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    A group of people relaxes on red Adirondack chairs in a lush, grassy yard. They are chatting and enjoying drinks. Some are smiling, and a woman stands on the right, holding a drink. Trees and a building are visible in the background.

    Spring in Culpeper, Virginia

    March 30, 2026

    After a long winter inside, spring in Virginia explodes with warmth, color, and activity. Culpeper is a perfect place to slip away for a springtime weekend, with something around every corner to highlight the dining, shopping, and exploring of the season. Stay in Style The Suites at 249’s accommodations are an ideal home-away-from-home for transitional […]

    Seek Lavender Farm

    Family-Friendly Spring Break in Culpeper, VA: The Perfect Family Getaway

    February 19, 2026

    Looking for Virginia spring break ideas that don’t involve airports, crowds, or long road trips? Culpeper, Virginia is the perfect family weekend getaway from DC, Northern Virginia, Richmond, or Charlottesville. With walkable historic streets, kid-friendly restaurants, outdoor adventures, and plenty of sweet treats, it’s an easy and affordable spring break destination for families. If you’re […]

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    Mountain Run Event

    Your Guide to Summer in Culpeper: Can’t-Miss Events This June and July

    June 4, 2026

    Summer is the perfect time to experience Culpeper. From community festivals and family-friendly activities to patriotic celebrations, farmers markets, winery events, and magical downtown adventures, June and July are packed with opportunities to discover why Culpeper continues to be one of Virginia’s favorite small-town destinations. Whether you’re planning a weekend getaway or looking for new […]

    Rockwater Park

    48 Hours of Family Fun in Culpeper

    June 2, 2026

    Looking for a family getaway that combines outdoor adventure, hands on learning, delicious food, and small town charm? Culpeper, Virginia offers all of that and more. Located within easy driving distance of Washington, D.C., Richmond, and Charlottesville, Culpeper is the perfect destination for a weekend filled with exploration and memory making. Whether your family enjoys […]

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    Rockwater Park

    48 Hours of Family Fun in Culpeper

    June 2, 2026

    Looking for a family getaway that combines outdoor adventure, hands on learning, delicious food, and small town charm? Culpeper, Virginia offers all of that and more. Located within easy driving distance of Washington, D.C., Richmond, and Charlottesville, Culpeper is the perfect destination for a weekend filled with exploration and memory making. Whether your family enjoys […]

    Patio Dining

    Where to Eat and Drink Outside in Culpeper, VA: Best Patios to Visit

    April 21, 2026

    Spring in Culpeper, Virginia is the perfect excuse to take things outside. With sunny afternoons, mild evenings, and a vibrant local scene, there is no better way to experience the town than on a patio with great food and drinks. Whether you are looking for a relaxed coffee spot, a lively brewery, or a scenic […]

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    Cabin at Cibola Farm

    Unique Places for Wedding and Event Guests to Stay in Culpeper, Virginia

    January 9, 2026

    Weddings and special events give friends and family the perfect excuse to extend their stay. Consider recommending some of these unique and memorable inns, bed & breakfasts and farm stays for your guests. Historic Downtown – Choose from a wide variety of overnight options that are walking distance to local restaurants, shops, parks and more! […]

    A rustic, elegantly decorated dining area with two long wooden tables set with candles, flowers, glassware, and place settings. Metal chairs provide seating, and an arch adorned with greenery and hanging lights creates a cozy ambiance in the background.

    6 Whimsical Wedding Venues in Culpeper, Virginia

    November 17, 2025

    Venue in Photo: The Refinery in Culpeper, VA

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    12 events found.

    Live Music

    1. Events
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    • April 2026

    • Sat 25
      music

      Jim O’Ferrell at Mountain Run Winery

      April 25 @ 2:00 pm - 5:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Come out to Mountain Run Winery on Saturday, April 25th as to enjoy Richmond area musician, Jim O'Ferrell playing from 2-5pm at the barns. Come hear this fantastic singer, songwriter, guitar player, and recording artist playing his unique mix of acoustic alternative rock and more. Bring your appetites because the winery's pizza kitchen is open […]

