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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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    12 events found.

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    • October 2024

    • Sat 5
      event flyer

      Saturday Yoga and Sangria

      October 5, 2024 @ 10:00 am - 11:00 am
      The Sangria Bowl 305 S Main St, Culpeper, VA, United States

      Join us for Yoga before brunch! Tickets include a beverage. We will have a special cocktail to kick off Breast Cancer Awareness. It is also Restaurant Week! So stay after and enjoy brunch.

      $35.00
    • Sat 5
      bluegrass festival poster

      4th Annual Broken String Bluegrass Festival

      October 5, 2024 @ 12:00 pm - 10:00 pm
      Death Ridge Brewery 5393 Higher Ground Trail, Jeffersonton, VA, United States

      4th Annual Broken String Bluegrass Festival! Doors open at 11am for a full day of the best in bluegrass, kicking off at 12pm! Music by Shannon Bielski and Moonlight Drive, Hammaville, Amanda Cook Band, The Kody Norris Show, and Lonesome River Band! Local food trucks Talk of the Mountain Crab Cakes & More and Graze […]

      $30 – $60
    • Mon 7
      ghost tour sign

      2024 Culpeper Ghost Tour

      October 7, 2024 @ 7:00 pm - 9:30 pm
      Downtown Culpeper Downtown Culpeper, Culpeper, VA, United States

      Join Culpeper Paranormal Investigations for a guided walking tour to hear tales of past lives, both famous and infamous. For nearly three centuries, Culpeper has endured Colonial, Revolutionary, Civil War and Modern day horrors. Join Culpeper Paranormal Investigations for a guided walking tour to hear tales of past lives, both famous and infamous. Our guides […]

      $15
    • Wed 9
      event flyer

      Culpeper Downtown Small Business Saturday

      October 9, 2024 @ 8:00 am - 11:00 pm
      Downtown District in Historic Culpeper 111 South Commerce St., Culpeper, VA, United States

      Mark your calendar for the Culpeper Downtown Small Business Saturday event on November 30th! Shopping small is BIG! Join us and show your love for our small businesses in Culpeper Downtown! Many downtown businesses will have in-store specials be sure to like the event page for detailed information. Join us in Historic Downtown Culpeper for […]

    • Wed 9
      evergreen tree branches

      Mini Christmas Tree Workshop

      October 9, 2024 @ 5:00 pm - 7:00 pm
      Botanical Dwellings 404 S. Main St., Culpeper, VA, United States

      Happy Holidays! Add a touch of festive greenery to your decor with our Norfolk Island Pine Workshop. Ever wondered about those charming potted trees that start popping up in November? These tropical beauties aren’t just for show—they make fantastic houseplants year-round! Join us for a merry workshop where you’ll learn how to care for your […]

      Free – $77
    • Thu 10
      event flyer

      Spooky Game Night

      October 10, 2024 @ 6:00 pm - 11:00 pm
      The Sangria Bowl 305 S Main St, Culpeper, VA, United States

      It is October, get in the spooky spiritz! We will have a spooky themed cocktail. Join us for dinner and drinks and grab a game to play. Bring your own game or choose one of ours.

    • Sat 12
      Poster for Culpeper Air Fest in Culpeper, VA, on October 12, 2024. It features a vintage airplane with a propeller in the foreground, an intricate event logo, and several smaller planes flying. The poster emphasizes "Honor, Educate, Entertain," with a QR code for more information about Culpeper Air Fest.

      Culpeper Air Fest

      October 12, 2024
      Culpeper Airport 12517 Beverly Ford Rd, Brandy Station, VA

      SAVE THE DATE!  This is our 24th year of bringing you the best little airshow in the east! The 2024 Air Fest is in the planning stages.

    • Sat 12

      Global Big Day at Cedar Mountain Battlefield

      October 12, 2024 @ 8:00 am - 12:00 pm
      Culpeper Battlefields State Park - Cedar Mountain Unit 9465 General Winder Road, Rapidan, VA

      Join us for a bird walk on October Big Day at Cedar Mountain Battlefield. October Big Day is a 24-hour global celebration of birds. Cornell Ornithology and the National Audubon Society coordinate this citizen science initiative. The goal is to count as many birds as possible and report them on Cornell’s eBird platform. This year’s […]

    • Sat 12

      October Big Day Bird Walk

      October 12, 2024 @ 8:00 am - 5:00 pm
      Culpeper Battlefields State Park - Cedar Mountain Unit 9465 General Winder Road, Rapidan, VA

      October Big Day is a 24-hour global celebration of birds. Cornell Ornithology and the National Audubon Society coordinate this citizen science initiative. The goal is to count as many birds as possible and report them on Cornell’s eBird platform. This year’s October Big Day is scheduled for Saturday, October 12. Old Rag Master Naturalists will […]

    • Sat 12
      Craft Show Poster

      7th Annual Crafts’ Meow

      October 12, 2024 @ 9:00 am - 3:00 pm
      Culpeper Baptist Church 318 S West St., Culpeper, VA, United States

      Variety of crafters and vendors.

    • Sat 12
      event flyer

      Family Fun Day: Christmas Tree Tagging, Seasonal Drinks from Son of a Bear Ciders & More!

      October 12, 2024 @ 10:00 am - 4:00 pm
      Bees and Trees 18028 Carrico Mills Road, Elkwood, VA

      Join us for a festive fall day at Bees & Trees Farm! Get a head start on the holiday season by tagging your perfect Christmas tree while enjoying a day filled with fall flavors and family-friendly activities. Toast marshmallows for s’mores by the fire pit, and let the kids have a blast on a fun […]

    • Sat 12
      succulents with a skeleton in them

      Spooky Succulent & Cacti Workshop

      October 12, 2024 @ 11:00 am - 12:00 pm
      Botanical Dwellings 404 S. Main St., Culpeper, VA, United States

      Wander into the eerie realm of succulents and cacti at our spook-tacular workshop! Get your hands dirty mixing your own soil, choose from a chilling assortment of succulents and cacti, and conjure up a bewitching garden that will haunt your home with its charm. Your registration includes 45 minutes of instruction, a 6” planter, a […]

      Free – $370
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