35 Things To Do in Chesapeake

Located in Coastal Virginia, Chesapeake is a city full of surprises. From its stunning natural landscapes and rich history to its lively culture, Chesapeake is far more than a mere waypoint—it’s a destination in its own right.

Here are 35 thrilling activities and must-see places that will make your trip to Chesapeake truly memorable:

Chesapeake Arboretum

Our Rating: 8/10

Explore the Chesapeake Arboretum, a lush sanctuary spanning 48 acres, designed to immerse visitors in the beauty of nature. Known as “nature’s classroom,” the arboretum is filled with well-maintained trails that wind through themed gardens and native woodlands, making it a perfect place for nature lovers to reconnect and find inspiration amidst the tranquility.

As you wander the Arboretum’s paths, each turn reveals a new display of botanical wonders, from the bright blooms of azaleas to the quiet charm of reflective ponds. Ideal for budding botanists, photographers, or those just seeking a serene retreat, the Chesapeake Arboretum offers a rich, sensory experience that refreshes the spirit and delights the eyes.

Dismal Swamp Canal

Our Rating: 9/10

Paddle through history on the Dismal Swamp Canal, America’s oldest man-made waterway. As you navigate your kayak or canoe, the reflective waters lined with towering cypress trees and Spanish moss create a tranquil atmosphere. This enchanting ecosystem is alive with wildlife, providing a serene escape and a unique opportunity to connect with nature.

The canal’s mirrored waters open up a world of adventure, where each stroke of your paddle disrupts the still, green surface, revealing the lush branches overhead. The air is alive with birdsong and the occasional splash of a river otter, enhancing the sense of discovery. This historic waterway offers more than just a scenic route—it invites you on a timeless journey through nature’s beauty.

Northwest River Park

Our Rating: 8/10

Northwest River Park offers the perfect blend of romance and outdoor adventure, making it an ideal spot for couples. Enjoy a peaceful boat ride on the calm waters, surrounded by the natural beauty of the park, or engage in more active pursuits like fishing and camping. The park is well-equipped for a variety of activities that cater to different interests.

As evening falls, the park becomes an enchanting setting ideal for creating unforgettable memories. Couples can enjoy the simplicity of roasting marshmallows by a campfire or look up to admire the stars in the clear night sky. Northwest River Park provides a beautiful and tranquil environment for couples to strengthen their bond and enjoy each other’s company.

Great Bridge Battlefield & Waterways Park

Our Rating: 8/10

Visit the Great Bridge Battlefield & Waterways Park to immerse yourself in a key chapter of American history. This historic site commemorates the 1775 battle where American forces secured a crucial victory. Today, the park brings history to life with detailed reenactments featuring colonial militias and authentic cannon fire, providing a vivid window into the past.

Beyond its historical offerings, the park is a serene sanctuary, boasting extensive trails and picturesque waterways. Visitors can wander through lush wetlands on boardwalks, enjoying breathtaking views and wildlife sightings. This combination of historical depth and natural beauty makes the park a distinctive and enriching destination in Chesapeake.

Great Dismal Swamp National Wildlife Refuge

Our Rating: 8/10

The Great Dismal Swamp National Wildlife Refuge, sprawling over 100,000 acres, captivates those drawn to its vast woodlands and wetlands. Rich in biodiversity and cloaked in history, the refuge boasts a network of trails that beckon visitors to uncover its secrets. The dense woods and tranquil waters serve as a sanctuary for a diverse array of wildlife offering a serene escape into nature.

This refuge is not only a sanctuary for diverse species but also a source of artistic inspiration, with its atmospheric landscapes influencing the likes of Edgar Allan Poe. As visitors trek through the mist-laden paths or engage in bird-watching, they are transported into a world of historical resonance and natural wonder, making the Great Dismal Swamp one of America’s most enigmatic and beautiful natural treasures.

