Popular Weekend Events in Virginia (May Updated)

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Popularity New Arrivals

Gathering in the Gap Music Festival - 2026 | Southwest Virginia Museum Historical State Park

May 23, 2026 (UTC-4)

Big Stone Gap

Concerts

An immersive festival that preserves and perpetuates authentic, traditional, and historical music and folk arts of Southwest Virginia. Memorial Day weekend is the perfect time to wander the park grounds, browse fine regional crafts, and enjoy some delicious food while listening to premier performers. In addition to the evening entertainment, there will be several other opportunities throughout the day to enjoy the musical traditions of the region. The Acoustic Arbor, Competition and Gathering Place stages will have performances all afternoon by a variety of musicians and songwriters, and are free and open to the public. Sponsored by the Town of Big Stone Gap, the Gathering Place Beer and Wine Garden offers spirits from local wineries, breweries and/or cideries. Other activities available as part of the Festival: Gathering in the Gap boasts a variety of activities for children, such as crafts and games, as well as the "Pint-Sized Pickers" tent, sponsored by Mountain Empire Community College. The Museum will be open from 10am-5pm and will feature the annual "A Stitch in Time" Quilt Exhibition. Various programming such as tours of the Interstate 101 Railcar and the historic Poplar Hill neighborhood. Schedule TBA. Craft and Artisan Vendors, Demonstrators, and Food Vendors will be open from 11am-7pm. NEW THIS YEAR - the Johnny Cubine Camp & Carve will be offered as part of the Gathering in the Gap Music Festival. This will be held at the nearby Jessie Lea RV Park and Campground. Shuttle Info: A free shuttle will be available to transport guests from the parking area at Bullitt Park to the main festival site (the grounds of the Southwest Virginia Museum Historical State Park) as well as to the Camp & Carve site. This will be available on Saturday ONLY and will begin at 10am. Click here for the official Gathering in the Gap website. Information Source: Friends of the Southwest Virginia Museum | eventbrite

The Faerie Faire | 1209 Craft Ln

May 30, 2026 (UTC-4)

Virginia Beach

Cultural Experiences

Information Source: Curators Keys | eventbrite

Picton ComiCon : June 28th 2026 : Comic Con | Prince Edward Curling Club

Jun 28, 2026 (UTC-4)

Prince Edward County

Arts

Information Source: Pop Culture Canada | eventbrite

Virginia Beach | Billy Idol《It's A Nice Day To...Tour Again!》Tour | Veterans United Home Loans Amphitheater at Virginia Beach

Aug 22, 2026 (UTC-5)

Virginia Beach

Concerts

Charlottesville | Madison Cunningham《The Ace》Tour | The Jefferson Theater

Sep 19, 2026 (UTC-5)

Charlottesville

Concerts

So Fetch! - The DMV’s Ultimate ‘00s Dance Party | Tarara Winery

May 23, 2026 (UTC-4)

Leesburg

Concerts Pop

From Britney to Beyoncé, OutKast to NSYNC, The Killers to Ke$ha, So Fetch! delivers non-stop bangers, and epic throwbacks. 💿🔥 So Fetch! – The DMV’s Ultimate ‘00s Dance Party LIVE at Tarara 🔥💿 Stop everything. This is not a drill. So Fetch! is taking over Tarara on Saturday, May 23, 2026 , and it’s about to be the most unhinged, scream-every-word, dance-until-your-legs-hurt night of the summer . We’re talking wall-to-wall ‘00s anthems — Britney. Beyoncé. OutKast. NSYNC. The Killers. Ke$ha. Hit after hit after hit. No fillers. No breaks. Just nonstop throwbacks you still know by heart (and will absolutely belt out). If you lived through low-rise jeans, Sidekicks, trucker hats, velour tracksuits, and MTV Spring Break — this is your era . If you didn’t? Congrats. You’re about to experience it the right way. 🔥 High-energy live performance 🎤 Massive singalongs 💃 Zero shame, all nostalgia 🍷 A perfect summer night at Tarara Dress the part. Bring the crew. Lose your voice. Because everyone is going to this show — and missing it will be a regret that lives forever. 🎟️ Tickets will move fast. Don’t wait. 📅 Saturday, May 23, 2026 📍 Tarara, 13648 Tarara Lane, Leesburg, VA 💖 ‘00s attire STRONGLY encouraged This isn’t just a concert — it’s a full-blown Y2K dance party . Be there… or stay home updating your MySpace Top 8. 💁‍♀️🔥 Information Source: Bow Tie Strategies | eventbrite

