Fast Facts
- Population
- ~40,812 (2020 census)
- Typical visiting season
- May–October (sailing season)
- One Unusual Stat
- Oldest state capitol in continuous legislative use in the U.S.
- Miles from Washington, D.C.
- 33 mi (U.S. Naval Academy)
What to Know Before You Arrive
Annapolis sits on the Chesapeake Bay at the mouth of the Severn River; the U.S. Naval Academy's visitor page places it 33 miles east of Washington, D.C. and 30 miles southeast of Baltimore. It began as Providence in 1649, founded by Puritan exiles, was relocated and renamed for Princess Anne of Denmark in 1694, and was incorporated as a city in 1708. For nine months, from November 1783 to August 1784, it was the actual capital of the United States — the only reason most Americans have heard the word “Annapolis” in a history class.
The Maryland State House anchors the historic core: construction began in 1772, the legislature first convened there in 1779, and Wikipedia describes it today as the oldest state capitol in the country still in continuous legislative use. Its dome, built without a single nail, is the largest wooden dome of its kind in America. It's a short walk from City Dock, the colonial waterfront where the Market House and the Kunta Kinte-Alex Haley Memorial sit within sight of each other.
The United States Naval Academy, founded in 1845 on the site of the old Fort Severn, occupies a large stretch of reclaimed riverfront just past the historic district. Roughly 4,500 midshipmen train there on a four-year program that carries a five-year active-duty commitment after graduation. Outside the Academy gates, the rest of Annapolis leans hard into sailing — the city markets itself as “America's Sailing Capital” and hosts the world's largest in-water sailboat show every fall.
The Road Trip Stop
The United States Naval Academy is the anchor and the single most-visited site in Annapolis — but it's an active military installation, not an open campus, and getting in takes planning. Visitors 18 and older need a REAL ID–compliant driver's licence or state ID, a U.S. passport or an enhanced driver's licence, and visitors without a Department of Defense credential park outside and walk in through Gate 1. Inside, the Naval Academy Museum and the chapel (with John Paul Jones's crypt) are open to the public on the standard visitor route.
Budget the time
- The Armel-Leftwich Visitor Center opens daily at 9 a.m., closing at 5 p.m. from March through December and at 4 p.m. in January and February.
- Ninety minutes covers the Academy's public sites — the museum, the chapel, and a walk through the Yard, if you're cleared through the gate that day.
- City Dock and the State House are a flat, easy walk from most downtown parking — plan an hour for the two together, more if the legislature is in session and you want to watch from the gallery.
- The Annapolis Sailboat Show takes over City Dock each October. The show's organizers list the 2026 show for October 15–18 at City Dock, with floating docks lined with sailboats from manufacturers around the world and show tents along the shore.
Neighborhoods
Historic District / City Dock
Colonial-era streets radiating out from the harbor, with Main Street's shops and restaurants running straight down to the water.
State Circle
The government core around the State House — Maryland's working seat of power, inside 18th-century walls.
Church Circle
The historic district's other circle, anchored by St. Anne's Church, a short walk from State Circle.
West Street Arts District
A gallery-and-restaurant corridor running west from the historic core — the newer, less colonial side of downtown Annapolis.
The Food Stop
Annapolis takes its seafood as seriously as its sailing. The Maryland State Archives' state-symbols page says the blue crab's flavor is appreciated by cracking and eating steamed hardshells or feasting on softshells.
For something less messy, the Annapolis Market House at City Dock lists oysters on the half shell on its menu, sold singly, by the half dozen or by the dozen. We were unable to confirm other casual seafood counters or raw bars near the water.
One brewpub within 10 miles of Annapolis. In a small town that is often the kitchen still serving when everywhere else has stopped.
See all 1
- Forward Brewing418 Fourth Street, Annapolis
*Check before you go. This list says what the source records as open and where it is — nothing more. Opening hours, whether a kitchen is serving, and whether anywhere suits your family are not in this data and change without notice. A production site may have no public room at all. Please confirm with the venue.
Brewpub locations from Open Brewery DB (MIT)
The Home Teams
Navy Midshipmen
NCAA Division I (Patriot League / American Athletic Conference football)The Naval Academy's football team plays home games at Navy-Marine Corps Memorial Stadium in Annapolis, and the Navy athletics fan guide says the midshipmen march on 30 minutes before the start of the game.