      Free
    • Sun 26
      music

      Rick Landers and Heartland at Mountain Run Winery

      April 26 @ 2:00 pm - 5:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Sunday afternoons are better with music! Come out to Mountain Run Winery on Sunday, April 26th and enjoy original music that blends Americana-Folk-Pop-Country (and sometimes a little jazz) by Rick Landers & Heartland. Bring your appetites because we also will have the winery’s pizza kitchen open for the afternoon! With a great local musician, plenty […]

      Free
    • May 2026

    • Sat 2
      Music at Mountain Run

      Waking Napster at Mountain Run Winery

      May 2 @ 2:00 pm - 5:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Come out Saturday, May 2nd for a great live music event featuring Waking Napster at Mountain Run Winery! Waking Napster, a cover band playing a wide mix of songs you "allegedly" downloaded to your Napster library back in the day, is lined up for a great afternoon. The band starts at 2:00pm in the main […]

      Free
    • Sun 10
      Mothers Day at Mountain Run

      Mother’s Day at Mountain Run Winery

      May 10 @ 12:00 pm - 7:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Looking for something special for that special mother in your life? Bring her to Mountain Run Winery on Mother's Day for a relaxing day of wine, food, and live music! The winery is open from 12-7pm on Mother's Day and the pastoral landscape is perfect for socializing, picnics with the family, relaxing with your feet […]

      Free
    • Sat 16
      Music 2

      Lonesome Ryder at Mountain Run Winery

      May 16 @ 3:00 pm - 6:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Come out to the winery on May 16th and listen to a mix of modern country, classic rock, southern rock, motown, oldies, and more as the Lonesome Ryder Band plays at the barns from 3-6pm. And don’t forget to grab a cold glass of wine, cider, or beer and some delicious Filipino eats from Nanay’s […]

      Free
    • Sat 23
      Music

      Little Birdies at Mountain Run Winery

      May 23 @ 3:00 pm - 6:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Live Appalachian bluegrass, gospel, folk, and country music by the Little Birdies 3-6 pm at Mountain Run Winery on Saturday May 23rd. 2B-Q Brazilian BBQ and Bakery will also be onsite all afternoon serving up delicious Latin American churrasco inspired food. The winery is open from 12-7pm so come out and enjoy a lovely spring […]

      Free
    • Sat 23
      Music

      The Lonesome Millies Live at Jill’s Lounge

      May 23 @ 7:00 pm - 9:00 pm
      Ferlazzo 1938 137 S Main St, Culpeper, VA, 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.

    • Fri 29
      Live Music

      Bailey Hayes Live at Jill’s Lounge

      May 29 @ 7:00 pm - 10:00 pm Bailey Hayes Live at Jill’s Lounge
      Ferlazzo 1938 137 S Main St, Culpeper, VA, 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.

    • Sat 30
      trucks

      Belmont Farm Distillery: Touch a Truck!

      May 30 @ 11:00 am - 3:00 pm
      Belmont Farm Distillery 13490 Cedar Run Rd, Culpeper, VA, United States

      Proud to announce our 3rd Touch A Truck Event!! We will have trucks, police cars and ambulances from local Fire Departments and Emergency Responders including Virginia Department of Transportation, Rapidan and Richardsville Fire Depts, Culpeper County Sheriff's Office, EquipmemtShare, Rusty's Towing and supporting local businesses/organizations with Jax Wax of Culpeper and Mom2Mom-Virginia!! Food and beverage […]

      Free admission and parking
    • Sat 30
      Music

      Mike Henry at Mountain Run Winery

      May 30 @ 2:00 pm - 5:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, 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!

      Free
    • Sat 30
      Live Music

      The Seldom Scene Live at Jill’s Lounge

      May 30 @ 7:00 pm - 10:00 pm
      Ferlazzo 1938 137 S Main St, Culpeper, VA, 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.

    • June 2026

    • Sat 6
      Boots and Bow Ties 2026

      Culpeper Rodeo Boots and Bowties Ball

      June 6 @ 6:30 pm - 9:30 pm
      The Inn at Kelly's Ford 16589 Edwards Shop Rd., Remington, VA, United States

      Join us for the annual release of the Culpeper Rodeo tickets with Live Music, dessert auction with a live auctioneer, All proceeds go to the Culpeper Rodeo. This annual ball has finally found a home. Tickets!

      $135.23
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