Family Fun in Chesapeake: Activities for All Ages

family having fun in Chesapeake

There are so many fun and interesting things to do with kids in Chesapeake, VA. From hiking in stunning green spaces and learning about local history to sliding down a dolphin tunnel slide or discovering the local waterways, there’s truly something for the whole family to enjoy. Explore some of the top family fun attractions and activities, as well as our own suggestions, to start building your family-friendly Chesapeake itinerary.

Key Takeaways

  • Chesapeake offers a wide variety of parks and trails perfect for family outings and outdoor adventures.
  • Year-round family-friendly events such as Bergey’s Corn Maze, Paddle For the Border, and KayaXpedition provide seasonal fun for all ages.
  • The rich history of Chesapeake can be explored through historic trails, educational museums, and interactive historical sites.
  • Water activities like kayaking, canoeing, fishing, and boat tours are great ways for families to enjoy Chesapeake’s waterways.
  • Rainy day activities abound with indoor playgrounds, museums, learning centers, and family-friendly restaurants to keep everyone entertained.

Exploring Chesapeake’s Beautiful Parks

family enjoying a day in Chesapeake park

Hiking Trails for All Ages

Chesapeake offers a variety of hiking trails suitable for all ages and skill levels. Start by exploring Chesapeake City Park, a combination of open space for play and pretty pine trees. The park features several trails that are perfect for a family hike. Don’t miss the Chesapeake Arboretum, which boasts 48 acres of calming green space and 3 miles of trails where you can identify various tree species.

Picnic Spots with Scenic Views

For a relaxing family outing, consider visiting one of Chesapeake’s many picnic spots. The parks here offer scenic views that make for a perfect backdrop to your meal. Whether you’re at Chesapeake City Park or another local favorite, you’ll find plenty of tables and open spaces to spread out and enjoy.

Playgrounds for Kids

Chesapeake is home to several fantastic playgrounds that kids will love. Be sure to check out Fun Forest, a playground situated on several shaded acres of Chesapeake City Park. In addition to standard playground features, Fun Forest includes an older children’s play space with exciting elements like a dragon, a shaky bridge, and a dolphin tunnel slide. These playgrounds offer endless fun and are a great way to keep the little ones entertained.

Family-Friendly Events Throughout the Year

family having fun in Chesapeake at a local event

Chesapeake offers a variety of family-friendly events throughout the year, ensuring there’s always something fun to do no matter the season. From fall festivities to summer adventures, there’s an event for everyone in the family to enjoy.

Fall Fun at Bergey’s Corn Maze

Every fall, Bergey’s Corn Maze becomes a must-visit destination for families. The maze offers a fun and challenging experience for all ages, and the farm also features hayrides, pumpkin patches, and other seasonal activities. Don’t miss out on the chance to explore the maze and enjoy the crisp autumn air.

Spring Celebrations at Paddle For the Border

Springtime in Chesapeake is marked by the annual Paddle For the Border event. This unique celebration invites families to paddle along the Dismal Swamp Canal, enjoying the beautiful spring scenery and wildlife. It’s a perfect way to welcome the warmer weather and spend quality time together.

Summer Adventures at KayaXpedition

Summer in Chesapeake wouldn’t be complete without KayaXpedition. This event offers a variety of water-based activities, including kayaking, canoeing, and paddleboarding. Whether you’re a seasoned paddler or a beginner, KayaXpedition provides an exciting opportunity to explore Chesapeake’s waterways and make lasting memories with your family.

Chesapeake’s family-friendly events are designed to bring people together and create unforgettable experiences. From discovering Chesapeake’s parks to participating in seasonal activities, there’s always something to look forward to.

Discovering Chesapeake’s Rich History

family enjoying historical landmarks in Chesapeake

Historic Trails to Explore

Chesapeake is home to several historic trails that offer a glimpse into the past. The African American Heritage Trail and the Battle of Great Bridge trail are must-visits. These trails provide an educational experience while allowing families to enjoy the great outdoors.

Educational Museums

The city boasts a variety of museums that cater to all ages. The Chesapeake Museum and the Great Bridge Battlefield & Waterways History Foundation are perfect for a family day out. These museums offer interactive exhibits that make learning about history fun and engaging for everyone.

Interactive Historical Sites

For a hands-on historical experience, visit some of Chesapeake’s interactive sites. The Dismal Swamp Canal and the historic homes in the area offer guided tours that are both informative and entertaining. These sites provide a unique way to learn about the region’s rich history.

Water Activities for the Whole Family

family enjoying water activities in Chesapeake

Chesapeake offers a variety of water activities that are perfect for family fun. Whether you’re looking to paddle through serene waters or cast a line, there’s something for everyone to enjoy.

