

Annapolis is a sailing town wrapped around its harbor. Rigging taps at the docks, and old brick streets wind toward the U.S. Naval Academy.
Landmark4.7/5
United States Naval Academy
Welcome to the United States Naval Academy in picturesque Annapolis! This prestigious institution churns out top-notch naval officers with a side of good vibes. Get ready for stunning waterfront views, intense training, and a chance to witness the next generation of heroes in action. Soak in the rich history and youthful energy as you explore 121 Blake Rd, Annapolis, MD 21402, USA. Anchors aweigh!
Culture4.8/5
Quiet Waters Park
Quiet South River park with paved trails, a sculpture garden and a dog beach. Dogs swim below the Holly Pavilion trail’s river overlook.
Landmark4.5/5
Historic Annapolis, Inc.
This Annapolis nonprofit preserves the city’s historic sites and puts on events with volunteers and reenactors.
Culture4.6/5
William Paca House & Garden
Welcome to the whimsical William Paca House & Garden! Step back in time to the 18th century and explore this enchanting historical gem in Annapolis. Marvel at the stunning Georgian architecture, stroll through the beautifully landscaped gardens, and imagine the lively conversations that once filled these walls. Don't miss the chance to soak up some Maryland history and snap a few Insta-worthy shots!
Culture4.6/5
Annapolis Maritime Museum & Park
Ahoy there, fellow travelers! Set sail to the vibrant Annapolis Maritime Museum & Park in Annapolis, MD. Discover the seafaring history of this charming waterfront city through captivating exhibits and interactive displays. Impressive boats, lively events, and picnicking spots await you at this nautical gem. All aboard for a fin-tastic adventure!
Landmark4.7/5
Annapolis City Dock
Welcome to Annapolis City Dock, where sailboats sway and seafood delights await. Stroll along Dock St for a taste of Maryland charm, from historic buildings to bustling shops and restaurants. Keep an eye out for the famous Ego Alley, where boaters show off their sleek vessels. Don't forget your camera, this place is picture-perfect!
Eat4.5/5
Miss Shirley's Cafe, Annapolis
Southern brunch cafe in Annapolis serving breakfast, brunch and lunch. Shrimp and grits come piled on a fried green tomato.
Eat$$$4.8/5
Vin 909 Winecafe' in Annapolis
Winecafe in an old Annapolis house, with seasonal plates and crisp pizzas. Its wine list marks staff recommendations.
Eat$$$4.5/5
Iron Rooster- Annapolis
Iron Rooster in Annapolis, MD is a true breakfast delight! Located in Market Space, this cozy joint serves up comfort food with a twist. From their mouthwatering house-made buttermilk biscuits to their famous chicken and waffles, your taste buds will be doing a happy dance. And don't even get me started on their fluffy pancakes topped with all sorts of deliciousness. Trust me, you won't leave hungry!
Landmark
Naval Academy
Explore the prestigious Naval Academy in Annapolis, MD, where future military leaders are trained. Dive into the fascinating history, stunning waterfront views, and impressive architecture of this naval institution. Don't miss the chance to witness the midshipmen in action and experience the patriotic spirit that fills the air. Anchors aweigh!
Eat$$$4.6/5
Carrol's Creek Cafe
Waterfront seafood restaurant with patio tables facing the water. Its crab cakes are seared and packed with crab meat.
Eat$$4.5/5
Metropolitan Kitchen & Lounge
This Annapolis restaurant and bar has a broad American menu, rooftop dining, and local live music. The rooftop catches an evening breeze.
Eat$$$4.5/5
Level a Small Plates Lounge
Level, a small plates lounge located at 69 West St in Annapolis, MD, is a traveler's dream come true! With its lively atmosphere and scrumptious selection of small plates, it's a foodie's paradise. From classic favorites to innovative creations, every dish is bursting with flavor. So, grab your passport and get ready for a fabulous culinary adventure at Level!
Eat$$$4.5/5
Cooper’s Hawk Winery & Restaurant
This Annapolis winery and restaurant pairs wine tastings with a full dinner menu. At the tasting bar, staff talk you through the pours.
Eat$$$4.3/5
Café Normandie
This French restaurant in Annapolis serves dishes like pâté, trout almondine and rack of lamb. Diners come back for the duck.
Eat$$$4.3/5
Federal House Bar & Grille
Located in the heart of Annapolis, Federal House Bar & Grille combines history with a modern twist. With its charming colonial architecture, this lively spot offers a vibrant atmosphere filled with laughter and local brews. Indulge in their famous crab dip while enjoying live music on the patio. A must-visit for any adventurer exploring Annapolis!
Eat$$$4.7/5
Boatyard Bar & Grill
Seafood bar and grill in Annapolis, with Maryland crab cakes and oysters from both coasts.
Stay$$$4.25/5
Graduate by Hilton Annapolis
Featuring a modern restaurant and guest rooms with free WiFi, this downtown Annapolis hotel is less than 1.6 km from the United States Naval Academy and Navy-Marine Corps Memorial Stadium. The Graduate by Hilton Annapolis offers guest rooms with 47-inch flat-screen Smart TVs. A refrigerator is included At Trophy Room, guests will find a casual neighborhood restaurant and bar,serving classic American dishes with a youthful spin. Cocktails, beer, and wine are also available. Guests of the Graduate by Hilton Annapolis are welcome to enjoy the free fitness centre. The Graduate by Hilton Annapolis is a 2-minute drive from the Maryland State Capitol and less than 1.6 km from St. John’s College.
