September 3 - 7, 2026
Hey Locals! 👋🏽
I swear the 3-day weekend just ended and somehow my kids are already back in school. 😩😂 September came QUICK.
But I’m not mad at it because there are already a few things happening this month that are worth getting out of the house for.
First up: Somewhere With Locals Dinner is happening THIS WEEK in Catonsville! 🎉
I’m excited, a little nervous, and mostly ready to see what happens when a bunch of people who want to meet new people actually show up and sit down for dinner together.
If you missed this one, Bowie is next on September 10th and registration closes soon. So if you’ve been saying you need new friends, new people to go places with, or just an excuse to get out the house…this might be your sign. 👀
Save Your Seat
Also…the Renn Faire is OPEN! 🏰
I am still shocked by how many people told me they had never been or had never even heard of it after my video.
I went another year and STILL didn’t get to see everything, which tells you how much there is to do. Just know tickets can sell out, so if it’s on your fall list, don’t wait until the last minute.
Okay, now let’s get into what’s happening this week. 👇🏽
My Picks for September:
FREE This Weekend
PG County Wine Festival
Admission to the fair included
Camping in Druid Hill Park
🎡 Sep 16-20 | Anne Arundel County Fair | Crownsville, MD
🥒 Sep 19 | The Big Dill: Baltimore Pickle Fest | Baltimore, MD
🅏 Sep 26 | Kunta Kinte Heritage Festival | Annapolis, MD
Click tops below for more details
A few Maryland finds worth having on your radar this week.
I went down my usual Maryland rabbit hole this week and found a few things I had NO idea existed so figured you’d want to know too!
🚂 An underground railroad experience in Montgomery County
Every Saturday in September, you can ride a learning experience through Seneca Creek State Park. I had never heard about this one, but it definitely caught my attention.
See the Details
💻 A group for those who work from home
I found this cool group called Anywhere But Home DMV that does meetups in different cafes and coffee shops while you work remote. Why work from home by yourself when you can work with others. Check Them Out
🍷 Wine lovers, this one is for you
There’s a DMV group doing wine excursions, including a Fall Wine & Hikes trip coming up.
@Act3Explorations If you love Wine meetups and want friends who do too, this is the perfect way to meet others.
👪 Family & All Ages
🛴 Sep 4–20 | Portugal Circus | Hyattsville, MD
Europe's most celebrated circus comes to the DMV for 17 days — acrobats, aerialists, clowns & breathtaking performances under the big top.
🍔 Sep 4–6 | FoodeesFest | National Harbor, Oxon Hill, MD
40+ food trucks & artisan vendors at Tanger Outlets National Harbor. Register for a chance to win a free meal! ✅ FREE
🏁 Sep 4–7 | Greenbelt Labor Day Festival | Greenbelt, MD
One of Maryland's most beloved community festivals, rides, food, vendors, live entertainment & fireworks over Labor Day weekend. ✅ FREE
🎉 Sep 4 | Summer Bash by Youth Jobs Baltimore | Harlem Square Park, Baltimore, MD
A cookout, DJ & giveaways celebrating young adults — hosted by Youth Jobs Baltimore. Ages 18–24 only. ✓ FREE
🤹 Sep 5 | Beat Your Feet Class (Ages 6–12) | Washington, DC
DC Parks & Rec hosts a free Beat Your Feet class for kids ages 6–12 — learn DC's iconic stepping dance style. Check DCDPR for location & details. ✓ FREE
🏸 Sep 5 | Capital Badminton Columbia — Free Open House | Columbia, MD
A free badminton open house for kids — fun, active & a great way to try a new sport. 10:30am–12pm. ✅ FREE
🏖 Sep 5 – Oct 25 | Maryland Renaissance Festival | Crownsville, MD
50th season of Maryland's legendary Renaissance Festival, jousting, 200+ performers, artisan shops, themed weekends & feast halls.
🏸 Sep 5 | Capital Badminton Columbia — Free Open House | Columbia, MD
A free badminton open house for kids — fun, active & a great way to try a new sport. 10:30am–12pm. ✅ FREE
🏑 Sep 5 | Downtown Largo Festival | Largo, MD
PG County's community festival in Downtown Largo, live music, food, vendors & family fun. Check PG Parks for details.
🎡 Sep 6 | DC State Fair | Anthem Row, 800 K St NW, Washington, DC
A free showcase of DC's agricultural, culinary & artistic talents, with live music, demos, educational workshops & contests for kids and adults. 11am–6pm.
🎶 Sep 6 | Collective Minds House Music Festival | South Point (West Covington Park), Baltimore, MD
House music festival — DJs, vendors, food, drinks & community energy all day. ✓ FREE
🚑 Sep 7 | Labor Day Parade | Kensington & Gaithersburg, MD
Maryland's beloved Labor Day parade traditions — floats, community groups & family fun. ✓ FREE
👪 Adults Only
🎈 Sep 3 | Unpopular Opinion DC | The Fillmore Silver Spring, Silver Spring, MD
The viral pop culture debate show comes to DC — hot takes, audience battles & nonstop energy. 21+.
🍺 Sep 3–27 | Guinness Brewery Oktoberfest | Guinness Open Gate Brewery, Baltimore, MD Multi-weekend Oktoberfest — Sep 18, 19, 25, 26 & 27. Beer releases, live music & Bavarian food each weekend. German breakfast & VIP pairings available.
🎶 Sep 4–6 | Afro Plus Fest | Northwest Stadium, Landover, MD
North America's largest Afro-Caribbean Hip-Hop festival returns to PG County, Davido, Wizkid, Alkaline, Lil Baby & more across 3 days. Tickets required.
✨ Sep 4–6 | DC Festival of Magic | Capital Hilton, Washington, DC
World-class magicians take over the Capital Hilton for a 6th year, jaw-dropping illusions, mind-reading & incredible sleight of hand over 3 nights. Tickets required.
🍷 Sep 4 | Live Jazz & Wine Tasting | 402 N Howard St, Baltimore, MD
Wine tasting with pianist Luther S. Allison, live jazz & a closing jam session. 21+, doors at 6pm.
🍽️ Sep 5 | Black Food & Wine Festival '26 | The Great Lawn, Washington, DC
Black-owned food, wine, spirits & marketplace with live bands & DJs. 21+, 2–9pm.
🎧 Sep 5 | Top Of The Morning Fest | Power Plant Live!, Baltimore, MD
The ultimate Afro Caribbean, R&B & Hip Hop daytime experience — food, drinks, vendors, hookah, games & nonstop music. 21+, 9am–2pm.
🎉 Sep 7 | Summer Colors Day Party ft. Tevin Campbell | Baltimore Museum of Industry, Baltimore, MD
A Labor Day day party featuring R&B artist Tevin Campbell. 4–10pm.
An apple orchard...but make it adults only. 👀🍎
Milburn Orchards is doing After Hours nights for 21+, which means you can get the fall farm experience without the kids.
Think corn maze, apple cider donuts, drinks and a night at the orchard that actually feels like a date night.
They kick off September 3rd with select Thursdays through October, so if you’re already looking for a different fall date idea, save this one.
Thanks for being one of the Locals. Send this to someone who needs to go out.
Hope to See You.…….Somewhere Local!
Disclaimer: I do not host any of these events or have any affiliation with them.
*There are affiliate links on this page that I can make a small profit from so thank you for purchasing through those links to support the time it took to make this newsletter and continue to bring you the videos/reels you love!