Kayaking and Canoeing

Explore Chesapeake’s beautiful waterways by kayak or canoe. Paddle the Peake Passport is a great way to discover new spots and enjoy the natural beauty of the area. Don’t forget to check out the Northwest River Park & Campground for a fantastic paddling experience.

Fishing Spots

For families who love to fish, Chesapeake has numerous fishing spots that are both accessible and abundant with fish. Launch your boat at our public boat ramps and enjoy a day of fishing. The Great Dismal Swamp National Wildlife Refuge is a popular spot for anglers of all ages.

Boat Tours and Cruises

Experience the beauty of Chesapeake from the water with a boat tour or cruise. These tours offer a unique perspective of the area’s natural landscapes and wildlife. It’s a relaxing way to spend time with family and create lasting memories.

There’s nothing quite like spending a day on the water in Chesapeake. From kayaking adventures to peaceful fishing trips, the waterways here offer endless opportunities for family fun.

Rainy Day Activities in Chesapeake

Don’t let a little rain get in the way of a lot of fun! There are so many interesting things to do indoors on a Chesapeake rainy day, from a game of laser tag to making your own pottery. Here’s what to do when it rains in Chesapeake, VA.

Wildlife and Nature Exploration

family exploring nature in Chesapeake

Bird Watching Hotspots

Chesapeake is a haven for bird watchers, offering numerous spots where you can observe a variety of bird species. The Great Dismal Swamp National Wildlife Refuge is a must-visit, providing a habitat for over 200 species of birds. Don’t forget your binoculars!

Nature Centers and Reserves

For those who love to immerse themselves in nature, Chesapeake has several nature centers and reserves. The Northwest River Park & Campground is perfect for a family day out, offering trails, picnic areas, and educational programs about local wildlife.

Guided Wildlife Tours

Enhance your wildlife exploration with guided tours that offer in-depth knowledge about the local ecosystem. These tours are not only educational but also incredibly fun for the whole family. Look out for seasonal tours that focus on different aspects of Chesapeake’s rich natural heritage.

Spending time in nature is a wonderful way to bond with family while learning about the environment. Chesapeake offers a variety of options to explore and appreciate the great outdoors.

Outdoor Sports and Recreation

family enjoying outdoor sports and recreation in Chesapeake

Disc and Mini Golf

Chesapeake offers a variety of disc and mini golf courses that are perfect for a family outing. Disc golf is a fun and active way to enjoy the outdoors, with several courses available for all skill levels. Mini golf, on the other hand, provides a more relaxed and playful environment, ideal for younger children and those looking to have a bit of fun.

Biking Trails

For families who love to bike, Chesapeake has numerous biking trails that cater to all ages and skill levels. From scenic routes along the water to more challenging trails through the woods, there’s something for everyone. Don’t forget to bring your helmets and plenty of water!

Sports Fields and Courts

Whether your family is into soccer, basketball, or tennis, Chesapeake has a wide range of sports fields and courts available. Many parks offer well-maintained facilities where you can enjoy a friendly game or practice your skills. Soccer fields, basketball courts, and tennis courts are just a few of the options you can find throughout the city.

Chesapeake’s outdoor sports and recreation options provide endless opportunities for family fun and physical activity. Whether you’re hitting the biking trails or enjoying a game of mini golf, there’s something for everyone to enjoy.

Seasonal Festivals and Celebrations

family enjoying a festival in Chesapeake

Chesapeake is a city that knows how to celebrate all year round. From festive holiday events to vibrant summer festivals, there’s always something happening to bring families together and create lasting memories.

Holiday Events

During the holiday season, Chesapeake transforms into a winter wonderland. Bergey’s Corn Maze is a must-visit in the fall, offering fun for all ages with its intricate maze and seasonal activities. As winter approaches, don’t miss Chesapeake’s Christmas Bird Count, a unique event that brings together bird watchers of all levels to contribute to a nationwide bird census.

Foodie Festivals

For the food lovers in the family, Chesapeake offers a variety of foodie events throughout the year. The Chesapeake VA Wine Festival is a highlight, featuring local wineries and delicious food pairings. Another not-to-be-missed event is Chesapeake Restaurant Week, where you can enjoy special menus and deals at some of the city’s best restaurants.

Outdoor Concerts

When the weather warms up, Chesapeake’s outdoor concert series is the place to be. The Virginia Arts Festival brings world-class performances to the city, offering a mix of music, dance, and theater. KayaXpedition is another fantastic event, combining outdoor adventure with live music and entertainment.

No matter the season, Chesapeake’s festivals and celebrations offer something for everyone, making it the perfect destination for family fun.

Local Dining Experiences

family enjoying a meal at a local restaurant in Chesapeake

Family-Friendly Restaurants

Chesapeake offers a variety of family-friendly restaurants that cater to all ages. From casual diners to more upscale eateries, there’s something for everyone. Many of these establishments provide kids’ menus and play areas, ensuring a pleasant dining experience for the whole family.

