Visit Boonsboro, MD presented by the Boonsboro Town Alliance

08/31/2026

Jimmy's Famous Seafood is bringing legendary Maryland cuisine to Boonsboro! 🦀

Family owned and operated since 1974, find Jimmy’s Famous Seafood at the 6th Annual Boonsboro Food Truck Festival serving up Crab Cakes, Crab Cake Egg Rolls, Crabby Fries, Crabby Pretzels, Crabby Chicken, Fried Shrimp, and much more 🔥🥨

Sunday, September 6 📅
12–6 PM ⏰
Shafer Park | Boonsboro, MD 📍
FREE Admission 🎟️

Come hungry, there’s quite a few stops to work your way through! 😋

Stay tuned as we continue sharing more of this year’s food truck lineup 🔥

08/30/2026

SAVE THIS POST! 📌 The Boonsboro Food Truck Festival is just ONE WEEK OUT! 📰

The 6th Annual Boonsboro Food Truck Festival takes over Shafer Park on Sunday, September 6, with an afternoon packed with food trucks, desserts, local craft beverages, live entertainment, kids’ activities, face painting, vendors, and plenty of reasons to spend the day in Boonsboro 💙

COME HUNGRY! 🍴
This year’s food truck lineup includes:
Cousins Maine Lobster
Jimmy's Famous Seafood
Catchin Fish Chips - Maryland
Sweet Grub Machine
C&G Jerk Authentic Jamaican Chicken
Tuckers Pucker with Stoner Dogs Subs and Sammies
Keep It Smokin BBQ
Chedda Mac's - A Mac & Cheese Experience
The Chicken Wingboys
Three Daughters Food Truck
La Parada

SAVE ROOM FOR DESSERT! 🍰
Glamorview Dairy Bar
M.R. Cheesecakes
Beach Bowls
Snowball Waterfall
Castle Pop Corn

BEVERAGES BY 🥤
Sips
CloudSplitter Coffee

LIVE MUSIC ALL AFTERNOON 🎶
12–1:30 PM | Tony M
2–4 PM | Mack Berry Band
4–6 PM | Park Avenue Band

Tony M will also be bringing the fun to our Kids Activities area at Pavilion 1 with an interactive musical experience for our younger festival guests after his performance 🎶

BEVERAGE GARDEN @ PAVILION 2 🥃
Stop by the Beverage Garden for locally crafted beverages, including handcrafted spirits from Pathfinder Farm Distillery!

PARKING 🚗
Accessible parking is available off Shafer Park Drive, with additional general parking available around the park and near the Boonsboro Free Library.

Scouts BSA Troop 2119 will be helping guests navigate parking throughout the day.

📍 Shafer Park | Boonsboro, MD
📅 Sunday, September 6
⏰ 12–6 PM
🎟️ FREE ADMISSION

Bring the family. Meet up with friends. Make it an afternoon eating, sipping, listening to great music, and enjoying our community! 📍

A special thank you to Middletown Valley Bank, the Boonsboro Economic Development Commission, the Boonsboro Town Alliance, and all of the volunteers helping make this event possible.

08/28/2026

Planning to join us at the Boonsboro Food Truck Festival? Save this post for festival day! 📌

Here are a few things to know before you go:
🍴 20+ food trucks
🎟️ FREE festival admission
🎶 Live music at the Bandstand & Mobile Stage
🥃 Beverage Garden & Yard Games at Pavilions 1 & 2
🎨 Kids’ activities at Pavilion 3
ℹ️ Check-in near the restrooms by Pavilion 2
♿ Accessible parking is available
🪑 Bring a lawn chair or blanket and stay awhile!

🚗 Parking Assistance provided by Troop # 2119:
Scouts BSA Troop 2119 will be helping manage parking throughout the event! 💙

They are raising funds to support a local Life Scout’s Eagle Scout Service Project at Camp Melrose in Sharpsburg. This includes restoration of the main fire pit, new campsite fire pits and seating, and portable firewood storage bins. Donations and hellos are encouraged throughout the event! 💙

Mark your calendars! And we will see you NEXT WEEKEND! 🎉🍽️

Sunday, September 6 📅
12–6 PM ⏰
Shafer Park | Boonsboro, MD 📍

More festival announcements and vendor highlights are still to come as we count down to September 6 💙📰

08/27/2026

We’re SO excited to be just over a week out from the Boonsboro Food Truck Festival happening this Sunday, September 6th! 🍔

And returning to Shafer Park this year is Tuckers Pucker with Stoner Dogs Subs and Sammies, bringing loaded favorites, burgers, subs, sammies, and plenty of big flavor to the festival lineup 🔥

Sunday, September 6 📅
12–6 PM ⏰
Shafer Park | Boonsboro, MD 📍
FREE Admission 🎟️

Come hungry and make sure they’re on your list of stops!

