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Famous Monthly Massachusetts Annual Events for Your New England Travel
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New England Attractions... Connecticut Events...Maine Events...Massachusetts Events...New Hampshire Events...Rhode Island Events...Vermont Events

The Big E Fair in West Springfield, MA

The Eastern States Exposition (Big E), held in September, West Springfield, MA (photo by Eric H.)

True to the traditional Massachusetts community spirit, you'll find no shortage of annual events in the Bay State. Massachusetts residents pride themselves on maintaning and enhancing events that have stood the test of time -- the Boston Marathon and Patriot's Day Parade in Lexington and Concord, to name a few. Then, there are newer events that are sure to be with us in the future, given the greatness of these get togethers.  Without further delay, here are a few highly recommended annual Massachusetts events for your New England travel for the winter, spring, summer and fall (always call ahead to your desired destination, as event status could change):

Boston Wine Expo -- Held at the Seaport World Trade Center, the Boston Wine Expo features more than than 450 international and domestic wineries from 13 countries; wine and food seminars; celebrity chef demonstrations; champagne jazz brunches; and food tastings by more than 50 purveyors of fine foods and products.

New England Boat Show at the Boston Covention and Exhibition Center. Boston Wine Expo, Boston. This is the Northeast's largest boat show. This is a great event to think of what you could do for the summer!


St. Patrick's Day Parade, South Boston -- Boston, date to be announced. One of the largest St. Patrick's Days in the United States, held in the great Irish neighborhood of South Boston.

Lexington and Concord Patriots Day Parade -- What better place to see a Patriot's Day parade than where it all started -- the birthplaces of the Revolutionary War? Be prepared to witness authentic reenactments and colorful Colonial"period" groups marching the parade.

Boston Marathon What was once a modest local event has turned into a international phenomenon. The Marathon travels 26 miles from Hopkinton, MA, to Boston.

Cape Cod Maritime Days celebrates Cape Cod's rich maritime history.  The American Bus Association named this event as one of the top 100 events in North America for 2008. This special event typically features lighthouse and walking tours, nautical art exhibits, maritime lectures, boat-building exhibits and kayak excursions.

Historic Drover's Roast, Salem Cross, June 21, West Brookfield -- This charming 1700s trailside feast features prime rib slowly roasted over a huge fireplace pit, and fritters and chowders made in cast iron cauldrons over open fires. That's just for starters, however. There are fresh seasonal vegetables, baked goods and fresh home baked cobblers and pies topped with real whipped cream! Add some hayrides, live entertainment and period crafters, and you know you are officially in New England! The Salem Cross Inn is a personal favorite: a quaint, historic restaurant with lots of charm set around 600 acres of rolling hills in beautiful West Brookfield.

July 4th Celebration, Boston, MA -- Includes some spectacular fireworks and concerts on the banks of the Charles River.

Marshfield Fair, Marshfield. Lots of agricultural and horticultural displays, exhibits and demonstrations with plenty of musical entertainment, too.

Tanglewood Music Festival Tanglewood has been the summer home of the Boston Symphony Orchestra since 1937.  Attracting more than 300,000 music lovers for 10 weeks of concerts and recitals, Tanglewood is a harmonious, world-renowned sight to behold in the heart of the scenic Berkshire Mountains.

The Eastern States Exposition (The Big E), West Springfield -- The Northeast's largest fair, and one of our personal favorites. You'll need at least a full day to experience the midway rides, agricultural shows and exhibits, food vendors, parades, and the Avenue of States -- a series of re-created New England State House buildings with vendors selling regional goods inside like Maine blueberry pie, Vermont Cheddar Cheese, Rhode Island clam chowder, etc!

Brimfield Antiques and Collectibles Show, Brimfield -- Running 50 years strong, this beloved event is the largest outdoor antique show in the United States.  Here, you'll find more than 5,000 dealers from across the country!  

Haunted Happenings, Salem -- The City of Salem, best known for its "witch" history, is a natural for Halloween. Salem offers virtually a daily occurrence of Halloween-related events in the month of October , making it one of the best Halloween travel destinations in the United States!

Thanksgiving Dinner, Plimoth Plantation, Plymouth, MA, is famous as the place where the Pilgrims landed. Plimoth Plantation, a living indoor and outdoor museum depicting life during the Pilgrim days in the 1600s, serves traditional Thanksgiving Dinners on Thanksgiving within its historic settings. What better place to celebrate Thanksgiving than Plymouth?


Edaville Railroad Festival of Lights -- This fifth generation event features a two-mile train ride that passes by seven million holiday lights. There's also an operating antique carousel, other vintage rides, concession stands with hot cocoa and of course, a chance to meet Santa!

First Night Boston, Dec. 31, Boston,  is traditionally a spectacular Dec. 31 New Year's Eve event with over 40 indoor and outdoor venues throughout the city and 250 exhibitions and performances!

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