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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.

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    • August 2025

    • Sat 30

      Peach and Pepper Festival at Mountain Run Winery

      August 30, 2025 @ 2:00 pm - 5:30 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Celebrate the start of Labor Day weekend and come beat the heat on Saturday, August 30st at the Peach and Pepper Festival at Mountain Run Winery! The winery will be celebrating summer with mason jars FULL of peach sangria. Live music starts at 2:00 pm with Fountains. Local favorites Waking Napster are taking the stage […]

      Free
    • Sat 30
      Rodeo

      4th Annual Culpeper Rodeo

      August 30, 2025 @ 3:00 pm - 8:00 pm
      Culpeper Agricultural Enterprise 10220 James Madison Hwy, Culpeper, VA, United States

      Join us for the 4th Annual Culpeper Rodeo on Saturday August 30th 2025. This is a charity rodeo event for the Kelly Street Boxing Club for at-risk boys & girls. Join us for bull riding, barrel racing, and mutton busting. WEATHER WARNING! The rodeo will take place rain or shine. In the chance of severe […]

      $10.00 – $150
    • Sat 30

      Peach and Pepper Adult Prom

      August 30, 2025 @ 6:00 pm - 11:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      BACK BY POPULAR DEMAND! It's time for an unforgettable night of dinner, dancing, and good times No Excuse Mom is hosting the Peach and Pepper Adult Prom Fundraiser with proceeds going to local non-profit PlayDate: A Children's Museum. This event will feature Waking Napster playing 90's & 00's alternative rock hits during cocktail hour followed […]

      $50
    • September 2025

    • Mon 1
      event flyer

      Art @ The Vineyard – Richard Young

      September 1, 2025 - October 31, 2025
      Revalation Vineyards 2710 Hebron Valley Road, Madison

      Revalation Vineyards is excited to present an exclusive art show featuring the works of renowned painter Richard Young. The exhibition will run from September 1 through October 31, 2025, in both of the vineyard’s elegant tasting rooms. The show will feature 18 oil paintings of Virginia scenes and 15 paintings inspired by the artist's recent […]

      Free!!
    • Fri 5
      event flyer

      Book World Meets Wine World – James Blakey

      September 5, 2025 @ 5:30 pm - 7:30 pm
      Revalation Vineyards 2710 Hebron Valley Road, Madison

      Author James Blakey joins us to discuss his newest novel, Superstition. Blakey is the author of more than forty short stories across a variety of genres and released his first novel last September. He won the Short Mystery Fiction Society’s Derringer Award in 2019 for his story ‘The Bicycle Thief.’ A Q&A session will follow […]

      Free!!
    • Sat 6
      event flyer

      Culpeper Downtown Farmers Market

      September 6, 2025 @ 7:30 am - 12:00 pm
      Culpeper Baptist Church 318 S West St., Culpeper, VA, United States

      Charged with overseeing the Culpeper Downtown Farmers Market after its arrival to downtown in the 90s, nonprofit Main Street program Culpeper Renaissance, Inc. (CRI), invites you to explore, shop, and connect with a vast array of vendors, including farmers, growers, bakers, and craft artisans every Saturday at this open-air Market. Each week look forward to […]

    • Sat 6

      4th Annual Mad Jazz and Wine Festival

      September 6, 2025 @ 11:00 am - 5:00 pm
      Prince Michel Vineyard and Winery 154 Winery Lane, Leon, VA, United States

      We’re thrilled to invite you to the 4th Annual Mad Jazz and Wine Festival, happening Saturday, September 6, 2025, at the stunning Prince Michel Vineyard and Winery in Leon, Virginia. This isn’t just another music festival — it’s a one-of-a-kind celebration of jazz, Virginia wine, community, and giving back. Set against the backdrop of rolling […]

      $10.00
    • Sun 7
      event flyer

      Sip & Learn – Meet The Artist Behind Revalation – Richard Young & Anna Marie DeMio Dowen

      September 7, 2025 @ 3:00 pm - 5:00 pm
      Revalation Vineyards 2710 Hebron Valley Road, Madison

      Have you always wanted to learn more about the artists who helped create the unique aesthetic at Revalation Vineyards? Well, Richard Young & Anna Marie DeMio Dowen will join us at 3 pm to share their work, inspiration, and how they can paint such realistic landscapes!! Meet the Artists Behind Revalation!

      Free!!
    • Sat 13
      event flyer

      Culpeper Downtown Farmers Market

      September 13, 2025 @ 7:30 am - 12:00 pm
      Culpeper Baptist Church 318 S West St., Culpeper, VA, United States

      Charged with overseeing the Culpeper Downtown Farmers Market after its arrival to downtown in the 90s, nonprofit Main Street program Culpeper Renaissance, Inc. (CRI), invites you to explore, shop, and connect with a vast array of vendors, including farmers, growers, bakers, and craft artisans every Saturday at this open-air Market. Each week look forward to […]

    • Thu 18
      event flyer

      Culpeper Downtown 3rd Thursday Summer Concert: Deja Gruv

      September 18, 2025 @ 5:00 pm - 9:00 pm
      Footer Attribution

      🕺Thursday, September 18th, join CRI for a "redo" of the June Summer Concert that was postponed due to weather! This event is FREE to attend, but please no coolers, pets or solicitation! ☀️Enjoy this last bit of summer fun in Culpeper Downtown, 5pm to 9pm at the Depot (111 Commerce Street), with live soul, Motown […]

      Free
    • Sat 20
      event flyer

      Culpeper Downtown Farmers Market

      September 20, 2025 @ 7:30 am - 12:00 pm
      Culpeper Baptist Church 318 S West St., Culpeper, VA, United States

      Charged with overseeing the Culpeper Downtown Farmers Market after its arrival to downtown in the 90s, nonprofit Main Street program Culpeper Renaissance, Inc. (CRI), invites you to explore, shop, and connect with a vast array of vendors, including farmers, growers, bakers, and craft artisans every Saturday at this open-air Market. Each week look forward to […]

    • Sat 20
      image of James Madison's Montpelier home

      Constitution Day at Montpelier!

      September 20, 2025 @ 10:00 am - 3:00 pm
      James Madison's Montpelier 11350 Constitution Highway, Montpelier Station, V, United States

      Celebrate Constitution Day at James Madison’s Montpelier, Saturday, September 20, 2025. Step into history and honor the legacy of America’s founding principles in the very place they were shaped. This year’s Constitution Day celebration promises a full day of discovery, inspiration, and family fun set against the backdrop of James Madison’s beloved home. Whether you’re […]

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