Video Credit: Jeff B. Voigt Aerial Photography

What Makes Us a Perfect Destination for a Carefree Vacation

The Location

We absolutely believe location is everything. And we’ve got it!

We are ideally nestled in downtown Annapolis’ historic maritime district, Eastport, two blocks from famed Restaurant Row. It is an eclectic neighborhood of Annapolis, much like SoHo, the Village or TriBeCa are neighborhoods of Manhattan.

Here, you will spend your downtime among the locals, experiencing the fabric of Annapolis as we do: casually and carefree. In our unhurried peninsula location, you will find yourself immersed among marinas, boatyards, yacht clubs, sailing schools, galleries, and the BEST restaurants. See what makes Eastport the fun part of Annapolis.

The INN

The only one in downtown Annapolis surrounded by rivers and the Bay, is so close to the water that on a breezy day, you can hear bans of rigging melodiously striking the masts of sailboats, like distant church bells. If you choose to sleep with your windows open, capturing the Bay breezes, you may awaken to the harmony of morning calisthenics dutifully performed by United States Naval Academy (USNA) midshipmen.

Guests continually recognize that while it takes only minutes to walk through our quaint neighborhood to the City Dock area, they find themselves wonderfully removed from all the congestion, noise, and the parking challenges that come with Annapolis being, truly, a world-class destination.

b and b exterior (specific to current house)

5–10 Minute Stroll from the INN

Annapolis’ best restaurants are also the closest! Positioned on or near Restaurant Row, please find our favorite locally owned/managed establishments that are known for their excellence in food/service/views and/or neighborhood hangout. Feel free to ask for more details upon confirming your INN reservation.

"DAVIS' PUB" written in white font on lime green background with yellow square on left side depicting a "coat of arms" with two dogs, a black shield with a relief of trumpy yacht, crab, sailboat and bird with two banners on top and bottom (written words illegible)

"CAROL'S CREEK CAFE; A WATERFRONT DINING EXPERIENCE" written in red font (restaurant name) and black font (slogan) with minimalist drawing of red and white flag banner on transparent background

"RUTH'S CHRIS STEAKHOUSE, U.S. PRIME" with "RUTH'S" and "STEAK HOUSE" in white found, "CHRIS" in red, and "U.S. PRIME" in mock-white-stamp on black background with white-line frame

"BLACKWALL HITCH" with "C" as anchor with blue rope on black background with gold line and dots for decoration

"LEWNES' STEAKHOUSE" in gold lettering on green sign with transparent background

"O'LEARY'S" in red font, "SEAFOOD RESTAURANT" in yellow with yellow fish above lettering on black background

"BOATYARD BAR AND GRILL" in red lettering with red and white sailboat flag on left with "B" in the middle of the two colors on transparent background

"CH CHART HOUSE" in white lettering on navy blue background

"VIN 909 WINECAFE" in white lettering on black background

Galleries, Museums, Shops, Cafes, Sailing, and More

Within the same short 5–10-minute walk, you can visit art galleries, cafe and small grocery markets, sailing schools, boatyards, and the Annapolis Maritime Museum.

15–20 Minute Stroll From the INN

Ask anyone. Eastport remains the fun and highly coveted neighborhood of downtown Annapolis!

A short scenic walk over the operator tendered drawbridge will put you in the geographic center of town, City Dock, and Main Street. The United States Naval Academy is a few steps past City Dock.

For a more nautical approach, try the water taxi on your return to the INN.

St. Mary's church in upper left side with winter-bare rtees in front; State capitol in the center and Yatch club on right with Eastport bridge in front of church; white sailboats on far shore and in the foreground; brown wooden pilons and docks above blue water

outdoor shot of sidewalk with purple, yellow and orange flowers on the right side against white-pillared houses with bright green leaves, trees with bright green leaves on the left side; Eastport and American flags in the background with other green bushes

Annapolis downtown main street with St. Anne's church steeple in the background against blue sky; brick buildings on either side interspersed with green trees; lots of "N" flags to support Naval Academy (gold "N" on blue background) with cars parked on both sides of the street; traffic in street as well all behind crosswalk, green tree and bushes closest to front

Annapolis downtown mainstreet with two rows of cars parked on either side with oncoming white car; right side is in shadow with seven flags of various support on brick buildings; left is in sunlight with eight flags on brick buildings with waterfront in the distance with many boats in the harbor

"UNITED STATES NAVAL ACADEMY FOUNDED 1845" in bronze lettering with oval seat between "UNITED" and "STATES"' on white brick wall with tree behind it and greyish sky; green bushes and bushes with red and purple flowers in front on brown mulch and white brick pathway in the bottom left corner

Six boats lined up on the water in (from left to right) blue, green, brown, blue, yellow and red paint with white bottoms; other sailboats behind them and the lit-up Annapolis downtown on the far shore against night sky

20–25-Minute Walk From the INN

Continuing a few minutes more to “Uptown Annapolis”, you can find yourself along the West Street corridor, home of First Sunday Arts Festivals, nationally acclaimed music performances at the Ram’s Head On Stage, and more dining choices.

Originally founded in 1696 as King William’s School and later chartered in 1784 as St. John’s College, the campus and it’s wonderful Mitchell Art Gallery are also within an easy walk. Or for a change of pace, try a free pedicab ride.