Boston events October 2018. Things to do in Boston.

Best events for 12 months

Boston events October 2018

Young achievers conference

October 1 - 3, 2018
(begins Sept. 30)
multiple locations
Under 30 Summit is a pricey series of music, food, drink, networking, famous speaker, and public service events for young entrepreneurs and game-changers.

Fashion week

October 1 - 6, 2018
(begin Sept. 30)
Boston locations
Boston Fashion Week showcases the work of local fashion designers with runway shows, exhibits, panels, receptions, and networking parties.

Halloween on the farm

October 1 - 31, 2018
(begins Sept. 8)
22 miles north
A ticket to Connors Farm Corn Maze also includes hayrides, pedal carts, and activities in Danvers. The flashlight maze and haunted farm are only open Friday and Saturday nights, plus Oct. 7 & 31.

Whisky tasting

October 4, 2018
(7:30 to 10 p.m.)
0.6 miles SW
The Whisky Extravaganza includes unlimited tastes of more than 100 whiskies, culinary pairings, and master classes at the Hyatt Regency Boston for age 21+.

Short-film festival

October 4, 2018
(also Sept. 27 & 30)
7.6 miles NE
Join people worldwide watching the Manhattan Short Film Festival and voting for their favorites. You can see the films at the Regent Theatre in Arlington.

Horror films in Salem

October 4 - 14, 2018
18 miles NE
Salem Horror Fest invites you “to examine the themes of fear and the American experience within the horror genre” with films and special guests at Salem venues.

Ticket deal $5 to $13

Haunted ski area

October 4 - 31, 2018
(begins Sept. 28)
29 miles NW
Witch’s Woods has seven attractions, including a haunted hayride and a nightmare mansion, at Nashoba Valley Ski Area. See schedule.

Haunted house in 3 cities

October 5 - 31, 2018
multiple locations
Factory of Terror includes cutting-edge special effects and actors in professional makeup. Schedules vary.
  • Fall River
  • West Warwick, RI
  • Worcester

Haunted ship

October 5 - Nov. 3, 2018
(begins Sept. 28)
14 miles south
A ticket to Ghost Ship Harbor includes four haunts aboard a ship docked in Quincy. The fourth haunt costs more. Parking is $5. See schedule and directions.


October 5 - Nov. 4, 2018
3.2 miles west
Written by a woman 200 years ago, Frankenstein features a creature assembled from body parts by Dr. Victor Frankenstein in a story concerning good & evil and the ethics of science at Central Square Theater in Cambridge. Nudity, sex, and violence.

Ticket deal $20 to $30

Food festival

October 6, 2018
1.5 miles SW
Let’s Talk About Food has cooking demonstrations, food talks and panels, samples, local chefs, and nutritionists at Copley Square.

Beer festival

October 6, 2018
46.6 miles west
Mass Fermentational [formerly Mass Brewers Fest] offers unlimited samples from 50 breweries plus food trucks outdoors in Worcester Common. No pets.

Cranberry festival

October 6 - 7, 2018
55 miles SE
Cranberry Harvest Celebration has cooking shows, harvest demonstrations, paddleboat rides, craft and food vendors, kids’ activities, and music in Wareham.

Medieval fair

October 6 - 21, 2018
(weekends from Sept. 1)
49 miles south
King Richard’s Faire offers medieval food, games, and artisan shops, plus costumed acrobats, battling knights, fire-eaters, jugglers, dancers, and puppeteers in a forest near Carver. Also open on two Mondays, Sept. 3 and Oct. 8, 2018.

Ticket deal $23 (Sept. 29, 30; Oct. 8)

Charles River cruise

October 6 - Nov. 4, 2018
1.3 miles NW
Take a 90-minute Fall Foliage Cruise departing from Lechmere Canal Park at CambridgeSide Galleria Mall.

Ticket deal $25

Oktoberfest race

October 7, 2018
2.6 miles west
Cambridge 5K - Oktoberfest begins at MIT with a German-themed race and ends with food and beer.

Oktoberfest with street bands

October 7, 2018
3.6 miles west
Enjoy four beer gardens, six stages of entertainment, 50 food vendors, 150 craft vendors, and roving bands that will get you dancing in the streets at Oktoberfest and Honk Parade in Harvard Square.

Columbus Day Parade - East Boston

October 7, 2018
(1 to 5 p.m.)
4.4 miles NE
Watch brass bands, vintage cars, military units, and politicians go south on Bennington Street from the parking lot at Suffolk Downs to Maverick Square in the Columbus Day Parade with after party. Free.

Fenway festival

October 8, 2018
(10 a.m. to 4 p.m.)
2.2 miles SW
Opening Our Doors has open galleries, art museum admission, art-making, live music, salsa dancing, storytelling, walking tours, and food trucks. Free.