Chesapeake City Park

Our Rating: 9/10

Nestled in the heart of Chesapeake, this expansive park serves as a green oasis where families and friends gather for fun and relaxation. The park is well-equipped to entertain visitors of all ages, featuring a spacious dog park for pets to play, open fields, and playgrounds for kids. It’s a place specifically designed to foster joy and lively activity.

Additionally, Chesapeake City Park offers a variety of sports facilities, accommodating activities like soccer, basketball, and jogging along scenic paths. Whether you’re looking to engage in a team sport or enjoy a solo exercise session, this vibrant community hub provides ample opportunities to energize your body and mind amidst its picturesque environment.

Cavalier Wildlife Management Area

Our Rating: 9/10

Step into the tranquility of Cavalier Wildlife Management Area, a protected expanse where Virginia’s natural beauty unfolds in a wildlife sanctuary. Here, enthusiasts can encounter an array of animals from songbirds to deer thriving in their natural habitat. This serene setting offers a respite from the hustle and bustle, providing a peaceful backdrop for those looking to connect with nature.

With each visit to the Cavalier Wildlife Management Area, you’re greeted with discoveries as the changing seasons introduce different wildlife. Well-maintained trails ensure accessibility for all visitors, making it an ideal spot for educational trips or quiet solo hikes. As you explore, the soothing sounds of rustling leaves and bird calls enhance the experience, inviting a deeper appreciation of the natural world around you.

Oak Grove Lake Park

Our Rating: 9/10

Oak Grove Lake Park provides a scenic retreat with expansive views and a variety of outdoor activities. Centered around a tranquil lake, the park welcomes visitors to kayak, fish, or enjoy a leisurely picnic by the water, all accompanied by the calming sounds of nature.

The park also features encircling walking trails that offer beautiful vistas, suitable for both strolls and more vigorous runs. These paths cater to everyone, from fitness enthusiasts to families seeking a relaxed day out, ensuring a fulfilling experience for all visitors.

Fun Forest

Our Rating: 10/10

Fun Forest in Chesapeake is a vibrant playground that fuels the imaginations and physical activity of children. It features various structures that invite kids to climb, swing, and slide, fostering a dynamic and safe environment for exploration and play.

The park’s imaginative design also encourages children to dive into worlds of fantasy, where they can play as pirates or explorers on grand adventures. This combination of physical and imaginative play not only makes each visit exciting but also promotes social interaction among young visitors, enhancing their creative experiences.

BrickHeadZ

Our Rating: 8/10

At BrickHeadZ, imagination takes center stage as this innovative spot provides LEGO sessions that push both kids and adults to explore their creative limits. Participants can construct everything from soaring skyscrapers to complex vehicles, turning each building session into an exciting venture into creativity and engineering.

Beyond being a fun place to play, BrickHeadZ also serves as a community hub where families can come together over joint projects and where aspiring builders can hone new skills. The colorful LEGO bricks serve as more than just toys; they are educational tools that promote problem-solving, design, and teamwork within the lively environment of BrickHeadZ.

Chesapeake Planetarium

Our Rating: 8/10

Visit the Chesapeake Planetarium for a breathtaking journey across the cosmos right from your seat. As the dome comes to life, stars, planets, and galaxies are vividly illustrated in shows that captivate and educate, connecting visitors directly with the universe’s vast wonders.

Whether you’re an aspiring astronomer or just enchanted by the night sky, the planetarium’s presentations are designed to fuel curiosity and inspire awe in visitors of all ages. It’s both an educational experience and a magical escape among the stars, establishing it as a top destination for anyone exploring Chesapeake.

Greenbrier Mall

Our Rating: 7/10

Greenbrier Mall is a shopping haven located in the vibrant heart of Chesapeake, boasting over 120 stores. This extensive mall offers a wide variety of options, from high-end fashion to everyday casual wear, as well as gadgets, gifts, and other essentials, ensuring there’s something to match every taste and budget.

