Experience

Located in the heart of Annapolis, Acqua al 2 offers an authentic Tuscan dining experience. Featuring a wide array of pasta dishes, hand-carved steaks, and fresh seafood, as well as an extensive Italian wine list, Acqua is perfect for a celebratory dinner, an intimate date night, or a low-key gathering with friends. Located a ten-minute walk from the hotel.

Adam’s on Fourth is located in the heart of Eastport, which is known for its quirky nature and love for all things local. This new and fresh take on local has quickly gained a reputation for being one of the most popular spots in the maritime neighborhood of Eastport.

Annapolis Ice Cream Company was founded on the ideals of crafting a premium, creamy, and homemade ice cream experience.

Located in the heart of the Chesapeake Bay is “America’s Sailing Capital.” Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the historic Annapolis waterfront, past the Naval Academy and cruises into the Chesapeake Bay. Schooner Woodwind offers a fabulous sailing experience for all.

Open for nearly 40 years, Café Normandie combines French country cuisine with Maryland seafood specialties on the world-famous Main Street. Loved for its cozy atmosphere, and well-known for its typical French cuisine created and prepared by Award Winning Chef Jean-Louis.

Chart House is a Maryland treasure through and through. No matter what time of year you visit, you are assured not only the best seafood Annapolis has to offer, but also some of the best scenic dining in the northeast.

A new, fun, and exciting taproom featuring nearly 40 draft beer selections and comfort food. A new offering located in West Annapolis owned and operated by RAR Brewing. 

With a spacious waterfront deck and rooftop, the Choptank is a classic fish and crab house serving Maryland’s famous cuisine, highlighted by steamed hard-shell blue crabs.

Mosey down Main Street from Church Circle to City Dock and you'll discover dozens of unique, locally-owned fashion boutiques and specialty gift shops tucked in between art galleries, pubs, restaurants and historic inns. Many of these small shop owners import their hand-crafted goods from far-off lands, just as town merchants have been doing for the past 350 years.

Experience Annapolis the best way (from the water) with an elegant private cruise on a classic picnic boat

A bar and restaurant specializing in extraordinary drinks and modern twists on American comfort food.

Take a water taxi from City Dock or shuffle across the Spa Creek Bridge to Eastport, the laid-back, maritime district of Annapolis.

Located in the Annapolis neighborhood of Eastport, this nano-brewery and restaurant is emblematic of the Annapolis community – offering a fresh and local product using forward-thinking methods while honoring the local history where neighbors and visitors all feel welcome. Located a fifteen-minute walk from the hotel, or accessible by water taxi.

Set in an old bank vault, Harold Black is a warm, intimate bar that is quiet enough to hear your conversation yet lively enough to keep you talking. Located a ten-minute walk from the hotel in the lower-level of Acqua al 2.

InGrano’s extension into the realm of fine dining is not just about crafting delectable dishes; it's a celebration of their inviting boutique restaurant located in the West Annapolis neighborhood.

Modern Thai cuisine in an easygoing atmosphere.

Lewnes' Steakhouse opened in 1994, specializing in USDA prime beef and exquisite seafood dishes. With a waitstaff dedicated to first-class service and an award-winning wine list with over 450 wine selections to pair with your meal, Lewnes' is the premier spot for special occasions or private dining.

A charming street full of a variety of unique boutiques, shops, and galleries you can browse to your heart’s content.

Old Fox Books & Coffeehouse, where story lives, friends meet, and excellent coffee is served.

A restaurant that specializes in Italian coastal cuisine and spectacular wine.

Serves some of the best seafood the city has to offer, freshly caught and cooked to perfection.

A 1920s-style cocktail bar on State Circle overlooking the Maryland State House, the Parley Room prides itself on creating classic cocktails along with tasty charcuterie and shared plates. Located a five-minute walk from the hotel.

A casual and contemporary American restaurant with a focus on seasonal produce.

Enjoy trails winding through forests and past grassy fields, children’s playground, or picnic among 340 acres of beautiful park land.

Rams Head On Stage is a renowned live music venue in downtown Annapolis, MD. Known for its intimate setting and excellent acoustics, it seats just over 300 guests for an up-close experience with top national and international artists. Since 1997, it has earned a reputation as one of the top small-capacity venues in the U.S., hosting nearly 400 shows each year across diverse genres.

Located in the middle of the action on Main Street, the 35+ wines by the glass and 120+ bottles pair perfectly with their elevated gourmet small-plates menu. Think of it as Maryland coastal meets California gourmet with a touch of New Orleans gluttony. Located a five-minute walk from the hotel.

Ruth’s Chris Steak House is located in the quaint, quiet neighborhood of Eastport in Annapolis, Maryland. Whether it’s a romantic steak dinner for two, an important business luncheon for 30 or more individuals, or a private party for six to 160 guests, Ruth's Chris Steak House will deliver superior service and an unforgettable dining experience in an atmosphere of warm, casual elegance.

Cozy, stylish spot serving up some of the best oysters & raw-bar fare in the region along with sandwiches, charcuterie & cocktails. Honoring the sailor and the sea.

A sunset cruise, a romantic dinner, a family excursion, a wedding proposal….. Seas the Bay will help you design your special day in Annapolis.

St. John’s College, nestled in the heart of Annapolis, offers intellectual and cultural offerings to visitors of the historic campus. Stroll around the third-oldest college in America, grab a coffee in the iconic bookstore and cozy café, or enjoy free admission to lectures, concerts, theatrical productions, and the Mitchell Art Museum. The college’s renowned discussion-based curriculum, centered around the Great Books, is available to high schoolers, undergraduate and graduate students, and lifelong learners.

The Vineyards at Dodon produces estate-grown wines. Tours and tastings are offered by appointment and Dodon has an active Wine Club.

Great place for eating sushi, having drinks with friends, and soaking up the special feeling of downtown’s West Street.

The United States Naval Academy is a service academy located in the heart of Annapolis, Maryland. Established in 1845, it is the second oldest of the five U.S. service academies, and educates officers for commissioning primarily into the United States Navy and United States Marine Corps.

A restaurant and wine bar that serves fantastic farm-to-table New American cuisine.

This five-part Georgian mansion was built in the 1760s by William Paca, one of Maryland’s four Signers of the Declaration of Independence and the state’s third Governor. Guided tours of the house, which features period furnishings and paintings, reveal the inner workings of an upper-class household in colonial and revolutionary Annapolis.

Women's Clothing Boutique where you'll find a well edited selection of fine women's clothing, shoes, and accessories. The stylists at Wrabyn focus on helping clients explore, discover and curate a personal style that is uniquely theirs.