Maryland
Historic Hotels & Inns in Maryland
From Baltimore’s harbor and colonial Annapolis to the Eastern Shore’s bay towns and the Civil War and National Road country of Western Maryland: every historic hotel and inn in the state we could verify.
The short answer
Baltimore has the most of any town, with six historic hotels in Fells Point, downtown and Mount Vernon, from the 1928 Lord Baltimore to Pendry Baltimore in the city’s 1914 Recreation Pier. In Annapolis, book the Historic Inns of Annapolis, whose Maryland Inn dates from 1772, or The Annapolis Inn, a 1770s townhouse with three rooms. The Eastern Shore has the most of any region, spread across small towns: Chestertown’s White Swan Tavern, whose front Joseph Nicholson built after buying the lot in 1733, three inns in St. Michaels and the Inn at the Canal in Chesapeake City. Inland, Antrim 1844 is a Greek Revival mansion in Taneytown; in Western Maryland, Inn BoonsBoro fills a 1790s stone hotel, and the Jacob Rohrbach Inn in Sharpsburg is near Antietam National Battlefield.
Our top picks
Best overall
Antrim 1844
Built 1844 · Taneytown
Col. Andrew Ege's 1844 Greek Revival mansion, a hotel since 1988; 31 of the 40 rooms are in other houses and outbuildings,…
Best small inn
Inn BoonsBoro
Built 1790s · Boonsboro
Peter Conn's 1790s stone hotel, The Eagle, at Main and St. Paul Streets, now an eight-room B&B with free parking; no children…
Oldest
White Swan Tavern
Built c. 1733 · Chestertown
Joseph Nicholson built its front after buying the High Street lot in 1733; one of the six rooms is shoemaker John Lovegrove's…
Most haunted
Historic Inns of Annapolis
Built 1772 · Annapolis
Thomas Hyde's 1772 Maryland Inn and two colonial houses on State Circle, named to Historic Hotels of America's most-haunted list in 2023–25.
Best B&B
Inn at the Canal
Built 1870 · Chesapeake City
Henry Brady, whose mule teams pulled barges through the canal, built it in 1870; Cecil County's first B&B, opened in 1987, with…
Grand hotel
Lord Baltimore Hotel
Built 1928 · Baltimore
William Lee Stoddart's 22-story French Renaissance tower, opened in 1928, which ended its racially restrictive guest policies in 1958.
Where they are
Where to go
Every historic inn in Maryland
| Inn | Town | Built | Rooms | Type | Price | Haunted | |
|---|---|---|---|---|---|---|---|
| White Swan Tavern | Chestertown | c. 1733 | 6 | Inn | – | Rates | |
| Historic Inns of Annapolis | Annapolis | 1772 | – | Inn | – | Yes | Rates |
| The Annapolis Inn | Annapolis | 1770s | 3 | B&B | – | Rates | |
| Inn BoonsBoro | Boonsboro | 1790s | 8 | Inn | – | Rates | |
| The William Fell | Baltimore | 18th century | 80 | Boutique hotel | – | Yes | Rates |
| Jacob Rohrbach Inn | Sharpsburg | 1804 (inn's claim) | 5 | B&B | – | Rates | |
| Old Brick Inn | St. Michaels | c. 1816 | – | Inn | – | Rates | |
| The Casselman Inn | Grantsville | c. 1842 | 3 | Inn | – | Rates | |
| Antrim 1844 | Taneytown | 1844 | 40 | Inn | – | Rates | |
| Visitation Hotel Frederick | Frederick | 1846 | – | Boutique hotel | – | Rates | |
| Brampton 1860 | Chestertown | c. 1860 | 13 | Inn | – | Rates | |
| The Wildset Hotel | St. Michaels | Before 1871 | 34 | Boutique hotel | – | Rates | |
| Inn at the Canal | Chesapeake City | 1870 | 7 | B&B | – | Rates | |
| Flag House Inn | Annapolis | 1879 | 6 | Inn | – | Rates | |
| Bishop’s House Bed & Breakfast | Easton | 1880 | 4 | B&B | $$ | Rates | |
| Parsonage Inn | St. Michaels | 1883 | 8 | B&B | – | Rates | |
| Vandiver Inn | Havre de Grace | 1886 | 17 | Inn | – | Rates | |
| Atlantic Hotel | Berlin | c. 1895 | 17 | Inn | – | Rates | |
| Inn at Henderson’s Wharf | Baltimore | 1897 | – | Inn | – | Rates | |
| Hollerstown Hill Bed & Breakfast | Frederick | 1901 | – | B&B | – | Rates | |
| The Oaks Waterfront Hotel | Royal Oak | By 1902 | – | Boutique hotel | – | Rates | |
| Kimpton Hotel Monaco Baltimore | Baltimore | 1906 | 202 | Boutique hotel | – | Rates | |
| Hotel Indigo Baltimore Downtown | Baltimore | 1907 | – | Boutique hotel | – | Rates | |
| Pendry Baltimore | Baltimore | 1914 | 127 | Boutique hotel | – | Rates | |
| Lord Baltimore Hotel | Baltimore | 1928 | – | Grand hotel | – | Yes | Rates |
Price is a typical nightly rate: $ under $200, $$ $200–349, $$$ $350–549, $$$$ $550+. Rates vary by season; check the inn for exact prices.
