September to Remember Events!

Ashland:

• ASHHOP Porch Fest:
  Sunday, September 13^th, 2025 – 2pm to 8pm at The Corner Spot, 6 Cherry Street
  Wander through neighborhoods, following the sounds of music streaming from front porches and shared public spaces. It’s a celebration of local talent—from folk to jazz, Americana to alternative—and the region’s unique character

• Dragonfly Street Faire:
  Saturday, September 27^th, 2025 – 1pm to 6pm at The Corner Spot, 6 Cherry Street
  Step into a festive afternoon of community, culture, and creativity at the Dragonfly Street Faire! Hosted at The Corner Spot, this vibrant gathering promises live music, dance, delicious eats, local vendors, and so much more.

Franklin:

• 21^st Annual Harvest Festival:
  Saturday, September 28^th, 2025 – Noon to 5pm on Main Street and surrounding area of downtown Franklin
  Fall in love with community spirit and local flavor at the Franklin Harvest Festival, the Franklin Downtown Partnership’s signature event of the season. With over 150 vendor booths, the festival fills downtown Main Street and adjacent streets with artisans, crafters, local shops, and non-profits ready to share their offerings and passions.

• Celebrate Holliston:
  Saturday, September 20^th, 2025 – Parade 9am, Field Day 10am to 3pm at Damigella Field
  Live music, entertainment, and interactive activities create a festive atmosphere, while local businesses and organizations showcase everything that makes Holliston a vibrant community. Field Day is the perfect chance to connect with neighbors, support local talent, and make memories with family and friends.

• 44^th Annual Harvest Fair:
  Sunday, September 21^st, 2025 – 10am to 4pm at the Holliston Historical Society Grounds, 547 Washington Street
  Step into autumn with the Harvest Fair, Holliston’s celebrated fall festival hosted by the Historical Society on the charming grounds surrounding the historic Asa Whiting House and Barn. Now in its 44th year, this delightful fair invites you to explore a curated collection of handmade New England crafts, antiques, and artisan goods—all offered by local vendors passionate about quality and tradition.

Hopkinton:

• Hopkinton Polyarts Festival:
  Saturday, September 6^th, 2025 – 10am to 4pm at the Hopkinton Town Common
  Celebrate decades of creativity at the 50^th Annual Hopkinton PolyArts Festival, a beloved community tradition that began in 1974 as a showcase of local craftsmen and has grown into a vibrant, day-long celebration of artistry and culture. Today, the festival features more than 75 artisans and craftspeople from across New England alongside live performances and local community groups.

Hudson:

• Celebrate Hudson Festival:
  Saturday, September 13^th, 2025 – 1pm to 7pm, Main Street
  Downtown Hudson transforms into a weekend wonderland for Celebrate Hudson 2025, a free, town-wide festival that brings together all that makes Hudson special. This family-friendly celebration is perfect for locals and visitors alike—whether you’re refueling on good food, shopping for treasures, enjoying live music, or just soaking in the community excitement. It’s a full afternoon of fun, connection, and small-town charm

Marlborough:

• Labor Day Parade:
  Monday, September 1^st, 2025 – 12pm starts at Pleasant St. & Lincoln St. Intersection
  Celebrate one of Marlborough’s most cherished traditions this Labor Day weekend. The festivities begin with the Main Street Festival, where downtown Marlborough comes alive with live music, food trucks, artisan vendors, community booths, bounce houses, and a Touch-a-Truck exhibit for families to enjoy. The celebration continues with the city’s signature Labor Day Parade, a tradition for more than 70 years. Kicking off at noon from Pleasant and Lincoln Streets, the parade winds through downtown, filling the streets with marching bands, floats, local groups, and plenty of hometown spirit.

• Food Truck & Arts Festival:
  Sunday, September 14^th, 2025 – 11am to 5pm Downtown Marlborough
  This family-friendly event is free to attend and provides a perfect opportunity to enjoy the best of Marlborough’s food and arts scene. Dozens of gourmet food trucks will line the street, offering a diverse array of culinary delights. In addition to the delicious offerings, the festival features live music, a beer garden, and a variety of artisan vendors showcasing their crafts.

