy a special five-course dinner, alongside an a la carte, "creepy cocktail" list, haunted tunes, and spooky surprises throughout the night! For more information, including hours and reservations, please see the restaurant’s website.

Explore the spooky side of Boston on the Trolley of Terror. On this 90-minute tour, you’ll hear tales of the Boston Strangler, the murders and executions that took place on the Boston Common and paranormal activity at the Omni Parker House. Most of the tour is aboard the trolley, but you’ll also walk through two of the oldest burial grounds in the city and visit the site of a notorious grave-robbing scandal. The tour is available year-round, but Halloween is the best time to go (book tickets early), especially in costume.

The Tip Tap Room in Beacon Hill will be offering a special menu for Halloween and Dia de los Muertos, also known as the Day of the Dead. From October 30 through November 5, Chef Guzman, Tip Tap Room’s Executive Chef, will be running a Mexican-themed specials menu in honor of Halloween and Dia de los Muertos, which will include a chicken tortilla soup, wild boar chiles en nogada and churros with Mexican chocolate and caramel flan dipping sauces. 

For an early in the month event, head down to the Rocks at the Seaport for some live music from the Beacon Street Quartet on Tuesday, October 3 from 6 to 8pm. Hosted by JAM'N 94.5’s Ashlee Feldman, the event will feature a live musical performance of slasher scores and haunted harmonies from iconic Halloween films such as Ghostbusters, The Twilight Zone, Stranger Things, and The Addams Family, along with scores from beloved, festive family classics like The Nightmare Before Christmas and Harry Potter. Beer will be available for the 21+ crowd from Provincetown brewing, as well as complimentary popcorn from Puffy Clouds.

Celebrate the season at one of the best restaurants in Harvard Square, for a Halloween-themed dinner party. Executive Chef Nick Deutmeyer and his crew are celebrating the holiday and the finest seasonal ingredients with event-exclusive treats and tricks. The dinner takes place on October 29 at 6:30pm and you can find tickets for $125 on Open Table.

Bring a blanket or lawn chair to the brewery’s Everett taproom and take in a screening of Halloween classic Hocus Pocus on an inflatable, outdoor screen. There'll be plenty of great beer, cocktails, slushies and popcorn to go around. Find tickets for $4 each.

At the historic Old North Church visitors can explore the main floor and bell chamber, but there’s something far creepier beneath. The crypt below the Old North Church offers frightening fun with 37 vaults containing an estimated 1,100 bodies entombed between 1732 and 1860. On this dark and claustrophobic tour, you’ll learn how and why crypts were constructed in colonial Boston.

One of the oldest and most historic hotels in Boston, the Omni Parker House is believed to be haunted. Originally built in 1855 and then rebuilt in 1927, the hotel is a stop on many ghost tours. There have been reported sightings on the 9th and 10th floors of a bearded gentleman dressed from the Colonial era, and the 3rd floor has been said to have its share of paranormal activity as well.

The Fall River sight of the famous unsolved Borden murders, which daughter Lizzie was acquitted of committing, is available for overnight stays. Stay in Lizzie’s room, or her parents room where the axe murders took place. If that’s too scary for you, you can tour the house during the safety of daylight.

Boston Ghosts offers a chilling look into a more supernatural side of Boston. There are endless ghost stories to tell, from religious quarrels to fiery locals. You'll take a tour through downtown Boston’s most haunted hotspots and explore both the paranormal and historical worlds.