Annapolis Historic District (Annapolis, Maryland)
The Annapolis Historic District is a charming blend of colonial history and vibrant culture, home to stunning architecture and the United States Naval Academy. Visitors can stroll along cobblestone streets, admiring beautifully preserved buildings dating back to the 18th century. This area is rich in maritime history, offering attractions like the Maryland State House and the picturesque City Dock. CliftonCab.com is dedicated to providing seamless transportation services for residents and visitors, ensuring they experience all the history and charm that Annapolis has to offer. With a focus on safety and punctuality, our services cater to both spontaneous visitors and those planning special events in this iconic district. Whether you’re headed to a local festival or a day of sightseeing, Clifton Cab ensures a comfortable journey. Our drivers are knowledgeable about the area, ready to share tips on the best spots to visit. Choose CliftonCab.com for a reliable companion during your Annapolis adventure.
Restaurants near Annapolis Historic District
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Chick & Ruth’s Delly
Deli
165 Main St, Annapolis, MD 21401
(410) 263-8498
A staple in Annapolis, Chick & Ruth’s Delly is famous for its hearty breakfasts and classic deli sandwiches. The retro décor adds to its charm, making it a favorite among locals and tourists alike. Their crab cakes and milkshakes are must-tries! The restaurant is also known for its vibrant atmosphere and friendly service.
Monday
6:30 AM – 9:00 PM
Tuesday
6:30 AM – 9:00 PM
Wednesday
6:30 AM – 9:00 PM
Thursday
6:30 AM – 9:00 PM
Friday
6:30 AM – 10:00 PM
Saturday
6:30 AM – 10:00 PM
Sunday
6:30 AM – 9:00 PM
Cantler’s Riverside Inn
Seafood
458 Forest Beach Rd, Annapolis, MD 21409
(410) 757-1311
Renowned for its fresh crab dishes, Cantler’s Riverside Inn is the go-to place for seafood lovers. Situated on the water, the venue offers stunning views, perfect for a relaxing meal. Their outdoor seating enhances the experience, especially during warmer months. Don’t miss their famous crab feast!
Monday
11:30 AM – 8:00 PM
Tuesday
11:30 AM – 8:00 PM
Wednesday
11:30 AM – 8:00 PM
Thursday
11:30 AM – 8:00 PM
Friday
11:30 AM – 9:00 PM
Saturday
11:30 AM – 9:00 PM
Sunday
11:30 AM – 8:00 PM
The Boatyard Bar & Grill
American
4000 Lobo Rd, Annapolis, MD 21403
(410) 216-6206
This lively restaurant is known for its relaxed vibe and nautical décor. The Boatyard offers a diverse menu featuring seafood, burgers, and vegetarian options. It’s an ideal spot for a casual lunch or dinner, with a welcoming atmosphere perfect for families. Their local beers complement the meal nicely.
Monday
11:30 AM – 10:00 PM
Tuesday
11:30 AM – 10:00 PM
Wednesday
11:30 AM – 10:00 PM
Thursday
11:30 AM – 10:00 PM
Friday
11:30 AM – 11:00 PM
Saturday
11:30 AM – 11:00 PM
Sunday
11:30 AM – 10:00 PM
O’Leary’s Seafood Restaurant
Seafood
306 1st St, Annapolis, MD 21403
(410) 263-0881
A local favorite for over 20 years, O’Leary’s specializes in Maryland crab dishes and other seafood delicacies. The cozy setting and friendly staff create a homey atmosphere, perfect for a casual dining experience. With an extensive wine list, guests can find the perfect pairing for their meal. Their crab cakes are particularly popular among patrons.
Monday
Closed
Tuesday
11:30 AM – 9:00 PM
Wednesday
11:30 AM – 9:00 PM
Thursday
11:30 AM – 9:00 PM
Friday
11:30 AM – 10:00 PM
Saturday
11:30 AM – 10:00 PM
Sunday
11:30 AM – 9:00 PM
Blackwall Hitch
American
4000 Coast Guard Rd, Annapolis, MD 21403
(410) 263-3450
Offering stunning waterfront views, Blackwall Hitch combines a vibrant atmosphere with a creative menu that showcases local ingredients. Their craft cocktails and extensive wine selection enhance the dining experience. The outdoor seating area is perfect for summer evenings. Don’t miss their raw bar and innovative dishes.