• Celebrate Mexico: 
  Sunday, September 21^st, 2025 – 11am to 5pm Union Commons, Main Street
  Experience the vibrant culture of Mexico at the annual Celebrate Mexico Festival in Marlborough. Enjoy a day filled with authentic Mexican cuisine, live music, and family-friendly activities. This free event offers a festive atmosphere perfect for all ages to celebrate Mexican heritage and community spirit.

Medway:

• Farm Festival:
  Saturday, September 13th, 2025 – Noon to 4pm at Medway Community Farm, 50 Winthrop Street
  This family-friendly event offers a variety of activities, including a bouncy house, hayrides, face painting, arts and crafts projects, and more. Enjoy live music, food and drinks available for purchase, and explore local vendors showcasing their crafts and wares. Beer tasting tickets will be available for purchase in advance, including a souvenir cup and access to full pour tokens. A hay bale toss competition with prizes adds to the fun.

Milford:

• Labor Day Parade:
  Monday, September 1st, 2025 – 1pm starts at Milford High School. 80th annual parade
  This cherished annual tradition features a vibrant procession of floats, marching bands, antique cars, and more, celebrating the spirit of labor and community. The parade begins at Milford High School and winds through downtown Milford, offering a festive atmosphere for all ages. It’s a perfect way to honor the contributions of workers and enjoy a day of local pride and camaraderie.

Natick:

• Porchfest:
  Saturday, September 20th, 2025 – 2pm to 6pm
  This free, family-friendly event transforms front porches into live music venues, featuring local musicians across various genres. Attendees can stroll or bike through the neighborhood, enjoying diverse performances in a relaxed, community-focused setting.

Northborough:

• Applefest:
  Thursday, September 18th to Sunday, September 21st, 2025.
  This four-day festival offers a variety of events for all ages, including a 5K road race, a classic car parade, a gala, a craft fair, and a fireworks display. The festivities kick off with a luncheon at the Senior Center on Thursday, followed by the popular gala on Friday evening. Saturday features the 5K race, parade, and a vibrant street fair, while Sunday wraps up with a community worship service and a grand fireworks finale. Throughout the weekend, enjoy live music, local vendors, and family-friendly activities.

Sudbury:

• Apple Fest:
  Saturday, September 20th, 2025 – 10am to 2pm at Longfellow’s Wayside Inn
  This free, family-friendly event celebrates the harvest season with a variety of activities and entertainment for all ages. Explore over 100 acres of scenic grounds while enjoying live performances, historical demonstrations, and family storytelling. Engage with educational activity booths focusing on New England history, agriculture, and cultural heritage. Children can delight in petting zoos, hayrides, and obstacle courses, while adults browse through dozens of craft and food vendors. Local nonprofits will also showcase their work, providing visibility and fostering community impact.

• Colonial Faire and Muster of Fife:
  Saturday, September 27th, 2025 – 10am at Longfellow’s Wayside Inn
  Hosted by the Sudbury Companies of Militia & Minute and the Sudbury Ancient Fyfe and Drum Companie, this event is part of the Sudbury 250 series, commemorating the town’s rich Revolutionary War heritage. This free, family-friendly event brings history to life with a full day of music, muskets, and merriment. Experience the sounds of over 20 fife and drum corps from across New England as they parade and perform on the muster field. Witness militia drills and musket demonstrations, enjoy colonial-era dancing, and explore living history exhibits that showcase life in early America. Children can partake in traditional games and activities, while vendors offer handmade crafts and period-inspired refreshments.
  

Westborough:

• Arts in Common:
  Saturday, September 27th, 2025, 11am Bay State Common
  Celebrate creativity at the 15th annual Arts in Common Festival, a free, family-friendly event hosted by the Westborough Cultural Council. Held on Bay State Commons, this vibrant festival showcases a diverse array of local artists, musicians, performers, and food vendors. Experience live music, browse unique handmade crafts, enjoy delicious food, and participate in interactive art activities. Whether you’re an art enthusiast or looking for a fun day out, Arts in Common offers something for everyone.