The Seaport’s 10 Best Fall Outings

1. Harpoon Brewery

Raise a glass under Harpoon Brewery's open-air tents for their 33rd annual Octoberfest this September 29th and 30th, featuring seasonal IPA's, live music, pretzel eating contests, chicken dancing, and more. Get your tickets here.

Looking for a more pet-friendly affair? Stick around for Harpoon Dogtoberfest on October 1st for a 3-mile run / walk to kick off the day, an on-site adoption meet & greet, and puppy costume competitions. Click here to register. 

306 Northern Ave, Boston, MA 02210

Distance from 10 World Trade

2. Lawn on D - Modern Markets

Join a local, diverse group of vendors for Modern Markets at The Lawn on D this September 24th. Free and open to all, this artistic outdoor venue is a perfect setting for a casual Sunday outing with live music, lawn games, pickle ball courts and more. When: September 24th, 12-6 PM EST. Where: The Lawn on D.

420 D St, Boston, MA 02210

Distance from 10 World Trade

 

3. Pumpkin Calligraphy at Harpoon Beer Hall

Join the Sip & Script crew this month for a festive day of calligraphy and pumpkin decorating. Grab a seat before instruction starts and craft away - Food and beverages are provided and all materials are yours to keep at the end of the workshop.  When: September 24th, 12-1:30 PM EST. Where: Harpoon Beer Hall.

Get your tickets here.

306 Northern Ave, Boston, MA 02210

Distance from 10 World Trade

4.Snowbound Expo

Ignite your passion for winter sports at Snowbound Expo. This year's event brings together inspirational speakers and the latest gear and technology, whether you're already a mountain lover or looking to pick up a healthier hobby during New England's longest season. When: November 3rd-5th. Where: The Boston Exhibit & Convention Center.

Get your tickets here.

415 Summer Street, Boston, MA 02210

Distance from 10 World Trade

5. Water Taxi to Tall Ship

On September 28th-29th, this historic vessel turned restaurant is hosting a night of Musical Bingo to benefit the ALS Therapy Development Institute. Take a water taxi from the Fan Pier or Pier 4 stops for a more serene commute across the harbor. When: September 28th - September 29th 6:30pm-11:00pm. Where: The Tall Ship Boston.

Get your tickets here. 

Fan Pier Boulevard, Boston, MA 02210

Distance from 10 World Trade

6. Hozier at Leader Bank Pavilion

Score tickets to Hozier's Unreal Unearth tour at the Seaport's Leader Bank Pavilion. With panoramic harbor views, this is the perfect venue to take in the earlier autumn sunsets and the harvest moon. When: September 22nd - September 23rd 8:00 pm. Where: The Leader Bank Pavilion.

Get your tickets here. 

290 Northern Ave, Boston, MA 02210

Distance from 10 World Trade

7. Trader Joes

No one goes as hard for the fall as Trader Joes - Stalk up on all things autumnal, from spiced apple cider to pumpkin bagels and cream cheese for your Sunday brunch. 

 

44 Thompson Place Boston, MA02210

Distance from 10 World Trade

8.  Massrobotics Block Party

This year’s Annual Robot Block Party brings together creative minds making an impact in art, science and technology, with on-site demonstrations on drones, autonomous cars, and robotic arms. Free and open to the public, the event kicks off with a robot parade. When: September 30th, 2023, 10:45 AM - 4:00 PM. Where: 88 Northern Ave, Boston.

88 Northern Ave, Boston, MA 02210

Distance from 10 World Trade

9. Sunday Football at the Sporting Club

With reclaimed Boston sports memorabilia and an overabundance of TV screens, the Sporting Club at the Omni Boston Hotel is the spot for Sunday football all season long. 

450 Summer Street, Boston, MA 02110

Distance from 10 World Trade

10. Comedy Show at Lucky's Lounge

Head to Lucky's Lounge for a free standup comedy show every Monday all season long. Doors open at 7PM and seating is on a first-come, first-served basis.

355 Congress St, Boston, MA 02210

Distance from 10 World Trade