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Charlottesville Jamboree April 18th 2026
Saturday, April 18th 2026 - 12:00 pm - 8:00 pm at Fairview Swim & Tennis Club
707 Belvedere Blvd
Charlottesville Jamboree is bringing the vibes this spring! 🌸🎶
We caught up with event organizer Brian Levy—also co-owner of Bottle House—to talk about this all-day celebration of live music, local vendors, food trucks, craft drinks, and family fun at Fairview Swim & Tennis Club.
It’s all happening Saturday, April 18th from 12 to 8, and yes… kids 12 and under get in free. 🙌
Hear what Brian had to say about the inspiration behind the Jamboree and what you can expect when the gates open.
Benefit Fundraiser for Jerry Thomas
Saturday, April 18th 2026 - 4:00 pm - 10:00 pm at The Elks Lodge
389 Elk Drive
On Saturday, April 18th, head to the Elks Lodge 389 Ballroom at 389 Elk Drive in Charlottesville for a powerful night of music, food, and support — all for longtime drummer Jerry Thomas, who is currently on his liver transplant journey.
This event runs from 4 to 10 PM and it’s open to the public. Entry is $15, and it’s a cash-only event, so plan ahead.
Here’s what’s lined up:
🎤 Live music by James Tamelcoff from 4 to 6 PM
🎧 DJ Crazy Craig takes over from 7 to 10 PM
🍗 BBQ platters for $10
🍻 Cash bar
🤫 Silent auction
🎟️ 50/50 raffle
And here’s a big one… raffle tickets are available now for a chance to win $5,000. They’re $10 each, and the winning ticket will be picked based on the April 18th 2 PM Virginia Lottery Pick 3 — so those tickets must be purchased before the event.
T-shirts are also available for $25, and if you can’t make it but still want to help, there’s a GoFundMe set up for Jerry’s medical journey.
To purchase raffle tickets, grab a shirt, donate to the silent auction, or get more information, contact Casey at 434-981-4778 or Melissa at 434-960-8863.
Silver Creek is helping spread the word for one of their own, and this is one of those nights where the music means a little more, the applause feels a little louder, and the community shows up strong.
It’s all happening April 18th at Elks Lodge 389 — let’s rally around Jerry and remind him he’s not playing this one solo. 💚🥁
Monticello High School – Mamma Mia!
Thursday, April 23rd 2026 - All Day at Monticello High School Auditorium
1400 Independence Way
If you’re looking for something fun, high-energy, and just plain joyful to add to your calendar, Monticello High School has you covered.
Their incredibly talented students are bringing Mamma Mia! to the stage—and this isn’t just a school play… this is a full-on musical experience. We’re talking powerhouse vocals, energetic choreography, great acting, and a live rock band backing it all up. Yes, a live band. So those ABBA hits you love? They’re going to hit a little harder—in the best way.
This is one of those shows where you won’t just sit quietly in your seat… you’ll be smiling, tapping your foot, maybe even singing along. It’s feel-good, it’s high-energy, and it’s a great way to support local students who have clearly been putting in the work to make this something special.
Tickets are super affordable too—just 7 dollars for students and 10 dollars for general admission. You can grab them ahead of time by CLICKING HERE, or just pick them up at the door the day of the show.
Showtimes are Thursday, April 23rd at 7:00, Friday the 24th at 7:00, Saturday the 25th with two shows at 2:00 and 7:00, and wrapping up Sunday the 26th at 2:00.
So whether you’re an ABBA fan, a theater lover, or just looking for a fun night out that supports the community, Monticello High School’s Mamma Mia! is definitely worth checking out.
Rebecca Thomas from Literacy Volunteers of Charlottesville/Albemarle
Thursday, April 23rd 2026 - 7:00 pm at The Paramount Theater
215 E Main St
Rebecca Thomas from Literacy Volunteers of Charlottesville/Albemarle stopped by the Community Cubbie to spotlight one of the most fun (and brainy) events of the year—Wordplay!
Happening April 23rd at The Paramount Theater, Wordplay is a high-energy, team-based trivia competition celebrating all things words, pop culture, history, and literature. Teams of three go head-to-head while the audience plays along and cheers them on.
Team spots are almost gone so now’s the time to grab yours or snag audience tickets and be part of the fun.
CLICK HERE FOR YOUR TICKETS TODAY!
Best of all, this event supports adult learners in our community through free, one-to-one tutoring programs offered by Literacy Volunteers of Charlottesville/Albemarle.
