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    Wine Weekend

    Your Guide to a Wine Weekend in Culpeper, Virginia

    October 1, 2026

    Fall colors, crisp air, vineyard views and a glass of Virginia wine in hand. There is no better time to plan a getaway to Culpeper than during Virginia Wine Month. Every October, Virginia Wine Month offers the perfect excuse to discover the vineyards, tasting rooms and winemakers that make Virginia wine country so special. When […]

    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 […]

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    Christmas Parade logo

    Culpeper Downtown Celebrates the Season with the 2026 Christmas Parade!

    October 8, 2026

    Get ready for one of the most magical evenings of the year in Downtown Culpeper! The annual Culpeper Christmas Parade returns on Sunday, December 6, 2026, beginning at 5:00 PM, bringing festive floats, twinkling lights, holiday music, and plenty of Christmas cheer to historic Main Street. This beloved community tradition brings thousands of spectators together […]

    Gnarly Hops

    What’s Happening in Culpeper this October: Festivals, Fall Fun & More

    October 2, 2026

    Fall has arrived in Culpeper, and October brings plenty of reasons to get out and explore. From airshows and bluegrass to fall festivals, local flavors, history, and a few spooky experiences, the October calendar is packed with events that make the most of the season. Whether you’re planning a fall weekend in Culpeper or looking […]

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    Gnarly Hops

    What’s Happening in Culpeper this October: Festivals, Fall Fun & More

    October 2, 2026

    Fall has arrived in Culpeper, and October brings plenty of reasons to get out and explore. From airshows and bluegrass to fall festivals, local flavors, history, and a few spooky experiences, the October calendar is packed with events that make the most of the season. Whether you’re planning a fall weekend in Culpeper or looking […]

    Wine Weekend

    Your Guide to a Wine Weekend in Culpeper, Virginia

    October 1, 2026

    Fall colors, crisp air, vineyard views and a glass of Virginia wine in hand. There is no better time to plan a getaway to Culpeper than during Virginia Wine Month. Every October, Virginia Wine Month offers the perfect excuse to discover the vineyards, tasting rooms and winemakers that make Virginia wine country so special. When […]

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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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    • October 2026

    • Sun 4
      Festival

      No Book Left Behind Festival at Revalation Vineyards

      October 4 @ 12:00 pm - 5:00 pm
      Revalation Vineyards 2710 Hebron Valley Road, Madison

      Join us on Sunday, October 4, for our Fourth Annual No Book Left Behind Festival! This family-friendly event celebrates great books and encourages everyone to help our children read and learn about diverse experiences around the world. The event runs from noon to 5 pm. CubaMex will be at the Vineyard all day, serving delectable […]

      Free!!
    • Thu 8
      Sloth Yoga

      Sloth Yoga

      October 8 @ 6:00 pm - 7:15 pm Sloth Yoga
      Pranapiloga 133 East Davis St. Suite 360, Culpeper, VA, United States

      Slow, mindful yoga. Generally following the Hatha Yoga lineage and incorporating The Eight Limbs of Yoga, we will slow down, moving in our own time and exploring what feels good. Please bring your favorite blanket. $25 per person per class

      $25.00
    • Fri 9
      Trivia

      Trivia Night with the Trivia Guy, Brandon Hamilton

      October 9 @ 5:00 pm - 9:00 pm Trivia Night with the Trivia Guy – Brandon Hamilton
      Belmont Farm Distillery 13490 Cedar Run Rd, Culpeper, VA, United States

      Join us at Belmont Farm Distillery for a upbeat free to play "Trivia Night" event. This event will be hosted by Jen from (Mixed Elements Entertainment) (The Trivia Guy- Brandon Hamilton). The Brewery opens at 5pm and the event kicks off at 6pm! So come on by early to snag your spot as well as […]

      Free
    • Sat 10
      Airfest

      Culpeper Air Fest

      October 10
      Culpeper Airport 12517 Beverly Ford Rd, Brandy Station, VA

      This is our 26th year of bringing you the best little airshow in the east! The 2026 Air Fest is in the planning stages. If you’d like to make a donation to this year’s show, you can do so via our website. As always we appreciate our community and fans for all of your incredible […]

