Chesapeake is an excellent destination to visit in 2026 because it offers many opportunities for fun, whether you enjoy outdoor activities, educational activities with family, seasonal events, or visiting local farms. Whether you’re from the area and want to find something to do on the weekend or are traveling to Coastal Virginia and want to get an idea of what activities will take place while you’re visiting, here are some exciting things to do in Chesapeake in 2026.
1. Chesapeake Dog Park is in Chesapeake City Park.
Pet owners love Chesapeake Dog Park, which is in Chesapeake City Park.
Why go?
- Areas for big and small dogs that are separate
- Seating areas with shade
- Open green space for jogging
- A safe, fenced-in area
City Park is one of the best outdoor spaces in Chesapeake, even if you don’t have a dog. It has walking paths, sports courts, and places to have a picnic.
2. Moonpreneur Workshop in Person
Kids ages 7 to 14 will have a great time at Moonpreneur’s in-person workshop.
What kids learn:
- The basics of robotics
- Logic in coding
- Finding creative ways to solve problems
- Thinking like an entrepreneur
Students learn how to solve real-world problems and gain confidence in technology through hands-on activities. There are sessions all year long, so families can choose when they want to participate.
This workshop builds on what students learn in class and encourages new ideas in a fun and supportive setting.
3. The Children’s Museum of Virginia
The address of the Children’s Museum of Virginia is 221 High Street, Portsmouth, VA 23704. The phone number is (757) 393-5258.
This interactive museum is great for young kids and is only a short drive from Chesapeake.
Some of the best parts are:
- Learning exhibits that let you touch things
- Play areas that focus on STEAM
- Miniature city role-playing area
- Experiences in the planetarium
Families all over Coastal Virginia love it, and it’s a great thing to do on a rainy day.
4. Virginia Civil War Trails
Virginia Civil War Trails has self-guided driving and walking tours that take you to important Civil War sites all over the area.
People who love history can:
- Visit preserved battlefields
- Learn with in-depth historical markers
- Find out about local stories that aren’t well known
- It’s a fun and interesting way to learn about Chesapeake and the towns around it.
🎨 Things To Do in Chesapeake and Signature Events
Chesapeake has a number of annual events that people look forward to and that bring the community together.
5. The Chesapeake Spring Arts Festival
April 25–26, 2026
This well-known spring event has:
- Handmade crafts and local artists
- Music played live
- Vendors of food
- Things to do with the family
This is one of the best times of year to feel the community spirit in Chesapeake.
6. CoVa Battle of the Burgers 🍔
Coastal Virginia Magazine is putting on this event. It will be at 900 City Park Drive, Chesapeake, VA 23320 on May 30, 2026.
- People who love burgers won’t want to miss this tasty contest with
- Restaurants in the area
- Live shows
- Things to do with the family
- Favorites voted on by the crowd
It’s a fun and tasty way to learn about the food scene in Chesapeake.
7. Celebrate Freedom
Chesapeake Parks, Recreation, and Tourism put this on. 📅 July 3, 2026
900 City Park Drive, Chesapeake, VA 23320 (757) 382-6411
This yearly Fourth of July party has:
- Music in person
- Trucks that sell food
- Things to do with family
- Fireworks show
It’s one of the biggest and most fun summer events in the city.
🌽 Visit Farms in Chesapeake
Chesapeake still has strong ties to farming, and you should definitely visit local farms, especially in the spring and fall.1. Beasley’s Farm Market
📍 4001 Indian River Road, Chesapeake, VA 23325 Open every day from 10:00 AM to 6:00 PM (2nd week of April to December 24). Offers:- Fruits and vegetables that are fresh
- Pumpkins and plants that bloom in the fall
- Honey, jams, and jellies from the area
- Great for picking pumpkins in the fall and getting fresh fruits and vegetables.
2. Hickory Ridge Farm
2928 S. Battlefield Boulevard, Chesapeake, VA 23322 is the address. The hours are 9:00 am to 6:00 pm from late April to mid-December. What it has:- Pick your own strawberries
- Pumpkin patch
- Sunflowers
- Play area for kids
- Area for petting farm animals
3. MKL Produce
1737 S. Battlefield Boulevard, Chesapeake, VA 23322 Monday through Friday from 1:00 PM to 6:00 PM and Saturday from 10:00 AM to 6:00 PM Here are some things you can get in your area:- New fruits and vegetables
- Eggs and things you make yourself
- Butters, jams, and salsas
- A popular place in the area to buy fresh food.
4. Farms in Mount Pleasant
📍 2201 Mount Pleasant Road, Chesapeake, VA 23322 🕒 Tues–Fri & Sun 10:00 am – 5:00 pm | Sat 10:00 am – 6:00 pm Famous for:- You can pick your own strawberries, peaches, nectarines, and pumpkins.
- A country store that sells baked goods and dairy
- Fresh fruits and vegetables
- A cute stop that mixes farm fun with local food.
Why Chesapeake Is the Best Place for Families
- Chesapeake is a mix of
- Neighborhoods that are safe and friendly
- Lots of outdoor activities
- Strong events in the community
- Virginia Beach and Norfolk are easy to get to.
- Programs that help families grow and learn
It’s not surprising that a lot of families looking to move also look into local attractions before looking at schools. While visiting parks and community events, parents often look into the Best Elementary Schools in Chesapeake, VA. Many also compare options for the Best Middle Schools in Chesapeake, VA to make sure their kids will do well in school for a long time.
Families with young children will love the city’s mix of recreation, education, and community spirit.
Conclusion
Chesapeake, Virginia has all different types of activities and adventure that are unique to the area.
- Outdoor Activities
- Learning Workshops
- Hands-On Museums
- Festivals Year-Round
- Farm-Fresh Products
There are many great parks for exploration; many summer events will also take place and there are farms where you can pick berries from the ground to the table… all Year Long in Chesapeake, VA.
Moonpreneur is on a mission to disrupt traditional education and future-proof the next generation with holistic learning solutions. Its Innovator Program is building tomorrow’s workforce by training students in AI/ML, Robotics, Coding, IoT, and Apps, enabling entrepreneurship through experiential learning.
