When summer arrives in Maryland, locals and visitors alike want to get out and enjoy themselves. All over the state are hotels offering a variety of locations, amenities, activities, and dining that appeal to a broad audience. Let’s take a look at some of the top-rated hotels and see what makes them special.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 08, 2024.
On the water, or water view for you? (from USD 419)
Annapolis Waterfront Hotel
As the name states, this is right on the waterfront where sailboats, shops, restaurants, and visitors abound. Right in the middle of historic Annapolis, this hotel puts guests in walking distance to most of what this waterfront city has to offer. Choose from 149 rooms for a water view, pet-friendly, allergy-friendly, or town view rooms. Parking is available for an additional fee. What makes this hotel hot for summer and fall, is the proximity to sailing, themed cruises on Watermark’s fleet, and dining at Pusser’s Caribbean Grill.
The Royal Sonesta Harbor Court
This hotel is close to Baltimore’s Inner Harbor for loads of summer fun. The Royal Sonesta offers excellent views of the Inner Harbor, and with expansive 7th-floor rooftop garden/courtyard guest can get outdoors easily. A short walk from the hotel takes you to the swan boat rentals for private paddle boating on the Inner Harbor.
Annapolis Waterfront Hotel, Autograph Collection
Address: 80 Compromise Street, Annapolis City Center, Annapolis (MD), United States, 21401
36.06 km (22.5 mi) from National Aquarium
A classic inn (from USD 835)
Sagamore Pendry Hotel
Located in the renovated Rec Pier, the Sagamore Pendry is Under Armor’s Kevin Plank’s contribution to Baltimore’s waterfront revival. This luxury hotel has a gorgeous courtyard with a token-operated champagne machine, a fabulous restaurant, and the best waterfront bar and pool in Baltimore.
The Inn at Perry Cabin
Guests love this classic resort-like luxury hotel with restaurants, spa, sailing, swimming pool, and event space indoors or outdoors on the waterfront. Sailing enthusiasts will love hoisting the sail and heading out on the famous Chesapeake Bay. Bring your own sailboat, or charter one of the Inn’s shining water craft for a sunset cruise, dinner cruise, or just a relaxing trip on America’s largest bay.
Sagamore Pendry Baltimore
Address: 1715 Thames Street
1.47 km (1.0 mi) from National Aquarium
Big town or small town (from USD 202)
Inn at Henderson’s Wharf
For a peaceful and quiet corner of the Inner Harbor, the Inn at Henderson’s Wharf is just the ticket. Located on a renovated pier in a quiet waterfront location is a luxury hotel on the first floor with residences above. It is also within easy walking distance to Fells Point, where several restaurants and bars offer refreshing drinks and excellent local cuisine, The Inn At Henderson’s Wharf is affordable luxury.
Five Gables Inn and Spa
This unique Inn is made up of three historic homes within walking distance to most everything in St. Michaels. Pet owners will find 5 pet-friendly rooms with a flat rate of 50 USD. The town of Saint Michaels is one of the most dog-friendly in Maryland, making it desirable to bring Fido along. Room rates are reasonable too, costing only around 200 USD per night.
The Inn at Henderson's Wharf, Ascend Hotel Collection
Address: 1000 Fell St., Fells Point, Baltimore (MD), United States, 21231
1.79 km (1.2 mi) from National Aquarium
A pair of small inns (from USD 169)
Reasonable pricing for amenities offered, including complimentary breakfast and access to bikes and kayaks.
Bikes and kayaks available for guests, well-maintained pool, community room with convenient facilities, and beautiful views of the marina.
Perfect location for triathlon, close to restaurants and bars, and peaceful waterfront setting with stunning sunset views.
Excellent breakfast with homemade dishes, delicious dinner at the restaurant, and accommodating staff for dietary preferences.
Vandiver Inn
This boutique inn is within walking distance to the historic downtown and waterfront in Havre de Grace. Similar to the Five Gables, the Vandiver is also made up of three historic homes. Havre de Grace is a pedestrian-friendly town with excellent restaurants, museums, parks, and waterfront access. Enjoy complimentary breakfast on the Inn’s front porch feeling like you’ve turned the clock back 100 years. Several restaurants in town offer outdoor dining like the Vineyard Winebar, Coakley’s Pub, or MacGregor’s Pub.
The Inn At Osprey Point
Located in Rock Hall, the Inn At Osprey Point has easy access to the Chesapeake Bay. Whether you come by boat or car, this Inn has a main building, farmhouse, and an annex to offer a perfect room for you. At the main inn, find seven rooms with elegant Colonial four-poster beds, traditional décor, and king or queen sized beds. The farmhouse is perfect for families and comes with four bedrooms, sunroom, kitchen, and a screened-in porch. The Annex is a modern two-story building and has seven spacious rooms, including one pet-friendly room called the Quarterdeck. Excellent breakfast included with some of the room packages and is reason enough to stay at the Inn.
Inn at Osprey Point
Address: 20786 Rock Hall Avenue
34.51 km (21.5 mi) from National Aquarium
A full-service resort on the waterfront (from USD 565)
Four Seasons Hotel
To have a drink outside on the rooftop bar (The Bygone) with sweeping views of Inner Harbor is truly special. The Four Seasons Hotel also has Loch Bar and Azumi for ground-level outdoor dining on the waterfront. Choose a room facing west to enjoy one of the best sunset views in Baltimore. This luxury hotel is sure to please guests who want waterfront comfort in summer and fall.
Gaylord National Resort and Convention Center
Down south in Maryland, just off Interstate 95 find a full-service hotel, resort, and convention center on the National Harbor waterfront. The Gaylord National Resort and Convention Center is a small city under a glass enclosure. Walk along the waterfront and browse shops, restaurants, and bars just minutes from the Gaylord. An indoor pool is perfect for days when the heat and humidity drive guest inside to cool off.
Four Seasons Hotel Baltimore
Address: 200 International Dr
636 meters (0.4 ft) from National Aquarium
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Summer or fall?
Whether you are visiting in summer or fall, the lodging choices listed above should fit what you are looking for. I prefer fall when the crowds of summer start to decrease and days cool off appreciably. Summer, on the other hand offers more activities like Fourth of July celebrations, outdoor concerts, and special events like Baltimore’s Artscape. Whichever season you choose, chances are good you’ll have a great time visiting Maryland.
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