Elsewhere in Maryland
Built c. 1733 · Chestertown · Inn
White Swan Tavern
Why stay Joseph Nicholson built its front after buying the High Street lot in 1733; one of the six rooms is shoemaker John Lovegrove's earlier one-room house.
Good to know Breakfast: included
Built 1772 · Annapolis · Inn
Historic Inns of Annapolis
Why stay Thomas Hyde's 1772 Maryland Inn and two colonial houses on State Circle, named to Historic Hotels of America's most-haunted list in 2023–25.
The ghost story Historic Hotels of America has named the inns to its Top 25 Most Haunted Historic Hotels list in 2023, 2024 and 2025; the HHA listing does not describe the specific stories.
Good to know Pets welcome
Built 1770s · Georgian townhouse (Greek Revival interior alterations) · Annapolis · B&B
The Annapolis Inn
Why stay Thomas Rutland's 1770s Georgian townhouse, later Dr. James Murray's home: three B&B rooms, each on its own floor, a block from City Dock.
Good to know Breakfast: included
Built 1790s · Boonsboro · Inn
Inn BoonsBoro
Why stay Peter Conn's 1790s stone hotel, The Eagle, at Main and St. Paul Streets, now an eight-room B&B with free parking; no children 13 and under.
Good to know Breakfast: included · Parking: on-site free · No elevator · No pets
Built 1804 (inn's claim) · Sharpsburg · B&B
Jacob Rohrbach Inn
Why stay A house the inn dates to 1804 in the center of Sharpsburg, near Antietam National Battlefield, with five rooms including the Clara Barton Suite.
Good to know Breakfast: included · Pets welcome
Built c. 1816 · St. Michaels · Inn
Old Brick Inn
Why stay Listed on the National Register as The Old Inn, built about 1816 with two-story porches front and back, unusual in Maryland; guests 16 and up.
Good to know No elevator · No pets
Built c. 1842 · Greek Revival · Grantsville · Inn
The Casselman Inn
Why stay Solomon Sterner's brick National Road inn of about 1842; only 3 rooms are in it, the rest in a separate newer motel, so book an inn room.
Good to know Breakfast: included
Built 1844 · Greek Revival · Taneytown · Inn
Antrim 1844
Why stay Col. Andrew Ege's 1844 Greek Revival mansion, a hotel since 1988; 31 of the 40 rooms are in other houses and outbuildings, so ask for a mansion room.
Built 1846 · Frederick · Boutique hotel
Visitation Hotel Frederick
Why stay The Visitation Academy, founded in 1846, served as a hospital for Union wounded after Antietam and became a hotel in 2024.
Built c. 1860 · Greek Revival / Italianate · Chestertown · Inn
Brampton 1860
Why stay A brick Greek Revival and Italianate manor of about 1860 on 35 acres, with seven rooms in the manor house and six in private cottages.
Good to know Breakfast: included · Pets welcome
Built Before 1871 · St. Michaels · Boutique hotel
The Wildset Hotel
Why stay The former Five Gables Inn on North Talbot Street: 34 rooms in three 19th-century houses, the main one a schoolhouse before 1871.
Built 1870 · Victorian Gothic · Chesapeake City · B&B
Inn at the Canal
Why stay Henry Brady, whose mule teams pulled barges through the canal, built it in 1870; Cecil County's first B&B, opened in 1987, with seven rooms.
