Annapolis is a wonderful place to spend your weekend. With its beautiful waterfront, charming streets, and rich history, there’s something for everyone to enjoy. Whether you like outdoor activities, festivals, or good food, this city has it all. You can stroll along the docks, enjoy local shops, or visit historic sites.
Today, we’ll share some fun and exciting things to do in Annapolis this weekend. From outdoor events to tasty food spots, you’ll find plenty of activities to keep you entertained. Get ready to make some great memories in this lovely city!
Things To Do In Annapolis This Weekend
1. Visit the U.S. Naval Academy and tour its historic grounds
The U.S. Naval Academy is more than just an elite military institution; it is a treasure trove of history. Established in 1845, the academy has educated many of the country’s leaders. A guided tour walks you through its storied halls, showcasing impressive architecture and historic landmarks.
During your visit, you will see the stunning chapel known for its soaring dome. It’s a focal point of the campus, with beautiful stained glass windows inside. You can also explore the grounds, which include the Naval Museum, where you learn about naval history and achievements.
The grounds are home to the famous Brigade of Midshipmen, training to serve in the Navy. Visitors often have a chance to spot them in their distinctive uniforms. The camaraderie and discipline are palpable, making the experience enriching.
Don’t miss the opportunity to visit the John Paul Jones Memorial. It honors the naval hero and is a key part of the academy’s history. This site radiates the spirit and dedication of those who serve.
Planning a visit is easy, and it’s a great way to appreciate the naval history of the United States.
Address: 121 Blake Road, Annapolis, MD 21402.
2. Stroll along the waterfront at City Dock and enjoy the vibrant atmosphere
City Dock offers a perfect blend of relaxation and entertainment. Located in downtown Annapolis, this lively waterfront area is bustling with activity. As you stroll along the dock, you’ll be greeted by the sights and sounds of boats bobbing in the water.
The atmosphere is electric, filled with street performers, artisans, and locals. Many waterfront restaurants serve fresh seafood and local fare. Grab a bite to eat while enjoying views of the harbor. Dining outdoors is a must during the warmer months.
City Dock often hosts events and festivals throughout the year. From craft fairs to live music, there’s always something happening. Families especially appreciate the open spaces and playgrounds nearby.
Take a moment to enjoy the sunset over the water. The sky transforms with colors, creating a picturesque backdrop. It’s a beautiful way to end the day, surrounded by friends and family.
Whether you want to relax or enjoy activities, City Dock is the place to be.
Address: City Dock, Annapolis, MD 21401.
3. Explore the Maryland State House, the oldest state capitol still in continuous use
The Maryland State House is a historical gem in Annapolis. It is not only the oldest state capitol still in use but also the only state house to have served as the temporary U.S. Capitol. The building showcases neoclassical architecture that reflects its importance.
When you visit, check out the stunning wooden dome, which is the oldest in the United States. Guided tours provide fascinating insights into its history and significance. You’ll learn about key events that took place within its walls.
The State House is home to the Assembly Room, where crucial decisions shaped Maryland’s future. Admire the portraits of past governors that line the walls, honoring Maryland’s political legacy.
Surrounding the State House is a beautifully landscaped grounds area. It features monuments and statues that honor heroes of Maryland’s history. Visitors can enjoy a peaceful stroll among these historic markers.
Exploring the Maryland State House is an educational and inspiring experience, steeped in history and tradition.
Address: 100 State Circle, Annapolis, MD 21401.
4. Attend a live performance at the Annapolis Summer Garden Theatre
The Annapolis Summer Garden Theatre provides a delightful evening of entertainment under the stars. Nestled in a beautiful garden setting, this outdoor venue offers a fun atmosphere for enjoying live performances. It’s a great way to experience the local arts scene.
During the summer months, you can enjoy a variety of shows, including musicals and comedies. Local talent shines on stage, making every performance unique. The intimate setting allows you to feel close to the action.
Before the show, take a stroll through the gardens to admire the colorful blooms. The ambiance is lively and welcoming, perfect for a night out with friends or family. Snacks and refreshments are often available to enhance your experience.
Seating is general admission, encouraging a relaxed environment. Arrive early to secure the best spot! The combination of great performances and natural beauty makes the theatre a must-visit during summer.
