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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.

    History and Culture

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    • September 2026

    • Sun 13
      walks

      Downtown Culpeper History Walking Tour

      September 13 @ 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
    • Fri 18
      event flyer

      “We Declare” Exhibit

      September 18 @ 8:00 am - 5:00 pm
      Carver 4-County Museum 9432 James Madison Hwy, Rapidan, VA, United States

      We Declare . . . that under the Virginia Declaration of Rights and the U. S. Declaration of Independence, we are free and independent. This exhibit is an exploration of natural rights and 27 grievances that led colonists to say, "ENOUGH" in 1776 to a tyrant. Examining the context of the times, the exhibit compares […]

    • Sat 19
      walks

      Downtown Culpeper History Walking Tour

      September 19 @ 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 20
      walks

      Downtown Culpeper History Walking Tour

      September 20 @ 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
    • Fri 25
      event flyer

      “We Declare” Exhibit

      September 25 @ 8:00 am - 5:00 pm
      Carver 4-County Museum 9432 James Madison Hwy, Rapidan, VA, United States

      We Declare . . . that under the Virginia Declaration of Rights and the U. S. Declaration of Independence, we are free and independent. This exhibit is an exploration of natural rights and 27 grievances that led colonists to say, "ENOUGH" in 1776 to a tyrant. Examining the context of the times, the exhibit compares […]

    • Sat 26
      walks

      Downtown Culpeper History Walking Tour

      September 26 @ 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 26
      History 2

      Crawford’s Brigade at Cedar Mountain Battlefield Tour

      September 26 @ 12:00 pm - 3:00 pm
      Culpeper Battlefields State Park - Cedar Mountain Unit 9465 General Winder Road, Rapidan, VA   +2 more

      Join the Cedar Mountain Battlefield Foundation on September 26th from noon to 3 PM for the "Crawford's Brigade at Cedar Mountain" tour. The tour begins at Culpeper National Cemetery (305 US Avenue, Culpeper, VA 22701) to examine how the monuments to Brig. Gen. Samuel Crawford's Federal brigade commemorate its heavy fighting during the 1862 battle. […]

      $15.00
    • Sun 27
      walks

      Downtown Culpeper History Walking Tour

      September 27 @ 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
    • October 2026

    • Fri 2
      event flyer

      “We Declare” Exhibit

      October 2 @ 8:00 am - 5:00 pm
      Carver 4-County Museum 9432 James Madison Hwy, Rapidan, VA, United States

      We Declare . . . that under the Virginia Declaration of Rights and the U. S. Declaration of Independence, we are free and independent. This exhibit is an exploration of natural rights and 27 grievances that led colonists to say, "ENOUGH" in 1776 to a tyrant. Examining the context of the times, the exhibit compares […]

    • Fri 2
      event flyer

      Salubria After Dark

      October 2 @ 6:00 pm - 10:00 pm
      Historic Germanna 2062 Germanna Highway, Locust Grove, VA, United States

      The legendary evening at Salubria, aglow with candles and Jack-o-lanterns, returns just in time for Spooky Season! On Friday October 2, discover the darker tales of this house’s past. Tickets will be $20 a person; they will go on sale soon. Watch this space!

      $20
    • Sat 3
      walks

      Downtown Culpeper History Walking Tour

      October 3 @ 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 3

      6th Annual Broken String Bluegrass Festival

      October 3 @ 11:00 am - 10:00 pm
      5255 HIgher Ground Trl. 5255 Higher Ground Trl, Jeffersonton, Virgina, United States

      Stay tuned for details and lineup!

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