    • Sat 10
      Farmers Market

      Culpeper Downtown Farmers Market

      October 10 @ 7:30 am - 12:00 pm Culpeper Downtown Farmers Market
      Culpeper Baptist Church 318 S West St., Culpeper, VA, United States

      Saturday mornings in Downtown Culpeper are about to get a whole lot tastier. The Culpeper Downtown Farmers Market returns Saturday, May 2, inviting families, foodies, and friends to kick off the season at the longest-running and most successful farmers market in the area. Overseen by Culpeper’s nonprofit Main Street program, Culpeper Renaissance, Inc. (CRI), the […]

    • Sat 10
      walks

      Downtown Culpeper History Walking Tour

      October 10 @ 11:00 am - 12:30 pm Downtown Walking Tour
      111 Commerce St, Culpeper, VA 22701 111 Commerce Street, Culpeper, VA, United States

      Explore the story of Culpeper on this 75-minute guided walking tour through its historic downtown. From Native lands and early settlement to the Revolution and Civil War, discover how this small town became a key crossroads in American history. This story-driven experience brings the past to life through the people, places, and moments that shaped […]

      $25
    • Sat 10
      Oktoberfest

      Oktoberfest at Belmont Farm Distillery and Brewery

      October 10 @ 12:00 pm - 8:00 pm Oktoberfest at Belmont Farm Distillery and Brewery
      Belmont Farm Distillery 13490 Cedar Run Rd, Culpeper, VA, United States

      Come join us for Oktoberfest! We're pairing our whiskey, beer, and BRAND NEW Cider with Bratwurst. (Cider will be released sometime this Fall.)

    • Sat 10
      Ghosts

      Whispers in the Wallpaper: Ghosts of the Graffiti House Tour

      October 10 @ 6:00 pm - 7:30 pm Whispers in the Wallpaper: Ghosts of the Graffiti House Tour
      Graffiti House 19484 Brandy Rd., Brandy Station, VA, United States

      Over sixty-five names still cover the walls of the Graffiti House in Brandy Station Civil War soldiers' handwriting left behind more than 160 years ago, saying "I was here." Join Cheryl Kay Johnson for "Whispers in the Wallpaper," a family-friendly ghost tour walking the same stairs and rooms where Civil War soldiers once wrote their […]

      $10.00
    • Sun 11
      Art

      Artist Day at Revalation – En Plein Air 2026

      October 11 @ 7:00 am - 8:00 pm
      Revalation Vineyards 2710 Hebron Valley Road, Madison

      Join us to create art in the vineyard from dawn till dusk. Artists are welcome to capture our beautiful Hebron Valley landscape, with stunning views of the Blue Ridge Mountains. This open-air painting event lets artists render changing light and atmosphere quickly while experimenting with color and form using the “à la prima” or “wet […]

      $35,
    • Sun 11
      Art

      Chee Ricketts: An Introduction to Plein Air Painting

      October 11 @ 10:00 am - 4:00 pm
      Revalation Vineyards 2710 Hebron Valley Road, Madison

      Plein air painting, described as the largest painting movement in art history, has captured the attention of nearly everyone who picks up a paintbrush. But how to begin? This plein air workshop, held on the incomparably beautiful grounds of Revalation Vineyard in the Hebron Valley north of Madison, VA, will provide a basic understanding of […]

      $110
    • Sun 11
      walks

      Downtown Culpeper History Walking Tour

      October 11 @ 11:00 am - 12:30 pm Downtown Walking Tour
      111 Commerce St, Culpeper, VA 22701 111 Commerce Street, Culpeper, VA, United States

      Explore the story of Culpeper on this 75-minute guided walking tour through its historic downtown. From Native lands and early settlement to the Revolution and Civil War, discover how this small town became a key crossroads in American history. This story-driven experience brings the past to life through the people, places, and moments that shaped […]

      $25
    • Thu 15
      Sloth Yoga

      Sloth Yoga

      October 15 @ 6:00 pm - 7:15 pm Sloth Yoga
      Pranapiloga 133 East Davis St. Suite 360, Culpeper, VA, United States

      Slow, mindful yoga. Generally following the Hatha Yoga lineage and incorporating The Eight Limbs of Yoga, we will slow down, moving in our own time and exploring what feels good. Please bring your favorite blanket. $25 per person per class

      $25.00
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