Southern Culture On The Skids Harrisonburg Concert Tour 2026｜May 23 | The Golden Pony

May 23, 2026 (UTC-4)

Harrisonburg

Concerts

VIBES ON DECK TAKEOVER: Singalong + Paint & Sip | 80/20 Eatery

May 23, 2026 (UTC-4)

Virginia Beach

Arts Painting

Vibes on Deck Takeover Karaoke + Paint & Sip! The crowd decides who got the best vibe May 23 | 5–8PM | 21+ 📝 Event Description If you can’t sing… you better have VIBES 😏🔥 Get ready for a high-energy night where karaoke meets creativity ! Whether you’re grabbing the mic 🎤 or the paintbrush 🎨, this is the ultimate vibe-check experience where the crowd decides who brings the BEST energy . ✨ Expect: 🎤 Karaoke Battles & Singalong Moments 🎨 Paint & Sip Experience (all supplies included) 🍹 Shot O’Clock + Drink Specials Available 🎶 Sounds by DJ Dip keeping the energy HIGH 🏆 Best Duo Contest — Come dressed as your vibe! Bring your friends, your date, or pull up solo and catch a vibe — either way, it’s going UP 🔥 💸 Ticket Options 🎤 Singalong – $15 ✔ Karaoke Included ✔ Shot O’Clock 🎨 Paint & Sip – $35 ✔ Canvas + Painting Supplies ✔ Shot O’Clock 💑 Duo Deal – $55 (2 People) ✔ 2 Canvases + Supplies ✔ Shot O’Clock 👯‍♀️ Groups of 4+ receive special pricing! 📍 Event Details 📅 Date: Friday, May 23rd ⏰ Time: 5:00 PM – 8:00 PM 📍 Location: 8020 Eatery 5725 Northampton Blvd Virginia Beach, VA ⚠️ Important Info 🔞 21+ Event Only ⏳ Limited Seating — Early Arrival Strongly Suggested 🍽 Food & Drinks Available for Purchase 🎟 Tickets also available on Posh 🎉 Hosted By: Treasure & Michelle Powered by We Paint on Saturdays 📲 Contact: 757-981-2962 for questions or group bookings Information Source: Baddieswithclass | eventbrite

Chance the Rapper, CeeLo Green, Jermaine Dupri, Styles P Newport News Concert Tour 2026｜May 23 | Victory Landing Park

May 23, 2026 (UTC-4)

Newport News

Concerts

WNRN Presents: Southern Culture On The Skids at The Golden Pony (18+) | The Golden Pony

May 23, 2026 (UTC-4)

Harrisonburg

Rock Concerts

Southern Culture On The Skids returns to Harrisonburg at The Golden Pony with special guests, Mothman Rodeo! Saturday, May 23 - WNRN Presents: Southern Culture On The Skids perform at The Golden Pony with special guests, Mothman Rodeo! This event is 18+ - standing room only Doors: 6:00PM / Show: 7:00PM ADV: $25.00 / DOS: $30.00 All sales are final - no refunds or exchanges. ** All individuals seeking entry must present valid government-issued photo identification, regardless of their age or appearance. Prohibited items include outside food/drink, outside alcohol, large bags or backpacks, weapons or cutting tools of any kind (including pocket knives), pepper spray/mace, professional audio/video/photo equipment (passes must be advanced), musical instruments, and any items that our staff deem unsafe or a distraction to the event. Find more events at: www.goldenponyva.com/shows Information Source: The Golden Pony | eventbrite