Halloween Food, Drink, and Parties Near Winchester 2026

Boston Fenway's Halloween Bar Crawl features over 15 bars with thousands of costumed attendees. The event includes Halloween drink specials, themed cocktails, live DJs, and a costume contest. A ticket provides a wristband, digital map, and after-party access.

Boston Ghosts Boos and Brews Haunted Pub Crawl guides adults through Boston's haunted pubs. The tour shares tales of the city's spectral past while visiting historic and reportedly haunted locations.

Medford Oktoberfest, a fall celebration in Medford Square, features local businesses, restaurants, and community groups offering food, music, and activities.

This is Boston's official Halloween bar crawl, featuring over 50 exclusive venues across multiple city districts including Fenway, West End, Faneuil Hall, Theater District, Seaport, and Financial District. Attendees receive a wristband to avoid cover charges at participating bars, which...

The Massachusetts Breast Cancer Coalition presents its 29th Annual Lesbians & Friends LGBTQIA+ Dance, a Halloween Bash for Breast Cancer Prevention, on October 24, 2026, at Club Café in Boston. Costumes are encouraged.

High Street Place in Downtown Boston is a food hall with 20 eateries and bars, offering live music, DJ sets, weekly trivia nights, sports watch parties, and seasonal celebrations like Fall Fest.

Herbwell hosts a Halloween weekend celebration with costume contests, vendor pop-ups, music, and free snacks. The 21+ event at their Cambridge store offers spooky vibes and special savings on select products.

The Greatest Bar hosts The Greatest Haunted Mansion, a multi-level Halloween party with two DJs across four floors and three bars. A $500 cash prize will be awarded in a costume contest, and Halloween cocktails will be served until 2...

The Greatest Bar transforms into The Greatest Asylum for a Halloween event with a live DJ, multiple bars serving Halloween cocktails, and a 2 AM last call. Costumes are encouraged for this 21+ party across four floors.

An unofficial after-party for The Smashing Pumpkins concert takes place at The Greatest Bar, near TD Garden. Entertainment is provided across four floors with three bars, a live band on the first floor, and a 2 AM last call.

The Greatest Bar becomes The Greatest Graveyard for a Halloween celebration featuring four floors of décor, three bars with a 2 AM last call, and a live DJ. Costumes are encouraged for this 21+ event.

Boston's West End x North End Fall Social is a self-guided event where participants check in at The Greatest Bar for a Fall Tote and Passport. Hard cider sips, seasonal cocktails, donuts, fall treats, shopping pop-ups, DJs, and live music...

The 23rd Annual Mayhem and Madness Halloween Bash is a 21+ dance party at The Point Boston. The event features two floors of dancing with DJ Wali Shakir, a costume contest with a $200 cash prize, runner-up prizes, one drink...

The Boston Fenway Halloween Bar Crawl on October 31st, 2026, visits over four bars. Starting at 3:00 PM, participants receive venue entry, complimentary drinks or shots, and a digital map. Live DJs and a photographer will be present.

Newbury Street is the setting for The Fall Social, a self-guided celebration. Attendees receive a Fall Tote and Passport to explore participating venues, with hard cider sips, seasonal cocktails, donuts, shopping perks, and live music. Completing the Passport offers a...

Boston's SOJUba holds a 21+ Halloween event called House of Horrors. A live DJ will play music, and a full bar will be available. Costumes are encouraged.

The W Hotel Boston's ballroom transforms into the Haunted Hotel for a Halloween ball with a sophisticated party atmosphere, dramatic lighting, elegant décor, specialty cocktails, and a dance floor. VIP options are available.

This tasting features over 20 selected wines for cool evenings, from everyday bottles to special occasion selections. Attendees can sample wines, enjoy complimentary cheeses and charcuterie, and receive discounts on purchases.

Boston's Witch & Zombie Halloween Party Cruise sails for a night of spirits and DJ sets across multiple decks. Guests can enjoy food and cocktails. A costume contest for Witches, Zombies, and Horror Stars offers prizes. This 21+ event requires...

