Events

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Head of the Charles Regatta
Oct 19th, 2019 to Oct 20th, 2019
Boston / Cambridge, MA

Head Of The Charles Regatta®, the world’s largest two-day rowing event, was first held on October 16, 1965. The race was established by the Cambridge Boat Club members with the advice of Harvard University sculling instructor Ernest Arlett. Arlett proposed that a “head of the river” race, similar in tradition to races held in his native England, be held on the Charles River. “Head” races, a class of regattas, are generally three miles long – boats race against each other and the clock, starting sequentially approximately fifteen seconds apart. Winners of each race receive the honorary title of “Head of the River” or, in this case, “Head Of The Charles.” Today, more than 7,500 athletes from around the world compete in 55 different race events. The Regatta grew to a two-day event in 1997 and now attracts up to 300,000 spectators during the October weekend. 

Martha's Vineyard Food & Wine Festival
Oct 23rd, 2019 to Oct 27th, 2019
Edgartown, MA

The Martha’s Vineyard Food & Wine Festival is a celebration of ‘Sea, Farm & Vine.’ The four-day feast, celebrating the rich tradition of farming and fishing, features the Island’s best culinary talent, artisanal producers and local ingredients, while organically aligning with national chefs, culinary leaders and wine and spirit purveyors to create a fresh unique-to-the-Island immersion weekend.

Keene Pumpkin Festival
Oct 27th, 2019
Keene, NH

(1 to 7 p.m.) Thousands of children will design, carve and display their jack-o’-lanterns for the public to enjoy in Central Square, Downtown Keene. With nearly 5,000 individual artists, this event may be one of the most inclusive visual arts events in New Hampshire. Refreshment tables hosted by non-profits serving area youth will offer pumpkin whoopee pies and other treats to festival-goers.

Historic Holiday Strolls, Boston,Massachusetts
Nov 07th, 2019 to Jan 26th, 2020
Boston, MA

The Freedom Trail® Foundation invites revelers to celebrate this holiday season on the annual Historic Holiday Strolls. The festive atmosphere of the city, set against the unique backdrop of Boston’s historic sites and the American Revolution, makes these merry 90-minute tours a perfect way to celebrate the holidays. Walk the Freedom Trail and discover how Boston’s holiday traditions evolved on the Strolls offered Thursdays through Sundays in November, December, and January. Thanksgiving Day, Christmas Day, and New Years Day excluded.

Led by 19th-century Dickensian costumed guides departing from the ArtsBoston Booth at Faneuil Hall, the Strolls are complete with a tour of holiday lights and Christmas trees along the Freedom Trail and an exclusive visit to the Omni Parker House for signature refreshments and world-famous Boston Cream Pie.  Following the Stroll, guests receive discounts off museum store purchases at Freedom Trail sites, including the Old South Meeting House, Old State House, Paul Revere House, and Old North Church (valid with any Historic Holiday Stroll receipt from November through February).

Tickets are $29 for adults and $19 for children and reservations are required 24 hours in advanceThe Freedom Trail Historic Holiday Strolls may also be booked as a private family or group tour.

Boston Christmas Festival and Gingerbread House Competition
Nov 08th, 2019 to Nov 10th, 2019
Boston, MA

This annual Christmas festival features the distinctive work of more than 300 master American craftsmen. Bargain hunters, as well as those with extravagant tastes, will find an endless array of gorgeous home accessories, designer fashions, artisan jewelry, handcrafted holiday décor, gourmet specialty foods and one-of-a-kind handcrafted gifts unavailable elsewhere. Don’t miss the popular Gingerbread House Competition, a crowd favorite showcasing the amazing talent of Boston’s top chefs. Go online for a discount coupon.

Nov 10th, 2019 to Mar 15th, 2020
Boston, MA

Close your eyes and your senses return you to 1634 as you skate on the Frog Pond in America’s oldest public park. Join local residents and visitors alike as they glide over the carefully manicured, refrigerated surface. The Frog Pond skating rink is open from November to mid-March with at least 100 days of seasonal skating. Whether you’re practicing for a 9.9 at the Winter Olympics or simply trying to stand on two feet, the ice at the Frog Pond will always be accommodating.