Built 1879 · Annapolis · Inn
Flag House Inn
Why stay Welsh shipbuilder Richard Owen Williams built it in 1879 as two houses beside the Naval Academy's Gate 1; six rooms, one in the carriage house.
Good to know Breakfast: included · No pets
Built 1880 · Victorian · Easton · B&B
Bishop’s House Bed & Breakfast
Why stay A Victorian house on Goldsborough Street the inn dates to 1880, with four rooms, two with king beds and working fireplaces; no children under 12.
Good to know Breakfast: included · No pets
Built 1883 · Late Victorian (Eastlake trim) · St. Michaels · B&B
Parsonage Inn
Why stay Brickyard owner Henry Clay Dodson's 1883 house, a Methodist parsonage from 1924; three of its eight rooms are in a 1985 rear addition.
Good to know Pets welcome
Built 1886 · Victorian · Havre de Grace · Inn
Vandiver Inn
Why stay Murray Vandiver's 1886 wedding gift to his bride; only a few of the 17 rooms, such as O'Neill and Wolbert, are in it, most in houses next door.
Good to know Breakfast: available · Pets welcome
Built c. 1895 · Victorian · Berlin · Inn
Atlantic Hotel
Why stay Berlin's Main Street hotel of about 1895, which served ocean-bound travelers, hunters and fishermen; 15 rooms, a suite and a Gardener's Cottage.
Built 1901 · Queen Anne · Frederick · B&B
Hollerstown Hill Bed & Breakfast
Why stay A 1901 Queen Anne house on Clarke Place, split into apartments in the 1940s and restored as a B&B that opened in 2001.
Built By 1902 · Royal Oak · Boutique hotel
The Oaks Waterfront Hotel
Why stay Once a farm, a resort and a silent-film set, now a waterfront Historic Hotels of America member; guests stay in the main building and newer cottages.
Good to know Pets welcome
No inns match that filter.
Ways in
Themes in Maryland
Baltimore, from Fells Point to Mount Vernon
Baltimore’s historic hotels include a pier, a warehouse, a railroad headquarters and a YMCA. In Fells Point, Pendry Baltimore occupies the city’s 1914 Recreation Pier, which stood in as police headquarters in TV’s Homicide; the Inn at Henderson’s Wharf fills the B&O Railroad’s 1897 tobacco warehouse; and The William Fell spreads across seven joined buildings, the oldest from the 18th century. Downtown, the Kimpton Hotel Monaco took over the B&O’s 1906 headquarters, built after the Great Baltimore Fire, and the 22-story Lord Baltimore Hotel opened in 1928. In Mount Vernon, Hotel Indigo fills the 1907 Central YMCA.
Colonial Annapolis
All three Annapolis stays are inside the Colonial Annapolis Historic District, a National Historic Landmark district. The Historic Inns of Annapolis group Thomas Hyde’s 1772 Maryland Inn on Church Circle, where delegates to the 1783-1784 Congress stayed, with the Robert Johnson House and the Governor Calvert House on State Circle. The Annapolis Inn is Thomas Rutland’s 1770s Georgian townhouse, later the home of Dr. James Murray, and the Flag House Inn, built in 1879 by Welsh shipbuilder Richard Owen Williams, stands beside the Naval Academy’s Gate 1.
Chesapeake towns of the Eastern Shore
St. Michaels has three, all on Talbot Street: the Parsonage Inn, brickyard owner Henry Clay Dodson’s 1883 house; The Wildset Hotel, four 19th-century buildings that were the Five Gables Inn; and the Old Brick Inn of about 1816. In Chestertown, the White Swan Tavern was a tavern from 1803 to 1853, and Brampton 1860 is a manor house on 35 acres just outside town. Easton has the Bishop’s House, a Victorian the inn dates to 1880, and The Oaks Waterfront Hotel sits at Royal Oak between Easton and St. Michaels. In Berlin, the Atlantic Hotel has stood on Main Street since about 1895, and in Chesapeake City the Inn at the Canal fills Henry Brady’s 1870 house.