Day Trips
| Destination | Time | Distance | How we got it |
|---|---|---|---|
| Washington, D.C.guide | 48 min | 33 mi | routed |
| The National Mall, Smithsonian museums, and the full weight of the federal capital — about 40 minutes west. | |||
| Baltimoreguide | 42 min | 31 mi | routed |
| The Inner Harbor, Fort McHenry, and Camden Yards — a straightforward 30–40 minute drive north. | |||
| Sandy Point State Park | 14 min | 9 mi | routed |
| A Chesapeake Bay beach park directly next to the Chesapeake Bay Bridge, with a one-mile sandy beach, swimming in designated areas, and fishing and crabbing piers. Maryland DNR says advance reservations are required on weekends and holidays from Memorial Day to Labor Day. | |||
| St. Michaels (Eastern Shore) | 1 hr 15 min | 51 mi | routed |
| A town in Talbot County on Maryland's Eastern Shore, across the Chesapeake Bay from Annapolis, and home to the Chesapeake Bay Maritime Museum. | |||
2 of these are places the Hub has its own guide to — marked guide and linked from the name.
Routed figures are computed over map data at free-flowing speeds, between map points rather than street addresses, so a real drive runs longer.
Distances routed by OSRM and places geocoded by Nominatim, over map data © OpenStreetMap contributors (ODbL)
Worth a Weekend
20 more Highway Heads places lie within about 180 miles of Annapolis in a straight line — far enough that most are a night away rather than an afternoon.
- National Air and Space MuseumDistrict of Columbiaabout 30 mi
- Washington, D.C. — U.S. CapitolDistrict of Columbiaabout 30 mi
- DoverDelawareabout 55 mi
- FrederickMarylandabout 60 mi
- Harpers FerryWest Virginiaabout 70 mi
- LewesDelawareabout 75 mi
- WilmingtonDelawareabout 75 mi
- Rehoboth BeachDelawareabout 80 mi
- Cape MayNew Jerseyabout 90 mi
- HarrisburgPennsylvaniaabout 90 mi
- Ocean CityMarylandabout 90 mi
- Independence HallPennsylvaniaabout 100 mi
- PhiladelphiaPennsylvaniaabout 100 mi
- Atlantic CityNew Jerseyabout 110 mi
- RichmondVirginiaabout 110 mi
- Shenandoah CountryVirginiaabout 110 mi
- TrentonNew Jerseyabout 130 mi
- NewarkNew Jerseyabout 170 mi
- New York CityNew Yorkabout 180 mi
- Statue of Liberty National MonumentNew Yorkabout 180 mi
Wineries and Distilleries Nearby
3 producers we have checked near here. These are the ones from our research we could check against their own site — not every producer there is.
District Winery
Urban winery that ferments and bottles on site using grapes from other regions.
- HoursWed-Thu 4-9, Fri 4-10, Sat 12-10, Sun 12-7; closed Mon-Tue
- Toursyes - winery tours offered
- Foodyes
- Phone202-484-9210
385 Water St SE, Washington, DC 20003
Republic Restoratives
Ivy City distillery described in press as DC's first women-run distillery.
- Toursyes - distillery tours
- Phone202-733-3996
1369 New York Avenue NE, Washington, DC 20002
George Washington's Distillery & Gristmill
Working reconstruction of the whiskey distillery Washington operated; it produced nearly 11,000 gallons in 1799.
- HoursWeekends, April-October
- Toursyes - seasonal; included with Mount Vernon admission or sold separately
- Phone703-780-2000
5513 Mount Vernon Memorial Hwy, Alexandria, VA 22309
*Check before you go. Every producer here links to its own site, which is where we read these details on the date we checked. Opening hours, tour times, tasting fees and who may come in change without notice and belong to the producer. A blank is something we did not confirm, not something they lack. None of these say anything about children, so do not plan around it without asking them.
Music Venues Nearby
Within 60 miles of Annapolis, nearest first.
Where to see something
Rams Head On StageclubAnnapolis
- Address
- 33 West Street, Annapolis, MD 21401
- Phone
- (410) 268-4545
Seated listening room inside Rams Head Tavern.
