The following is a list of local, community-oriented events.

To submit yours, please scroll to the bottom of the list!

Friday, August 21 – Grafton Day

Head to the GHS Complex in Grafton on Friday, August 21, from 4:30 PM to 8:00 PM for Grafton Day. Enjoy an evening of food trucks, inflatables, giveaways, a beer and wine garden, live entertainment, and plenty of family fun during this community-wide celebration.

Friday, August 21 – Grafton Day Friendly Car Show

Car lovers can check out the Grafton Day Friendly Car Show on Friday, August 21, from 4:30 PM to 8:00 PM at Grafton High School. Held as part of Grafton Day, this relaxed community car show welcomes all types of vehicles and gives visitors another reason to spend the evening enjoying the festivities.

Saturday & Sunday, August 22–23 – Massachusetts Solidarity 

Economy Festival

Head to Global Village Farms in Grafton on Saturday and Sunday, August 22 and 23, for the Massachusetts Solidarity Economy Festival. The weekend brings people together to explore cooperatives, sustainable agriculture, community building, and ways to create a stronger and more connected local economy.

Wednesday, August 26 – Women's Equality Day Luncheon

Celebrate Women's Equality Day on Wednesday, August 26, from 11:30 AM to 1:00 PM at Benchmark Senior Living at Forge Hill in Franklin. Hosted by Connecting Women Leaders, this special luncheon features a panel of local women business owners sharing inspiring stories about their journeys, challenges, leadership, entrepreneurship, and success.

Friday, August 28 – Downtown After Dark

Head to Downtown Ashland on Friday, August 28, from 5:00 PM to 9:00 PM for Downtown After Dark. Main Street becomes a community block party featuring food, shopping, pop-ups, giveaways, entertainment, and plenty of opportunities to explore downtown Ashland. The event is free and open to the public.

Saturday, August 29 – Back to School Movie Night

Celebrate the final days of summer at Back to School Movie Night on Saturday, August 29, from 5:30 PM to 9:00 PM at The Corner Spot, 6 Cherry Street in Ashland. Bring the family out for an evening together and enjoy an outdoor movie before students head back to school.

Sunday, August 30 – Overdose Awareness Remembrance Vigil

Join GAAP Recovery on Sunday, August 30, from 5:00 PM to 8:00 PM on the Grafton Common for an Overdose Awareness Remembrance Vigil. The community gathering recognizes International Overdose Awareness Day while remembering those lost to overdose and supporting families, friends, and individuals affected by addiction.

Saturday, September 12 – Medway Community Farm FarmFest

Celebrate the harvest season at FarmFest on Saturday, September 12, from Noon to 4:00 PM at Medway Community Farm in Medway. Enjoy food trucks, a beer tent, live music, local vendors, kids' activities, and plenty of outdoor fun for the whole family. Be sure to stop by and say hello to Raydio while you're there celebrating with the community!

Saturday, September 12 – Cans & Craft Vendor Fair

Head to Fino Annex Field in Milford on Saturday, September 12, from 10:00 AM to 4:00 PM for the Cans & Craft Vendor Fair. Browse handcrafted goods from local artisans, enjoy food trucks, raffles and silent auctions, with proceeds benefiting Milford's Daily Bread Food Pantry. Admission is free.

Saturday, September 19 – Hopedale Day in the Park

Celebrate Hopedale at the annual Day in the Park on Saturday, September 19, from 10:00 AM to 4:00 PM at the Hopedale Community House. The longtime community tradition features artists and craftspeople, community organizations, food, family activities, and plenty of opportunities to spend the day with friends and neighbors. A rain date is scheduled for Sunday, September 20.

Saturday, September 19 – Ashland Day

Celebrate the Ashland community on Saturday, September 19, from 10:00 AM to 4:00 PM at Stone Park for Ashland Day. This annual town celebration brings residents together for a full day of activities, organizations, vendors, food, and family fun.

