Portsmouth Heights Family-Friendly Fall Activities 2026

Join the Portsmouth Parks and Recreation Department for their annual Fall Festival. This family-friendly event offers a delightful array of activities including games, crafts, face painting, and exciting bounce houses. Kids will love the hay maze and hayrides, while everyone...

Don costumes and embark on a festive Halloween Trail of Treats! This family-friendly event invites children to explore various Portsmouth museums, collecting goodies along the way. The trail kicks off with music and games at the Children's Museum of Virginia,...

Portsmouth hosts its annual Halloween Safe Trunk or Treat, offering a secure and festive environment for families. This event features city departments and community groups distributing candy, alongside engaging music, crafts, and entertainment. A highlight is the haunted house, operated...

Bring the entire family to the Chrysler Museum for a delightful Halloween Harvest Festival. This free event features live performances, engaging art-making activities, and a fun scavenger hunt. Don't miss the 'Let’s Create Together Showdown' for a chance to win...

Join the spooktacular Trunk or Treat event for an evening of Halloween fun! Families can enjoy games, activities, and delicious snacks. Bring your car trunk to decorate and fill with treats for a chance to win a contest for the...

Discover a delightful fall experience at the Great Bridge Pumpkin Patch. This family-friendly destination offers a dedicated Pumpkin Patch Play Land, perfect for creating lasting memories. Kids can bounce to their hearts' content in the bounce houses and explore the...

Join the community for a festive Trunk or Treat event! Adults decorate their vehicles and hand out treats, creating a fun and safe environment for children aged birth to 5th grade. It's a wonderful opportunity for families to connect and...

Get lost in the thrill of Cullipher Farm's expansive Fall Corn Maze, a challenging 8-12 acre adventure crafted by The Maize Company. Open from late September into November, this maze offers a quintessential autumn experience. While details for the 2025...

Join the Peninsula SPCA for their 19th annual Barktoberfest, a lively fall festival in Downtown Hampton's waterfront. This dog-friendly event offers a day of fun with live music, local craft beer, and diverse food trucks. Participate in unique pet contests,...

Celebrate the autumn season at the Bluebird Gap Farm Fall Festival! This family-friendly event features hayrides, ax throwing, a hay maze, and live entertainment. Explore the 60-acre farm, enjoy seasonal foods, and pick out a pumpkin. Blacksmith demonstrations and live...

Experience a unique Halloween tradition at the Night of the Living Museum! This family-friendly event invites visitors to explore the museum's galleries and outdoor trails, collecting candy from multiple stations. Enjoy themed activities, meet fascinating creatures, and be entertained by...

Dive into a spook-tacular evening at the Virginia Aquarium's Fins & Frights! As night falls, the exhibits transform with eerie lights and mysterious sounds. Kids can build their own candy bags, enjoy haunted beach stories, and explore themed areas. Don't...

Experience the quintessential fall at Shockley Farms, featuring a sprawling corn maze and a vibrant pumpkin patch. They offer a delightful selection of pumpkins, gourds, eggplant, squash, and tomatoes, all grown with a commitment to natural freshness. It's the perfect...

Discover Pumpkinville, a charming seasonal attraction in Toano, VA, offering a delightful fall experience for the whole family. Pick your perfect pumpkin from their extensive patch or selection, and immerse yourselves in a festive Halloween atmosphere. Enjoy complimentary activities like...

Discover the magic of fall at Holly Fork Farm's annual pumpkin patch and festival. Families can enjoy a classic hayride to pick out pumpkins, explore a fun corn maze, and launch pumpkins. Kids will love visiting the farm animals and...