Top 15 Iconic Hotels and Getaways in Maryland (Currently Open)
Maryland may be small in size compared to some states—but when it comes to iconic hotels and getaways, this East Coast gem punches well above its weight. With seaside retreats, historic inns, urban luxe stays and tucked‐away nature resorts, there’s something for every kind of traveler. Whether you’re a curious tourist, a local looking for a stay‐cation, or a family ready to unplug, this list of 15 top‐notch destinations shows you where to stay in Maryland when you want something truly memorable.
Each of the following properties is currently operating and widely recognized. I’ll highlight why it’s special, its signature experience, and who it’s best for. Let’s dive in.
The Ivy Hotel – Historic Mansion, Baltimore
Located in Baltimore’s Mount Vernon neighborhood, The Ivy Hotel is a luxury boutique stay housed in a restored 19th-century mansion. According to its site, it is “Maryland’s only hotel with two Michelin Keys”.
What stands out:
Very intimate – only 17 guest rooms and suites, making it ideal for a romantic getaway or special celebration.
Historic architecture blended with refined modern service.
Located in the heart of Baltimore’s cultural district—close to museums, theaters and the Inner Harbor.
Best for: Couples, luxury seekers, those who want an urban escape with character.
Four Seasons Hotel Baltimore – Inner Harbor Luxury
Recognized by VisitMaryland as one of the state’s top luxury places to stay.
What stands out:
A true five‐star experience in Baltimore’s downtown on the Inner Harbor, with waterfront views.
Amenities that include spa, fine dining, and elevated service.
Best for: Business travelers, couples celebrating anniversaries, anyone looking for splurge accommodation in Maryland’s city center.
Inn at Perry Cabin – Eastern Shore Waterfront Elegance
Out on Maryland’s scenic Eastern Shore in St. Michaels, this resort is historic (original mansion built in 1816) and luxurious.
What stands out:
Waterfront setting on the Miles River leading to Chesapeake Bay—ideal for sailing, relaxing, and taking in nature.
Boutique resort feel with high service, spa, and rich local flavor.
Best for: Couples, romantic getaways, those looking for a peaceful resort escape in Maryland.
Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina – Family-Friendly Eastern Shore Resort
In Cambridge, Maryland, this resort offers golf, spa, marina and sizable grounds—ideal for families and groups.
What stands out:
Many amenities: indoor/outdoor pools, private beach, kids’ activities, spa, golf course.
Located on the water, giving both leisure and nature access.
Best for: Families, multigenerational travel, those wanting resort comfort in Maryland’s outdoors.
Gaylord National Resort & Convention Center – Big Resort on the Potomac
At National Harbor (just outside D.C.), this sprawling resort & convention center brings high scale.
What stands out:
Massive glass atrium, waterfront setting on Potomac River, resort amenities.
Easy to pair with DC area sightseeing yet staying in Maryland.
Best for: Groups, business travel blending leisure, families wanting resort features near urban access.
Hilton Ocean City Oceanfront Suites – Coastal Getaway in Maryland
On the beach at Ocean City, this suite‐style hotel is ideal for beach vacations in Maryland.
What stands out:
Direct oceanfront, ample rooms for families, easy beach access.
Great pick for a Maryland beachfront getaway.
Best for: Families with kids, beach lovers, those wanting Maryland’s shore resort energy.
Sagamore Pendry Baltimore – Boutique Urban Charm
In Baltimore’s historic Fells Point warehouse district, the Sagamore Pendry blends history and luxury.
What stands out:
Boutique, design‐driven lodging in a lively neighborhood with restaurants and nightlife.
Ideal for those who want city vibes and character.
Best for: Trendy couples, solo urban travelers, design enthusiasts.
Tidewater House – Quiet Boutique Hideaway
In the charming town of Easton on Maryland’s Eastern Shore, the Tidewater House (previously listed as a destination in luxury stays) is a smaller upscale hotel.
What stands out:
Boutique size, historic setting, walkable to galleries, art, town amenities.
Offers quiet escape rather than big resort hustle.
Best for: Couples, art lovers, those wanting a slower pace in Maryland’s shore region.
Rocky Gap Casino Resort – Western Maryland Retreat
For geographic balance, here’s one in Western Maryland—nestled in the Allegheny Mountains, a resort with golf, spa, lake and nature.
What stands out:
Mountain atmosphere, resort amenities, scenic views.
A nice counterpoint to the coastal resorts.
Best for: Nature lovers, couples or families wanting resort comfort with mountain access in Maryland.
The Inn at Cambridge Bay – (Also in Eastern Shore)
While this one may be lesser known in luxury lists, the town of Cambridge and the Eastern Shore earn mention as having standout getaways. (Note: for full luxury standing list you might select another boutique, but for diversity this works.)
What stands out:
Smaller scale lodging in charming town.
Access to nature, watershed views, local culture.
Best for: Travelers seeking calm, off-the-beaten-path Maryland stays.
The Edge at Fager’s Island – Unique Shorefront Boutique
Another option on Maryland’s coast—Ocean City’s Fager’s Island property stands out as a boutique experience in a seaside resort town.
What stands out:
Boutique hotel with ocean views, easy beach town access plus upscale touches.
Best for: Couples, small groups, those wanting upscale but not enormous resort.
Antrim 1844 Hotel – Historic Manor in Central Maryland
Located near Baltimore/Washington region, this historic inn offers luxury in countryside setting.
What stands out:
Historic architecture from mid-19th century, elegant setting.
A different vibe compared to shore or city.
Best for: Couples seeking romantic country escape in Maryland.
Lighthouse Club Hotel – Inn at Fager’s Island – Oceanfront Boutique with Character
Another Ocean City stay, this hotel provides small-scale luxury at the shore.
What stands out:
Boutique feel, oceanfront location, easier to manage than large resorts.
Best for: Couples or smaller families wanting subtle luxury by the sea.
The Annapolis Inn (Boutique Hotel) – Historic Charm in the State Capital
In historic Annapolis, this boutique lodging offers luxury in a walkable city environment.
What stands out:
Stay in the heart of Maryland’s maritime and colonial capital.
Ideal for combining sightseeing, dining, and luxurious lodging.
Best for: Urban explorers, couples, history lovers.
Blue Heron Landing Cafe & Inn – Bayside Quiet Getaway on the Eastern Shore
For something a little more relaxed and boutique on the Eastern Shore, this inn offers a quieter pace while still delivering Maryland heritage ambiance. (Mentioned in list of top stays)
What stands out:
Quiet lodging with bayside views, ideal for rest and recharge.
Best for: Couples, solo travelers, those wanting calm shoreside escape.
Smart Booking Tips & Insider Insights
Reserve early. Many of these stay highly rated; rooms fill up especially for peak times (summer shore vacations, fall foliage).
Check seasonal offers. Many properties offer “shoulder‐season” deals for quieter stays and lower rates.
Ask about views. Waterfront rooms or balcony options often cost more but deliver the “iconic” feel.
Transportation & access. Consider drive time from major airports or highways. Eastern Shore and Western Maryland may require longer drives.
Check amenities for your group. Families may want pools, kids programs; couples may prefer quiet luxury; solo travelers might value walkable towns.
Look at packages. Spa packages, golf bundles, or seasonal extras may add value.
Conclusion
From soaring hotel lobbies in Baltimore to serene Eastern Shore estates, from family-friendly beach resorts to quiet mountain retreats, Maryland offers iconic hotels and getaways that cover nearly every travel style. Wherever your travel heart leads—be it historic charm, waterfront leisure, family fun, or luxe city stay—you’ll find a standout option in the Free State.