--- title: The Seaport’s 10 Best Fall Outings description: Seaport is fast becoming the new cultural power center of the city. With its sleek restaurants, hip bars, luxe hotels and stunning Institute of Contemporary Art, it’s where you want to be if you’re looking to rub elbows with Boston’s power brokers — and those who aspire to join them. Here's our Top 10 favorite places to Power Lunch in and around the Seaport home of the 10 World Trade project. image: https://www.10worldtrade.com/hubfs/leader-bank-pavilion-exterior-1.jpg --- [![10WT](https://www.10worldtrade.com/hs-fs/hubfs/2025_UPDATES/10WT.png?width=2000&height=1125&name=10WT.png)](https://www.10worldtrade.com/) - [Home](https://www.10worldtrade.com) Sep 21, 2023 # The Seaport’s 10 Best Fall Outings - [![](https://www.10worldtrade.com/hubfs/theme-2022/images/Design/LinkedIn%20Icon.svg)](https://www.linkedin.com/shareArticle?mini=true&url=https://www.10worldtrade.com/blog/seaports-top-ten_fall-outings&title=&summary=&source=) - ![](https://www.10worldtrade.com/hubfs/theme-2022/images/Design/Instagram%20Icon.svg) - [![](https://www.10worldtrade.com/hubfs/theme-2022/images/Design/Facebook%20Icon.svg)](https://www.facebook.com/sharer/sharer.php?u=http%3A//www.10worldtrade.com/blog/seaports-top-ten_fall-outings)   No need to head North to experience fall in New England - Boston's Seaport offers no shortage of seasonal activities guaranteed to make the changing colors and chillier temperatures welcomed along the waterfront.     Photo Credit: harpoonbrewery.com ![10WT_Fall_ThingsToDo](https://www.10worldtrade.com/hs-fs/hubfs/10WT_Fall_ThingsToDo.gif?width=490&height=392&name=10WT_Fall_ThingsToDo.gif)  [ ![Octoberfest](https://www.10worldtrade.com/hs-fs/hubfs/Octoberfest.jpg?width=366&height=244&name=Octoberfest.jpg)](https://www.harpoonbrewery.com/event/harpoon-octoberfest-3/) Photo credit: harpoonbrewery.com ### [1. ](https://www.harpoonbrewery.com/boston-brewery/)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](https://www.eventbrite.com/e/harpoon-octoberfest-tickets-703344661817).* 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](https://www.harpoondogtoberfest.com/Race/Register/?raceId=84340) to register.  [306 Northern Ave, Boston, MA 02210](https://www.google.com/maps?sca_esv=566275222&rlz=1C1RXQR_enUS1062US1062&output=search&q=harpoon+brewery+seaport&source=lnms&entry=mc&sa=X&sqi=2&ved=2ahUKEwi4wZ-onrSBAxV9FFkFHYFBDUsQ0pQJegQICxAB) Distance from 10 World Trade ![10 Best Icons_SCOOTER](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_SCOOTER.svg) 5 min ![10 Best Icons_HORSEBACK](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_HORSEBACK.svg) 12 min ![10 Best Icons_HANG GLIDE](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_HANG%20GLIDE.svg) 8 min [ ![28874228234_2d073b6c83_k](https://www.10worldtrade.com/hs-fs/hubfs/28874228234_2d073b6c83_k.jpg?width=392&height=261&name=28874228234_2d073b6c83_k.jpg)](https://www.signatureboston.com/lawn-on-d) Photo credit: signatureboston.com ### [2.](https://www.kings-de.com/location/kings-dining-entertainment-boston-seaport/)[Lawn on D - Modern Markets](https://www.signatureboston.com/lawn-on-d) 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](https://www.google.com/maps/place/The+Lawn+On+D/@42.3441499,-71.0478647,17z/data=!3m1!4b1!4m20!1m13!4m12!1m4!2m2!1d-71.0378907!2d42.3583437!4e1!1m6!1m2!1s0x89e37a86be93faff:0x5577fb629400bf46!2sthe+lawn+on+d!2m2!1d-71.0452898!2d42.344146!3m5!1s0x89e37a86be93faff:0x5577fb629400bf46!8m2!3d42.344146!4d-71.0452898!16s%2Fg%2F11bbw_f1m5?entry=ttu) Distance from 10 World Trade ![10 Best Icons_ROCKET](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_ROCKET.svg) .002 min ![10 Best Icons_HORSEBACK](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_HORSEBACK.svg) 2 min ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 5 min [ ![4-3](https://www.10worldtrade.com/hs-fs/hubfs/4-3.webp?width=392&height=294&name=4-3.webp)](https://sipandscript.com/event/modern-calligraphy-pumpkin-lettering-for-beginners-at-harpoon-beer-hall/) Photo credit: sipandscript.com ### [3. Pumpkin