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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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    Downtown Black and White

    The Ultimate Guide to Culpeper, Virginia

    June 8, 2026

    Nestled in the rolling foothills of Virginia’s Piedmont region, Culpeper offers the perfect blend of history, outdoor adventure, local flavor, and small town charm. Located just 90 minutes from Washington, D.C. and an hour from Charlottesville, this vibrant community is an ideal destination for a day trip, weekend getaway, or extended stay. Whether you’re a […]

    Culpeper 4th of July

    Culpeper and the Road to 250: A Fourth of July Celebration

    June 8, 2026

    Header image courtesy of C.A.R.S. There may be no better place in Virginia to celebrate Independence Day than Culpeper. As communities across the Commonwealth continue commemorating the 250th anniversary of the American Revolution through the VA250 initiative, Culpeper occupies a special place in the story of America’s founding. This is, after all, the home of […]

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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

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    • May 2026

    • 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
    • Sun 7
      Culpeper Pride

      Culpeper Pride Festival 2026

      June 7
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, 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 […]

    • Fri 12
      Live Music

      Bailey Hayes Live at Jill’s Lounge

      June 12 @ 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 13
      Live Music

      Eric Messick Live at Jill’s Lounge

      June 13 @ 7:00 pm - 10:00 pm Bailey Hayes Live at Jill’s Lounge
      Ferlazzo 1938 137 S Main St, Culpeper, VA, United States

      Catch Eric Messick live in Jill’s Lounge for an evening of acoustic favorites and easygoing entertainment in the heart of Culpeper.

    • Thu 18
      3rd Thursday

      Culpeper Downtown 3rd Thursday Summer Concert Series

      June 18 @ 5:00 pm - 9:00 pm
      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 […]

    • Sat 20
      Music

      Vertigo Down at Mountain Run Winery

      June 20 @ 3:00 pm - 6:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, 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 […]

      Free
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