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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

    • Sat 17
      walks

      Downtown Culpeper History Walking Tour

      October 17 @ 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 17
      Hop and Hog

      Hop N Hog Culpeper Block Party & BBQ Competition

      October 17 @ 12:00 pm - 5:00 pm
      111 Commerce St, Culpeper, VA 22701 111 Commerce Street, Culpeper, VA, United States

      Culpeper Renaissance, Inc. (CRI), a 501c3 nonprofit Main Street Program, is excited to announce the return of the Hop N Hog Culpeper Block Party & BBQ Competition! Enjoy beer🍺, bourbon🥃 and BBQ🍖, plus live music, food & artisan vendors, adult games, a kid’s area and more Saturday, October 17, 2026, from 12pm to 5pm, in […]

    • Sat 17
      Craft Fair

      2026 Fall Festival and Craft Fair at Mountain Run Winery

      October 17 @ 12:00 pm - 7:00 pm
      Mountain Run Winery 10753 Mountain Run Lake Rd, Culpeper, VA, United States

      Mountain Run Winery's Fall Festival and Craft Fair is set for Saturday, October 17, 2026 from 12:00-7pm! Come celebrate the harvest with us! The craft fair is going to be great this year. We will have more than FOURTY local craft vendors lined up with beautiful hand-made items including painted glasses, knitting, woodworking, hand-dyed products, […]

    • Sun 18
      walks

      Downtown Culpeper History Walking Tour

      October 18 @ 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 22
      Sloth Yoga

      Sloth Yoga

      October 22 @ 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 23
      Trivia

      Trivia Night with the Trivia Guy, Brandon Hamilton

      October 23 @ 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 24
      Farmers Market

      Culpeper Downtown Farmers Market

      October 24 @ 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 24
      BikeFest

      Culpeper BikeFest

      October 24 @ 8:00 am - October 25 @ 5:00 pm

      Join Fulton Moto for two full days of food, drinks, entertainment, and more! Fun for the whole family, Bike Fest is not just for those who travel on two wheels. This is an opportunity to share passions, experiences, and enthusiasm for all things exceptional! Make sure to take a stroll through 30+ vendors ranging from […]

      $22.50
    • Sat 24
      Crafts Meow

      The 9th Annual Crafts’ Meow Craft Show (Fundraiser)

      October 24 @ 9:00 am - 2:00 pm
      Culpeper Baptist Church 318 S West St., Culpeper, VA, United States

      Join us for the 9th Annual Crafts' Meow ~ Countdown to a Meowy Christmas Craft Show on Saturday, October 24, 2026 from 9am - 2pm at the Culpeper Baptist Church, 318 S. West St., in Culpeper. VA. Local crafters and vendors show their wares and one-of-a-kind, unique gifts (starting at just $5) for all the […]

      FREE
    • Sat 24
      walks

      Downtown Culpeper History Walking Tour

      October 24 @ 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
    • Sun 25
      walks

      Downtown Culpeper History Walking Tour

      October 25 @ 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 29
      Sloth Yoga

      Sloth Yoga

      October 29 @ 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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