9:30 ClubclubWashington
- Hours
- Mon-Fri 12pm-7pm; show nights 12pm-11pm; weekend show nights from 6pm or 1 hr before doors
- Address
- 815 V St NW, Washington, DC 20001
- Phone
- 202-265-0930
- Capacity
- 1,200
Opened in 1980 at 930 F St NW; moved to V Street in 1996.
Black CatclubWashington
- Address
- 1811 14th St NW, Washington, DC 20009
Blues AlleyclubWashington
- Hours
- Open seven days a week (see show listings)
- Address
- 1073 Rear Wisconsin Ave NW, Washington, DC 20007
- Phone
- 202-337-4141
DAR Constitution HalltheaterWashington
- Address
- 1776 D St NW, Washington, DC
- Capacity
- 3,702
National Historic Landmark; 1939 refusal to host Marian Anderson led Eleanor Roosevelt to resign her DAR membership.
Howard TheatretheaterWashington
- Address
- 620 T St NW, Washington, DC 20001
- Capacity
- 700 reserved / 1,200 GA
Opened Aug 22, 1910; on National Register since 1974; reopened April 2012 after renovation.
See the other 4
Lincoln TheatretheaterWashington
- Address
- 1215 U St NW, Washington, DC 20009
- Phone
- 202-888-0050
- Capacity
- 1,225
Opened Jan 1922 on U Street, the corridor known as Washington's Black Broadway; on National Register.
The AnthemclubWashington
- Hours
- Daily 12pm-7pm; open 1 hr after show start on show days
- Address
- 901 Wharf St SW, Washington, DC 20024
- Phone
- 202-888-0020
Warner TheatretheaterWashington
- Address
- 513 13th St NW, Washington, DC 20004
- Phone
- 202-783-4000
The BirchmereclubAlexandria
- Hours
- Bar area opens 5pm (show days)
- Capacity
- 500
Began in Arlington's Shirlington area; moved to Mt. Vernon Avenue, Alexandria, in 1997.
This is a list of what is near you, not a recommendation of any of it. Opening times, line-ups and ticketing change without notice, so check the venue’s or organiser’s own site — every name above links to it.
Parks and Attractions Nearby
Within 60 miles of Annapolis, nearest first.
Maryland Renaissance FestivalSeasonalAnnapolis
Renaissance festival, not an amusement park; site thanks guests for the 50th (2026) season and lists 2027 dates.
This is a list of what is near you, not a recommendation of any of it. Every one of these runs a season rather than opening year round. Opening and closing dates move every year and we hold none of them, so check the park’s own calendar before you build a day around it. Prices, hours and ride closures change without notice — every name above links to the park’s own site.
Practical Road Trip Info
Naval Academy visitor rules can change without notice. Confirm current ID requirements and gate hours on the Academy's own site before building a trip around campus access.
Downtown is walkable but parking is tight. The historic district's streets are narrow and colonial by design; municipal garages near City Dock are usually the easiest bet.
Fall brings the sailboat show and game days. Both fill hotels fast; book well ahead if either overlaps with your visit.
The State House is a working government building. The Maryland State Archives says it is open to the public every day from 8:30 a.m. to 5:00 p.m., except Christmas and New Year's Day, with self-guided tour information by the Archives Room on the first floor; group tours of the legislative complex are by advance reservation on weekdays.
One public campground within 25 miles of Annapolis, and it takes reservations. Public campgrounds run by federal agencies. State-park and private campgrounds are not included.
The Local Debate
Family-Friendly
Naval Academy Museum
Ship models, uniforms and naval history laid out at a pace that holds attention without requiring reading every placard.
City Dock
An easy, flat waterfront walk with boats to watch and ice cream within reach — low-effort, high-reward for a family afternoon.
Market House
A casual, browse-and-snack stop that doesn't require sitting through a full meal.
Sandy Point State Park beach
A short drive out of town for actual swimming and sand, with the Bay Bridge as a backdrop.
Plan Your Visit
United States Naval Academy Visitor Center
- Address
- 52 King George St, Annapolis, MD 21402
- Hours
- Check the official site for current visitor hours and ID requirements
- Price
- Free to enter with valid ID; check the official site for tour pricing
- Link
- usna.edu/Visit
We checked opening hours, seasonal opening, operating status and reservations on 2026-10-13. These change without notice — confirm with usna.edu, navalacademytourism.com, msa.maryland.gov, navysports.com, annapolisboatshows.com, ndw.cnic.navy.mil, annapolismarkethouse.com and dnr.maryland.gov the week you travel.
