Prequel: This trip to visit my parents for the holidays in greater Washington, D.C. (they live in Falls Church in suburban DC/northern Virginia) from my home in Montréal, Canada, I was determined that finally I would take a day to visit Maryland’s capital, a town whose praises had been sung by various acquaintances. A visit I felt was long overdue, having lived in Baltimore for 3 years in my late twenties and Falls Church for the duration of Jr. High and High School.
Logistics: Part of the difficulty getting to Annapolis for car-less little old moi has been the relatively small number of public transportation options to the capital. However, this trip, thanks to internet research, I had decided to take the #921 (Dillon’s Bus in conjunction with the MTA—Maryland Transit Administration) for $3.50 each way, what is truly a commuter bus operating out of New Carrollton Metro stop (running only on weekdays) right into the heart of Historic Annapolis. The last commuter bus out of New Carrollton left at 8:45am in the morning, so this required me getting to West Falls Church metro by 7:15am, an early morning on a holiday. Be warned, those who wish to follow in my footsteps that you go the the right side of the Metro (buses toward Route 50 as the sign at New Carrollton indicates) to catch the Dillon’s-MTA bus, which is more the height and size of a Greyhound with comfortable cloth seats, rather than a typical MTA Baltimore bus model.
Although it was about 30ºF and somewhat blustery today, I was pleased that the sun was out, providing sufficient warmth to make walking around bearable. I highly recommend to start one’s day with a visit to the Visitor Information Center on West Street near Church Circle, as not only were the women working there incredibly helpful with independent walking tour, restaurant and café suggestions, these ladies were terrifically warm human beings, who appeared to take great pleasure in their work, chatting with me at length and giving me some of my fondest memories of the day.
It didn’t take long before I decided that Annapolis was the unsung jewel of the mid-Atlantic, so charmed was I by the compactness of the city, with its narrow, red-brick sidewalks, streets and roundabouts à la England, not to mention the delightfully-named alleyways like Chancery Way surrounded continually by the rows of early-13-colonies window-shuttered architecture. While this may seem reminiscent of a Colonial Williamsburg, the presence of the harbor on the mouth of the Severn River/Spa Creek offers a delightful, scenic bonus. The battery of evidence of the historic importance of Annapolis was ubiquitous, with the tall, red-, white- and steel-coloured cupola-adorned Maryland State Capitol (which was briefly in the 1780s the U.S. Capitol!) visible from multiple angles around surprising corners; the grey pointy steeple of venerable St. Anne’s Church must be one of the older congregations in the USA; and the stately campus of St. John’s College (founded 1696) can’t be preceded by too many institutions of its kind in English North America. But unlike certain history-associated destinations in the Americas which can feel unlived-in and museum-like, I appreciated that Annapolis, like its European brethren, certainly remains a living, breathing community due in part to its proximity to Washington DC and importance as Maryland capital.
Be warned in the winter season (especially around Xmas) that relatively few historic homes will be open to visitors and also that at the William Paca (pronounce “PAY-ca”) House (one of the four Maryland signers of the Declaration of Independence), the $8 home tour is not necessarily focused on the actual history of the house (there was a theme of Christmas decorations instead the day I went) as I had expected.
As far as snacks were concerned, I was pleased for the options of tea/coffee shops (not just Starbuck’s but all two local, Hard Beans Café and City Dock Café) in the walkable historic area near the harbor, allowing warming relief from the the finger-chilling (gloves *had to* come off to take photos!) windy coldness of the day. However, it was a stop in the Middleton Tavern (founded in 1740) for a “Maryland clam chowder” and an amber lager that was the highlight of the brief visit; hard to believe that for under $13, at a very unpretentious establishment, that I was congregating in the same locale as Thomas Jefferson, Benjamin Franklin and George Washington did some 230-odd years ago! The wooden paneling, framed prints and “John Shaw” US flag of the 13 colonies with 8-pointed stars (rather than 5-pointed stars as on the modern flag) reminded me that the “Betsy Ross” flag was only one model of its time.
