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Calendar of October Events in Boston


Head of the Charles Regatta

Head of the Charles Regatta takes place Oct. 20-21

Photo courtesy Boston Convention & Visitors Bureau
From Harpoon Oktoberfest to Boston Fashion Week and the Head of the Charles, here's a look at some highlights of things to do in Boston during the month of October.

  • Harpoon Oktoberfest
    Sept. 28 (5:30-11 p.m.) and Oct. 1 (2-9 p.m.) 2012, $20 cover charge

    One of New England’s most popular Oktoberfests celebrates its 23rd anniversary, with Harpoon Octoberfest beer (and other varieties), German food, chicken dancing, and a keg bowling game. Cover charge includes a souvenir and one drink ticket. Additional beers and food are available for individual purchase. Designated drivers can register at the festival and will receive complimentary non-alcoholic beverages.
  • Boston Fashion Week
    Sept. 27-Oct. 6, 2012

    Local designers are in the spotlight during this tribute to Boston fashion. There are a variety of events planned during the week. See the full schedule for complete details.

  • Boston Local Food Festival
    Oct. 7, 2012, 11 a.m.-5 p.m., Free

    Hit the Rose Kennedy Greenway for a complete day of sustainability education and healthy food options. Local food from some of the area’s top farms and most popular restaurants will be on hand. Local craft brews will also take part in the festival.
  • Ringling Bros. Barnum and Bailey Circus
    Oct. 10-14, 2012, $20-$140

    The circus makes its annual October visit to Causeway St., with five nights at the TD Garden. Check Ticketmaster for ticket information.
  • Head of the Charles
    Oct. 20-21, 2012

    The world’s largest two-day regatta attracting more than 8,500 rowers and 300,000 spectators to the banks of the Charles River. Check our guide to the Head of the Charles for more information.
  • Boston Book Festival
    Oct. 27, 2012

    Dozens of authors will be in the Copley Square area for the Fourth Annual Boston Book Festival, featuring a number of seminars and discussions. The festival is free, though some events such as “Book to Film,” celebrating some of Hollywood’s top adaptations like “Friday Night Lights” and “Mystic River” are a nominal charge.
  • Vegetarian Food Festival
    Oct. 27-28, 2012, Free admission

    Vegetarians, vegans, and those just interested in the health and social benefits of a meat-free diet can enjoy free food samples at the 16th Annual Boston Vegetarian Food Festival. This two-day event, held at the Reggie Lewis Athletic Center, the festival will feature award-winning chefs, cookbook authors, and children’s activities. A limited amount of $5 tickets are available to visit the exhibitor room on Saturday before doors open at 11 a.m. Free parking. For more free events happening this fall, click here.

  • Halloween events

    Click here for a complete listing of area Halloween events to enjoy throughout the month.
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