Deutsche Bank Golf Championship – August 31-September 5 at TPC Boston in Norton, MA
Beacon Hill Walking Tour – Saturdays through October 25 go beyond the brick sidewalks and charming gardens and learn about Beacon Hill’s development in the Federal Era. The fortunes, ambitions, and struggles of Beacon Hill’s early residents, both wealthy and working class, shaped the streets, architecture, and character of the hill. The program starts with a tour of the Otis House Museum, the earliest intact mansion in the neighborhood, and continues on Beacon Hill’s historic streets. Otis House Museum, 141 Cambridge St., Boston
Marlborough Labor Day Parade – September 5. Marlborough has a proud tradition of hosting the largest and most prestigious Labor Day Parade in New England!
NORTH OF BOSTON
Gloucester Schooner Festival – September 2-4. Annual festival featuring numerous schooners and fun for the whole family.
Gloucester Block Party – September 2 – 6-9 pm – Main Street – Returning to Main Street for the 8th year running, the Downtown Gloucester block party series offers free entertainment and fun for all ages. Each of the block paties has a unique theme with live music, street performers, a talent competition, children’s activities, dog shows, and more.
Newburyport Riverfront Music Festival – September 3 – 12-7 pm – Waterfront Park – Spend the day on the waterfront in Newburyport! The Greater Newburyport Chamber of Commerce and 92.5 The River invite you to enjoy a musical Labor Day weekend with a fantastic lineup. Come early and enjoy great food & shopping while waiting for the concert to begin.
Bread and Roses Festival – September 5 . Celebrating Lawrence’s diversity and its labor history named for the “Bread and Roses” textile strike of 1912. Numerous family events. Campagnone Common, Lawrence
Feast of the Three Saints – September 2-4. Each year the Feast offers Italian food, a Torchlight Parade, Procession of the Saints, live musical entertainment, amusements, kids carnival rides, games and raffles. Festivities begin Friday evening at 6:30 p.m. with the opening ceremony at Lawrence City Hall on Common Street and a procession to Corpus Christi Parish at Holy Rosary Church, after which there are two free concerts featuring celebrity entertainers and popular local bands. The fun continues on Saturday with entertainment throughout the afternoon.
SOUTH OF BOSTON
Miles Standish Monument – September 3-4. 9:30 a.m. to 4:30 p.m. The 116 foot Myles Standish Monument will be open. Join us and climb the 125-step granite monument that overlooks Plymouth Harbor. At the top of the monument, enjoy a panoramic view of Southeastern Massachusetts, from the Blue Hills to Cape Cod.
Burial Hill Tours: The Earliest Stones on Burial Hill – September 3 @ 1:00 p.m. There are approximately 40 gravestones standing on Burial Hill dated 1720 or earlier. This tour by Stephen O’Neill, Associate Director & Curator of Pilgrims Hall Museum, will look at the location, materials, images, condition, and names found on Burial Hill’s earliest carved gravestones. Tours begin at the top of the Hill.
Plymouth Farmers Market – Thursdays through October. Shop for local and seasonal food and more each Saturday at Downtown Courthouse Green located at 11 Russell Street in Plymouth Center. Held rain or shine.
King Richard’s Faire – Weekends: September 3-October 23. Transport yourself back in time and revel in the magic of New England’s largest and longest running Renaissance Festival. King Richard’s Faire kicks off its 35th season on August 31. Tucked away on 80 acres of enchanted forest in Carver, MA, King Richard’s Faire is a full day of live, interactive entertainment for all ages. 235 Main St., Carver
Feast of Our Lady of Angels-September 3-5, Fairhaven. The traditional Portuguese feast will begin with a procession at 1:00 p.m. The feast begins at 5:00 p.m. and continues on Saturday until midnight. There will be live music, game booths, Portuguese and American foods, auctions and kids’ activities.
Battleship Cove- September 3-5, Fall River. World War II Weekend-History comes alive when over 50 World War II Allied and Axis living historians arrive at Battleship Cove. See an exciting display of equipment, artillery and vehicles as you talk with veterans and relive the history of this important moment in history. All activities are included with general admission. Rain or shine.
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CAPE COD AND THE ISLANDS
Great Provincetown Schooner Regatta – September 5-8. This educational and sailing event honors our maritime history and the great natural resources of our region. We promote public awareness of the important role that Schooners and other historic vessels played in our economic and cultural history. The Regatta takes place each year in September beginning Monday, Labor day and ending with the big race on Thursday.
Bass River Arts & Craft Festival – September 3-4. John Simpkins Field, 1153 Route 28, Yarmouth.
The Vineyard Artisan Festival – September 2-4 The 21st Annual Vineyard Artisan Labor Day Festival. Great food and music, $2 parking fee helps support our scholarship fund for the arts. Free admission, hay rides. Don’t miss this very special event! Grange Hall, West Tisbury
Truro Agriculture Fair - September 4. Celebrate agriculture, aquaculture, fishing and farming on Cape Cod!
Annual 5k Labor Day Road Race – September 4. Johnny Kelley Park, South Dennis.
Kayak Quest - Felix Neck Wildlife Sanctuary, 100 Felix Neck Drive, Edgartown
Enjoy Sengekontacket Pond at your own pace on this self-guided tour. Rhyming “quest” clues (think treasure hunt) will help you uncover the story of the Pond’s people, places, and wildlife. Single and double kayaks available; call to reserve. Up to 2.5 hours; all boats must be returned by 3:30 p.m. Age restrictions may apply, call for more information 508.627.4850
Vineyard Ghosts Walking Tours – Meet at Secret Garden, 41 Circuit Avenue, Oak Bluffs
Lantern led treks through the haunted streets of the old Cottage City. Great ghost stories, and family fun. Six person minimum. Tour dates subject to change. Please call ahead or email to confirm at 774.563.0762 $10 per person; Private tours available by appointment $20 per person.
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24th Annual Wachusett Mountain Labor Day Sale – September 2-5. A full weekend of fantastic sales on ski and snowboard equipment and winter apparel. Special “Family Fun Days” on Sunday and Monday from 12-4pm.
Family Fun Days at Old Sturbridge Village – September 3-5. Old Sturbridge Village, Sturbridge. Lots of fun for whole family. Multiple events planned throughout the weekend. And kids 17 and under are free all weekend.
Spencer Fair – September 2-5. Monster truck shows, tractor pulls, reptile show, variety shows, music, craft competition, baking shows, exhibits and demonstrations; children”s play area and petting zoo. Rt. 31, Spencer
Apple County Fair – September 3-5. Live music, great food, local brewers, vendors and artisans. Red Apple Farm, Phillipston.
Labor Day Sidewalk Sale -September 3-5. Lee Premium Outlets Experience abundant savings of 25-65% at the annual Lee Premium Outlets Labor Day Sidewalk Sale. Great savings on fall clearance at your favorite brand name designer outlet stores. 17 Premium Outlets Boulevard, Lee
Amherst Farmers Market – Through November 19. Voted the best farmers market in the Pioneer Valley, AND the best “small” farmers market in the country! Spring St. Parking Lot, Amherst
3 County Fair – September 2-5 Polish festival, thoroughbred horse racing, agricultural & livestock exhibits, demo derbies, good healthful food, musical entertainment; rides and games as well. Northampton Fairgrounds, Bridge St., Northampton
Blandford Fair – September 2-5. Antique car show, Fiddle contest, art show, stage show, midway, horse, oxen and truck pulls, agricultural displays and horse show. North St., Blandford.
Find more Labor Day events in the Berkshires.