Middleton Tavern is a historic waterfront restaurant offering a charming atmosphere and delicious seafood dishes. It has been a dining tradition since 1750, attracting locals and visitors alike. Enjoy a taste of history with a modern twist at this iconic Annapolis establishment.

Sandy Point State Park is a scenic park located on the Chesapeake Bay, offering sandy beaches, picnic areas, fishing spots, and stunning views of the water. Visitors can enjoy a range of outdoor activities such as swimming, hiking, and bird-watching. The park is perfect for a relaxing day in nature or a fun family outing. Don't forget to capture the beautiful sunsets over the bay!

Sandy Point State Park

Experience nature's beauty by the water

Annapolis City Dock is a historic waterfront site offering a picturesque setting with charming shops, waterfront dining, and stunning views of sailboats. Visitors can stroll along the docks, admire the colonial architecture, and explore the nearby attractions. It's a perfect spot to relax and soak in the maritime atmosphere of Annapolis.

Annapolis City Dock

Historic waterfront site with shops and dining

Quiet Waters Park offers a serene escape with stunning landscapes, hiking/biking trails, picnicking areas, and outdoor concerts. Explore gardens, art galleries, and enjoy water activities like kayaking. Perfect for nature lovers and families seeking outdoor fun.

Quiet Waters Park

Tranquil park with diverse activities

Jonas and Anne Catharine Green Park offers a peaceful retreat in the heart of the city. This historic park features lush greenery, scenic views, and a serene atmosphere perfect for relaxation. Explore the pathways, admire the monuments, and soak in the local history. Take a moment to unwind and connect with nature in this hidden gem.

Jonas and Anne Catharine Green Park

Tranquil urban oasis with historic charm

The U.S. Naval Academy Museum showcases the history and heritage of the United States Navy through a collection of artifacts, exhibits, and interactive displays. Visitors can learn about naval traditions, achievements, and the academy's role in training future Navy and Marine Corps officers. Allow at least 90 minutes to explore the museum and its fascinating exhibits.

U.S. Naval Academy Museum

Explore naval history and heritage

The Maryland World War II Memorial is a tribute to the brave soldiers who served in World War II. The memorial features stunning architecture and beautiful landscaping, providing a peaceful place for reflection and remembrance. Visitors can learn about the history of WWII and pay their respects to the heroes who fought for freedom. It is a must-visit destination for history enthusiasts and those seeking to honor the sacrifices of the past.

Maryland World War II Memorial

Honor and Remember the Heroes

Truxtun Park offers a peaceful escape with beautiful green spaces, walking trails, picnic areas, and sports facilities. Visitors can enjoy outdoor activities such as tennis, basketball, and playgrounds. The park is perfect for a leisurely stroll or a family outing in nature.

Truxtun Park

A serene park with recreational activities

Annapolis Maritime Museum & Park offers a fascinating blend of maritime history and natural beauty. Learn about the rich maritime heritage of the Chesapeake Bay region while enjoying waterfront views and outdoor exhibits. Explore the park's trails, waterfront, and exhibits showcasing local ecology and history. Take in the stunning scenery and immerse yourself in the stories of the Chesapeake Bay.

Annapolis Maritime Museum & Park

Explore maritime history and nature

Explore the elegant historic residence and picturesque gardens of William Paca, a signer of the Declaration of Independence. Admire the 18th-century architecture, beautiful landscapes, and learn about the rich history of this site.

William Paca House & Garden

Historic Residence \\u0026 Lush Gardens

Thomas Point Park is a peaceful waterfront park offering stunning views of the Chesapeake Bay. Visitors can relax by the water, enjoy a picnic, or take a leisurely stroll along the shoreline. The park is a perfect spot for nature lovers and those seeking a tranquil escape from the city.

Thomas Point Park

Nature lovers' paradise with waterfront views

Boatyard Bar & Grill offers a unique dining experience with a menu featuring fresh seafood dishes and a picturesque waterfront view. Enjoy a casual atmosphere and delicious meals while soaking in the beauty of the surroundings. Whether you're a seafood lover or simply seeking a relaxing meal by the water, Boatyard Bar & Grill is the perfect spot to unwind and savor the flavors of the sea.

Boatyard Bar & Grill

A waterfront dining experience with delicious seafood and scenic views

Iron Rooster in Annapolis offers a delightful culinary journey with a diverse menu ranging from breakfast favorites to hearty lunch and dinner options. The cozy ambiance and friendly service make it a must-visit spot for food lovers.

Iron Rooster- Annapolis

Delightful dining experience with a twist of charm

Double T Diner is a beloved restaurant offering a classic diner experience with a menu featuring delicious comfort food favorites. Whether you're craving breakfast, lunch, or dinner, this charming spot has something for everyone. The retro atmosphere and friendly service make it a must-visit for locals and tourists alike.

Double T Diner

A classic diner experience with delicious comfort food

Miss Shirley's Cafe is a cozy restaurant known for its delicious food and welcoming atmosphere. They serve a variety of classic American dishes with a Southern twist. Whether you're in the mood for a hearty breakfast or a satisfying lunch, this cafe has something for everyone.