English Meadows Fishersville-1st Annual Car Show Fundraiser
Saturday, April 25th 2026 - 9:00 am - 2:00 pm at English Meadows Fishersville
25 Old Oaks Dr
If you’ve got a soft spot for classic cars, chrome that shines in the sunshine, and engines that purr—or roar—this is your kind of day.
English Meadows Fishersville is hosting their 1st Annual Car Show Fundraiser on Saturday, April 25th, at their campus on Old Oaks Drive in Staunton.
Vehicle registration opens at 9am—it’s just 10 bucks to enter—and the show runs from 10am to 2pm.
And if you just want to come out and enjoy it? Even better… it’s completely free for spectators.
You’ll get to check out a full lineup of classic cars and timeless designs, all while soaking in a fun, community atmosphere. Plus, food and drinks will be available for purchase, so you can make a full afternoon out of it.
But what really makes this event special… is the “why.”
Every dollar raised goes to support the Walk to End Alzheimer’s through the Alzheimer’s Association—helping fund research, care, and support for families facing this disease.
So, whether you’re showing off your ride, snapping photos of your favorites, or just enjoying the day with friends and family… you’re helping drive something meaningful forward.
April 25th, 10 to 2, with registration starting at 9… at English Meadows Fishersville.
And if you’ve got questions, you can reach out directly at ced@fishersville.care.
Hope for Horses Community Yard & Tack Sale
Saturday, April 25th 2026 - 10:00 am - 4:00 pm at Hope for Horses
129 Hartwood Rd
Join Hope for Horses on Saturday, April 25th from 10am to 4pm for a Community Yard Sale and Tack Sale fundraiser—all to help build a much-needed run-in shed for horses right here in Virginia.
Now, this isn’t just any organization.
Hope for Horses was founded back in 2013 with one goal—give horses a second chance. What started in California rescuing mares, foals, and retired racehorses has grown into a full-scale Thoroughbred aftercare program… and now, they’ve brought that mission right here to Virginia.
Today, under President Grace Purdum, they’ve helped over 800 horses transition from racetracks, neglect situations, and tough circumstances into new careers—or peaceful retirements where they’re finally safe and cared for.
And this fundraiser? It directly supports that mission.
You can shop for great finds, donate gently used items, or even grab your own seller space for just 20 bucks and turn your clutter into compassion.
It’s community helping community… and giving these incredible animals the fresh start they deserve.
If you’d like to donate items or reserve a space, reach out to Natalie at ntk.stewart@gmail.com.
So mark your calendar for April 25th, come out, support a great cause, and help build brighter futures—one sale at a time.
9th Annual Hoover Ridge Wool and Wine Festival
Saturday, April 25th 2026 - 12:00 pm - 4:00 pm at Hoover Ridge Park
10 Hoover Ridge
Looking for something fun, local, and just a little bit different to get into this spring? We’ve got a great one for you in Madison County!
The Madison County Parks and Recreation Authority is hosting the 9th Annual Hoover Ridge Wool and Wine Festival on Saturday, April 25th from noon to 5 at Hoover Ridge Park in Madison.
And this is one of those events that truly has a little bit of everything.
You’ve got local wineries like Blue Quartz, Prince Michel, and Mountain Run Winery pouring tastings… live music from Brandy Station Company from 1 to 4… plus food trucks, vendors, and plenty of space to just kick back and enjoy a beautiful spring afternoon.
And here’s where it gets really cool…
The festival is happening alongside the annual sheepdog trials, which actually kick off at 8 AM—and that part is free to watch. So, you can make a whole day of it!
If you’re planning to sample some wine, tickets are $15 in advance through April 19th, or $20 the day of the event. And if you grab those presale tickets, you’ll get a complimentary tasting glass while supplies last.
CLICK HERE TO GET YOUR TICKETS TODAY
Not drinking? No problem. General admission is just 5 bucks, and kids under 18 get in free.
They’ve also got a full kids’ area with bounce houses, big building blocks, and activities to keep the little ones busy while you relax.
And best of all, this event supports a great cause—proceeds benefit the Hoover Ridge Outdoor Recreation Center Project, helping build something special right there in the community.
It’s happening rain or shine, so bring a chair, maybe a pop-up tent, and settle in for a great day.
For more details, just check out Hoover Ridge online—or head to the events page.
Sun Run “Crew’s-In” for a Cause
Saturday, April 25th 2026 - 12:00 pm at Sun Retreats Shenandoah Valley
348 Lake Rd
Rev it up, Central Virginia… because this is one of those events that hits you right in the heart and the horsepower.
