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Massachusetts >  Massachusetts: October

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Food & Wine Festivals, Shows & Local Events

(see also: 2018  -  2016  -  2015  -  2014  -  2012)


October 6, 2019
Pudding Hollow Pudding Festival (and Pie Extravaganza!
Hawley, Massachusetts
Around 1780, according to legend, the hamlet of Hawley, Massachusetts, held a pudding contest to determine who could make the largest pudding in town. The eventual winner, Abigail Baker, created a hasty pudding in a five-pail kettle (basically enough pudding to serve about 300 people, the approximate population of Hawley then and now). She was thereafter known as Pudding Head, and the area of town in which she lived is still called Pudding Hollow.  In 2004, the contest was revived, although today flavor rather than size is the key criterion in selecting a winner. Every five years, the town’s historical society, the Sons & Daughters of Hawley, holds a pudding festival that includes the contest, a homemade lunch, a pudding parade, a festive entertainment, and of course the crowning of the new Pudding Head. This year’s festival will take place on Sunday, October 6. Puddings (along with transcribed recipes) are due at 11 a.m. that day.  The festival is free, although donations are requested for entering the contest and for the lunch. Food-related prizes are donated by a variety of businesses. All funds raised go toward the ongoing restoration of the Hawley Meeting House as a community center. This event is full of New England fun; the Sons & Daughters call it “a little bit country and a little bit Julia Child.”

October 8-14, 2018  Cape Cod Restaurant Week 2018
Cape Cod, Massachusetts
During Cape Cod Restaurant Week, the best restaurants from Falmouth to Wellfleet are offering three- and four-course exhibition menus for $25, $30 or $35. Revisit an old favorite or find a new one!

October 14-18, 2019 - National School Lunch Week - Nationwide
School Nutrition Association.

October 19, 2019  Ski Butternut Food Truck & Craft Beer Festival
Great Barrington, Massachusetts
Food Truck Festivals of America.  Featuring 20+ local (and delicious) food trucks. Also enjoy some of the best regional and national craft beers.


Food & Wine Festivals, Shows & Local Events
waiting for new dates

October 4, 2018
The Whisky Extravaganza
Boston, Massachusetts
Features a sampling of unlimited expressions of the world's finest whiskies.   Each event is held at the finest hotels and private clubs in the United States to ensure an elegant, comfortable and relaxed environment. Tickets by advance purchase only.

October 6-7, 2018 - 15th Annual Cranberry Harvest Celebration
Wareham, Massachusetts
Hosted by the A.D. Makepeace Company and co-sponsored by the Cape Cod Cranberry Growers’ Association and Ocean Spray Cranberries, Inc.  Visitors are treated to demonstrations of the wet cranberry harvest, cooking demonstrations, an enormous tent full of juried crafters, paddleboat rides on scenic Tihonet Pond, food vendors, music, and more.  A great way to see and learn about the picturesque cranberry harvest, while enjoying some old-fashioned family fun.  Admission is $10, $5 for seniors and military, and children under 7 are admitted free.  Free Parking.  No pets, no dogs please.

October 7, 2018  13th Annual New Bedford Seaport Chowder Festival
New Bedford, Massachusetts
Join us at the NB Chowder Fest where you can sample Clam Chowder, Seafood Chowder, Kale Soup and Stuffed Quahogs, from more than 25 area restaurants, all included in the price of your admission ticket. Live Music; YMCA Lobster Race; Local Beers, Wines; Soft Drinks and Desserts.

October 11-14, 2018  The Taste of WGBH Food & Wine Festival
Boston, Massachusetts
Building on the success of the past, we’re once again collaborating with some of the finest farms, producers, restaurants, wineries, and breweries in this region.    Among the new additions to our program this year is an extra day of indulgence on Sunday with our first-ever Brunch Bar. Join us for a weekend full of festivities that will not only satisfy your palate but also enrich your understanding of New England’s food culture.

October 12, 2018 - Local Craft Spirits Festival
Cambridge, Massachusetts
Sustainable Business Network’s  3rd Local Craft Spirits Festival 6:30 (6:00pm VIP) - 9:30 PM in Landsdowne Quad at University Park, Cambridge, MA. The Festival will gather hundreds of local spirits fans to celebrate together with dozens of local vendors and hundreds of products! Participate in cocktail demos, enjoy local food, and help choose Boston’s best local craft Mixologist at our Local Craft Cocktail Throwdown.  Hosted by SBN and the Boston Local Food Committee, Local Craft Spirits Festival premiered as New England’s first ever spirits festival of exclusively local spirits and artisan brews.  Get ready to indulge in more than 100 unique samples of local food and beverage, so come taste, discover, socialize, and network with dozens of local distilleries, cideries, meaderies, breweries, artisan beverage brewers, and local food producers, all while savoring local music and celebrating local spirits!  SBN's Local Craft Spirits Festival is affiliated with, and a major fundraiser for, the Annual Boston Local Food Festival.


October 13, 2018
7th Annual Cape Cod Brew Fest
Cape Cod Fairgrounds, Massachusetts
Cape Cod Fairgrounds. Join us for this celebration of American craft brewers and sample from 100+ breweries and over 300 styles of beer. The event will have one session from 2:00 - 5:30 p.m. The festival will feature live music and food trucks & vendors will be on-site for purchase. Every attendee will receive a custom glass. A portion of every ticket sold will benefit the Barnstable County Agricultural Society.  The Cape Cod Brew Fest is a private, ticketed, 21+ event. No one without a ticket or under the legal age will be admitted, including minors, children, infants and babies. No pets allowed.