Stay tuned as we continue sharing more of this year’s food truck lineup, live music schedule, beer garden options, and kids activities (including face painting!) happening right here in Boonsboro, September 6th, 12-6pm 🔥🍽️💙

08/27/2026

We are looking forward to Kaela’s dedication & support! She has already been a huge impact to our community!

Join us in welcoming, Kaela!

08/25/2026

We are just one month away from our 2nd Annual Bites & Bevs event! 💙

Last year our guests had a great time getting to explore our Main Street shops while also enjoying local Bites & Beverages from our community! We will have the full participating list available soon! 🍽️📚🛍️

Until then, go ahead and snag your tickets to be first in line for free giveaways available at the Boonsboro Town Alliance check-in table! 🎟️

Something’s Brewing in Boonsboro… Thursday, September 24th5:00 – 8:00 pmMain Street, Boonsboro, MD Mark your calendars for Thursday, September 24 from 5–8 PM because the Boro is about to bring the flavor! Get ready to sip, stroll, and savor during a special evening […]

08/24/2026

Mark your calendars, there’s a lot of excitement happening around town this month! 💙📰

We are less than 2 weeks away from kickstarting our September events here in Boonsboro! From the Food Truck Festival to our Annual Rememberance Day Parade, these are staple Boonsboro events you don’t want to miss! 🍂

September 1 | Boonsboro Farmers Market | Every Tuesday 4-7 PM through October 🌽

September 6 | 6th Annual Boonsboro Food Truck Festival | 12–6 PM | Shafer Park
20+ food trucks, live music, kids’ activities, beer & wine garden & so much more! 🍴🎶

September 11 | Annual Remembrance Day Parade | 6 PM | Main Street, Boonsboro 🇺🇸

September 11–13 | Fall Open House at Olde Homestead 🍁🛍️
Friday & Saturday | 10 AM–5 PM
Sunday | 12–5 PM

September 11–14 | SanMar’s The Great Bicycle Tour | TGBT ###IX 🚲

September 12–13 | 55th Annual Boonesborough Days Festival
Saturday | 9 AM–5 PM
Sunday | 9 AM–4 PM
Shafer Park 📍

September 13 | “Steady Ground” Opening Reception | 1–3 PM | Gifts Inn Boonsboro
Featuring work by Emma Williams & Jannon Baer 🎨

September 20 | Concert in the Park | Mack Berry | 7 PM | Shafer Park 🎶

September 24 | 2nd Annual Bites & Bevs in the Boro | 5–8 PM | Along Main Street
Tickets & details: BoonsboroTownAlliance.com 🍽️

September 27 | Concert in the Park | Mason-Dixon Barbershop Chorus
7 PM | Shafer Park 🎵

Keep an eye out for Boonsboro Trolley Station Museum, Boonsborough Museum of History, Boonsboro Historical Society MD for opening hours & events! 📍

Save this post, share it with your September crew, and make plans to Visit Boonsboro all month long! 💙

How are you celebrating in Boonsboro this September?

08/21/2026

Congratulations! 💙

A Boonsboro student captured a national majorette crown and will represent Team USA in international competition in Italy.

08/20/2026

Planning to join us at the Boonsboro Food Truck Festival? Save this post! 📌

Here are a few things to know before you go:
🍴 20+ food trucks throughout the festival
🎟️ FREE admission
🎶 Live music throughout the afternoon
🥃 Beverage Garden
🎨 Kids’ activities & family fun
🪑 Bring a lawn chair or blanket and stay awhile!

Swipe through for the festival basics and start planning your day at Shafer Park. 🌱

Sunday, September 6 📅
12–6 PM ⏰
Shafer Park | Boonsboro, MD 📍

More vendor spotlights, parking information, event details & festival updates are still to come! Stay tuned for additional 6th Annual Food Truck Festival announcements! 📰

08/19/2026

Sweet Grub Machine is bringing delicious food to Boonsboro at the 6th Annual Food Truck Festival this September! 🔥

Find them Sunday, September 6th serving up their signature smashburgers, grilled chicken sandwiches, quesadillas, loaded fries, homemade mac & cheese, hot dogs and more 🍔🧀🌭

Sunday, September 6 📅
12–6 PM ⏰
Shafer Park | Boonsboro, MD 📍
FREE Admission 🎟️

Stay tuned as we continue sharing more of this year’s food truck lineup! We are honored to partner with these amazing local companies! 📍