Plan your visit to enjoy a memorable cultural experience in the heart of Annapolis.
Address: 143 Compromise Street, Annapolis, MD 21401.
5. Taste local seafood at the historic Cantler’s Riverside Inn
Cantler’s Riverside Inn is a beloved destination for seafood lovers. This historic waterfront restaurant combines delicious food with a charming atmosphere. Established in the 1970s, it has become a staple of Annapolis dining.
Visitors flock here for fresh, locally sourced seafood dishes. The crabs, in particular, are a highlight. You can enjoy them steamed, seasoned, and served with house-made sides. Their crab cakes are renowned, drawing rave reviews.
The restaurant offers indoor and outdoor seating, so you can enjoy views of the river. The environment is laid-back and friendly, perfect for family dinners or casual outings.
Many patrons appreciate the extensive drink menu, featuring local beers and cocktails. Pair a drink with your meal for the full experience. The staff is knowledgeable and happy to recommend specials.
If you’re in Annapolis, make sure to stop by Cantler’s for an unforgettable seafood feast.
Address: 906 W. Street, Annapolis, MD 21401.
6. Discover the artifacts at the Banneker-Douglass Museum of Maryland African American History
The Banneker-Douglass Museum is an essential destination for those interested in African American history. Located in Annapolis, this museum showcases the rich cultural heritage of African Americans in Maryland. The exhibits include impactful artifacts that tell compelling stories.
As you explore, you’ll find displays on notable individuals and events. From civil rights activists to musical legends, the museum presents a diverse array of contributions. Interactive exhibits engage visitors of all ages, making learning fun.
The building itself holds historical significance. Once a Black church, its architecture reflects the history of the community. The preservation of this site adds depth to the visiting experience.
Special events and educational programs are regularly held. These initiatives encourage dialogue and foster understanding within the community. Check the museum’s calendar to catch a special event during your visit.
Overall, the Banneker-Douglass Museum offers a vital and inspiring look into the African American narrative in Maryland.
Address: 84 Franklin Street, Annapolis, MD 21401.
7. Enjoy sailing or kayaking on the Chesapeake Bay with local outfitters
Chesapeake Bay is a paradise for water enthusiasts. Whether you prefer sailing or kayaking, there are plenty of local outfitters ready to help you explore. The calm waters and scenic views make for an unforgettable adventure.
Sailing tours offer a truly unique perspective of the Bay. You can enjoy the breezes as you glide across the water, with knowledgeable captains sharing insights about the area. Many tours include historical landmarks and stunning vistas of the coastline.
If kayaking is more your speed, numerous rental shops provide equipment and guided tours. Paddle along tranquil creeks and spot local wildlife. The Bay is home to diverse species, including birds, crabs, and fish.
Safety is a priority, with many outfitters providing instruction for beginners. No experience is necessary to have a great time on the water. Just come ready to enjoy and embrace the beauty of nature.
Whether sailing or kayaking, the Chesapeake Bay offers a memorable day on the water.
Address: Various local outfitters in Annapolis, MD.
8. Relax at Sandy Point State Park and enjoy a picnic by the beach
Sandy Point State Park is an ideal spot for relaxation and fun. With picturesque views of the Chesapeake Bay, it offers a perfect escape from the city. The park features sandy beaches, picnic areas, and trails for outdoor enthusiasts.
If you’re looking to relax, find a cozy spot near the water. The beach is perfect for sunbathing or enjoying a good book. Bringing a picnic to savor under the sun is a popular choice for families and couples alike.
For those seeking adventure, there are plenty of activities to enjoy. Hiking and biking trails wind through the park, allowing you to explore nature at your pace. Swimming is also a popular option when the weather is warm.
Wildlife enthusiasts will love the park’s diverse ecosystems. Birdwatching, particularly in migratory seasons, can lead to delightful surprises. Don’t forget to take photos of the stunning sunsets.
Overall, Sandy Point State Park is a fantastic destination to unwind and soak in the beauty of the Bay.
Address: 1100 East College Parkway, Annapolis, MD 21409.
9. Take a guided ghost tour through Annapolis’s historic streets
Annapolis is known for its rich history, and there’s no better way to explore it than through a ghost tour. Guided by knowledgeable locals, these tours take you through the city’s most haunted spots. Each story is steeped in history and intrigue.