October 13, 2018
Rockport Harvestfest
Rockport, Massachusetts
From 10am to 5pm. New England food producers gather under a giant tent on one of Rockport’s historic working wharves to celebrate the best of local food with fresh seafood, pastries, cider doughnuts, chowder, small-batch jams, soups, and much more. A selection of local craft beers & wine, as well as soda from Rockport’s own Twin Lights Soda Company are on hand. Cooking demos, cookbook authors, the Rockport Farmers Market and plenty of live bluegrass, jazz, folk and celtic music are all part of the festival.

October 13, 2018 - NB Oktoberfest - New Bedford, Massachusetts
We invite all with an appreciation for craft brews, local entertainment and a desire to make a difference in our community to attend. This event is 21+ and will feature a variety of local and national brews, food vendors and entertainment. Oktoberfest is held by an all volunteer group, the South Coast Business Alliance and all proceeds directly benefit local charities and programs that support the enrichment and protection of our youth.

October 13-14, 2018 - Annual Wellfleet Oysterfest
Wellfleet, Massachusetts
Wellfleet comes alive for a two-day celebration of the town”s famous oysters, clams and shellfishing traditions in this street party that brings together locals and visitors alike for a weekend full of food, frolic, and fun.  (Also: )

October 17-21, 2018  Martha's Vineyard Food & Wine Festival
Martha's Vineyard, Massachusetts
Now in its 11th year, the Martha’s Vineyard Food & Wine Festival (MVFWF), hosted by the Edgartown Board of Trade, has quickly grown into a world-class wine and culinary extravaganza on Martha’s Vineyard and has become a signature for the Town of Edgartown.  Praised as one of the “2013 Top 10 Festivals to Taste” by Forbes Travel Guide, this Festival features wine tasting seminars, premium wines, cooking demonstrations by nationally recognized award-winning chefs and wine personalities, culinary dinners, and the Grand Tasting.

October 20, 2018 - 36th Annual Essex ClamFest - Essex, Massachusetts
Several local restaurants will offer their favorite chowder recipes in a competition to determine who serves the best chowder on Cape Ann. Other activities will include arts & crafts, entertainment, food pavilion, Ipswich Ale station, non-profit tables, children's activities and a health fair.

October 20, 2018 - Annual Salem Harvest Fest - Salem, Massachusetts
Celebrate the season with a sampling of the finest wines, mead and beer.

October 20-21, 2018 - The 23rd Annual Boston Vegetarian Food Festival - Boston, Massachusetts
Our Festival brings together an amazing array of vegetarian natural food providers, top national speakers and chefs, and educational exhibitors in a fun and welcoming environment. It is a chance to talk directly to food producers, learn the newest items in the marketplace, taste free food samples, shop at show special discounts, or simply learn what vegetarian foods are available and where you can find them!

October 27-31, 2018 - 95th ARBA Convention
West Springfield, Massachusetts
American Rabbit Breeders Association 95th national rabbit convention.

October 30, 2018 - Taste of the Region - Franklin, Massachusetts
Sample a variety of delicacies offered from around the region. This fun-filled food festival features an eclectic mix of up to twenty restaurants serving dishes sure to tease your taste buds. Enjoy wonderful music and bid on exciting items in our silent auction. This is an event you won't want to miss!  Tickets cost $10 in advance or $15 at the door.

Food & Wine Festivals, Shows & Local Events

waiting for new dates

October 13, 2016  Fresh Taste - Wellesley, Massachusetts
The Natick Visiting Nurse Association (Natick VNA), the area’s premier free-standing, not-for-profit home health care agency.  Annual Fresh Taste benefit from 6pm until 9pm at Elm Bank Reservation, Wellesley.  All proceeds generated at Fresh Taste will benefit Natick Visiting Nurse Association.

October 15, 2016  North Shore Food Truck Festival
Stoneham, Massachusetts
The 2nd Annual North Shore Food Truck & Craft Beer Festival! New England's most popular food trucks will be present along with multiple breweries.


waiting for new dates

October 6, 2015  Share Our Strength's No KId Hungry Dinner
Cambridge, Massachusetts
No child should grow up hungry in America, but one in five children struggles with hunger. Share Our Strength’s No Kid Hungry campaign is ending childhood hunger in this nation by connecting kids in need with nutritious food and teaching families how to cook healthy, affordable meals. You can help surround kids with the nutritious food they need where they live, learn and play.

October 25, 2015  The Boston Farmers Dinner - Boston, Massachusetts

October 25-29, 2015  Dine Out Cape Ann - Cape Ann, Massachusetts
The Cape Ann Chamber of Commerce is excited to announce the new Dine Out Cape Ann.


events still waiting for new dates

October 17, 2014  Bounty-ful: A Taste of the Farm Stand
Boston, Massachusetts
A fundraiser to support the Boston Bounty Bucks program - 6:00-8:30pm. The event will be held at the Benjamin Franklin Institute in the South End neighborhood of Boston.

October 24, 2014  Whisky Live - Boston, Massachusetts
Whisky Live offers a fantastic evening of the finest whisky, incredible whisky cocktails, great food and fantastic entertaining – making enjoying whisky part of a lifestyle. Check out the exhibitor list and stay tuned for more incredible whiskies from around the world.


events still waiting for new dates

October 12-13, 2012  St. James Armenian Church Annual Bazaar / Food Festival - Watertown, Massachusetts

October 20-21, 2012  National Cranberry Festival
Edaville, Massachusetts

October 26, 2012  Tournament of Wines - Worcester, Massachusetts



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