Celebrate Fall in Coastal Virginia

Welcome to the vibrant fall season in Coastal Virginia. As the leaves turn golden and the air becomes crisp, Coastal Virginia transforms into a haven for seasonal festivities. From charming fall festivals to thrilling Halloween events, there’s something for everyone to enjoy. Discover the must-attend events this season seafood, art and music events and more. Indulge in all things pumpkin spice, from treats to brews.

FALL FESTIVALS, FOODIE AND ARTS EVENTS

Annual Peanut Festival

47th Annual Peanut Festival

  • Date: October 9-12, 2025 | Time: Various times
  • Location: Suffolk Executive Airport, 1410 Airport Road, Suffolk
  • Description:

    Celebrate Suffolk’s rich peanut heritage at this family-friendly festival featuring carnival rides, contests, live music, and delicious festival food. Don’t miss the Demolition Derby, Dock Dogs, fireworks, arts & crafts, and the Gooberland Family Area.

  • Link: 47th Annual Peanut Festival
James City County Harvest Festival

James City County Harvest Festival

  • Date: September 20, 2025 | Time: 11:00 a.m. – 3:00 p.m.
  • Location: Chickahominy Riverfront Park
  • Description:

    Enjoy a family-friendly fall event with music, games, arts and crafts, live animals, and the chance to create your own scarecrow at Scarecrow Row. Parking is $5 per car, and making a scarecrow costs $20.

  • Link: James City County Harvest Festival
Makerfest Portsmouth

MakerFest Portsmouth

  • Date: August 30, 2025 | Time: 11:00 a.m. – 3:00 p.m.
  • Location: Olde Towne Portsmouth
  • Description:

    Explore the “maker culture” with interactive displays, demonstrations, and hands-on activities. Learn from accomplished makers – artisans, technology gurus, and everything in between.

  • Link: www.makerfestportsmouth.com
Phoebus Jazz Festival

Phoebus Jazz Festival

  • Date: September 26 & 27, 2025 | Time: Varying times
  • Location: The American Theatre, 25 E Mellen St, Hampton, VA 23663
  • Description:

    Get ready for the launch of a new jazz festival in Hampton. The Phoebus Jazz Festival is a three-day event featuring local jazz performers and national jazz stars!

  • Link: Visit Hampton
Great American Food Festival

Great American Food Festival

  • Date: October 1, 2025 | Time: 12:00 p.m. – 6:00 p.m
  • Location: Chesapeake City Park, Chesapeake, VA
  • Description:

    Savor a variety of delicious food from local vendors, featuring classic American dishes. Enjoy live entertainment, family-friendly activities, and a festive atmosphere at this community gathering.

  • Link: Visit Chesapeake
Esva Agricultural Fair (1)

ESVA Agricultural Fair

  • Date: October 4, 2025 | Time: 10:00 a.m. – 2:00 p.m
  • Location: 7247 Young St, Machipongo, VA
  • Description:

    Join us for a free, family-friendly fall event. Activities include skillet throwing, keg rolling, baking and photography contests, an antique tractor parade, oyster shucking contest, vendors, and more!

  • Link: Visit ESVA
Crawlin’ Crab Half Marathon and 5k

Crawlin’ Crab Half Marathon and 5k

  • Date: October 4-5, 2025 | Time: Varying times
  • Location: Downtown Hampton
  • Description:

    Presented by Bon Secours, this run is complete with a snappy fast and flat course on the water and a post-race celebration! Crawlin’ Crab also includes a 5K race.

  • Link: Crawlincrabhalf.com
Port Warwick Art & Sculpture Festival

21st Annual Port Warwick Art and Sculpture Festival

  • Date: October 11-12, 2025 | Time: 10:00 a.m. – 6:00 p.m.

    October 13, 2024 | Time: 10:00 a.m. – 5:00 p.m.
  • Location: Styron Square in Port Warwick, Loftis Boulevard, Newport News, VA 23606
  • Description:

    Includes artist demonstrations, live entertainment, and an educational children’s area with scavenger hunts and arts & crafts. Enjoy the area’s best food trucks, along with a beer and wine garden!

  • Link: Port Warwick Events
Chesapeake Va Wine Festival

Chesapeake Virginia Wine Festival

  • Date: October 11, 2025 | Time: 12:00 p.m. – 6:00 p.m.
  • Location: Chesapeake City Park, Chesapeake, VA
  • Description:

    Celebrate the season with a glass of fine wine at the Chesapeake Virginia Wine Festival. Sample wines from local vineyards, enjoy gourmet food, and relax in a beautiful park setting.

  • Link: Visit Chesapeake
Chincoteague Island Oyster Festival

Chincoteague Island Oyster Festival

  • Date: October 11, 2025 | Time: 10:00 a.m. – 4:00 p.m.
  • Location: Tom's Cove Park, 8128 Beebe Road, Chincoteague Island, VA 23336
  • Description:

    Celebrate Chincoteague Salts Oysters and kick off the beginning of oyster season on Virginia’s Eastern Shore at the Chincoteague Oyster Festival!

  • Link: Visit ESVA
Chesapeake Restaurant Week

Chesapeake Restaurant Week

  • Date: October 13-19, 2025
  • Location: Various Locations, Chesapeake, VA
  • Description:

    Indulge in a week of culinary delights during Chesapeake’s Restaurant Week. Enjoy special prix-fixe menus, discounts, and unique dishes at participating local restaurants.

  • Link: Visit Chesapeake
Newport News Greek Festival

Newport News Greek Festival – Fall Edition

  • Date: October 23, 2025 | Time: 4:00 p.m. – 9:00 p.m.