Coming up Saturday, April 25th starting at noon, it’s the Sun Run “Crew’s-In” for a Cause at Sun Retreats in the Shenandoah Valley—and this is more than just a cruise-in… it’s a community showing up BIG for a little boy named Crew.
Earlier this year, Crew was diagnosed with B-Cell Acute Lymphoblastic Leukemia, and now his family is in the fight of their lives. So, this event? It’s about rallying together and reminding them loud and clear… no one fights alone.
And here’s the best part—it’s FREE to enter the cruise-in. That’s right, no cost to participate, just bring your ride and your heart.
We’re talking hot rods, street rods, motorcycles, muscle cars, trucks, Jeeps—if it’s got wheels, it belongs here.
The first 200 entries will score free dash plaques, and there will be trophies awarded, plus judging kicks off at 2:30 with awards at 3:30.
But this isn’t just about the vehicles—it’s a full-on community party. There’ll be a DJ, BBQ chicken, food trailers, door prizes, and a guaranteed $250 minimum 50/50 jackpot.
And while registration is free, donations are absolutely encouraged, because every dollar helps Crew and his family as they take on this fight.
So load up, roll out, and let’s show what this community does best—show up, stand strong, and support our own.
Saturday, April 25th, starting at noon—the Sun Run “Crew’s-In” for a Cause.
Because when one of us is hurting… we all ride.
26th Annual Emily Couric Leadership Forum Luncheon
Monday, April 27th 2026 - 12:00 am at Omni Charlottesville Hotel
212 Ridge McIntire Rd
An Olympic champion is coming home to Central Virginia… and you’re invited to be part of an afternoon that celebrates leadership, achievement, and the future of our community.
The 26th Annual Emily Couric Leadership Forum Luncheon takes place Monday, April 27th, featuring UVA legend and Olympic gold medalist Gretchen Walsh as this year’s Women’s Leadership Award recipient and keynote speaker.
Walsh, one of the most accomplished swimmers of her generation and a breakout star of the Paris Olympics, will share her journey from NCAA dominance at the University of Virginia to the world stage, offering inspiration for anyone chasing big goals.
But this event is about more than one champion. Since 2001, the Forum has awarded more than 2.2 million dollars in scholarships to 206 young women leaders in Charlottesville and Albemarle County. Each local high school nominates an outstanding senior who demonstrates leadership and service, and eleven of those young women receive college scholarships during the luncheon.
The Forum honors the legacy of Virginia State Senator Emily Couric by encouraging women to step into leadership roles in government, public service, and their communities.
Tickets for the luncheon go on sale March 23rd, and organizers are also seeking sponsors at a variety of support levels, from Friend to Presenting Sponsor. Sponsorship opportunities include table seating and recognition as part of the live event.
If you or your business would like to support these inspiring young women, you can reserve a table through the Emily Couric Leadership Forum. Reservations are honored as received, and details on sponsorships and attendance are available now.
Culpeper Museum “Dino Walk”
Friday, May 1st 2026 - All Day at Luck Stone – Culpeper Plant
18260 Germanna Hwy
If you’re looking for something wildly unique to kick off May… I’ve got just the thing—and yes, it involves actual dinosaur footprints right here in Virginia.
Coming up May 1st and 2nd, the Museum of Culpeper History is bringing back their annual DinoWalk—and this is one of those events that people wait all year for.
We’re talking about a rare chance to step inside the Luck Stone Quarry in Culpeper and see one of the largest collections of dinosaur tracks in North America. These footprints date back more than 215 million years to the Triassic Period… long before Culpeper had stoplights, coffee shops, or, you know… humans.
This isn’t something you can just swing by anytime either—DinoWalk only happens once a year, and access is extremely limited. You’ll need to grab a vehicle pass in advance, and that gets you and your crew into a guided caravan tour down into the quarry where the tracks are in the rock like nature’s own time capsule.
Once you’re down there, you’ll have time to explore, take it all in, and just kind of stand there in awe thinking… something enormous walked here millions of years ago. It’s equal parts science, history, and just straight-up “whoa.”
Passes are 50 bucks per vehicle but heads up—these sell out FAST every single year. So, if this is even remotely on your radar, don’t wait around.
And bonus—you’ll also get free admission to the Museum of Culpeper History the same day, so you can turn this into a full-on day trip.
Just remember, it’s an active quarry site, so follow all safety rules, wear good shoes, and leave the pets at home.
DinoWalk, May 1st and 2nd in Culpeper—because sometimes the coolest thing you can do… is walk where dinosaurs once did.