Civil War and National Road country
In Frederick, the Visitation Hotel fills the Visitation Academy, founded in 1846, which served as a hospital for wounded Union soldiers after the Battle of Antietam in 1862. In Sharpsburg, near Antietam National Battlefield, the Jacob Rohrbach Inn has five rooms in a house the inn dates to 1804, and in Boonsboro, Inn BoonsBoro fills Peter Conn’s 1790s stone hotel, The Eagle. Farther west, Solomon Sterner built The Casselman in Grantsville about 1842 for travelers on the National Road, now US 40; it was listed on the National Register in 1976 as one of eleven Maryland inns on the road.
Road trip
Annapolis to Antietam, inn to inn
Annapolis
Start in the colonial capital at the Historic Inns of Annapolis, whose Maryland Inn on Church Circle dates from 1772, or at the Flag House Inn, built in 1879 beside the Naval Academy’s Gate 1.
Baltimore
Give Baltimore two nights. Pick a hotel in Fells Point, downtown or Mount Vernon from our Baltimore guide.
Frederick
Stay at the Visitation Hotel, in the academy founded in 1846 that served as a hospital for wounded Union soldiers after Antietam.
Sharpsburg and Boonsboro
End at the Jacob Rohrbach Inn, a five-room B&B near Antietam National Battlefield, or at Inn BoonsBoro, Peter Conn’s 1790s stone hotel in Boonsboro.
Beyond the inns
Signature tours in Maryland
Tours are sold by GetYourGuide and run by local operators. If you book one through these links, we may earn a commission at no cost to you. Ratings and prices are GetYourGuide’s.
Context
History and architecture
Maryland’s oldest inns stand in its colonial towns. In Chestertown, Joseph Nicholson built the front of the White Swan Tavern after buying its lot in 1733, and it served as a tavern from 1803 to 1853; in Annapolis, Thomas Hyde built the Maryland Inn in 1772 and advertised it in 1782 as ‘one of the first houses in the state for a house of entertainment.’ Inland, Peter Conn built The Eagle hotel in Boonsboro in the 1790s, and Solomon Sterner built The Casselman in Grantsville about 1842 for travelers on the National Road. Col. Andrew Ege began Antrim in Taneytown in 1844 and ran the estate as a slave plantation, and in Frederick the Visitation Academy, founded in 1846, served as a hospital for Union wounded after Antietam. In Baltimore, the B&O Railroad finished its new headquarters in 1906 after the Great Baltimore Fire, the city opened the Recreation Pier in Fells Point in 1914, and the 22-story Lord Baltimore Hotel opened in 1928.
Questions travelers ask
What is the oldest hotel in Maryland?
There’s no single answer. The earliest date on our list belongs to Chestertown’s White Swan Tavern: Joseph Nicholson built its front after buying the lot in 1733, and shoemaker John Lovegrove’s earlier one-room house there survives as a guest room. In Annapolis, Thomas Hyde built the Maryland Inn, now one of the Historic Inns of Annapolis, in 1772 and advertised it in 1782 as a house of entertainment; its sister Governor Calvert House dates to 1727 but was rebuilt in 1765. Inn BoonsBoro’s stone building went up in the 1790s as The Eagle hotel.
What is the most haunted hotel in Maryland?
There’s no official ranking. Historic Hotels of America named the Historic Inns of Annapolis to its Top 25 Most Haunted Historic Hotels list in 2023, 2024 and 2025. In Baltimore, the Lord Baltimore Hotel bills itself as haunted and runs ghost tours, and staff told The Baltimore Banner about Molly, a girl with a red ball said to roam the 19th floor; Ghost City Tours tells of phantom sailors and a Lady in White at the former Admiral Fell Inn, now The William Fell. These are stories guests and staff tell, not documented fact.
Where should I stay on the Eastern Shore?
St. Michaels has the most, with three on Talbot Street in its historic district: the Parsonage Inn, The Wildset Hotel and the Old Brick Inn. Chestertown has the six-room White Swan Tavern on High Street and Brampton 1860, a manor house with cottages on 35 acres just outside town. For the water, The Oaks Waterfront Hotel sits at Royal Oak between Easton and St. Michaels; farther afield are Berlin’s Atlantic Hotel of about 1895 and Chesapeake City’s Inn at the Canal.
Are there historic inns near Antietam?