Seafood Delights

For seafood lovers, Chesapeake is a paradise. The city boasts numerous seafood restaurants where you can enjoy fresh catches from the nearby waters. Whether you’re in the mood for crab cakes, oysters, or a classic fish fry, you’ll find it all here. Don’t miss out on Chesapeake’s famous seafood chowder!

International Cuisine

If you’re craving something different, Chesapeake’s international cuisine options won’t disappoint. From Italian and Chinese to Japanese and Mexican, the city’s diverse culinary scene offers a world of flavors. Many of these restaurants also offer vegetarian and vegan options, making it easy to find something for everyone in the family.

Shopping and Souvenirs

family shopping for souvenirs in Chesapeake

Local Artisan Shops

Discover only-found-in-Chesapeake gifts at our countless trendy clothing boutiques, gift shops with locally-crafted goodies, and specialty food stores. These local Chesapeake shops with uniquely perfect gifts offer a variety of items that you won’t find anywhere else. Support local artisans and take home a piece of Chesapeake’s charm.

Family-Friendly Malls

Chesapeake boasts several family-friendly malls that cater to all ages. From play areas for kids to a wide range of dining options, these malls provide a perfect day out for the entire family. Enjoy a mix of popular retail stores and unique local shops, ensuring there’s something for everyone.

Farmers Markets

Experience the vibrant atmosphere of Chesapeake’s farmers markets. Here, you can find fresh produce, handmade crafts, and delicious local treats. These markets are not just about shopping; they are a community experience where you can meet local farmers and artisans. Don’t miss out on the seasonal specialties and unique finds that make Chesapeake’s farmers markets a must-visit.

Unique Family Adventures

family having fun in Chesapeake outdoors

Dolphin Tunnel Slide

One of the most exciting attractions in Chesapeake is the Dolphin Tunnel Slide. This unique slide offers a thrilling experience as you glide through a tunnel surrounded by playful dolphins. It’s a must-visit for families looking for a memorable adventure.

Agri-Tourism Activities

Chesapeake’s agri-tourism activities provide a fantastic way for families to connect with nature and learn about farming. From picking fresh fruits at local farms to exploring seasonal farm activities, there’s something for everyone. Don’t miss out on the chance to experience the charm of rural life.

Destination Playgrounds

For families with kids, Chesapeake boasts some of the best destination playgrounds. These playgrounds are designed to offer a fun and safe environment for children to play and explore. Whether it’s climbing structures, swings, or slides, these playgrounds are perfect for a day of family fun.

Chesapeake offers a variety of unique family adventures that cater to all ages, ensuring that everyone has a great time.


Chesapeake, VA, is a treasure trove of family-friendly activities that cater to all ages and interests. Whether your family enjoys exploring the great outdoors, diving into local history, or participating in seasonal events, Chesapeake has something for everyone. From hiking in picturesque parks and learning about the region’s rich history to enjoying unique attractions like the dolphin tunnel slide, your family will create lasting memories. Don’t forget to check out the local events and rainy day activities to ensure a fun-filled itinerary, no matter the weather. So pack your bags and get ready for an unforgettable family adventure in Chesapeake!

Frequently Asked Questions

What are some of the best parks to visit in Chesapeake?

Chesapeake offers numerous beautiful parks perfect for family outings. Some of the top ones include Northwest River Park, Chesapeake City Park, and Deep Creek Park.

Are there any family-friendly events in Chesapeake throughout the year?

Yes, Chesapeake hosts several family-friendly events such as Bergey’s Corn Maze in the fall, Paddle For the Border in the spring, and KayaXpedition in the summer.

What historical sites can we explore in Chesapeake?

Families can explore various historical sites in Chesapeake including the Great Dismal Swamp, the Chesapeake Arboretum, and the Chesapeake African American Heritage Trail.

What water activities are available for families in Chesapeake?

Families can enjoy a variety of water activities such as kayaking, canoeing, fishing, and boat tours on the many rivers and lakes in Chesapeake.

What can we do in Chesapeake on a rainy day?

On a rainy day, families can visit indoor playgrounds, museums, learning centers, and family-friendly restaurants in Chesapeake.

Are there any wildlife and nature exploration activities in Chesapeake?

Yes, Chesapeake offers great opportunities for wildlife and nature exploration. Families can go bird watching, visit nature centers and reserves, or join guided wildlife tours.

Where can we find family-friendly dining options in Chesapeake?

Chesapeake boasts a variety of family-friendly restaurants, including local seafood spots and places offering international cuisine.

What unique family adventures can we experience in Chesapeake?

Unique family adventures in Chesapeake include sliding down the dolphin tunnel slide, participating in agri-tourism activities, and exploring destination playgrounds.

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