Visit Culpeper

Bailey Hayes Live at Jill's Lounge
2026-05-29 19:00 - 22:00, 2026-06-12 19:00 - 22:00 UTC | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Join Bailey Hayes for a live acoustic performance in Jill’s Lounge. Spend the evening enjoying talented local music in a laid-back setting.

Mike Henry at Mountain Run Winery
2026-05-30 14:00 - 17:00 | Mountain Run Winery, 10753 Mountain Run Lake Rd, Culpeper, VA, 22701, United States
Come enjoy the last weekend of May with local favorite Mike Henry playing and singing a wide variety of relaxing tunes from 2:00-5:00pm at the barns.
The winery’s pizza grill will be open from 12-6pm while supplies last so bring your appetites for delicious made from scratch pizza!

The Seldom Scene Live at Jill's Lounge
2026-05-30 19:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Enjoy an intimate evening of live music with The Lonesome Millies in Jill’s Lounge. Relax with great tunes, cozy vibes, and your favorite drinks in downtown Culpeper.

Culpeper Pride Festival 2026
2026-06-07 | Mountain Run Winery, 10753 Mountain Run Lake Rd, Culpeper, VA, 22701, United States
Spend the day in beautiful Culpeper celebrating Pride at scenic Mountain Run Winery. Culpeper Pride 2026 features live music throughout the day, an exciting drag show, local vendors, community organizations, and a variety of food trucks.
Guests can explore artisan booths, enjoy great food and wine, and experience the welcoming spirit of Culpeper’s LGBTQ+ community and allies. Whether you’re visiting for the day or making a weekend of it, Pride is the perfect opportunity to shop local, support small businesses, and celebrate in the heart of Virginia.
All are welcome.

CulpeperFest 2026
2026-06-12 16:00 - 20:00 | Daniel Tech Center – Germanna Community College, 18121 Technology Drive, Culpeper, VA, 22701, United States
The 46th Annual CulpeperFest
Join us for one of Culpeper’s most anticipated community events as CulpeperFest returns at the 𝐆𝐞𝐫𝐦𝐚𝐧𝐧𝐚 𝐃𝐚𝐧𝐢𝐞𝐥 𝐓𝐞𝐜𝐡𝐧𝐨𝐥𝐨𝐠𝐲 𝐂𝐞𝐧𝐭𝐞𝐫!
📅 Friday, June 12, 2026
⏰ 4:00–8:00 PM
📍 Germanna Daniel Technology Center
🎟️ New this year: No tickets needed. It is still FREE to attend!
What to expect:
• Over 130 local vendors
• Food trucks
• Beer & wine garden
• Large vehicle displays
• Face painting and caricature artists
• Cultural dancers
• Birds of prey display
• Live entertainment
• The return of the Soundwave Showdown music competition for its second year
CulpeperFest is a family‑friendly event open to the community and surrounding areas, bringing together local businesses, organizations, and neighbors for an evening of fun, entertainment, and connection.
🚗 VIP Parking Passes are available for $25, with proceeds benefiting the Culpeper Chamber of Commerce Scholarship Fund.
For vendor opportunities, sponsorship information, volunteer sign‑ups, and event updates, visit 𝐰𝐰𝐰.𝐜𝐮𝐥𝐩𝐞𝐩𝐞𝐫𝐟𝐞𝐬𝐭.𝐜𝐨𝐦.
Mark your calendar and invite your friends. We can’t wait to celebrate with you at CulpeperFest 2026! 🎈

Eric Messick Live at Jill's Lounge
2026-06-13 19:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Catch Eric Messick live in Jill’s Lounge for an evening of acoustic favorites and easygoing entertainment in the heart of Culpeper.

