Happy October, Ctown!

Hood Park’s Touch-a-Truck is on Saturday

Touch-A-Truck is THIS Saturday at Hood Park, 11AM–2PM! There will be 20+ trucks to climb and explore, plus fall fun like bounces houses, bites and sweet treats for the whole family! It’s free to attend, and don’t forget there’s free 3-hour parking. (Rain date: Sun, Oct 4). RSVP now to reserve your spot!

Scot-Toberfest at The Anchor… a weekend full of Scotland!

Scot-Toberfest is this weekend at The Anchor and here is everything you need to know:

Friday 10/2: Matchday – 1 pre party
With DJ @dougalmclennan

Saturday 10/3: Scotland v North Macedonia kickoff at 2:45

@thebandslate live at the half and the post-game party

Custom kilt giveaway
From the Tartan Army

Sunday 10/4: Pats game watch
With the Tartan Army @ 1pm

Sticker Activity Time at Ruthie’s Juice on Friday

This Friday, October 2nd from 2:30-3pm, kids can visit Ruthie’s Juice for a Sticker Activity Time with Monument Munchkins. It’s free!

Saturday is the 6th Annual Oktoberfest at Tall Ship

This Saturday, October 3rd from 1-5pm, Tall Ship in East Boston will host a special Oktoberfest event featuring 20+ breweries and distilleries! There will also be:

• Live music by Kier Byrnes & The Kettle Burners
• Stein Hoisting contest hosted by Sam Adams
• Best Dressed Prizes
• Cornhole Games, Picnic Style Seating, & Food Containers on the Pier
• 23 Featured Local Breweries with over 40 beers, seltzers and styles to taste!
• German Themed Food Specials, Prizes/ Giveaways, & More!

Get your tickets, now!

Hear Outdoor Live Music at Park City in Southie

You can still hear live music outdoors this month at Park City in Southie! Check out the schedule below. Plus, they are still doing their Ritual x Handle Bar outdoor sculpt classes on Saturday mornings!

Friday, October 2

• Matt Koelsch Trio — 5–8 PM
• Ansounds — 8:30 PM

Saturday, October 3

• Ritual x Handle Bar Fitness — 8 AM–1 PM
• Jeff Hilliard — 1–4 PM
• Aldous Collins — 5–8 PM
• Bobby Lombardi — 8:30 PM

Sunday, October 4

• Kaliloops — 1–4 PM
• Yacht Rock Sunday w/ The Blue Light Bandits — 5–8 PM

Sunnyside After Dark in Hood Park

Break out the flannel, butterfly clips, and maybe even your old Discman — Sunnyside After Dark is going back to 1996! Sunnyside Café in Charlestown is launching Sunnyside After Dark: Class of ’96, a weekly Friday night throwback packed with ’90s nostalgia. Expect ’90s-inspired food, throwback cocktails, movies, music, and pop culture, plus the chance to recreate your Class of ’96 yearbook photo. And yes, dressing like it’s 1996 is highly encouraged. Sunnyside After Dark happens every Friday night from 4pm-9pm. Reservations can be made through OpenTable.

You can catch a Football Game on Pier 6’s outdoor patio, and enjoy their Game Day Menu

Pier 6 features a Game Day menu during each football game. What was already an amazing experience, watching your favorite college and NFL teams play while sitting outside by the water, has been leveled up. Check it out and let us know your favorite items! You can also get buckets of drinks, which is your Choice of 6 cans, served on ice. Choose your mix, from Corona Extra, to Cisco Summer Rays, Angry Orchard Cider, Bud Light, N/A Sam Adams IPA, and many more!

Fun at Urban Wild

Urban Wild Boston at Hood Park has you covered — literally! Spend the afternoon bowling on one of its 14 high-tech lanes, play shuffleboard or ping pong, grab some food and drinks, and make a whole day of it without worrying about the weather. Catch the Pats or Bruins game on one of their many TVs and large drop-down screen with sound on for the big game! Urban Wild opens at 11am Saturday and Sunday, and it’s 21+ after 7pm.

SPORTS

Patriots vs. Bills – Sunday, October 4th at 1pm.

Bruins vs. Jets – Friday, October 2nd at 8pm.

Bruins vs. Wild – Saturday, October 3rd at 8pm.

MLB Playoffs Schedule 

Here are 9 places to watch the game in the neighborhood!

Check back as this list may be updated. Thank you to our Caught in Charlestown readers and Neighborhood Partners for supporting our local journalism efforts!