10 Can’t-Miss Halloween Events around Boston

The city's essential Halloween events this year including the Frog Pond pumpkin float, the canine promenade along the Esplanade, and more.

halloween events pumpkin float

Photo by Kaitlyn Heayden

 Boston Frog Pond Pumpkin Float

Boston’s annual Frog Pond Pumpkin Float is the perfect way to celebrate the season with the whole family. Bring an 8-inch jack-o-lantern to the Frog Pond in Boston Common and watch as it’s illuminated and set afloat on the water. Music, crafts, and refreshments will also be on hand while the pond fills up with glowing pumpkins.

Free, October 19, 5 p.m.-8 p.m., Boston Common Frog Pond, 38 Beacon St., Boston,

Halloween Movie Screenings at the Brattle Theatre

While Halloween being on a Wednesday this year might be dampening the festivities for some, Cambridge’s Brattle Theatre is committed to making the most of it. The historic theater is screening a handful of classic sci-fi and horror flicks all week leading up to Halloween, including a 35 millimeter double-feature of Poltergeist and The Innkeepers as well as a showing of the 2012 horror-comedy favorite Cabin in the Woods on Halloween night. Check out the Brattle’s website for a full schedule of their screenings. And don’t forget to read their ranked list of the best Halloween movies of all time.

$14, October 24-31, various times, the Brattle Theatre, 40 Brattle St., Cambridge,

Halloween Horror Marathon

Coolidge Corner Theatre is back with its spookiest tradition: a twelve-hour marathon of classic horror films just days before Halloween. The marathon kicks off at midnight on October 27 with screenings of The War of the Worlds and Alien. The other five films won’t be announced until they appear on the screen, so make sure not to miss a chance to see your favorite scary movies at one of Boston’s most beloved theaters. Tickets are $25 for the double feature and $30 for the marathon.

$25+, October 27, 11:59 p.m., Coolidge Corner Theatre, 290 Harvard St., Brookline,

halloween events canine promenade

Photo by the Esplanade Association

8th Annual Canine Promenade

Dog-lovers who find themselves on the Charles River Esplanade on October 27 will be in for a treat as hundreds of costumed pups and their owners participate in the 8th Annual Canine Promenade. The half-mile Halloween costume parade is free for spectators and $20 if you want to register your pup and participate. Every registered furry friend will receive a goodie bag and be eligible for various prizes.

Free or $20, October 27, 12 p.m.-2 p.m., Fiedler Field, Charles River Esplanade, Boston,

Halloween Pet Parade at Faneuil Hall Marketplace

In case you couldn’t get enough of the furry festivities at the Canine Promenade, Faneuil Hall Marketplace is hosting another Pet Parade on October 27. Registered pets and owners can even walk the red carpet for a panel of judges at the end of the event and compete for prizes like Best of Show, Best Owner and Pet Combo, Most Creative, and Spookiest. You won’t want to miss out.

Free, October 27, 12 p.m.-2 p.m., Faneuil Hall Marketplace, Boston,

Cirque of the Dead

This spooky circus spectacle is returning to the American Repertory Theater’s second stage at OBERON this year. There will seldom be a dull moment at “Cirque of the Dead,” with live music, specialty cocktails, and monstrous acrobats entertaining guests well into the night.

$30+, October 19-31, various times, OBERON, 2 Arrow St., Cambridge,

Titanic Masquerade

For one night, the Spirit of Boston Yacht will play host to over 600 costumed partygoers as it transforms into a ghostly Titanic. Enjoy breathtaking views of the Boston skyline or dance the night away to music from four different DJs.

$50+, October 27-28, 10:30 p.m.-2:30 a.m., Spirit of Boston Yacht, 200 Seaport Blvd., Boston,

Halloween Arts Festival @ Herter Park

A Halloween Arts Festival is coming to the Herter Park Amphitheater on October 27. The event is free to attend and great for kids of all ages. It will include live entertainment, various Halloween-themed activities, and a costume parade, all with the added bonus of the natural beauty of the park set right along the Charles River.

Free, October 27, 2 p.m.-9:30 p.m., Herter Park Amphitheater, 1175 Soldiers Field Road, Boston,

Halloween pARTy

The Brookline Arts Center is back with its Halloween pARTy. The event features unique art from a long list of local artists, pumpkin painting and costume contests, a photo booth, and plenty of refreshments. All artwork on display will also be available for purchase.

$25, October 27, 7 p.m.-9:30 p.m., Brookline Arts Center, 86 Monmouth St., Brookline,

PRU BOO Charity Trick or Treating Event

The Prudential Center is hosting a trick-or-treating event for charity on October 28. Families can bring their children to trick-or-treat at over 50 participating stores, all while enjoying fun activities like face painting and magic shows. For a $5 donation to the Play Brigade, each child will receive a trick-or-treating bag to carry the goodies they receive. The Play Brigade is a Chestnut Hill charity dedicated to providing inclusive recreational opportunities for children living with disabilities.

$5, October 28, 11 a.m.-2 p.m., Prudential Center, 800 Boylston St., Boston,