Culpeper Downtown 3rd Thursday Summer Concert Series
2026-06-18 17:00 - 21:00 | Culpeper Downtown
Get ready to groove, Culpeper! Culpeper Renaissance, Inc. (CRI) is thrilled to announce the return of the 23rd annual 3rd Thursday Summer Concert Series, bringing you four unforgettable nights of live music, delicious food, craft beer, and vibrant community spirit.
Join us at The Depot, located at 111 Commerce Street, from 5:00 PM to 9:00 PM for an evening filled with energy and fun! Whether you’re dancing up front, catching up with friends, or enjoying a family outing, these evenings promise to lift your spirits and create lasting memories. As one of CRI’s biggest annual fundraisers, the 3rd Thursday series supports our efforts to keep Culpeper Downtown vibrant, welcoming, and thriving.
Each concert night features incredible bands that will have you on your feet, along with a kids area to keep the little ones entertained. Satisfy your cravings with a diverse food court, enjoy refreshing beverages from Virginia Eagle Distributing, and explore local downtown merchants who will be set up for you to shop and support! Lawn chairs encouraged. For everyone’s safety and enjoyment, please no pets, coolers or solicitation.
The concert lineup is set to dazzle: on May 21, the En’Novation Band will kick things off with a genre-blending party of country grooves, funky rhythms, and soulful vocals. June 18 brings Deadman’s Hand, delivering modern country with a classic twist, perfect for sing-along anthems that transform summer nights into weekends. On July 16, The Reflex will take you back to the 80s with big hits and catchy hooks, inviting everyone to dance the night away. Finally, close out the series on August 20 with The Original Moonlighters, who will bring smooth harmonies and irresistible grooves, turning the Depot District into one giant dance party.
Tickets for the 2026 3rd Thursday Summer Concert Series go on sale Monday, April 13 and are just $10 for a single concert, or you can grab a limited-time $20 season pass, that’s four concerts for the price of two! Be sure to get your tickets early, especially for the discounted season pass available from April 13th to May 21st. Tickets can be purchased in advance at local outlets, including Culpeper Artisan Collective located at 201 Waters Place Suite 110 and Oak View National Bank-Culpeper located at 450 James Madison Hwy, or online at www.culpeperdowntown.com. They will also be available at the entry gates.
A heartfelt thank you goes out to our amazing sponsors this season, including Country Chevrolet, Appleton Campbell, Maloney & Ward, Be A Culpeper Local, 103.1 WJMA Classic Hits 105.5 & 95.3 Sam-FM, Peak Roofing, UVA Community Credit Union, Kid Central, Hook-N-Up Towing, Kelly Duckett Re/Max Gateway, Amtrak Virginia, Virginia Eagle Distributing, YHB, Brickhammer Hobbies, Xpress Copy & Graphics, Fraternal Order of Eagles #4551, Culpeper Times, Culpeper Media Network, Cintas, Prince Michel, Able Heating & Air, Culpeper Chamber of Commerce, Town of Culpeper, Virginia Commission for the Arts, Blue Moon Pool Service, Collage Spa, and Grill 309.
Don’t miss out on the summer’s best nights! For more information, visit www.culpeperdowntown.com or contact us at crievents@culpeperdowntown.com or 540-825-4416.
Gather your friends and family, and let’s make this summer unforgettable!

Vertigo Down at Mountain Run Winery
2026-06-20 15:00 - 18:00 | Mountain Run Winery, 10753 Mountain Run Lake Rd, Culpeper, VA, 22701, United States
Come out to Mountain Run Winery on Saturday June 20th and enjoy some great 80s, 90s, and 2000s rock by Vertigo Down from 3-6pm.
The winery and brewery are open from 12-7pm and we will have Juju’s Indian Cuisine and Sweets onsite with delicious Indian inspired fare as well.
It’s a great way to spend a summer afternoon!

Lonesome Brigade Live at Jill's Lounge
2026-06-26 19:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Enjoy live music from Lonesome Brigade in the intimate setting of Jill’s Lounge. Gather with friends for a fun evening of local entertainment and drinks.

Mountain Run Winery's 10th Anniversary
2026-07-11 12:00 - 19:00 | Mountain Run Winery, 10753 Mountain Run Lake Rd, Culpeper, VA, 22701, United States
Celebrate ten years of Mountain Run Winery with a festive day of live music, local food, and Virginia wine in a scenic countryside setting.
Join us on Saturday, July 11 for an afternoon of entertainment perfect for visitors, families, and wine lovers alike.
Event Highlights
Live music by Ty Burkhart (12:00–3:00 PM)
Live music by WaterFalls Band (3:30–6:30 PM)
Food trucks featuring Juju’s Indian Cuisine & Sweets and Zippy’s BBQ
Complimentary wine-infused cupcakes (while supplies last)
Drink and merchandise specials throughout the day
Relax, sip, and celebrate a decade of Mountain Run Winery while enjoying beautiful outdoor spaces and a welcoming vineyard atmosphere.
Family-friendly | Outdoor event | No reservations required

Mark Dunn Live at Jill's Lounge
2026-07-11 18:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Spend the evening with live music from Mark Dunn at Jill’s Lounge. Enjoy a relaxing night out with acoustic sounds and downtown charm.

Hokie Joe at Mountain Run Winery
2026-07-18 14:00 - 17:00 | Mountain Run Winery, 10753 Mountain Run Lake Rd, Culpeper, VA, 22701, United States
Come out to Mountain Run Winery on Saturday, July 18th from 2-5pm at the barns. Hokie Joe plays and sings a wide variety of relaxing and soulful blues, old rock, old country, and toe-tapping originals that everyone can enjoy. Check him out at www.hokiejoemusic.com.
The winery’s pizza kitchen will be open and serving pizza from 12-6pm so be sure to bring your appetites!
With a great local musician, plenty of outdoor seating, family-friendly amenities, and great wines/ciders/sangrias, this is one you don’t want to miss.

