🍂 9 Local Events in Milton, MA You Need to Visit This Month

Watch the Full Reel

From wine dinners to comedy nights and holiday wreaths, here's what's happening around town 🎉

By Bridget Conroy
Coldwell Banker Realty | Milton, MA

From cozy autumn wine dinners to community arts, comedy nights, and festive holiday workshops, there is always something vibrant happening right here in our Milton community! 🍷🎨 As a local real estate expert and long-time Milton resident, I love keeping our neighbors connected to everything that makes living on the South Shore so special.

Here are 9 upcoming local events across Milton that you definitely want to add to your calendar this season! 📅

1. 🧠 Wicked Trivia Weekly at Abby Park

• 🗓️ When: Every Thursday at 8:00 PM
• 📍 Where: Abby Park (550 Adams St, Milton, MA), sister restaurant to Novara
• ✨ Details: Gather your friends for a fun evening of trivia, local food, and drinks.
• 🎟️ Admission: Free admission.

2. 🦪 Half Price Apps & $1 Oysters at Julianne's

• 🗓️ When: Sunday–Thursday from 3:00 PM – 6:00 PM
• 📍 Where: Julianne's Kitchen & Bar (10 Bassett St, Milton, MA)
• ✨ Details: Enjoy half-priced appetizers and $1 buck-a-shuck Wellfleet oysters during happy hour (dine-in only).
• 🎟️ Admission: Free entry / dine-in purchase.

3. 🎶 First Friday at the Milton Art Center: Social Justice

• 🗓️ When: Friday, November 6th | 6:00 PM – 9:00 PM
• 📍 Where: Milton Art Center (334 Edge Hill Rd, Milton, MA)
• ✨ Details: An evening of art, music, and the power of song featuring live musical performances and a gallery exhibit reception with works by Sue Hoy and Christine Schoettle. Light refreshments served.
• 🎟️ Admission: Free admission.

👉 Learn More Here

4. 🧚 Fairies in the Foliage at The Eustis Estate

• 🗓️ When: Saturday, November 7th | 10:00 AM – 12:00 PM
• 📍 Where: The Eustis Estate (1424 Canton Ave, Milton, MA)
• ✨ Details: Search for fairy houses, make fairy-themed crafts, help build a fairy village, and sip sparkly fairy lemonade on the historic Eustis Estate grounds.
• 🎟️ Tickets: $15 Adults | $10 Children

👉 Purchase Tickets Here

5. 🎼 "Faces of Love" Musical World Premiere

• 🗓️ When: Sunday, November 8th at 2:00 PM
• 📍 Where: First Parish Church of Milton (535 Canton Ave, Milton, MA)
• 🎟️ Admission: Pay as you can ($25 donation suggested)

6. 📸 Stephanie Beth Mini Photo Sessions at Two Pence

• 🗓️ When: Monday, November 16th | 9:00 AM – 11:00 AM
• 📍 Where: Two Pence Market (2 Eliot St, Milton, MA)
• ✨ Details: Stephanie Beth Photography is hosting 10-minute mini portrait sessions set against Two Pence Market's cozy fireplace and historic windows.
• 🎟️ Tickets: $300 per shoot

👉 Book & Schedule Session Here

7. 🍷 Wines for Thanksgiving Wine Dinner

• 🗓️ When: Wednesday, November 18th at 6:00 PM
• 📍 Where: Julianne's Kitchen & Bar (10 Bassett St, Milton, MA)
• ✨ Details: A Thanksgiving-themed educational wine dinner hosted in partnership with Fruit Center Marketplace and Dan Michaud of Ruby Wines. Includes three culinary courses paired with six wines.
• 🎟️ Tickets: $75 per person (+20% gratuity)

👉 Reserve Wine Dinner Tickets Here

8. 😂 Comedy Homecoming at the Milton Art Center

• 🗓️ When: Saturday, November 28th at 8:00 PM (Doors open at 7:00 PM)
• 📍 Where: Milton Art Center (334 Edge Hill Rd, Milton, MA)
• ✨ Details: Hometown comedians Will Noonan, Corey Rodrigues, and Mike Whitman return home for a spectacular night of stand-up comedy. Beer and wine available (21+ event).
• 🎟️ Tickets: $33.85 per person

👉 Purchase Comedy Night Tickets Here

9. 🎄 Holiday Wreath Workshop at The Wakefield Estate

• 🗓️ When: December 5th, 6th, and 7th (Various times)
• 📍 Where: The Wakefield Estate (1465 Brush Hill Rd, Milton, MA)
• ✨ Details: Design and craft your own custom holiday wreath using a wide variety of fresh greens and festive embellishments.
• 🎟️ Tickets: $40 Non-Members | $30 Members

👉 Reserve Wreath Workshop Tickets Here

🏡 Looking to Buy or Sell in Milton?

Whether you're exploring our local community events or thinking about making a move on the South Shore, I'm always here as your go-to local real estate expert.

Reach out anytime or follow along on Instagram @bridgetconroy for local real estate insights and neighborhood updates! 📲