As you wander the historic streets, you’ll hear tales of the past. Legends of pirates, revolutionaries, and spirits come to life, painting a vivid picture of Annapolis’s haunted history. The night tours provide a unique and spooky atmosphere.
The guides engage guests with anecdotes and historical facts, making the experience both fun and educational. Whether you believe in the supernatural or not, the stories are captivating.
Tour groups usually gather in front of a historic building, adding to the authentic experience. Visitors are encouraged to ask questions and share their own ghost stories. It creates a lively dialogue and connection among participants.
If you’re looking for a thrilling adventure, consider a ghost tour during your visit to Annapolis!
Address: Starting at various locations; check local listings for current tours.
10. Experience the local art scene at the Maryland Hall for the Creative Arts
The Maryland Hall for the Creative Arts is a vibrant cultural hub. Located in Annapolis, this center is dedicated to promoting and showcasing the local art scene. Visitors can immerse themselves in a wide variety of artistic expressions.
The facility hosts art exhibitions, concerts, and performances all year round. Local artists display their works in the galleries, giving them a platform to reach wider audiences. Be sure to check the exhibition schedule for current shows.
Hands-on workshops and classes are also available for those looking to explore their creative side. From painting to dance, there’s something for everyone, regardless of skill level. It’s a fantastic opportunity for personal growth and expression.
The hall’s friendly atmosphere makes it a great place to connect with the community. Meet fellow art enthusiasts and discuss your favorite pieces. Local events often include open houses where visitors can engage with artists.
Overall, Maryland Hall enriches Annapolis’s cultural landscape and offers unique experiences for residents and visitors alike.
Address: 801 Chase Street, Annapolis, MD 21401.
11. Shop for unique gifts and handmade goods at the Annapolis Arts and Crafts Festival
The Annapolis Arts and Crafts Festival is a wonderful event for those looking for unique gifts and handmade treasures. Held annually, this festival showcases local artisans and their crafts. It’s a perfect opportunity to discover one-of-a-kind items while supporting local talent.
Visitors can browse through a range of booths, featuring everything from jewelry to pottery. Many artisans are present to share the stories behind their creations. The atmosphere is lively, filled with creativity and community spirit.
Throughout the festival, you’ll find live music and entertainment, creating a festive ambiance. Food vendors also serve delicious local cuisine. Make sure to grab a treat while you explore the stalls!
The festival usually takes place in the scenic grounds near the water, making it a beautiful outdoor experience. Bring the whole family for a fun-filled day of shopping and exploration.
The Annapolis Arts and Crafts Festival is a must-visit for art lovers and anyone looking to find special gifts.
Address: Various locations; check the festival’s website for current details.
12. Sample wine and cheese at the Maryland Wine Festival
The Maryland Wine Festival is an exquisite celebration of local wineries and artisans. Held annually, this festival allows visitors to sample a variety of wines paired with gourmet cheeses. It’s an exceptional way to appreciate the state’s thriving wine industry.
Local wineries gather to showcase their best offerings. You can taste everything from rich reds to crisp whites, all crafted from Maryland grapes. Knowledgeable staff provide insights into the winemaking process and the characteristics of each type.
Cheese makers also join the fun, offering delicious pairings that enhance the wine tasting experience. It’s an opportunity to discover unique flavor combinations and find your new favorites.
The festival atmosphere is vibrant, often featuring live music, local arts, and crafts vendors. Visitors enjoy a lively ambiance, with opportunities to relax in seating areas or picnic spots. Participating in workshops further enriches your understanding of wine and cheese.
If you’re a food lover or simply looking for a delightful outing, the Maryland Wine Festival is an unforgettable experience.
Address: Various locations; check the festival’s website for current details.
13. Participate in a historic reenactment at the Annapolis Historic District
The Annapolis Historic District is a living museum, and participating in a historic reenactment is a remarkable way to experience the past. Various events throughout the year bring history to life with actors in period costumes and engaging narratives.
You’ll find reenactments that showcase significant events from the area’s history, including colonial life and pivotal moments in the American Revolution. This immersive experience enriches your understanding of the cultural heritage of Annapolis.
