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September 2022

Fall in Love with Massachusetts!

September is a perfect time to visit Massachusetts, a magical season straddling summer and fall. Students are back on campus, new cultural exhibits are launched, outdoor dining flourishes, and the natural beauty of the Bay State continues to beckon.  

Be sure to enjoy our cultural and agricultural fairs, explore our illustrious history, experience a concert or live theater, visit a museum. 

And thanks for supporting our MyLocalMA campaign on behalf of family businesses and farms, Main Street shops and small businesses across the Commonwealth. You can find more information at!

Photo: The Berkshires

Featured Region: The Berkshires

ArtWeek Berkshires is a county-wide celebration of this creative legacy and wealth of talent. Encompassing all artistic disciplines from painting and photography, to ceramics and culinary creations, to dance festivals and theatrical performances, the event aims to connect artists with the community. From September 15-25, art lovers are invited to engage with creators and experience their creations - and in some cases step into their studios to witness their process.

As you plan your next getaway, consider visiting the Berkshires this September for some early fall fun and a host of artsy events during ArtWeek Berkshires. Sip a cider, peep at leaves, and experience the vibrant creativity woven throughout the fabric of Berkshire culture. Check out for places to stay and to plan your trip now!

Find more information on The Berkshires.

Greater Merrimack Valley

From the crossroads of Science, Technology, Engineering, Art and Mathematics comes the racing spectacle Lowell Kinetic Sculpture Race, to be held on Saturday, September 17 in downtown Lowell! On the same day, the Lowell Irish Festival will be celebrated at the Lowell Memorial Auditorium, featuring live Irish music from national and local acts, food trucks, craft tents, family activities, craft beer and more.

Find more information on Greater Merrimack Valley.

Photo: Enchanted Forest at New England Botanic Garden at Tower Hill

Central Massachusetts

Autumn activities are aplenty, so prep your calendars early. September brings with it an Enchanted Forest, a Festival of Illumination, Once Upon a Time and a Beer Fest by Greater Good Imperial Brewing Company. October presents Disney on Ice’s “Frozen” & “Encanto” at the DCU Center and Phantoms by Firelight at Old Sturbridge Village, while November debuts “Aladdin” at The Hanover Theatre. Wachusett Mountain bustles with BBQ Fest, Kids Fest and Apple Fest for all. 

Find more information on Central Massachusetts.

Franklin County

The 173rd Franklin County Fair will be held September 8-11 at Franklin County Fairgrounds in Greenfield! The annual county fair opens with a kick-off parade, wide variety of food, agricultural exhibits and competitions, midway rides, demo derby, craft vendors, beer vendors, music and much more. The 2022 Theme is "Thrills For You in Twenty Two!”

Find more information on Franklin County.

Greater Boston

Kehinde Wiley’s portrait of President Barack Obama and Amy Sherald’s portrait of former First Lady Michelle Obama are coming to the Museum of Fine Arts, Boston as the last stop on a national tour. The portraits will be on view starting September 3 and through October 30, 2022. The National Portrait Gallery commissioned Wiley and Sherald as the first African American painters ever to create official portraits of a president and first lady. 

Find more information on Greater Boston.

Cape Cod

The Fall season - also known as our "Second Summer" - is the perfect time to explore Cape Cod! Enjoy farmers' markets, New England's best golf, walking trails, beautiful beaches and fun-filled seaside festivals. At the Harwich Cranberry & Music Festival on September 17-18, shop for paintings, jewelry, photography and other works of art from local artisans, while enjoying live on-stage entertainment. The Tennesse Williams Theater Festival takes place September 22-25 in Provincetown, where Williams spent several summers working on his classic plays. And experience the best in craft beer at Cape Cod Brew Fest on September 24 at Cape Cod Fairgrounds in Falmouth. Sample from 60+ breweries and over 150 styles of beer. Find more Fall events here!

Find more information on Cape Cod.

Western Mass

The Big E begins it’s 17-day run on September 16! The Fair is America’s premier exposition and the world’s only multi-state fare representing all six New England States. It’s an extravaganza of exhibits, entertainment, agriculture, and of course food. With something for everyone, it's no wonder that The Big E now draws over one million visitors annually to one of the country's oldest and most revered fall festivals. Make a weekend of it by clicking here for more things to do in Western Mass as well as lodging information.

Find more information on Western Mass.

Photo credit: Lynne Graves

Hampshire County

Northampton’s Three County Fair returns to host a demolition derby, hot air balloons and more! Music moves outdoors with Millpond Live, Arcadia Folk Festival, and Strings at the Strong, while Amherst turns The Village Green into an open-air movie theater. Air turning crisp? Duck into The Drake for a show by The Dusty 45s. March in Northampton’s inaugural DoozyDo parade, then catch Florence Night Out the next weekend. Wrap up September in Hampshire County with the multi-day Northampton Jazz Festival, headlined by the Ron Carter Quartet!