Calligraphy at Harpoon Beer Hall](https://sipandscript.com/event/modern-calligraphy-pumpkin-lettering-for-beginners-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](https://sipandscript.com/event/modern-calligraphy-pumpkin-lettering-for-beginners-at-harpoon-beer-hall/). [306 Northern Ave, Boston, MA 02210](https://www.google.com/maps?sca_esv=566275222&rlz=1C1RXQR_enUS1062US1062&output=search&q=harpoon+brewery+seaport&source=lnms&entry=mc&sa=X&sqi=2&ved=2ahUKEwi4wZ-onrSBAxV9FFkFHYFBDUsQ0pQJegQICxAB) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 7 min ![10 Best Icons_KAYAK](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_KAYAK.svg) nope ![10 Best Icons_SEGWAY](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_SEGWAY.svg) 3 min [ ![snowbound](https://www.10worldtrade.com/hs-fs/hubfs/snowbound.jpg?width=390&height=292&name=snowbound.jpg)](https://snowboundexpo.com/) Photo credit: bostonglobe.com ### [4.](https://snowboundexpo.com/)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.](https://snowboundexpo.com/) [415 Summer Street, Boston, MA 02210](https://www.google.com/maps?sca_esv=565412338&rlz=1C1RXQR_enUS1062US1062&output=search&q=boston+convention+center&source=lnms&entry=mc&sa=X&ved=2ahUKEwj9wKLk-aqBAxVwk4kEHVSbCN4Q0pQJegQIDRAB) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 1 min ![10 Best Icons_KAYAK](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_KAYAK.svg) still no ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) Still 1 min [ ![tall-ship-east-boston-c](https://www.10worldtrade.com/hs-fs/hubfs/tall-ship-east-boston-c.jpg?width=392&height=261&name=tall-ship-east-boston-c.jpg)](https://www.tallshipboston.com/event-calendar) Photo credit: bostonmagazine.com ### [5. Water Taxi to Tall Ship](https://www.tallshipboston.com/) 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](https://fundraise.als.net/tallship). * [Fan Pier Boulevard, Boston, MA 02210](https://www.google.com/maps/place/The+Tall+Ship+Boston/@42.3641926,-71.0594821,14z/data=!4m20!1m13!4m12!1m4!2m2!1d-71.0378907!2d42.3583437!4e1!1m6!1m2!1s0x89e37153af271ec3:0xe9a3938dd5e76126!2stall+ship+boston!2m2!1d-71.0414523!2d42.3649544!3m5!1s0x89e37153af271ec3:0xe9a3938dd5e76126!8m2!3d42.3649544!4d-71.0414523!16s%2Fg%2F11rh77tlm5?entry=ttu) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 6 min ![10 Best Icons_CAR](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_CAR.svg) why? ![10 Best Icons_SKATEBOARD](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_SKATEBOARD.svg) 3 min [ ![leader-bank-pavilion-exterior-1](https://www.10worldtrade.com/hs-fs/hubfs/leader-bank-pavilion-exterior-1.jpg?width=392&height=263&name=leader-bank-pavilion-exterior-1.jpg)](https://specialevents.livenation.com/venues/leader-bank-pavilion) Photo credit: livenation.com ### [6. Hozier at Leader Bank Pavilion](https://www.leaderbank.com/about/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](https://www.stubhub.com/performer/1493115?AffiliateID=49&adposition=&PCID=PSUSGOOCONHOZIECF3A25E99F&AdID=665196869005&MetroRegionID=&psc=&psc=&ps=&ps_p=0&ps_c=20359918684&ps_ag=154105306067&ps_tg=kwd-456509474146&ps_ad=665196869005&ps_adp=&ps_adp=&ps_fi=&ps_fi=&ps_li=&ps_li=&ps_lp=9001990&ps_n=g&ps_d=c&ps_ex=&gcid=C12289X486&utm_source=google&utm_medium=paid-search&utm_sub_medium=prospecting&utm_term=nb&utm_campaign=20359918684%3Adefault&utm_content=default&keyword=154105306067_kwd-456509474146_c&creative=665196869005&utm_kxconfid=s2rshsbmv&kwt=nb&mt=e&kw=hozier+boston&gad=1&gclid=CjwKCAjwsKqoBhBPEiwALrrqiMIFY0Eyzk2go0R7wnK5j2DVskV285FaElo2vMc693IAtxLTu5tTIxoC1dcQAvD_BwE). * [290 Northern Ave, Boston, MA 02210](https://www.google.com/maps/place/Leader+Bank+Pavilion/@42.3485465,-71.0385182,17z/data=!3m1!4b1!4m20!1m13!4m12!1m4!2m2!1d-71.0478914!2d42.3527162!4e1!1m6!1m2!1s0x89e37a9d50431061:0x290bf47b5ed059d4!2sleader+bank+pavilion!2m2!1d-71.0359433!2d42.3485465!3m5!1s0x89e37a9d50431061:0x290bf47b5ed059d4!8m2!3d42.3485465!4d-71.0359433!16s%2Fm%2F04790b8?entry=ttu) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 5 min ![10 Best