Sources — 34 claims, 33 checked against the source on 2026-09-22
| Claim | Source | Status |
|---|---|---|
| Population 40,812 (2020); ~25 mi south of Baltimore, ~30 mi east of Washington, D.C., on the Chesapeake Bay at the Severn River's mouth | Annapolis, Maryland — Wikipedia | Checked |
| Founded 1649 as Providence; renamed for Princess Anne of Denmark in 1694; incorporated as a city in 1708; served as temporary U.S. capital Nov 1783–Aug 1784, where Washington resigned his commission | Annapolis, Maryland — Wikipedia | Checked |
| Maryland State House construction began 1772, legislature first convened 1779; described as “the oldest in continuous legislative use in the United States”; largest wooden dome built without nails in America | Annapolis, Maryland — Wikipedia | Checked |
| U.S. Naval Academy founded 1845 on the site of Fort Severn; ~4,500 midshipmen; four-year program with five-year active-duty commitment; visitor passes and photo ID typically required | Annapolis, Maryland — Wikipedia | Checked |
| Annapolis known as “America's Sailing Capital” / “Sailing Capital of the World”; hosts the world's largest in-water sailboat show | Annapolis, Maryland — Wikipedia | Checked |
| City Dock waterfront district with Market House and Kunta Kinte-Alex Haley Memorial; Church Circle (St. Anne's Church) and State Circle as historic neighborhoods | Annapolis, Maryland — Wikipedia | Checked |
| Kunta Kinte-Alex Haley Memorial at City Dock commemorates the name and place of arrival of an enslaved African; a plaque dedicated in 1981 recognizes Kunta Kinte's arrival aboard the Lord Ligonier in 1767 | City of Annapolis — Kunta Kinte-Alex Haley Memorial | Checked |
| Naval Academy Museum, Preble Hall: two floors of exhibits on seapower, the U.S. Navy and the Academy; admission free; open Monday and Wednesday-Saturday 9 a.m.-5 p.m., Sunday 10 a.m.-4 p.m., closed Tuesday and federal holidays | U.S. Naval Academy Museum | Checked monitored · 2026-10-13 |
| Navy football 2026 home games at Navy-Marine Corps Memorial Stadium, Annapolis, MD | Naval Academy Athletics — 2026 Football Schedule | Checked monitored · 2026-10-13 |
| Sandy Point State Park, 1100 East College Parkway, Annapolis, MD 21409: one-mile sandy beach, located directly next to the Chesapeake Bay Bridge | Maryland DNR — Sandy Point State Park | Checked |
| St. Michaels is one of the towns of Talbot County, in the heart of Maryland's Eastern Shore | Talbot County, Maryland (county government) | Checked |
| Maryland blue crab: the state-symbols page says the flavor is appreciated by cracking and eating steamed hardshells or feasting on softshells | Maryland State Archives — Maryland State Crustacean: Blue Crab | Checked |
| Naval Academy visitor access: general public visitation resumed May 11, 2026; REAL ID-compliant license or state ID, U.S. passport or passport card, or enhanced driver's license required for visitors 18 and older; access to the grounds is limited | United States Naval Academy — official visitor site | Checked monitored · 2026-10-13 |
| Naval Academy and NSA Annapolis installation access: REAL ID-compliant license or state ID, U.S. passport or passport card, or enhanced driver's license for visitors 18 and older; general public visitation resumed May 11, 2026; bag check and magnetometer screening | NSA Annapolis — Installation Access Information | Checked monitored · 2026-10-13 |
| Naval Academy general public visitation hours 0600-2000 (Mar 1 - Oct 31) and 0600-1800 (Nov 1 - Feb 28); pedestrian entry through Gate 1 or Gate 8 | United States Naval Academy — Base Access | Checked monitored · 2026-10-13 |
| Armel-Leftwich Visitor Center, 52 King George Street, Annapolis, MD 21402; open daily 9:00 a.m. to 5:00 p.m. March through December | Naval Academy Business Services Division — Visitor Center | Checked monitored · 2026-10-13 |
| Annapolis Sailboat Show, October 15-18, 2026, City Dock, Annapolis (floating docks of sailboats, show tents along the shore) | Annapolis Boat Shows — Annapolis Sailboat Show | Checked monitored · 2026-10-13 |