DIRTY KITTEN GRAVEL FEST
2026-07-25 08:00 - 2026-07-26 17:00 | Locust Hill Farm and Preserve, 8070 North James Madison Highway, Rapidan, VA, 22733, United States
Dirty Kitten Gravel Fest (DKGF) is our newly designed, community-centered, festival-style, off-road adventure, gravel bike party weekend at Locust Hill Farm & Preserve (LHFP) in Rapidan, VA. DKGF 2026 is designed to be a celebration of our grassroots, off-road and adventure-gravel community: rides, activities, challenges, clinics, demos, food, music, expo, hangs, and a good time! More info about the event can be found here: www.dirtykittengravel.com/gravelfest
**REGISTRATION TO ATTEND IS REQUIRED IN ADVANCE**
This event is on private property and is NOT open to the public outside of scheduled race events.

Eric Misa at the Triathlon After-Party
2026-07-25 10:00 - 15:00 | Mountain Run Winery, 10753 Mountain Run Lake Rd, Culpeper, VA, 22701, United States
Come spend the day at Mountain Run Winery on Saturday July 25th!
The winery opens to the general public at 10am and if you are a finisher of the Culpeper Triathlon at Mountain Run Lake that morning, be sure to ask for the special discount for triathletes at the bar!
Zippy’s BBQ food truck will be on site from 11-6pm and one of the winery’s favorite local musicians, Eric Misa, will be playing from 12-3pm! If you haven’t heard him yet, you’re in for a treat. Whether he’s playing beloved classics or adding his own unique twist to his music, he’s always a joy to listen to and is sure to get the crowd on their feet.
With great local musicians, plenty of outdoor seating, family-friendly amenities, and great wines/beers/ciders/sangrias, this is one you don’t want to miss.

Dressed to Kill - The Ultimate KISS Experience
2026-07-25 18:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Get ready to rock with Dressed to Kill, the ultimate KISS tribute experience. Enjoy a high-energy night of classic hits, iconic costumes, and arena-style entertainment in Kirsten’s Ballroom.

John Fishell Live at Jill's Lounge
2026-08-28 19:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
John Fishell brings live music to Jill’s Lounge for a cozy evening of entertainment, drinks, and good vibes in downtown Culpeper.

Jazz Legend - Stanley Jordan Live at Ferlazzo 1938
2026-08-29 18:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Experience an evening of extraordinary musicianship with jazz legend Stanley Jordan. Known for his innovative guitar technique and genre-defying sound, Jordan delivers a truly unforgettable live performance.

Culpeper Downtown Summer Concert Series
2026-09-17 17:00 - 21:00 | Downtown District in Historic Culpeper, 111 South Commerce St., Culpeper, VA, 22701, United States
Summer nights + live music in Downtown Culpeper = the best kind of Thursday. Join Culpeper Renaissance for our 2026 Third Thursday Summer Concert Series at The Depot (111 Commerce Street)!
Each show runs 5:00–9:00 PM and features a Kids Area, Food Trucks, Craft Beer, and Live Music—bring your crew, grab a bite, and enjoy a fun, laid-back night in the heart of our downtown.
2026 Lineup (Third Thursdays):
– June 18 — Deadman’s Hand
– July 16 — The Reflex
– August 20 — The Original Moonlighters
– September 17 — En’Novation
Tickets:
– $10 per show
– Season Pass: $20 thru 5/21
– Under 21: FREE
– Rain date: **September 17
No pets • No coolers • No solicitation
Presented by Culpeper Renaissance

Darkside Experience: The Ultimate Pink Floyd Experience
2026-09-26 18:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Step into the music of Pink Floyd with Darkside Experience, a spectacular tribute concert featuring iconic songs, immersive sound, and an unforgettable live show in Kirsten’s Ballroom.

6th Annual Broken String Bluegrass Festival
2026-10-03 11:00 - 22:00 | 5255 HIgher Ground Trl., 5255 Higher Ground Trl, Jeffersonton, Virgina, 22724, United States
Stay tuned for details and lineup!

Mark Dunn Live at Ferlazzo 1938
2026-11-28 19:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Enjoy an evening of live music with Mark Dunn in Kirsten’s Ballroom. Gather with friends for great music, lively atmosphere, and a memorable night in downtown Culpeper.

Donna the Buffalo Live at Ferlazzo 1938
2026-12-19 19:00 - 22:00 | Ferlazzo 1938, 137 S Main St, Culpeper, VA, 22701, United States
Celebrate the season with Donna the Buffalo, bringing their signature blend of roots, folk, rock, and Americana to Kirsten’s Ballroom for a spirited night of live music and dancing.