Once you’ve shopped to your heart’s content, relax and enjoy a meal at one of the mall’s varied dining options. Whether you’re in the mood for a fine dining experience or a quick snack at a cozy cafe, Greenbrier Mall provides the perfect spot to unwind and share the day’s experiences. It serves as a lively community hub for friends and families to gather, dine, and make lasting memories.

Lake Drummond

Our Rating: 9/10

Nestled in the heart of the Great Dismal Swamp, Lake Drummond stands as a serene haven amidst Virginia’s wilderness. This tranquil lake attracts nature enthusiasts, boaters, and fishermen with its rich wildlife and lush surroundings, offering a perfect setting for outdoor adventures or a quiet day by the water.

Lake Drummond’s stunning natural beauty also makes it a prime location for photographers or those seeking a peaceful retreat. As the sun dips below the horizon, the lake is bathed in golden light, creating a mesmerizing and soothing atmosphere that provides an idyllic escape from the daily grind.

Cedar Park

Our Rating: 6/10

Cedar Park is a beloved green retreat in Chesapeake, offering a blend of nature and community activities. With its lush landscapes, this park provides a variety of outdoor activities, including a spacious playground where kids can frolic and basketball courts for some friendly competition. It’s a perfect spot for families to come together and enjoy the outdoors.

The park also features several picnic areas, ideal for family gatherings or a peaceful afternoon snack in the shade of the park’s tall trees. With plenty of room to wander and unwind, Cedar Road Park remains a favored destination for weekend escapes and a refreshing break from city life.

Portlock Galleries at SoNo

Our Rating: 9/10

Portlock Galleries at SoNo is a hub of artistic expression in Chesapeake, dedicated to displaying the works of local artists and enriching the community’s cultural tapestry. The gallery features a diverse range of exhibitions from contemporary to traditional art, highlighting the unique voices and visions of its artists.

As visitors explore Portlock Galleries, they encounter a rich array of artworks that narrate stories of inspiration, struggle, and beauty. This vibrant gallery not only enhances Chesapeake’s cultural scene but also encourages guests to interact with the art, fostering meaningful discussions and a greater appreciation for the arts.

Cutting Edge Café

Our Rating: 10/10

Located in the heart of Chesapeake, the Cutting Edge Café offers a delightful culinary escape with its gourmet sandwiches made from fresh ingredients and an innovative twist. Ideal for a quick lunch or a relaxed meal, the café’s lively atmosphere and array of fresh salads and artisan drinks make it a top destination for food enthusiasts looking for a unique dining experience.

Each meal at the Cutting Edge Café showcases the rich local flavors and a deep passion for culinary arts. Whether you’re in the mood for a robust, flavorful sandwich or a light, refreshing salad, this beloved local spot consistently delivers with excellence and creativity. It’s the perfect place to relax and enjoy a satisfying meal that delights both the palate and the spirit, ensuring a memorable experience with each visit.

Chilled Ponds Ice Sports Complex

Our Rating: 9/10

At Chilled Ponds Ice Sports Complex, winter sports enthusiasts of all ages and skill levels can enjoy a variety of activities on the ice throughout the year. Whether you’re perfecting your figure skating techniques or engaging in an energetic ice hockey match, this facility offers a premier, frosty setting. The well-maintained rinks and welcoming environment make it a favored spot for locals who love ice sports.

The complex also hosts public skating sessions that are perfect for family fun. Spending an afternoon skating at Chilled Ponds is a delightful experience, where you can glide smoothly, basking in the exhilarating cool of the rink. Whether you come to sharpen your skills or simply to enjoy some leisure time, Chilled Ponds Ice Sports Complex provides a refreshing break from the everyday, with various entertainment and activities.

Riddick’s Folly House Museum

Our Rating: 10/10

Explore the Riddick’s Folly House Museum, a beautifully preserved Greek Revival mansion that offers a glimpse into the life of the Riddick family during the Civil War era. Each room of the museum is meticulously maintained, featuring a collection of artifacts, original furnishings, and historical documents. The house serves as a portal to the past, enriched by the stories and possessions of those who lived through significant historical events.