As you walk through the historic streets, feel the atmosphere change as characters portray historical figures. They share stories and insights that reveal the past’s complexities and importance. Visitors are often encouraged to interact, making the experience truly memorable.
In addition to reenactments, the Historic District offers charming shops and restaurants. Enjoy a leisurely stroll as you immerse yourself in the historical architecture. Nearby museums often provide additional exhibits that complement the reenactments.
This unique opportunity allows you to see history in action while learning about Annapolis’s rich heritage.
Address: Various locations within the Annapolis Historic District.
14. Visit the Annapolis Maritime Museum to learn about the area’s maritime heritage
The Annapolis Maritime Museum is dedicated to preserving and sharing the rich maritime heritage of the area. Situated on the water, the museum focuses on the significant role the Chesapeake Bay has played throughout history. It offers engaging exhibits and educational programs for visitors of all ages.
As you explore the museum, you’ll discover exhibits on boatbuilding, fishing, and naval history. Artifacts and interactive displays illuminate the importance of the marine environment and its impact on local culture. The staff is knowledgeable, eager to enhance your experience with fascinating stories.
Outdoor activities such as boat tours and hands-on programs are also offered. These experiences allow you to engage with the bay directly and understand its significance to the community. Children especially enjoy educational programs tailored to inspire a love for the water.
The museum’s waterfront location provides beautiful views and a relaxing atmosphere. It’s a perfect spot to unwind after your visit. Consider checking the museum’s calendar for special events and workshops!
The Annapolis Maritime Museum provides a deep understanding of the region’s maritime legacy.
Address: 723 2nd Street, Annapolis, MD 21403.
15. Explore the gardens and trails at Broadneck Park
Broadneck Park is a local oasis in Annapolis, offering beautiful gardens and scenic trails. It’s an ideal setting for outdoor enthusiasts looking to enjoy nature. The park features a variety of walking and biking paths suitable for all ages.
As you wander through the gardens, you’ll see native plant species and vibrant flowers throughout the seasons. The attention to landscaping creates a peaceful and relaxing atmosphere, perfect for unwinding from a busy day.
The park also has playgrounds for children, making it a family-friendly destination. Families can enjoy picnics in designated areas, complete with tables and benches. Bring your favorite meals and enjoy the beautiful surroundings.
For fitness lovers, the trails present opportunities for jogging, walking, and biking. You can blend exercise with the pleasure of spending time in nature. Keep an eye out for local wildlife as you explore!
Broadneck Park is a wonderful place to enjoy fresh air, exercise, and connect with the environment.
Address: 1350 Cape St. Claire Road, Annapolis, MD 21409.
16. Join a brewery tour and sample local craft beers at the Annapolis Brewing Company
The Annapolis Brewing Company is a must-visit for beer lovers. This local brewery offers guided tours that give insight into the craft beer-making process. You’ll learn about the ingredients, brewing methods, and the creativity involved in crafting unique flavors.
During the tour, you’ll have the chance to sample a variety of their beers. The enthusiastic staff shares their passion for brewing while you taste everything from hoppy IPAs to rich stouts. The tasting room creates a relaxed environment to enjoy your favorite brews.
Keep an eye out for seasonal specials and unique releases. The brewery takes pride in using local ingredients, ensuring a true taste of Annapolis. Pair your beer tasting with a snack from food vendors or nearby restaurants to enhance your experience.
Additionally, the brewery often hosts events and live music, adding to the fun. It’s a great way to unwind with friends or meet fellow craft beer enthusiasts.
Join the brewery tour at Annapolis Brewing Company for a delightful afternoon filled with local brews and good company.
Address: 1911 Forest Drive, Annapolis, MD 21404.
17. Check out the Annapolis Farmers Market for fresh local produce
The Annapolis Farmers Market is a vibrant hub of community and fresh local goods. Open weekly, this market features a wide variety of vendors offering delicious produce, baked goods, and handmade products. It’s the perfect place for food lovers to shop consciously and support local farmers.
As you stroll through the stalls, you’ll find seasonal fruits and vegetables that reflect the region’s agricultural bounty. Many vendors share stories about their products, deepening your appreciation for local agriculture.