    October 24-25, 2025 | Time: 11:00 a.m. – 9:00 p.m.
  • Location: Saints Constantine and Helen Greek Orthodox Church, 60 Traverse Road, Newport News, VA 23606
  • Description:

    Enjoy authentic Greek food and pastries, Greek music, and traditional dances performed by the Hellenic Youth Dancers. Shop with vendors and tour the church. Free parking and admission.

  • Link: Newport News Greek Festival
Yorktown Market Days

Yorktown Market Days – Harvest Festival

  • Date: November 15, 2025 | Time: 9:00 a.m. – 3:00 p.m.
  • Location: Yorktown, VA
  • Description:

    This autumn extravaganza features a live animal show, petting zoo, balloon art, axe throwing, and a pie-eating contest. Purchase holiday staples and handmade goods from local artisans. The event is free with a trolley service starting at 11:00 a.m.

  • Link: Visit Yorktown
Oyster Festival At Greenbrier Farms

Oyster & South Festival at 
Greenbrier Farms

  • Date: November 8, 2025 | Time: 11:00 a.m. – 5:00 p.m.
  • Location: Various Locations, Chesapeake, VA
  • Description:

    Celebrate the flavors of the South with fresh oysters, Southern cuisine, live music, and local craft brews at this family-friendly festival on the farm.

  • Link: Greenbrier Farms
Artisans Guild Studio Tour

2025 Artisans Guild Studio Tour

  • Date: November 28-29, 2025
  • Location: 6 College Ave, Onancock, VA
  • Description:

    Every Thanksgiving weekend, the Artisans Guild showcases Shore artisans and their unique talents. This Holiday Open Studio Tour has been a cherished event since 2002.

  • Link: Visit ESVA

OKTOBERFEST

Oktoberfest At The Bier Garden

Oktoberfest at the Bier Garden

  • Date: October 4, 2025 | Time: 12:00 p.m. – 9:00 p.m.
  • Location: 400 High Street, Olde Towne Portsmouth
  • Description:

    Experience an authentic Bavarian Oktoberfest with traditional music, German cuisine, and plenty of beer. Enjoy kid-friendly activities, Stein-holding competitions, and more.

  • Link: Oktoberfest at the Bier Garden

HALLOWEEN

Eastern Shore Image

Halloween Weekend in Onancock

  • Date: October 25–26, 2025 | Time: Various times
  • Location: Downtown Onancock, Eastern Shore of Virginia
  • Description:

    Experience a full weekend of spooky fun on the Shore! Enjoy the Haunted Asylum, the Mostly True Ghost Tour, the Creepy Onancocktail Trail, pumpkin carving contests, scary shopping, and “Little Shop of Horrors” at the Roseland Theater.

  • Link: Visit ESVA
Halloween Events In Hampton Va

Hampton Horror Tours

  • Date: October 25 & 28–31, 2025 | Time: 6:30 p.m. & 8:00 p.m.
  • Location: Downtown Hampton (departing from the Hampton History Museum)
  • Description:

    Journey through Downtown Hampton on this eerie walking tour featuring chilling stories, live reenactments, and encounters with ghostly characters. Explore historic haunts like St. John’s Church graveyard while supporting the museum’s educational programs.

  • Link: Visit Hampton
Hampton Ghost Tour Iamge

Ghost Walk at Fort Monroe

  • Date: October 17–19, 2025 | Time: Tours begin at 5:30 p.m. (staggered times)
  • Location: Fort Monroe, Hampton
  • Description:

    Step into the past during the annual Fort Monroe Ghost Walk. Explore the fort’s historic buildings and hear spine-tingling tales of paranormal encounters and ghostly legends tied to figures like Edgar Allan Poe. A hauntingly memorable evening for all.

  • Link: Visit Hampton
Witches Img

Witches Night Out

  • Date: October 23, 2025 | Time: 05:00 p.m. – 8:00 p.m.
  • Description:

    Dressing up as a witch is encouraged. Shop and dine downtown as shops stay open later!

  • Link: Visit Genuine Smithfield
Scarecrow Img

Scarecrow Stroll

  • Date: October 20-31, 2025 | Time: 10:00 a.m. – 5:00 p.m.
  • Description:

    Walk downtown to check out all the creative scarecrows at participating businesses and attractions. Vote for your favorite at the Visitor Center at 319 Main St. to be entered in a drawing.

  • Link: Visit Genuine Smithfield
Busch Gardens Howl O Scream

Busch Gardens Howl-O-Scream

  • Date: September 5 – November 2, 2025
  • Location: Williamsburg, VA
  • Description:

    Get ready for spine-tingling fun at Busch Gardens’ Howl-O-Scream, featuring haunted houses, eerie scare zones, and thrilling live shows. Perfect for those seeking a spooky good time!

  • Link: Busch Gardens Williamsburg
Fall O Ween Festival

Fall-O-Ween Festival

  • Date: October 4, 2025 | Time: 10:00 a.m. – 5:00 p.m.
  • Location: Newport News Park, Newport News, VA
  • Description:

    This family-friendly festival includes marketplace crafters, Halloween-themed vendors, wagon rides, pumpkin carving, and more.

  • Link: Visit Newport News
Olde Towne Ghost Walk

43 Annual Olde Towne Ghost Walk

  • Date: October 24, 2025 | Time: 5:30 p.m. – 10:00 p.m.
  • Location: 500 Court Street, Olde Towne Portsmouth
  • Description:

    Take a guided ghost walk through a historic neighborhood, where spirits share their tales of love, loss, and murder. The event begins at the Night Market, featuring family-friendly spooky fun.

  • Link: Visit Olde Towne Portsmouth
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