Enhance your visit with guided tours led by knowledgeable docents who provide detailed explanations of the house’s architecture and the social customs of the time. Riddick’s Folly is animated with special events like Victorian Christmas celebrations, which bring historical periods to life with exceptional authenticity and flair. A visit here is an opportunity to forge a deep connection with the personal stories and cultural heritage that have shaped the region.

Glazenfyre

Our Rating: 9/10

At Glazenfyre, a delightful pottery painting studio, visitors can unleash their creativity by painting their ceramics, such as plates, mugs, and vases. With a wide array of paints and tools available, you can spend a relaxing few hours crafting a personalized piece of art to take home. It’s a perfect way to express yourself and enjoy a hands-on activity in a laid-back environment.

Additionally, Glazenfyre is ideal for hosting various events such as birthday parties, family gatherings, or even a fun night out with friends. The studio offers classes and workshops to assist guests in learning new techniques and bringing their ideas to life. Each visitor can create beautiful, memorable art pieces, making Glazenfyre not just a place for artistic expression but also a venue for making lasting memories.

Hickory Ridge Farm

Our Rating: 10/10

Discover the simple joys of Hickory Ridge Farm, a place where you can pick your strawberries or pumpkins amidst the rustic charm of the countryside. Whether you’re planning a family outing or a quiet day alone, the farm offers a perfect escape with its vibrant rows of produce and scenic views. It’s an opportunity to connect directly with nature and enjoy the freshness of the earth.

Throughout the year, Hickory Ridge Farm presents a changing canvas of colors—from the lush reds and greens of strawberry season to the festive orange hues of pumpkin time. Each visit becomes a celebration of nature’s abundance, ideal for those looking for a genuine farm-to-table experience in a picturesque environment.

Indian River Park

Our Rating: 7/10

Indian River Park is a captivating escape for both avid outdoor lovers and those who enjoy a leisurely day in nature. With its sprawling network of biking trails, you can cycle through stunning landscapes, while the park’s disc golf course provides a fun, competitive twist. The trails wind through diverse environments, from tranquil wooded areas bustling with wildlife to expansive open spaces that showcase the ever-changing sky.

This park is a dynamic retreat that matches your activity level, whether you’re looking for a peaceful walk or an energetic ride. It’s a space where you can truly connect with the natural world and refresh your mind and body. Indian River Park invites you to immerse yourself in its natural beauty and find a respite from the hustle of daily life.

Russell Memorial Library 

Our Rating: 10/10

Step into the tranquil confines of the Russell Memorial Library in Chesapeake, where rows of books offer tales and knowledge ripe for discovery. It serves as a sanctuary for readers and learners alike, providing a quiet atmosphere conducive to contemplation and the pursuit of stories from around the world.

Beyond its role as a retreat, the library is a vibrant center of community life, hosting a variety of events from author readings to educational workshops. These activities transform it into a lively hub, enriching the cultural fabric of Chesapeake and creating a space for community interaction and intellectual growth.

Deep Creek Lock Park

Our Rating: 8/10

Deep Creek Lock Park offers a picturesque view of Chesapeake’s waterways, captivating visitors with the intricate dance of boats navigating through the lock system. This spot provides a serene backdrop where you can relax by the water’s edge and enjoy the leisurely pace of the day as maritime life buzzes around you.

Whether you’re packing a picnic or exploring the scenic trails around the area, the park is a perfect place for both boat enthusiasts and those looking for a peaceful retreat. It serves as a lovely waterside escape, showcasing the natural beauty and tranquility of Chesapeake’s diverse landscape.

Chesapeake Golf Club

Our Rating: 8/10

At the Chesapeake Golf Club, both novice and seasoned golfers will find challenges and enjoyment in the beautifully maintained landscape. The club features lush fairways and meticulously groomed greens, offering a stunning setting for a day of golf. It’s the perfect place to improve your skills or simply soak up the sun in a tranquil environment that invigorates the spirit of the game.