Miss Shirley's Cafe

A cozy breakfast spot with Southern charm

Chick & Ruth's Delly is a historic deli known for its oversized sandwiches and classic American diner atmosphere. Visitors can enjoy delicious comfort food while surrounded by memorabilia and a friendly community vibe. Make sure to try their famous colossal sandwiches and milkshakes. It's a must-visit for a taste of authentic Annapolis dining.

Chick & Ruth's Delly

Iconic local eatery with massive sandwiches

Carrol's Creek Cafe offers a picturesque waterfront dining experience with a menu focused on fresh seafood dishes. Enjoy a relaxing atmosphere with beautiful views of the water while savoring delectable seafood creations. It's the perfect place to unwind and indulge in culinary delights.

Carrol's Creek Cafe

Waterfront dining with delicious seafood

Chart House Prime is a luxurious waterfront restaurant offering delectable cuisine with stunning views. Indulge in a gastronomic experience while overlooking the water. Enjoy a blend of seafood and steak dishes in an elegant and romantic setting. Whether for a special occasion or a memorable dining experience, Chart House Prime promises an unforgettable meal with impeccable service.

Chart House Prime

A waterfront dining experience with exquisite seafood and steak dishes

Blackwall Hitch offers a waterfront dining experience with a focus on coastal cuisine. Enjoy fresh seafood, gourmet dishes, and stunning views of the water. The elegant interior and outdoor patio create a relaxing atmosphere for diners. Live music adds to the ambiance on select nights. It's a perfect spot for a romantic dinner or casual lunch by the harbor. Don't miss out on their signature cocktails and unique dessert creations.

Blackwall Hitch (Annapolis)

A waterfront dining experience with coastal cuisine

Galway Bay Irish Restaurant and Pub offers a welcoming atmosphere where you can enjoy authentic Irish dishes and drinks. Relax and immerse yourself in the cozy ambience while savoring a taste of Ireland. Whether you're looking for hearty comfort food or a pint of Guinness, this place has it all.

Galway Bay Irish Restaurant and Pub

Authentic Irish experience with traditional cuisine and lively atmosphere

Buddy's Crabs & Ribs offers a delightful dining experience with a wide selection of seafood and barbecue dishes. Enjoy fresh and flavorful meals in a lively atmosphere by the waterfront. Indulge in their signature dishes and savor the taste of Annapolis. The restaurant is known for its welcoming ambiance and excellent service, making it a must-visit for food enthusiasts.

Middleton Tavern

Historic waterfront dining experience

FAQ

How many days
you plan to visit Annapolis?

Similar Hops in Annapolis

1
Sandy Point State Park

2
Annapolis City Dock

3
Quiet Waters Park

4
Jonas and Anne Catharine Green Park

5
U.S. Naval Academy Museum

6
Maryland World War II Memorial

7
Truxtun Park

8
Annapolis Maritime Museum & Park

9
William Paca House & Garden

Thomas Point Park

1
Boatyard Bar & Grill

2
Iron Rooster- Annapolis

3
Double T Diner

4
Miss Shirley's Cafe

5
Chick & Ruth's Delly

6
Carrol's Creek Cafe

7
Chart House Prime

8
Blackwall Hitch (Annapolis)

9
Galway Bay Irish Restaurant and Pub

Buddy's Crabs & Ribs

Middleton Tavern

Historic waterfront dining experience

FAQ

Is Middleton Tavern family-friendly?

Do they have vegetarian options?

Is there outdoor seating available?

Do they accept reservations?

Is Middleton Tavern wheelchair accessible?

Do they offer private dining options?

Is there live music at Middleton Tavern?

What is the signature dish at Middleton Tavern?

Can I host a wedding reception at Middleton Tavern?

Do they have a happy hour menu?

How many days you plan to visit Annapolis?

Similar Hops in Annapolis

1Sandy Point State Park

2Annapolis City Dock

3Quiet Waters Park

4Jonas and Anne Catharine Green Park

5U.S. Naval Academy Museum

6Maryland World War II Memorial

7Truxtun Park

8Annapolis Maritime Museum & Park

9William Paca House & Garden

Thomas Point Park

1Boatyard Bar & Grill

2Iron Rooster- Annapolis

3Double T Diner

4Miss Shirley's Cafe

5Chick & Ruth's Delly

6Carrol's Creek Cafe

7Chart House Prime

8Blackwall Hitch (Annapolis)

9Galway Bay Irish Restaurant and Pub

Buddy's Crabs & Ribs

How many days
you plan to visit Annapolis?

1
Sandy Point State Park

2
Annapolis City Dock

3
Quiet Waters Park

4
Jonas and Anne Catharine Green Park

5
U.S. Naval Academy Museum

6
Maryland World War II Memorial

7
Truxtun Park

8
Annapolis Maritime Museum & Park

9
William Paca House & Garden

1
Boatyard Bar & Grill

2
Iron Rooster- Annapolis

3
Double T Diner

4
Miss Shirley's Cafe

5
Chick & Ruth's Delly

6
Carrol's Creek Cafe

7
Chart House Prime

8
Blackwall Hitch (Annapolis)

9
Galway Bay Irish Restaurant and Pub