| Naval Academy Chapel and crypt of John Paul Jones open for visitors most weekdays, 8:00 a.m. to 4:00 p.m., except during weddings, funerals, memorial services and special events | U.S. Naval Academy Chaplains Center | Checked monitored · 2026-10-13 |
| Historic Annapolis rallied public support to rescue the 1858 Market House at City Dock from demolition plans | Historic Annapolis — History | Checked |
| Annapolis Market House, 25 Market Space, City Dock: seafood, American cuisine, catering services, events hall and live music | Annapolis Market House | Checked monitored · 2026-10-13 |
| Maryland State House: Continental Congress met in the Old Senate Chamber Nov 1783 - Aug 1784, where Washington resigned his commission | Maryland State Archives — Maryland State House | Checked |
| Maryland State House open to the public daily 8:30 a.m. to 5:00 p.m. except Christmas and New Year's Day | Maryland State Archives — State House visitor information | Checked monitored · 2026-10-13 |
| Annapolis Market House menu lists oysters on the half shell (single, half dozen, dozen) | Annapolis Market House | Checked monitored · 2026-10-13 |
| Other casual seafood counters and raw bars near City Dock | No source accepted yet | Not confirmed |
| Navy football fan guide: midshipmen march-on 30 minutes before the start of the game | Naval Academy Athletics — Football Parking & Fan Guide | Checked monitored · 2026-10-13 |
| Naval Academy Museum hours: Monday and Wednesday-Saturday 9 a.m.-5 p.m., Sunday 10 a.m.-4 p.m., closed Tuesday and federal holidays; admission free | U.S. Naval Academy Museum — Visitor Information | Checked monitored · 2026-10-13 |
| Maryland State House: picture IDs required for entrance and metal detectors in operation; self-guided tour information at the Archives Room | Maryland State Archives — State House visitor information | Checked monitored · 2026-10-13 |
| Sandy Point State Park: day-use reservations required weekends and holidays from Memorial Day to Labor Day | Maryland DNR — Sandy Point State Park | Checked monitored · 2026-10-13 |
| Chesapeake Bay Maritime Museum is located in St. Michaels, Maryland | Chesapeake Bay Maritime Museum — Wikipedia | Checked |
| Chesapeake Bay Bridge connects Maryland's Eastern Shore and Western Shore near Annapolis (Sandy Point State Park) | Chesapeake Bay Bridge — Wikipedia | Checked |
| The Academy states all visitors 18 or older must present a REAL ID compliant driver's license or state ID card, a United States Passport, or an Enhanced Driver's License, and that visitors without a DoD credential park outside the Academy and walk in through Gate 1 (checked 2026-10-14) | United States Naval Academy — Visit | Checked monitored · 2026-10-14 |
| The visitor centre lists March–December daily 9:00 a.m.–5:00 p.m. and January–February 9:00 a.m.–4:00 p.m., closed Thanksgiving, Christmas, New Year's Day and Easter before noon (checked 2026-10-14) | Naval Academy Visitor Center | Checked monitored · 2026-10-14 |
| Annapolis is “Located 33 miles east of Washington, DC and 30 miles southeast of Baltimore&rdquo | U.S. Naval Academy — Visit | Checked |
| The State House is open to the public every day 8:30 a.m.–5:00 p.m., except Christmas and New Year's Day; self-guided tour information is available by the Archives Room on the first floor; Visitors Program group tours are by advance reservation only on weekdays (checked 2026-10-15) | Maryland State Archives — Visiting the Maryland State House | Checked monitored · 2026-10-15 |
Road Trippin’ with the Harts
The Highway Heads books turn the miles between stops into a game the whole car can play.
See the booksLive Conditions
Wildlife Spotted Nearby
Nearest Airports
Straight-line distance from Annapolis, not drive time.
- Fort Meade Executive (FME) — 16 miles
- Baltimore/Washington International Thurgood Marshall (BWI) — 17 miles
- Martin State (MTN) — 24 miles
Also in
A stop on this page turns up in other Highway Heads collections.
Explore the Full Road Trip
Return to the Highway Heads map and discover the next family-ready stop.
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