After your round, take advantage of the club’s comprehensive amenities. Relax in the clubhouse where you can savor a meal or a refreshing drink while taking in views of the course. With professional staff available to offer lessons or tips to refine your swing, a visit to the Chesapeake Golf Club is both enjoyable and enriching for all golf enthusiasts.

Albemarle & Chesapeake Canal

Our Rating: 9/10

Journey along the historic Albemarle & Chesapeake Canal, a charming waterway that has evolved from a vital transportation route since 1859 to a tranquil spot for leisure and relaxation. Today, it offers a serene escape with its scenic drives and peaceful strolls along the water, providing a perfect break from everyday hustle. The picturesque surroundings and gentle waters create an ideal setting for a quiet retreat.

As you travel along the canal, enjoy the beautiful views of verdant landscapes and keep an eye out for local wildlife. This canal isn’t just a pretty sight; it’s a preserved piece of history that enriches any visit with its natural beauty and historical significance. Whether you choose to explore by car or on foot, the Albemarle & Chesapeake Canal wraps you in the quiet comfort of nature’s embrace.

Becky’s Hallmark Shop

Our Rating: 8/10

Discover the perfect memento of your Chesapeake visit at Becky’s Hallmark Shop, a charming store brimming with unique gifts and classic collectibles. Whether you’re looking for local crafts that capture the essence of the area or traditional Hallmark items to commemorate your travels, this shop offers a treasure trove of keepsakes.

As you step into Becky’s, you’ll be greeted by a warm and welcoming atmosphere, where personal service is the hallmark. The friendly staff are always on hand to help you select the perfect gift or souvenir, making every visit to Becky’s Hallmark Shop a delightful experience in capturing the joy of your journey.

The Great Bridge Lock Park

Our Rating: 9/10

At The Great Bridge Lock Park, engineering prowess and natural beauty converge in a spectacular display. Here, historical locks act as gateways between freshwater and saltwater, standing as testaments to enduring maritime ingenuity. The park offers a tranquil setting, with soothing water sounds and picturesque views, making it an ideal spot for a restful afternoon.

The park is enveloped in lush greenery, inviting visitors to wander its trails and enjoy picnics in scenic spots. It’s a place where families come together, photographers capture stunning images, and history enthusiasts marvel at the mechanical marvels of the past. Whether you’re seeking relaxation or adventure, The Great Bridge Lock Park provides a diverse experience that caters to all interests.

AMF Chesapeake Lanes

Our Rating: 8/10

AMF Chesapeake Lanes offers an electrifying bowling experience that caters to both avid bowlers and newcomers. With its modern lanes and vibrant environment, it’s the perfect place for an enjoyable outing with friends or a fun-packed day with the family.

Post-game, the onsite sports bar is the ideal spot to relax with cold beverages and delicious snacks. As the excitement from the lanes continues, guests can watch their favorite sports teams play on the large screens, contributing to the lively atmosphere. Whether you’re there for the strikes or the socializing, AMF Chesapeake Lanes ensures a memorable evening.

River Oak Church

Our Rating: 10/10

River Oak Church is more than just a place of worship; it’s a vibrant hub of community and spirituality where every service is a celebration of faith and fellowship. The church offers a warm, welcoming environment where uplifting music and inspiring sermons enrich the spiritual lives of attendees, fostering growth and connection among its community members.

Beyond its regular services, River Oak Church plays a pivotal role in Chesapeake’s community by hosting a variety of events throughout the year, including holiday festivals and charity drives. This makes it a central gathering place for those seeking solace, answers, or a sense of belonging. No matter your reason for visiting, River Oak Church provides a nurturing atmosphere open to everyone.

Elizabeth River Park

Our Rating: 7/10

Elizabeth River Park is a peaceful retreat for anyone who enjoys the outdoors. With its sweeping views of the Elizabeth River, the park is equipped with a boat ramp, fishing pier, and picnic areas that are perfect for family gatherings or a quiet day by the water. Here, visitors can enjoy fishing, boating, or simply relaxing under the trees in a tranquil environment.