Yes. The Jacob Rohrbach Inn is in Sharpsburg’s historic district near Antietam National Battlefield, with five rooms, including the Clara Barton Suite, in a house the inn dates to 1804. In Boonsboro, Inn BoonsBoro has eight rooms in Peter Conn’s 1790s stone hotel, and in Frederick the Visitation Hotel fills the academy that served as a hospital for wounded Union soldiers after the battle.
Where are the best historic bed and breakfasts in Maryland?
In Annapolis, The Annapolis Inn has three rooms, each on its own floor, in a 1770s Georgian townhouse a block from City Dock. On the Eastern Shore, try the Inn at the Canal in Chesapeake City, Henry Brady’s 1870 house and Cecil County’s first B&B, or the Bishop’s House in Easton, with four rooms. None of Baltimore’s six historic stays is a B&B.
How we chose these inns
Every place on this page is at least 50 years old, holds a credential we can check (National Register listing, a listed historic district, landmark status, or Historic Hotels of America membership), and takes bookings today. We verify each one against primary sources before it goes on the list, and last checked this list in October 2026. Read our criteria.
Sources (58)
- White Swan Tavern: www.whiteswantavern.com
- Pendry Baltimore: mapservices.nps.gov
- Historic Inns of Annapolis: web.archive.org
- Hotel Indigo Baltimore Downtown: www.historichotels.org
- Historic Inns of Annapolis: web.archive.org
- Historic Inns of Annapolis: en.wikipedia.org
- Historic Inns of Annapolis: www.historicinnsofannapolis.com
- The Annapolis Inn: annapolisinn.com
- The Annapolis Inn: annapolisinn.com
- Inn BoonsBoro: innboonsboro.com
- Inn BoonsBoro: innboonsboro.com
- The William Fell: lodgingmagazine.com
- The William Fell: ghostcitytours.com
- The William Fell: wmar2news.com
- The William Fell: www.hospitalitynet.org
- Jacob Rohrbach Inn: jacob-rohrbach-inn.com
- Jacob Rohrbach Inn: jacob-rohrbach-inn.com
- Old Brick Inn: en.wikipedia.org
- Lord Baltimore Hotel: mapservices.nps.gov
- Old Brick Inn: www.oldbrickinn.com
- The Casselman Inn: apps.mht.maryland.gov
- The Casselman Inn: thecasselman.com
- Antrim 1844: en.wikipedia.org
- Antrim 1844: web.archive.org
- Visitation Hotel Frederick: web.archive.org
- Visitation Hotel Frederick: www.visitationhotel.com
- Visitation Hotel Frederick: en.wikipedia.org
- Brampton 1860: en.wikipedia.org
- Brampton 1860: bramptoninn.com
- The Wildset Hotel: thewildset.com
- The Wildset Hotel: thewildset.com
- The Wildset Hotel: cambridgespy.org
- Inn at the Canal: www.innatthecanal.com
- Flag House Inn: www.flaghouseinn.com
- Flag House Inn: www.visitannapolis.org
- Bishop’s House Bed & Breakfast: bishopshouse.com
- Parsonage Inn: www.parsonage-inn.com
- Parsonage Inn: www.parsonage-inn.com
- Vandiver Inn: historichavredegrace.com
- Vandiver Inn: en.wikipedia.org
- Vandiver Inn: www.vandiverinn.com
- Atlantic Hotel: atlantichotel.com
- Atlantic Hotel: en.wikipedia.org
- Inn at Henderson’s Wharf: www.hendersonswharf.com
- Inn at Henderson’s Wharf: commons.wikimedia.org
- Hollerstown Hill Bed & Breakfast: www.hollerstownhill.com
- Hollerstown Hill Bed & Breakfast: www.hollerstownhill.com
- The Oaks Waterfront Hotel: web.archive.org
- The Oaks Waterfront Hotel: arlingtonmagazine.com
- Kimpton Hotel Monaco Baltimore: en.wikipedia.org
- Kimpton Hotel Monaco Baltimore: www.monaco-baltimore.com
- Kimpton Hotel Monaco Baltimore: www.monaco-baltimore.com
- Hotel Indigo Baltimore Downtown: web.archive.org
- Hotel Indigo Baltimore Downtown: commons.wikimedia.org
- Pendry Baltimore: en.wikipedia.org
- Pendry Baltimore: www.pendry.com
- Lord Baltimore Hotel: en.wikipedia.org
- Lord Baltimore Hotel: www.thebanner.com
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