Icons_BIKE](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_BIKE.svg) 2 min ![10 Best Icons_HORSEBACK](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_HORSEBACK.svg) 6 min [ ![Trader-Joes-Fort-Point](https://www.10worldtrade.com/hs-fs/hubfs/Trader-Joes-Fort-Point.jpg?width=392&height=294&name=Trader-Joes-Fort-Point.jpg)](https://locations.traderjoes.com/ma/boston/566/) Photo credit: bostonmagazine.com ### [7. Trader Joes](https://locations.traderjoes.com/ma/boston/566/) 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](https://www.google.com/maps/place/Trader+Joe's/@42.3518664,-71.0521421,17z/data=!3m2!4b1!5s0x89e3707fa24cd4f1:0x369f04ef81c7937c!4m6!3m5!1s0x89e3714c612d79f9:0xf17e3f2b658729f9!8m2!3d42.3518665!4d-71.0472712!16s%2Fg%2F11fmpxw23r?entry=ttu) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 7 min ![10 Best Icons_HANG GLIDE](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_HANG%20GLIDE.svg) 1 min ![10 Best Icons_ROCKET](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_ROCKET.svg) 1 sec [ ![IMG_7851-scaled](https://www.10worldtrade.com/hs-fs/hubfs/IMG_7851-scaled.jpg?width=392&height=294&name=IMG_7851-scaled.jpg)](https://www.massrobotics.org/roboboston/) Photo credit: massrobotics.org ### [8.  Massrobotics Block Party](https://www.massrobotics.org/roboboston/) 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](https://www.google.com/maps/place/Cisco+Brewers+Seaport/@42.3515049,-71.0465659,17z/data=!3m1!4b1!4m20!1m13!4m12!1m4!2m2!1d-71.0378907!2d42.3583437!4e1!1m6!1m2!1s0x89e371f604c109d1:0x386bfa88672ea47c!2scisco+brewers+seaport!2m2!1d-71.043991!2d42.3515049!3m5!1s0x89e371f604c109d1:0x386bfa88672ea47c!8m2!3d42.3515049!4d-71.043991!16s%2Fg%2F11fl7p3b5x?entry=ttu) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 4 min ![10 Best Icons_KAYAK](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_KAYAK.svg) almost ![10 Best Icons_SEGWAY](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_SEGWAY.svg) 2 min [ ![sporting club](https://www.10worldtrade.com/hs-fs/hubfs/sporting%20club.jpg?width=392&height=290&name=sporting%20club.jpg)](https://www.omnihotels.com/hotels/boston-seaport/dining/the-sporting-club) Photo credit: bostonuncovered.com ### [9. Sunday Football at the Sporting Club](https://www.omnihotels.com/hotels/boston-seaport/dining/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](https://www.google.com/maps/place/The+Sporting+Club/@42.3465925,-71.0470603,17z/data=!3m2!4b1!5s0x89e37a83cbd09f4d:0xec10b5f9f84738f1!4m6!3m5!1s0x89e37b31273f0667:0x2c6e64e1340d7526!8m2!3d42.3465926!4d-71.0421894!16s%2Fg%2F11rxmdbc0r?entry=ttu) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 2 min ![10 Best Icons_SKATEBOARD](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_SKATEBOARD.svg) 1 min ![10 Best Icons_CAR](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_CAR.svg) why? [ ![luckys](https://www.10worldtrade.com/hs-fs/hubfs/luckys.jpg?width=392&height=206&name=luckys.jpg)](https://www.luckyslounge.com/) Photo credit: do617.com     ### [10.](https://www.eventbrite.com/e/comedy-show-at-luckys-lounge-seaport-tickets-418349202727)[C](http://flightclubdartsusa.com)omedy 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](https://www.google.com/maps?cid=11850278779448492423) Distance from 10 World Trade ![](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_WALK.svg) 5 min ![10 Best Icons_ROCKET](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_ROCKET.svg) .125 min ![10 Best Icons_HANG GLIDE](https://www.10worldtrade.com/hubfs/Advertising/BisNow/10%20Best/10%20Best%20Icons/10%20Best%20Icons_HANG%20GLIDE.svg) 0.5  min      [< Previous](https://www.10worldtrade.com/blog/isenberg-projects/youth-design-competition) [Next >](https://www.10worldtrade.com/blog/setting-the-stage-for-the-topping-off-at-a-seaport-icon) ## RECENT NEWS Dec 20, 2023 #### [Breaking the Mold - How Boston's Next Iconic Tower Redefines Development](https://www.10worldtrade.com/blog/iconictowerredefinesdevelopment) Four Pillars: what they are, what they mean, and what we did towards each. 1. 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