The park’s well-kept trails and scenic overlooks provide a great backdrop for a day of relaxation and connection with nature. It’s an ideal spot for both families looking for a fun outing and individuals seeking a quiet escape. Additionally, bird watchers and photographers will find plenty of opportunities to observe and capture the natural beauty of Chesapeake’s waterfront.

Chesapeake Veterans’ Memorial

Our Rating: 6/10

The Chesapeake Veterans’ Memorial, located near Chesapeake City Hall, stands as a dignified tribute to the bravery and sacrifices of local servicemen and women. It provides a serene space for reflection, allowing visitors to honor the contributions of those who served in the United States Armed Forces. This peaceful setting is ideal for contemplation and serves as a poignant reminder of the sacrifices made for freedom.

On significant dates such as Memorial Day and Veterans Day, the memorial becomes a central gathering place for ceremonies and tributes. It draws community members together to remember and pay respect, highlighting its importance not only as a site of remembrance but also as a place that fosters communal solidarity and reverence for those who have served.

Perquimans Arts League Gallery

Our Rating: 10/10

Explore the Perquimans Arts League Gallery, a cultural gem in Chesapeake that showcases a variety of works from talented local artists. This intimate gallery captures the vibrant local art scene across diverse mediums and styles, offering visitors a treasure trove of regional art. Each visit promises new discoveries with rotating exhibits and special events that celebrate artistic diversity.

The welcoming atmosphere of the gallery invites guests to linger, engage with artists during openings, and even purchase unique pieces to bring home. Whether you’re an art enthusiast or simply curious about Chesapeake’s creative pulse, the Perquimans Arts League Gallery is a must-visit destination.

Cornland Park

Our Rating: 8/10

Escape the hustle and bustle of city life at Cornland Park, a serene oasis nestled in Chesapeake. This lesser-known park is a haven for those seeking tranquility with its lush walking trails and the soothing sounds of nature, making it perfect for a relaxing stroll, meditation, or a peaceful day outdoors.

Cornland Park’s secluded paths and tranquil environment offer an ideal setting for reflective walks and restorative time in nature. As a hidden gem, it showcases the area’s rustic charm and pastoral grace, providing visitors with a simple yet profound connection to the natural world around them.

Chesapeake Antique Center

Our Rating: 8/10

Step into the past at the Chesapeake Antique Center, a treasure trove for anyone fascinated by history and nostalgia. This expansive mall houses everything from vintage furniture and classic jewelry to rare books and unique memorabilia. It’s a true paradise for collectors and those on the hunt for unique finds, offering a vast selection of antiques and collectibles that whisk you back in time.

Whether you’re a seasoned collector searching for a specific item or a casual shopper browsing for intriguing finds, the Chesapeake Antique Center offers a rewarding and captivating shopping experience. Explore the aisles and uncover pieces from different eras, each with its own story to tell, making this center a must-visit destination for history buffs and enthusiasts alike.

Pleasant Grove Park

Our Rating: 9/10

Pleasant Grove Park, located in the heart of Chesapeake, is a serene haven that offers an escape into nature. With its vast, lush landscapes, the park features a network of trails ideal for everything from a peaceful walk under the canopy of trees to a refreshing jog. Each path provides a scenic backdrop that enhances the tranquil experience of every visitor.

The park is a fantastic spot for family gatherings, where well-maintained picnic areas set the stage for leisurely afternoon lunches under the sky. The sound of laughter permeates the park as both children and adults enjoy various sports activities. Whether it’s tossing a frisbee across the open fields or engaging in a friendly volleyball match, Pleasant Grove Park ensures a day full of fun and active pursuits for all ages.

From the historic echoes of the Great Bridge to the peaceful trails of the Dismal Swamp, Chesapeake offers a rich tapestry of experiences that blend history with natural beauty. Whether you’re in search of adventure, relaxation, or a dive into history, Chesapeake is the perfect getaway.