Monday
11:30 AM – 9:00 PM
Tuesday
11:30 AM – 9:00 PM
Wednesday
11:30 AM – 9:00 PM
Thursday
11:30 AM – 9:00 PM
Friday
11:30 AM – 10:00 PM
Saturday
11:30 AM – 10:00 PM
Sunday
11:30 AM – 9:00 PM
Iron Rooster
American
12 Market Space, Annapolis, MD 21401
(410) 280-0401
Known for its homemade dishes and cozy atmosphere, Iron Rooster serves breakfast all day, featuring comfort food favorites. The friendly staff and vibrant décor make it a popular spot for locals. Their signature Rooster biscuits are a must-try! Whether you’re in the mood for pancakes or hearty sandwiches, this place has it all.
Monday
7:00 AM – 9:00 PM
Tuesday
7:00 AM – 9:00 PM
Wednesday
7:00 AM – 9:00 PM
Thursday
7:00 AM – 9:00 PM
Friday
7:00 AM – 10:00 PM
Saturday
7:00 AM – 10:00 PM
Sunday
7:00 AM – 9:00 PM
Ram’s Head Tavern
Pub
33 West St, Annapolis, MD 21401
(410) 268-4545
This lively tavern is a beloved spot for live music, local brews, and a menu filled with pub favorites. With a warm, welcoming atmosphere, Ram’s Head Tavern is perfect for a fun night out or casual dinner. Their extensive beer selection pairs beautifully with classic dishes like burgers and fish & chips. Regular live performances make it a hub for entertainment.
Monday
11:30 AM – 1:00 AM
Tuesday
11:30 AM – 1:00 AM
Wednesday
11:30 AM – 1:00 AM
Thursday
11:30 AM – 1:00 AM
Friday
11:30 AM – 2:00 AM
Saturday
11:30 AM – 2:00 AM
Sunday
11:30 AM – 1:00 AM
Miss Shirley’s Cafe
Café
1 Park Place, Annapolis, MD 21401
(410) 268-5541
This award-winning café is famous for its innovative breakfast and brunch menu. Miss Shirley’s offers a cozy and eclectic setting, making it a favorite for family gatherings and friends. Their signature dishes, such as the Southern Breakfast and gourmet pancakes, are both creative and delicious. Don’t forget to try one of their unique cocktails for brunch!
Monday
8:00 AM – 3:00 PM
Tuesday
8:00 AM – 3:00 PM
Wednesday
8:00 AM – 3:00 PM
Thursday
8:00 AM – 3:00 PM
Friday
8:00 AM – 3:00 PM
Saturday
8:00 AM – 3:00 PM
Sunday
8:00 AM – 3:00 PM
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Dulles Airport
Reagan Airport
Baltimore Airport
Chick & Ruth’s Delly
Cantler’s Riverside Inn
The Boatyard Bar & Grill
O’Leary’s Seafood Restaurant
Blackwall Hitch
Iron Rooster
Ram’s Head Tavern
Café
Wedding Venues near Annapolis Historic District
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The Chesapeake Bay Foundation
Waterfront Venue
6 Herndon Ave, Annapolis, MD 21403
(410) 268-8816
Nestled along the water, the Chesapeake Bay Foundation offers stunning views and a unique setting for your special day. This eco-friendly venue features beautiful indoor and outdoor spaces, accommodating various wedding sizes. Their experienced staff ensures every detail is managed seamlessly. Enjoy a perfect blend of nature and elegance at this unforgettable venue.
