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Plan your trip around upcoming events!

Annual Events By County


Spring (March-May)

Living the Dream 5k

Firemen's Parade

Annual Carnival

Senior Prom

Summer  (June-August)


Brandy Station Fair

VA Craft Spirits Roadshow

4th of July Freedom 5k

4th of July Car & Bike Show

Open Golf Tournament

Gypsy Flea & Food Truck Festival

Fall (September-November)

Crab Festival

Fall Wine Festival

Daniel Boone Days & The Gathering

Fall Farm Tour

Annual Air Festival

Winter  (December-February)

Santa Visits

Christmas in Culpeper


Spring  (March-May)

Warrenton Hunt Point to Point Races

Annual Seed Swap

Piedmont Fox Hounds Point to Point Races

Old Dominion Hunt Point to Point Races

Upperville Garden Club Daffodil Show

Bluebell Walk on Cedar Run

Virginia Gold Cup

Warrenton Spring Festival

Hunt Country Stable Tour

Delaplane Strawberry Festival

Summer  (June-August)

Twilight Polo at Great Meadows - Weekends

Flying Circus Airshow

First Fridays in Warrenton

Father's Day Car Show

Pick-Your-Own Lavender at Seven Oaks

4th of July at Great Meadows

Town Limits - Old Town

Warrenton Pony Show

Fall  (September-November)

VA Scottish Games & Festival

The Great Pumpkin Ride

Halloween Parade in Old Town Warrenton

Golden Jubilee at Monroe Park

Remington Fall Festival

Fall Farm Tour

International Gold Cup

Remington Turkey Trot

Winter  (December-February)

Christmas in Old Town - Gum Drop Square

Christmas Parades - Bealeton, Marshall, &                                             Warrenton

People's Choice Wine Tasting & Competition



Spring  (March-May)

Spring Oyster Festival

Wool & Wine Festival & Sheep Dog Trials

Earth Day 5k

Spring Fest

Tour de Madison

Madison County Business Expo

Gaves Mountain Festival of Music

Summer  (June-August)

Madison County's 4th of July

Picnic in the Park

Firemen's Parade

Peach Day

Annual Taste of the Mountains Festival

Fall (September-November)

Fall Oyster Festival

Hops Festival

Apple Harvest Festival

Stargazing Party

Fall Harvest & Leaf Peep Festival

Haunted Woods

Trick or Trunk

Black Friday Party

Winter  (December-February)

Holiday Shopping Event

Madison Christmas Parade

Friday Night Christmas Lights

S'mores with Santa & Holiday Bazaar

Deck the Halls



Spring  (March-May)

James Madison's Birthday at Montpelier

Historic Garden Week

Orange Uncorked Wine Festival

Battle of Wilderness Annual Anniversary

Liberty Mills Strawberry Fest

Summer  (June-August)

Orange Ribs & Brews Festival


Salubria Archaeology Public Access Days

Flowers on the Farm

County Fair

Playin' in the Park Independence Day

Return to the Ruins

Fall (September-November)

Sunflower Festival

Somerset Steam & Gas Pasture Party

Corn Maze Days

Orange Street Festival

Constitution Day & Liberty Ride

Taming of the Wilderness

Fall Fiber Festival & Montpelier Trails

Gordonsville Fall Festival

The Best of VA in Orange Chili & Brewfest

HowlOween Downtown Orange

Annual Montpelier Hunt Races

Winter  (December-February)

Downtown Orange Holiday Village

Gordonsville Memorial Tree Lighting

Victorian Christmas at Ellwood Manor



Spring  (March-May)

Benevolent Fund Celebrity Waiter Dinner

Historical Society Antiques Apprasisal

Fodderstack 10-K Race

Old Dominion Hounds Point-to-Point Races

Relay for Life

Summer  (June-August)

Amissville Carnival & Parade

4th of July Celebration & Fireworks

Fall (September-November)

Taste of Rappahannock

County Farm Tour & Festival

Rough Ride Races

Floral Art Sale & House Tour

Artists of Rappahannock Studio & Gallery Tour

Winter  (December-February)

Christmas in Little Washington

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