Boston's Sinners & Saints Halloween Party Cruise sails on the Provincetown II. Attendees can enjoy spirits, food, and DJ sets across multiple decks. A costume contest offers prizes for best 'sinner,' 'saint,' or 'horror star' costumes. This 21+ event requires...

HallowQueen: Drag & Burlesque Spectacular at Bully Boy Distillers includes drag, burlesque, and a costume contest. Music, drinks, and food are available at this event for the LGBTQ+ community and allies.

The Golden Ghouls Drag Show features Dorothy, Rose, and Blanche attempting to solve Sophia's disappearance before a Halloween performance. Attendees can win prizes for best spooky Golden attire.

Dorchester Brewing's Oktoberfest is an all-day celebration on October 3rd. The event features music from the Ben Cuba Band and Midnight Motion, stein holding competitions, Fest Bier, fall cocktails, and BBQ from M&M BBQ.

Dorchester Brewing Co. in Boston hosts a dinner theater show by the Murder Mystery Co. This interactive, comedic whodunit places attendees within the mystery. Participants can help solve the mystery while enjoying a three-course meal. A new show is featured...

Ayo Dee Presents "Are You Trickin' or Treatin'?" is a 21+ Halloween party requiring costumes for entry. A $100 cash prize goes to the best costume. Sweet Treat tickets must be claimed by midnight. No smoking is permitted inside; outside...

ReelHouse Marina Bay's Fall Patio Party features Sam Adams Jack-O, Angry Orchard, seasonal cocktails, and fall-inspired food. Live music, games, and stein-hoisting contests are offered.

Nightmare on Dunbar Ave is billed as the year's largest Halloween party, featuring Jam'n 94.5's DJ 4eign for his official birthday bash. A $1000 costume contest is available for attendees.

Get ready for Boston's ultimate Halloween Bar Crawl! This event invites costumed revelers to explore the city's best bars and pubs. Enjoy waived cover charges, exclusive drink specials up to 50% off, live music, and exciting contests. It's the perfect...

Birmingham's largest Halloween festival, Twisted Circus Halloween Blackout, takes over Sector 57 with a full venue takeover. Attendees can expect two rooms with different music genres, including RnB, Party Anthems, Afro House, and Amapiano. The event features a midnight confetti...

This Halloween party cruise transforms the Provincetown II yacht into a haunted venue for a night of good vs. evil. Expect over 500 guests in costume, with DJs spinning music as the boat cruises through Boston Harbor. A cash bar...

Aeronaut Brewing Company hosts a monthly Drag Night featuring local Queens Coleslaw and Severity Stone, a featured performer, and a newcomer.

Carnaloween Boston brings Brazilian Carnaval to the USA with live performers and dancers from Rio de Janeiro. The event combines Brazilian culture with Halloween, featuring music, dancing, and costumes.

The 8th Annual GAY BASH'D Halloween Bash, hosted by BOUDOIR, is an 18+ event for the LGBTQIA2S+ community and allies, featuring dancing and surprise guests.

Hurricanes hosts a Halloween night party featuring a live DJ spinning hits and a costume contest with prizes. Attendees can indulge in specially crafted Halloween-themed cocktails while enjoying a spooky atmosphere with ghoulish décor and chilling surprises. The event is...

Sim's BBQ will be at Idle Hands Craft Ales, serving smoked meats.

The 2025 Cambridge Halloween Bar Crawl combines Halloween and Día de Muertos traditions. Attendees visit bars decorated with spooky themes and glowing altars, with drink specials and themed cocktails.

Kiera's Cabaret brings its 'Nightmare on Commercial Street 2' drag show to Idle Hands Craft Ales. Attendees can expect spine-chilling performances, ghoulishly good craft beer, and a costume contest with prizes. This Halloween experience promises high-glam horror and campy chaos...

Dorchester Brewing Company in Boston provides weekly Hump Day Trivia, murder mystery challenges, and themed gatherings. The brewery serves house-made beers, cocktails, cider, and wine, with food from M&M BBQ. The taproom, rooftop greenhouse, and Museum of Bad Art are...