Catching Dillon’s Bus at 2:40pm from West & Calvert (~10-minute walk from the City Docks), I was thinking how under-rated Annapolis is (a number of well-educated Canadian friends had never even heard of it when I said I was visiting!), an affordable getaway from Washington-area visitors costing me $7 round-trip from New Carrollton, $15 round-trip all-told from Northern Virginia. It’s a pity the capital is not better served by public transportation options, with especially few options on weekends. I’ve liked other places within easy striking distance of DC such as Old Town Alexandria and certain Baltimore neighbourhoods, but Annapolis in my mind is unquestionably the most charming community I’ve seen yet within an hour of the nation’s capital.
(Car-less in) Annapolis: The Jewel of the Mid-Atlantic?
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I have wanted to visit Annapolis for years, Daniel. After reading your report I have to push it to the top of the list. Thank you for such a comprehensive and practical trip report.
Enjoy your visit with your family.
Loved your report. Annapolis, in winter, is indeed an underrated jewel. The streets are less crowded and the pace is slower. Too bad the State House was under construction during your visit, as it's a real joy to explore. You've just begun to scratch the surface.
I will say, however, that during the summer, Annapolis is a different animal. A lot busier and more crowded. Definitely worth visiting, but a completely different vibe.
We moved from Annapolis in 2003 so I loved hearing about your trip Daniel-brings back lots of great memories so thanks for sharing!

I wanted to add that my favorite streets in the city were Fleet Street and Pinkney Street for the overall aesthetic. Also, I realized I miswrote "I was pleased for the options of tea/coffee shops (not just Starbuck’s but all two local, Hard Beans Café and City Dock Café)"; there were many more cafes than that in the historic heart...these just happened to be the two that I happened to stop in.
DAN
Thank all for your comments.
I hope your visit will be as enjoyable as mine, cmcfong!
Callaloo, I was sorry too about the State Capitol, although I was glad at least to get to see it from the outside (I love the circular on which it lay and the charming side streets surrounding). I guess I'll have to go back sometime to see the Capitol's inside, and to go in summer to experience the difference vibe!
Nature Girl, I'm a touch jealous that you had the opportunity to live in such a super place!
Best wishes
I thought for anyone else who wanted to visit Annapolis by public transit that an inclusion of the MTA link would be helpful...
http://www.mtamaryland.com/services/commuterbus/schedulesSystemMaps/921CommuterLineForWeb2.pdf
While a weekday day-trip requires getting up early to catch the 8:45am bus, the nice thing is the buses leave Annapolis to the DC metro system Orange Line as late as 7:45pm. So one could certainly spend a longer day than I did (had it been even 10 degrees warmer or not so windy, I almost undoubtedly would have stayed until 5pm; that's how much I enjoyed soaking the ambience).
Best wishes,
Daniel
Having worked in Annapolis for 30 years, I concur with the comments about the town's charm and "walkability". The State House renovation is now finished, and it is well worth a visit (the oldest American state house still in use).
Topping this to remind me to look at bus routes now.
Came upon this 2008 TR by Daniel_Williams and wondered if things have improved with bus service from DC to Annapolis.
There may be another bus line and there is one to Kent Island. Annapolis has a good bus system and I think more extensive than in 2008. Daniel's link above couldn't open but here's what I found:
http://www.annapolis.gov/Government/Departments/Transportation/BusRoutes.aspx
http://mta.maryland.gov/services/commuterbus/schedulesSystemMaps/
I noticed on that commuter bus list that I don't see the #921 bus out of New Carrollton that I took listed anymore on the MTA website. This made me wonder if the bus still exists.
However I did find the following online: http://www.dillonbus.com/pdf/921_1.pdf
I'll have to investigate further to see if it's still around. (I liked this option as 1) my parents live on the orange line and 2)it was only a 30 minute busride thankfully seemed to bypass much of DC area traffic.)
Thanks for updating the options into Annapolis, tdudette! Daniel