Documentary films

October 10 - 14, 2018
multiple locations
GlobeDocs Film Festival is “focused on telling important stories, large and small.” Films are followed by discussions with journalists and film makers, except the short film series.

Tasting event

October 11 - 14, 2018
Boston locations
The highlight of the The Taste of WGBH Food & Wine Festival is the Chef’s Gala on Oct. 13, featuring “cuisine from 21 award-winning chefs” plus wine and beer pairings at WGBH for age 21+.

Tasting in Cambridge

October 12, 2018
(6:30 to 9:30 p.m.)
2.9 miles west
Local Craft Spirits Festival is a tasting of beer, cider, cocktails, and straight spirits, with live music and food for sale outdoors at 38 Sidney Street in Cambridge for age 21+.

Ticket deal $35 (VIP $50)

Open art studios

October 12 - 14, 2018
1.1 miles SE
See studios of 150 artists in historic waterfront warehouses during Fort Point Open Studios. Free. Repeats in May.

Book festival

October 13, 2018
1.5 miles SW
Boston Book Festival (BBF) celebrates literature and writing with dozens of author talks, seminars, writing workshops, exhibitors and publishers, live music, and kids’ entertainment in and near Copley Square. Free.

Young artist show

October 13, 2018
1.5 miles south
Enjoy art, design, entertainment, dancing, appetizers, wine, and cocktails at the Greatest Party on Earth to support young artists at Artists for Humanity.

Play bubble soccer

October 13, 2018
(1:30 to 4 p.m.)
2 miles NE
Play a game of soccer while wearing a giant plastic bubble that allows players to bounce safely off each other and roll over during Charity Bubble Soccer at Lopresti Park in East Boston, adult size only.

Brewfest in New Hampshire

October 13, 2018
59 miles north
Sample 100 craft brews from 40 breweries at New Hampshire Brew Fest with food and music in tents at Cisco Brewers in Portsmouth, NH for age 21+.

Beer festival

October 13, 2018
67 miles SE
Sample 250 beers from 75 breweries at Cape Cod Brew Fest at the Cape Cod Fairgrounds in East Falmouth for age 21+.


October 13 - 14, 2018
26 miles west
See your favorite characters from comics, TV, and movies at Super Megafest Comic Con, which features panel discussions, parties, costume contests, and exhibitors in Framingham. Repeats in April.

Apple festival

October 13 - 14, 2018
50 miles west
AppleFest offers a craft and farmer’s market, family entertainment, food, a 5K, and an Oktoberfest with beer garden and live music at Wachusett Mountain.

Oyster festival

October 13 - 14, 2018
99 miles SE
Wellfleet Oysterfest promises good food, live music, an arts and crafts fair, cooking demonstrations, races for adults and children, kids’ activities, and a shucking contest at Wellfleet on Cape Cod. Schedule.

Mind-reading comedy

October 14 - 31, 2018
0.4 miles SW
Master mentalist Jon Stetson entertains with a funny show that “blends the art of mystery with the study of psychology, the predictability of human nature, and the power of intuition” at Omni Parker House.

Ticket deal $20 to $50

Gruesome comedy

October 17 - 31, 2018
3 miles NW
Dress for fallout in the audience when you attend GoreFest, which is part bloodbath, part musical, and all campy at ImprovBoston.

Pumpkin float

October 19, 2018
(5 to 8 p.m.)
0.7 miles SW
Fall Pumpkin Float features floating pumpkins, kids’ activities, and music at Boston Common Frog Pond. Bring a hollow pumpkin under 8 inches in diameter.

Halloween radio show

October 19 - 27, 2018
5.1 miles NW
Monster hunter Professor A. Van Helsing hosts and narrates two tales of Gothic horror at The Van Helsing Chronicles, a radio-style show with on-stage voice acting and sound-effects performed live in Somerville.

Halloween horror show

October 19 - 31, 2018
3.3 miles NW
Billed as a macabre and unsavory night of circus, live music, and gore, Cirque of the Dead includes aerial, acrobatic, and juggling acts plus burlesque at Oberon.

Ticket deal $18 to $36

Dark women’s comedy

October 19 - Nov. 18, 2018
1.4 miles SW
The Roommate is “a coming-of-age story...about two women in their 50s who help each other embark on a journey that will change them both” [L.A. Times] at Lyric Stage Company of Boston.

Ticket deal $24 to $37

Art on fire

October 20, 2018
(5 to 9 p.m.)
51 miles SW
Watch red-hot molten iron fly through the air when industrial art is cast to live music at the Halloween Iron Pour at the Steel Yard in Providence, RI.