Stay$4.2/5
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis in Annapolis offers family rooms with air-conditioning, free toiletries, and free WiFi. Each room includes a kitchen, tea and coffee maker, and a refrigerator. Guests can enjoy a fitness centre, seasonal outdoor swimming pool, and a 24-hour front desk. Additional amenities include a business area, luggage storage, and paid on-site private parking. A complimentary American buffet breakfast is served daily, featuring warm dishes, fresh pastries, pancakes, cheese, and fruits. Located 8 km from Annapolis Harbor and 28 km from Baltimore-Washington International Airport, the hotel is near attractions such as The Kunta Kinte Alex Haley Memorial (2.2 km) and Annapolis Landing Marina (10 km).
Stay$$$4.3/5
The Westin Annapolis
Moments from downtown Annapolis, and easily accessible to area attractions including the scenic Chesapeake Bay, this hotel offers modern amenities, comfortable accommodations and on-site dining options. The Westin Annapolis offers a convenient location close to the US Naval Academy and the State Capitol building. Guests can also visit the unique shops of Main Street or rent a free bike from the hotel and explore the historic downtown area. Thoughtful amenities at the Annapolis Westin including state-of-the-art fitness facilities, an indoor swimming pool and an on-site Starbucks coffee shop. Guests can also enjoy dining in the lounge, at Azure restaurant. Guest accommodations at the Westin in Annapolis are furnished with a variety of modern conveniences, including flat-screen TVs and wireless internet. The hotel also offers signature Heavenly beds and in-room coffeemakers.
Stay$$$4.1/5
Hilton Garden Inn Annapolis Downtown
Centrally located, this Annapolis hotel is 800 metres from the Maryland State Capitol building and government offices. A restaurant is available on-site. All guest rooms include free Wi-Fi. Rooms at Hilton Garden Inn Annapolis Downtown feature warm colours and traditional décor. A mini-refrigerator and in-room coffee maker are included. Cable TV is available along with a work desk and telephone. The on-site restaurant, Kitchen on West St Restaurant and Bar serves American fare and is open for breakfast and dinner. Hilton Garden Inn Annapolis Downtown offers an on-site fitness centre. The property also offers meeting room and has limited valet parking. This hotel is 4 minutes’ drive from the Naval Academy and 1.6 km from Annapolis Golf Course. Baltimore-Washington Thurgood Marshall Airport is 40 km away.
Stay$$$4.05/5
Historic Inns of Annapolis
Step back in time and experience the charm of Historic Inns of Annapolis. Located on State Circle, this collection of three historic inns offers cozy rooms, delicious dining options, and a prime location near the waterfront. Immerse yourself in Annapolis' rich history while enjoying modern comforts at this unique destination.
Stay$$$4.1/5
DoubleTree by Hilton Hotel Annapolis
Offering a free shuttle service to attractions within a 8 km radius, this hotel is 4.8 km from Annapolis’s historic city centre. There is an on-site restaurant and bar, Ports of Call Restaurant and Lounge, serving regional fares. Free WiFi is offered. Cable TV is featured in all rooms at DoubleTree by Hilton Hotel Annapolis. Each air-conditioned room is equipped with a coffee maker. Guests of Annapolis DoubleTree by Hilton can take a relaxing swim in the seasonal outdoor pool. A fully equipped fitness centre is located on site. Other convenient services includes a 24-hour reception. US Naval Academy is 5.7 km from this hotel. Maryland State Capitol is 6.4 km away.
Stay$$3.6/5
Hampton Inn & Suites Annapolis
Located 11.2 km from historic Annapolis city centre and many popular area attractions, this hotel features a number of thoughtful on-site facilities along with many of today's modern conveniences. The Hampton Inn and Suites Annapolis conveniently places guests close to Route 50/301. This location allows easy access to major sites, including the U.S. Naval Academy and the city's historic district. Guests can also visit the Chesapeake Music Hall or the gravesite of navy hero John Paul Jones. With free wireless internet access, a free hot breakfast buffet and an on-site 24-hour convenience store, every stay at the Annapolis Hampton Inn is sure to be pleasant. Guests can also enjoy the hotel's billiard room as well as the modern fitness centre, complete with an outdoor pool.
Stay4.9/5
Gibson's Inn At Gate One
Gibson's Inn at Gate One in Annapolis offers air-conditioned rooms with private bathrooms, balconies, and garden views. Each room includes a flat-screen TV, work desk, and free WiFi. Guests can enjoy a sauna, fitness centre, and outdoor seating area. Additional amenities include a lounge, concierge service, business area, and bicycle parking. Private check-in and check-out, full-day security, and paid on-site parking are available. A continental buffet breakfast is served with juice, fresh pastries, cheese, and fruits. The inn also provides streaming services and a coffee machine for guest convenience. Annapolis Harbor is 1.8 km away, Maryland State House Of Delegates is a 6-minute walk, and Annapolis Yacht Basin is 600 metres nearby. Other attractions include William Paca Garden and Annapolis Maritime Museum. Baltimore Washington International Airport is 34 km from the inn.
Stay4.2/5
Crowne Plaza Annapolis by IHG
Welcome to Crowne Plaza Annapolis, where comfort meets adventure! Conveniently located on Jennifer Rd in beautiful Annapolis, MD, our IHG hotel promises an unforgettable stay. Immerse yourself in sleek, modern rooms, indulge in delicious dining options, and savor the convenience of our on-site fitness center. With downtown Annapolis just minutes away, get ready to explore the charm of this historic city. An exceptional experience awaits!
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