Find more information on Hampshire County.

North Central Mass

Flaming fall foliage, farm stands brimming with fresh-from-the-field produce, delightful handcrafts, live music — and locally brewed craft beer. What could be more perfect than September in North Central Massachusetts? It’s fall festival season, from the Appleseed Country Fair in Phillipston to a BBQ Fest on Wachusett Mountain; an arts and crafts festival in Townsend; an agricultural fair in Sterling; small-town festivals in Pepperell and Ashby; and even an early Oktoberfest in downtown Gardner! Combine a day of leaf-peeping with a stop at a country fair...and enjoy autumn at its finest!

Find more information on North Central Mass.

Martha's Vineyard

Martha’s Vineyard in September — a dreamy blend of warm days and crisp nights of fun and memories. There's plenty happening, with the MV International Film Festival, MV Wind Festival, MV Striped Bass Bluefish Derby, Tivoli Day, the Chilmark Flea, Oak Bluffs Open Market, the Farmers MarketHiking trails, meandering roadways to explore, photography, biking, and walking are magical. Find serenity, room to stretch-out, dine anywhere, uncrowded beaches, nightlife, shopping, galleries. Kayaking/SUP, sailing, fishing, surfing, swimming are wondrous. Be sure to visit the Martha's Vineyard Museum exhibits and of course our many lighthouses. Stay awhile!


Find more information on Martha's Vineyard.

Mohawk Trail Region

The 46th Old Deerfield Fall Arts and Crafts Festival will be held Saturday & Sunday September 17-18 from 10 am to 4 pm on the lush and beautiful grounds surrounding Memorial Hall Museum (8 Memorial Street in Deerfield). Stop by and browse the creations of over 100 artisan crafters! Pottery, woodworking, jewelry, glass, apparel, fine art, mixed media and specialty foods, live music, craft demonstrations and more. Admission: Adults $7.00, Children 12 & under are free. And mark your calendar for the Old Deerfield Holiday Sampler November 19-20, 2022!

Find more information on the Mohawk Trail Region.


As everyone prepares to head back to school, here are some things you can enjoy in MetroWest in September! Celebrate local culture at Franklin's Cultural Festival on September 10. Look at the sky to see some WWI aviation on September 17 and 18. And bring your 4-legged friends to "Dog Days" at Weston Nurseries in Hopkinton on September 25 at 11 am!

Find more information on MetroWest.

Photo credit: Daniel Sutherland


Nantucket’s stunning September is silky and comfortable. Fewer visitors mean open spaces, romantic dinners, quiet-season prices at boutiques, galleries, and finding yourselves blissfully alone in all that beauty! Magnificent beaches, water warmed by summer, welcome bathers, surfers, and sunbathers. Cyclers own their paths, kayakers glide past slowly-reddening foliage, farmers markets, and dining reservations are bountiful. Sunset cruises, owl prowls, bird and ghost walks and stargazing nights are fascinating, eerie and educational! Quiet-season rates at lodging island-wide, you deserve a Nantucket getaway!

Find more information on Nantucket Island.

Photo credit: Len Burges

North of Boston

Join us for the 38th annual Gloucester Schooner Festival, September 1-5, an event put on by Maritime Gloucester. Schooners from all over travel to Gloucester to race and to show off their beauty and grace both under sail and as a dock-side attraction! The Bread and Roses Heritage Festival on September 5th is a celebration of the ethnic diversity and labor history of Lawrence. Begin your Essex County adventure with Trails & Sails September 16–25. Be guided through unique landscapes on land and sea, explore historic properties, and take in cultural experiences of all kinds.

Find more information on North of Boston.

Plymouth County

See Plymouth for less with fabulous lodging specials! Summer weather still abounds in September, but you won’t have to wait as long for a cocktail with fewer crowds around. The Mirbeau Inn & Spa 500 Package offers luxurious accommodations and $500 to use toward spa treatments or dining! The Hotel 1620 Plymouth Harbor Pet-Friendly Package includes a special dog treat welcome bag and an extra 10% off! Click here for info on these offers and more.

Find more information on Plymouth County.

Southeastern Mass

With a crazy year leaving us feeling trapped, we could all use an escape. Southeastern Massachusetts is so close to home you’ll be here by noon. What you won’t be is looking at the same four walls, because you’ll be too busy taking a stroll by the ocean, finding that art you’ve been needing & having the freshest seafood possible… most importantly making memories that will help you escape.

Find more information on Southeastern Mass.

Regional Tourism Councils

The Berkshires  Cape Cod  Central Massachusetts  Franklin County 

Greater Boston  Greater Merrimack Valley  Hampshire County  North Central Mass 

Martha's Vineyard  MetroWest  Mohawk Trail  Nantucket Island  North of Boston 

Plymouth County  Southeastern Mass  Western Mass


Funded by the Massachusetts Office of Travel & Tourism