Saturday, September 19 – Hopkinton Family Day

Celebrate Hopkinton Family Day on Saturday, September 19 at the Hopkinton High School Athletic Fields. Enjoy live entertainment, family games, activities, food trucks, and a spectacular fireworks display to cap off the evening. Hosted by local organizations and businesses, this annual celebration offers free activities for the whole family.

Saturday, September 19 – Show Your Pride Festival

Celebrate community and inclusion at the Show Your Pride Festival on Saturday, September 19, from Noon to 6:00 PM at Nelson Park in Grafton. Hosted by Grafton Pride, the community festival brings people together for an afternoon of activities and celebration for all ages.

Saturday & Sunday, September 19–20 – Blackstone Town-Wide Yard Sale

Get ready for a weekend of bargain hunting during Blackstone's Town-Wide Yard Sale on Saturday and Sunday, September 19 and 20. Residents throughout Blackstone will be setting up yard sales, giving shoppers a chance to travel around town searching for treasures, bargains, and unexpected finds.

Sunday, September 20 – 38th Annual Milford Lions Car Show

Check out hundreds of classic cars at the 38th Annual Milford Lions Car Show on Sunday, September 20, beginning at 8:00 AM at Plains Park in Milford. Enjoy entertainment from Cruisin' Bruce, food from the Milford Lions, Citrus Got Real, and New City Microcreamery, plus trophies awarded to the top entries in this judged show.

Saturday, September 26 – Car Show in Memory of Tim Gomes

Head to Henry Clough School in Mendon on Saturday, September 26, for the 6th Annual Car Show in Memory of Tim Gomes. Hosted by the Brothers of the Brush Civic Group, the community event features cars, concessions, games, and more, with proceeds going back into the local community.

Saturday, September 26 – Medway Police Chase 5K & Kids Fun Run

Lace up your sneakers for the Medway Police Chase 5K and Kids Fun Run on Saturday, September 26, from 6:00 PM to 8:30 PM at Medway Parks & Recreation, 123 Holliston Street. The evening includes a glow 5K run and walk along with a kids' obstacle-course fun run featuring giant inflatables.

Saturday, September 26 – 3rd Annual Medway PorchFest

Celebrate local music at the 3rd Annual Medway PorchFest on Saturday, September 26, from 1:00 PM to 7:00 PM throughout Medway, including Medway Community Farm. Local musicians perform on porches and community spaces across town during this family-friendly celebration of music and community.

Sunday, September 27 – Antique Tractor, Truck & Car Cruise

Head to Daniels Farmstead in Blackstone on Sunday, September 27, from 10:00 AM to 3:00 PM for the Antique Tractor, Truck & Car Cruise. Check out classic vehicles and antique tractors, browse the craft fair, and enjoy a day celebrating vintage wheels at one of Blackstone's historic community landmarks.

Tuesday, September 29 – Countryside Health Care We Care Classic Golf Tournament

Support Countryside Health Care of Milford during the We Care Classic Golf Tournament on Tuesday, September 29 at Blissful Meadows Golf Club in Uxbridge. Spend a day on the course enjoying golf, lunch, raffles, contests, prizes, and plenty of fun, with proceeds supporting Countryside Health Care and the people it serves.

Saturday, October 3 – Dragonfly Street Faire

Head to Ashland on Saturday, October 3, for the Dragonfly Street Faire. The community event brings people together for a fall day in downtown Ashland with local organizations, vendors, activities, and plenty to explore.

I would hold the Dragonfly Street Faire copy as tentative until we have the full 2026 event details. Everything else can go into the working website list.

Friday, October 16 – Bellingham Women of Today Quarter Auction

Join the Bellingham Women of Today for their 4th Annual Quarter Auction on Friday, October 16, at the Bellingham Senior Center, 40 Blackstone Street. Doors open at 6:00 PM with the auction beginning at 6:30 PM. Shop from local vendors and crafters, bid on great items using quarters, and enjoy raffles and snacks throughout the evening. Admission is $5 and includes five bidding paddles, with proceeds supporting the Bellingham Women of Today High School Scholarship Fund and other local charities.