Vegetarian festival

October 20 - 21, 2018
3.9 miles SW
Discover new food items, taste samples, meet producers, hear speakers, and shop at Boston Veg Food Fest at Reggie Lewis Athletic Center. Free.

Rowing race & expo

October 20 - 21, 2018
4.5 miles NW
Watch 9,000 athletes from around the world compete in the Head of the Charles Regatta (HOCR), and visit vendors at the Rowing & Fitness Expo at the finish line. Recommended viewing area is along the Charles River between the Anderson and Weeks bridges. Free.

Halloween at Stone Zoo

October 20 - 21, 2018
8.2 miles north
Boo at the Zoo features ghoulish games, costume contests, creepy crafts, a trick-or-treat trail, a haunted maze, and pumpkins for animals at Stone Zoo.

Chocolate tour

October 20 - Nov. 17, 2018 (Saturdays 12:30 p.m.)
(Saturdays 12:30 p.m.)
2.1 miles SW
Take a two-hour walk learning about the history of chocolate-making in Boston’s Back Bay, with four stops for champagne truffles, chocolate confections, and even a chocolate cocktail on the Tipsy Chocolate Tour for age 21+.

Ticket deal $48

Oktoberfest & blues music

October 21, 2018
44 miles west
Oktoberfest Blues & Brews draws crowds for fall beer, food trucks, scenery, winery tours, and live blues at Nashoba Valley Winery. Bring cash.

Singing competition

October 20 - 21, 2018
0 miles
Hear 40 groups compete at the A Cappella Competition at Faneuil Hall Marketplace. Free.

Festival of the Dead

October 22 - 31, 2018
21 miles north
Festival of the Dead is a series of events that explore death’s macabre customs, heretical histories, and strange rituals in Salem, led by psychic mediums, paranormal investigators, witches, and warlocks.

Intense Shakespeare

October 24 - 28, 2018
0.8 miles SW
Measure For Measure is Shakespeare’s darkest play about moral choices, performed in Russian with English subtitles, at Emerson Cutler Majestic Theatre.

Ticket deal $20 to $30

Halloween ball in Salem

October 26, 2018
(7:30 p.m.)
21 miles north
Dance in the Grand Ballroom to pop, party, and goth; see a laser light show and costume contest; eat hors d’oeuvres, and visit the cash bar at Salem Witches’ Halloween Ball at the Hawthorne Hotel in Salem.

Halloween party at Hard Rock

October 27, 2018
0 miles
Hard Rock Cafe Halloween Thriller features a DJ playing top 40, hip-hop, and house music at the Hard Rock Cafe near Faneuil Hall for age 21+.

Halloween Pet Parade

October 27, 2018
(12 to 2 p.m.)
0 miles
Register your pet for the Halloween Pet Parade and costume contest at Faneuil Hall Marketplace, or just enjoy it as a spectator. Free.

Halloween party

October 27, 2018
0.5 miles east
Scared Stiff is a costume party with DJ dance music, drink tickets, and a costume contest at The Kinsale sponsored by Singles Social Sports.

Ticket deal $22

Halloween party

October 27, 2018
(9 p.m.)
0.9 miles SW
Haunted Hotel at W Boston is billed as the sexiest and funniest Halloween party in Boston.

Race in costume

October 27, 2018
1.4 miles SW
Run from Copley Square to Boston Common in your favorite Halloween costume on the The Boston Costume Dash 5K, followed by an awards ceremony and costume contest.

Beer festival

October 27, 2018
(noon, 4 p.m., 8 p.m.)
2 miles west
Great Pumpkin Festival features pumpkin beers, grilled food, and costumes at Cambridge Brewing in Kendall Square. The 8 p.m. session is for age 21+.

Horror movies all night

October 27, 2018
(11:59 p.m.)
3.7 miles SW
Watch films of terror for 12 hours at the Halloween Horror Marathon, beginning with live music and a costume contest at Coolidge Corner Theatre.

Halloween at F.P. Zoo

October 27 - 28, 2018
(11 a.m. to 3 p.m.)
3.5 miles SW
Zoo Howl features trick-or-treating, creepy crafts, ghoulish games, costume contests, a haunted maze, and pumpkins for animals at Franklin Park Zoo.

Halloween in Cambridge

October 27 - 31, 2018
3.5 miles NW
See the list of business that offer Halloween parties and specials. Some give away candy during Harvard Scare.

Beer & wine festival

October 2018
21 miles north
Taste wine, mead, and craft beer at the Salem Harvest Fest at Knights of Columbus Hall in Salem.

Doggy Halloween party

October 2018
7.9 miles south
A ticket to family-friendly Boston Halloween Costume Pawty includes dog treats, a doggy costume parade, a pet photo, human snacks, and a vodka cocktail at Ester in Dorchester.