Generic Pricing
Starts at $2,500
Capacity
Up to 150 guests
Website
www.cbf.org
The Naval Academy Chapel
Historic Chapel
121 Blake Rd, Annapolis, MD 21402
(410) 293-1000
The stunning Naval Academy Chapel is a breathtaking backdrop for your wedding, featuring soaring ceilings and exquisite stained glass windows. This historic site offers a unique and memorable setting, ideal for military and civilian ceremonies alike. The chapel’s majestic ambiance ensures a romantic atmosphere for your special day. Book early, as this venue is highly sought after!
Generic Pricing
Contact for pricing
Capacity
1,000 guests
Website
www.usna.edu
Historic London Town and Gardens
Garden Venue
839 Londontown Rd, Edgewater, MD 21037
(410) 222-1919
Set among beautiful gardens and historic buildings, London Town provides a picturesque setting for weddings. The venue features both indoor and outdoor spaces, making it versatile for various wedding styles. Couples can exchange vows surrounded by lush greenery, creating a serene and enchanting atmosphere. Experienced event staff are on hand to assist with every detail.
Generic Pricing
Starts at $2,000
Capacity
Up to 200 guests
Website
www.historiclondontown.org
The Westin Annapolis
Hotel Venue
100 Westgate Circle, Annapolis, MD 21401
(410) 972-4300
The Westin Annapolis offers a luxurious setting with modern amenities for a stylish wedding. With various elegant ballrooms and outdoor options, couples can create their dream celebration. Their dedicated wedding team provides personalized service to help plan every aspect of your big day. Enjoy a memorable wedding experience in a sophisticated environment.
Generic Pricing
Starts at $5,000
Capacity
Up to 300 guests
Website
www.westinstannapolis.com
The Grove at Sandy Springs
Rustic Venue
9111 Sandy Spring Rd, Laurel, MD 20708
(301) 570-9400
This rustic yet elegant venue is set in a picturesque wooded area, providing a unique backdrop for weddings. The Grove features both indoor and outdoor spaces, allowing for flexibility in planning. With beautiful gardens and a charming barn, it’s perfect for couples seeking a nature-inspired celebration. Their team works closely with you to bring your vision to life.
Generic Pricing
Starts at $3,500
Capacity
Up to 200 guests
Website
www.thegroveatsandysprings.com
The Inn at Chesapeake Bay Beach Club
Resort Venue
180 Pier One Rd, Stevensville, MD 21666
(410) 604-5900
Located on the Eastern Shore, this beautiful resort offers stunning waterfront views and elegant ballrooms. The Inn at Chesapeake Bay Beach Club specializes in personalized weddings, ensuring every detail reflects the couple’s style. Outdoor ceremonies can take place on the picturesque lawn, with the bay as a backdrop. Their expert staff are dedicated to making your day unforgettable.
Generic Pricing
Starts at $4,000
Capacity
Up to 250 guests
Website
www.chesapeakebaybeachclub.com
Historic Kent Manor Inn
Historic Inn
500 Kent Manor Dr, Stevensville, MD 21666
(410) 643-2400
This charming inn offers a blend of history and elegance for your wedding day. With lush gardens and a beautiful waterfront setting, it provides a romantic atmosphere for ceremonies and receptions. The Historic Kent Manor Inn’s attentive staff will help customize every detail of your celebration. Couples can enjoy exclusive use of the venue for their special day.The Chesapeake Inn
Generic Pricing
Starts at $3,000
Capacity
Up to 200 guests
Website
www.kentmanorinn.com
The Chesapeake Inn
Waterfront Restaurant
605 2nd St, Chesapeake City, MD 21915
(410) 885-2040
Located along the scenic waterfront, The Chesapeake Inn provides a beautiful venue for weddings and receptions. With both indoor and outdoor options, couples can choose their preferred setting for the ceremony. The venue’s dedicated staff will assist with planning to ensure every detail is perfect. Enjoy exceptional cuisine and stunning views on your special day.
Generic Pricing
Starts at $3,500
Capacity
Up to 300 guests
Website
www.chesapeakeinn.com
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Airport Taxi Transportation near Annapolis Historic District
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