The atmosphere is lively, with locals gathering to shop and connect. Live music often creates a festive ambiance, making your visit enjoyable. Many vendors also offer samples, allowing you to try new flavors before purchasing.
In addition to produce, the market features artisanal goods, including cheeses, honey, and crafts. Enjoy a delicious meal or grab a coffee from nearby stands to complement your shopping.
The Annapolis Farmers Market is an ideal destination for fresh goods and a fun community outing.
Address: 1000 East College Parkway, Annapolis, MD 21409.
18. Take a boat cruise on the Chesapeake Bay to enjoy stunning views
A boat cruise on the Chesapeake Bay offers breathtaking views and memorable experiences. Various tour operators provide opportunities to explore the methods used by local fishermen, sailors, and boaters. It’s a perfect way to immerse yourself in the beauty of nature.
During your cruise, keep an eye out for wildlife such as dolphins, seabirds, and other marine life. The captain often shares interesting facts about the bay and its ecosystem, adding an educational element to the experience.
Many cruises provide food and drink options, allowing you to dine while soaking in the views. Sunset cruises are especially popular, as the setting sun transforms the sky into a palette of colors. It’s a romantic way to enjoy the natural surroundings.
Whether you’re looking for a relaxing day on the water or an adventure with friends, cruising the Chesapeake Bay is a fantastic choice. The fresh air and stunning vistas make for an unforgettable outing.
Make sure to plan your boat cruise for a unique perspective of the beautiful Chesapeake Bay.
Address: Various providers in Annapolis, MD.
19. Visit the Historic Annapolis Museum for an immersive experience in local history
The Historic Annapolis Museum is a captivating destination for history buffs. Situated in the heart of Annapolis, it provides an engaging look into the city’s rich past. The museum features exhibits that explore diverse aspects of local history, including architecture and culture.
When you enter, you’re greeted with captivating displays that combine artifacts, photographs, and interpretative signage. These exhibits tell stories of the people who contributed to Annapolis’s development. Interactive components enhance the learning experience for visitors of all ages.
Guided tours are often available, providing valuable context and insights about the displays. Knowledgeable staff members share fascinating anecdotes that bring history to life. It’s an educational opportunity for families and history enthusiasts alike.
In addition to its permanent exhibits, the museum frequently hosts special events and temporary exhibits. Keep an eye on the schedule for unique opportunities to engage with local history.
The Historic Annapolis Museum is a wonderful way to appreciate the heritage of this beautiful city.
Address: 99 Main Street, Annapolis, MD 21401.
20. Enjoy a sunset meal at a rooftop restaurant overlooking the harbor
A sunset meal at a rooftop restaurant overlooking the harbor takes dining to a whole new level. Numerous restaurants in Annapolis offer stunning views of the water as the sun dips below the horizon. It’s a fantastic way to end your day.
The ambiance is inviting, with the golden hues of the sun reflecting off the water. You can choose from a variety of cuisines, with many restaurants focusing on fresh seafood and local ingredients. Each bite is enhanced by the tranquil setting.
Many venues offer outdoor seating, so you can enjoy the gentle breezes while dining. Consider pairing your meal with a cocktail or local wine for a complete experience. The atmosphere is perfect for romantic dinners or celebratory gatherings.
As the sun sets, the harbor transforms into a beautiful sight, making it a picturesque backdrop for your evening. It’s memorable moments like these that create lasting impressions.
Don’t miss the chance to savor delicious food while taking in stunning sunset views in Annapolis!
Address: Various rooftop restaurants in Annapolis, MD.
Final Thoughts
Annapolis is a beautiful destination, rich with history and culture. Whether you are exploring its historic sites, enjoying local cuisine, or taking in the stunning views of the Chesapeake Bay, there are endless activities to engage in. This charming city offers something for everyone, from outdoor adventures to unique cultural experiences. If you’re interested in exploring more destinations similar to Annapolis, check out the lovely things to do in Lewiston, NY, and discover other engaging activities in Durham this weekend.
Every spot listed here provides a unique insight into what makes Annapolis special. As you leave, the memories of its vibrant atmosphere, friendly locals, and scenic beauty will linger long after your visit. Come and see why Annapolis captures the hearts of its visitors, beckoning you to return time and again.