Annapolis, Maryland, offers a unique blend of historic charm, waterfront beauty, and vibrant cultural experiences, making it an ideal destination for a weekend getaway. Whether you’re drawn to its historic district, the lively downtown Annapolis scene, or its proximity to the Chesapeake Bay, this charming city has something to offer for everyone.
Is Annapolis a good weekend getaway?
Absolutely! Annapolis is a perfect weekend destination thanks to its small-town charm and big-city attractions. Known as the “Sailing Capital of the United States,” it boasts a rich maritime heritage and an array of attractions, including the United States Naval Academy and Ego Alley, a bustling waterway where you can watch boats glide by while enjoying the lively Annapolis waterfront atmosphere. Visitors can dive into the city’s African American history at the Banneker-Douglass Museum, tour the Maryland State House, or enjoy a relaxing walk along the scenic waterfront.
What Can You Do in Annapolis on a Weekend?
Here’s a more detailed look at what you can do in this captivating city over the weekend:
Explore the Historic District
Stroll through the historic district and take in the beauty of cobblestone streets lined with colonial architecture, quaint boutique shops, and award-winning restaurants. This area is steeped in history, offering picturesque sights and a chance to learn about the city’s past. Be sure to stop by historic homes and landmarks, and perhaps join a guided walking tour to delve deeper into the stories of Annapolis.
Tour the United States Naval Academy
A visit to the United States Naval Academy is a must for history buffs and those fascinated by military traditions. Take a guided tour to explore its stately buildings, historic monuments, and beautiful grounds. Learn about the academy’s vital role in shaping naval leaders and admire its architectural grandeur.
Enjoy Ego Alley
Ego Alley is a vibrant and bustling part of the Annapolis waterfront, where locals and visitors gather to watch boats gracefully maneuver through the narrow channel. Relax on a nearby bench, enjoy a meal at one of the waterfront restaurants, or indulge in a bit of shopping at the nearby stores. The lively atmosphere here is contagious and a quintessential Annapolis experience.
Cruise the Chesapeake Bay
Embrace the maritime spirit of Annapolis by embarking on a boat tour of the Chesapeake Bay. These cruises offer breathtaking views of the water and surrounding landscapes, as well as an opportunity to learn about the area’s rich maritime history. Whether you opt for a guided tour, a sunset sail, or a private charter, a cruise is a fantastic way to connect with the bay.
Visit the Banneker-Douglass Museum
Dive into the city’s deep roots in African American history at the Banneker-Douglass Museum. This cultural gem features inspiring exhibits, powerful stories, and interactive displays that highlight the contributions of African Americans in Maryland. The museum is a must-visit for anyone interested in understanding the rich tapestry of Annapolis’ past.
Shop at Farmers Markets
Start your Saturday morning with a visit to the Anne Arundel County Farmers Market, where you can browse a variety of fresh produce, artisanal goods, baked treats, and unique crafts. This bustling market is a favorite spot for locals and visitors alike, offering a chance to mingle with the community and support local vendors.
Food Places to Explore in Annapolis
Annapolis is a food lover’s paradise, offering everything from fresh seafood to international cuisines.
- Iron Rooster: Famous for all-day breakfast and their house-made pop-tarts, this spot is perfect for a casual meal.
- Cantler’s Riverside Inn: This local favorite is renowned for Maryland’s signature blue crabs, served fresh in a laid-back atmosphere.
- Middleton Tavern: Nestled in downtown Annapolis, this historic restaurant serves up Chesapeake Bay-inspired dishes like crab cakes and oysters.
- Rams Head Tavern: Enjoy hearty meals and live entertainment in a cozy, welcoming setting.
- Annapolis Waterfront Hotel Restaurant: Dine with stunning views of the harbor while savoring gourmet cuisine.
Family-Friendly Weekend Activities
If you’re visiting with kids, Annapolis has plenty of family-friendly options:
- Ego Alley: Children will love watching boats navigate this busy waterway, and the nearby shops and cafes offer plenty of options for snacks.
- Quiet Waters Park: This park is perfect for families who enjoy outdoor activities like biking, hiking, or paddleboarding.
- Annapolis Maritime Museum: Learn about the Chesapeake Bay’s maritime heritage through hands-on exhibits.
- Farmers Markets: Introduce your kids to local food and crafts at the Anne Arundel County Farmers Market.
- Historic Walking Tours: Many guided tours cater to families, offering fun facts and interactive elements for younger visitors.
Weekend Trip to Annapolis Cost
Here’s a general breakdown of what you might spend during a weekend in Annapolis, Maryland:
- Accommodations: Budget-friendly hotels start around $100 per night, while options like the Annapolis Waterfront Hotel range from $200–$400 per night.
- Dining: Meals can range from $15 for casual dining to $50 for a fine dining experience.
- Activities: Many attractions, such as the Maryland State House and farmers markets, are free or low-cost. Boat tours or private excursions can cost around $30–$80 per person.
- Transportation: Parking in downtown Annapolis costs $10–$20 per day, and many areas are walkable, reducing travel expenses.
Free Things to Do in Annapolis Over the Weekend
If you’re looking to save money, there are plenty of free activities in Annapolis:
- Tour the Maryland State House: Discover this national historic landmark and its significant role in U.S. history.
- Stroll Along Ego Alley: Enjoy the sights and sounds of the Annapolis waterfront without spending a dime.
- Visit the Historic District: Walk through downtown Annapolis, admiring its colonial architecture and lush gardens.
- Explore the Chesapeake Bay: Relax by the water or take a scenic walk along its shores.
- Banneker-Douglass Museum: Dive into the rich tapestry of African American history at this enlightening museum.
A Few Final Tips for Your Weekend in Annapolis
- Plan Your Route: Annapolis is compact, but parking can be challenging. Arrive early to secure a spot or use public transportation.
- Dress Comfortably: Bring comfortable walking shoes for exploring downtown Annapolis and layers for cooler evenings by the Chesapeake Bay.
- Don’t Forget Essentials: Pack sunscreen, reusable water bottles, and a camera for capturing memories.
- Check Local Events: Annapolis frequently hosts festivals and concerts, so check the schedule for special events.
- Book in Advance: Popular activities like guided tours of the United States Naval Academy or boat cruises can fill up quickly on weekends.
Final Words
Annapolis is a city that seamlessly blends history, culture, and waterfront charm, making it a perfect weekend getaway. From exploring the rich heritage of the historic district to enjoying the vibrant atmosphere of the waterfront, there’s no shortage of memorable experiences. Whether you’re strolling through cobblestone streets, indulging in local cuisine, or cruising the Chesapeake Bay, Annapolis offers something for everyone.
