25 Best Maryland Resorts

Defined by its abundant waterways and beautiful coastlines on the Chesapeake Bay and the Atlantic Ocean, the mid- Atlantic state of Maryland is home to several prominent seaside cities packed with things to see and do, as well as plenty of cultural and historic sites to explore. Baltimore boasts a long history as a major seaport, while the Chesapeake Bay is packed with maritime heritage, ancient lighthouses, and historical parks. Other attractions around the state include Fort McHenry at the mouth of Baltimore’s Inner Harbor, which was the birthplace of the U.S. national anthem. Maryland offers an array of incredible places to stay while exploring the region, and here are some of them. Photo: jonbilous/Fotolia


1.Antrim 1844

Antrim 1844


Nestled at the foot of the breathtaking Catoctin Mountains in Central Maryland, Antrim 1844 is a luxury estate spread over 24 acres of pristine landscapes that is renowned for its superb cuisine and upscale amenities. The landmark 19th-century plantation-turned-hotel features beautifully appointed and individually decorated guest rooms and suites with elegant décor, period antiques, romantic four-poster beds, fireplaces, Jacuzzi tubs, and private decks with stunning views. Modern amenities include flat-screen televisions with cable channels and complimentary wireless Internet. A delicious breakfast is served every morning, along with afternoon tea and evening snacks, and a refined restaurant serves globally-inspired cuisine and fine wines from the resort’s well-stocked cellar. The estate is home to exquisitely manicured gardens and grounds where guests can relax.

30 Trevanion Rd, Taneytown, MD 21787, Phone: 410-756-6812 Photo: Antrim 1844


2.Brampton Bed and Breakfast Inn

Brampton Bed and Breakfast Inn


Set on a pretty peach plantation dating back to 1860, the Brampton Inn Bed and Breakfast is a refined, elegant inn in the historic town of Chesterton. Located just a few miles from the historic arts and entertainment district of Chesterton, the charming hotel is set on 20 acres of pastoral landscapes surrounded by dense forests and features individually decorated guest rooms with wood-burning fireplaces. Cozy cottages offer extra levels of privacy and feature fully equipped kitchens and private front porches with hammocks and whirlpool tubs. A freshly prepared à-la-carte breakfast is served every morning, along with afternoon tea and snacks throughout the day and a common porch has rocking chairs and spectacular views. The lovely town of Chesterton is home to the Garfield Center for the Arts, Washington College, and many excellent restaurants, and the Eastern Shore of Maryland is one of the best birding areas in the country.

25227 Chestertown Road, Chestertown, MD 21620, Phone: 410-778-1860 Photo: Brampton Bed and Breakfast Inn


3.Chesapeake Beach Resort and Spa

Chesapeake Beach Resort and Spa


Established in 1946, Chesapeake Beach Resort and Spa is a relaxed bayfront resort located next to the Chesapeake Beach Railway Museum and a few miles from Bayfront Park. The resort hotel features comfortably furnished laid-back rooms with pull-out sofas, dining tables, wet bars, coffeemakers, iPod docks, and complimentary wireless Internet, and upgraded suites have two-person whirlpool tubs. Deluxe amenities at the resort include a day spa, a beauty salon, an indoor swimming pool and a fitness room, as well as three restaurants, a casino with bingo and slot machines, and a business center with meeting spaces. Guests have access to a variety of board games and loaner movies.

4165 Mears Ave, Chesapeake Beach, MD 20732, Phone: 410-257-5596 Photo: Chesapeake Beach Resort and Spa

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4.Gaylord National Resort

Gaylord National Resort


The Gaylord National Resort & Convention Center is a spectacular waterfront resort in Washington. Located just a few miles south of the nation’s capital, the luxurious resort features elegant accommodations with modern amenities, a range of first-class facilities, including a full spa, indoor pool and whirlpool, and state-of-the-art fitness center, and a stunning 19-story glass atrium with sweeping views of the Potomac River. The Gaylord National Resort & Convention Center also offers more than 500,000 square feet of flexible event space and several restaurants and lounges offering fine dining, casual fare and stylish spots to enjoy sunset cocktails.

201 Waterfront St, Oxon Hill, MD 20745, Phone: 301-965-4000 Photo: jonbilous/Fotolia

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5.Great Oak Manor

Great Oak Manor


Nestled on the outskirts of Chestertown in Maryland, Great Oak Manor is a magnificent 18th-century country-style estate that overlooks the Chesapeake Bay. Offering a relaxing getaway for travelers, the elegant manor house features beautifully appointed guest rooms with private bathrooms, inviting common rooms for relaxing, mouthwatering breakfasts every morning, and warm and welcoming hospitality. Great Oak Manor offers a range of luxury amenities and guest services, including a complimentary breakfast served every morning, a waterside fire pit for relaxing under the stars, and guests have access to kayaks, canoes, paddleboards, and cruiser bicycles to enjoy. The marina next to the Manor offers a variety of facilities and services to which guests have access, including a swimming pool, a fitness room, a nine-hole golf course and tennis courts. Ideally situated for a relaxing getaway or exploring the quaint streets of historic Chestertown, Great Oak Manor promises an idyllic escape from the city.

10568 Cliff Road, Chestertown, MD 21620-4115, Phone: 410-778-5943 Photo: Great Oak Manor

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6.Harbourtowne Resort

Harbourtowne Resort



Resting on the shores of Chesapeake Bay, Harbourtowne Resort – St. Michaels is a deluxe resort and conference center on Maryland’s famous Eastern Shore. The charming 153-acre retreat features luxurious accommodations in the form of guest rooms and suites with modern amenities and private porches overlooking the water, an award-winning restaurant that serves some of the region’s best seafood and a range of function facilities for a variety of events. The one-time hunting lodge turned stylish getaway boasts a relaxed ambiance and is ideally placed for both exploring the area or simply staying put and enjoying the excellent facilities and beautiful surroundings of the resort. A delicious Eastern Shore breakfast buffet is served every morning while two restaurants and a casual lounge serve sumptuous meals and drinks throughout the day. A variety of facilities is available for every taste, from volleyball, badminton or horseshoes to hiking, mountain biking or sailing. Easily accessible from the major cities of Washington, D.C., Baltimore, Philadelphia, Delaware and New Jersey, this waterfront resort offers the perfect escape for holidaymakers, corporate businesses and wedding parties alike.

9784 Martingham Drive, St Michaels, MD 21663, Phone: 410-745-9066 Photo: Harbourtowne Resort


7.Hyatt Regency Chesapeake Bay Golf Resort

Hyatt Regency Chesapeake Bay Golf Resort


Resting on the banks of the Choptank River, the Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina offer guests an unparalleled Eastern Shore experience. Based in Cambridge, Maryland, the 342-acre resort presents a charming location for every occasion, from a fun-filled family vacation or a romantic getaway for two to a stylish business retreat or conference. The upscale resort and spa boast luxurious accommodations with private balconies and beautiful views, unrivaled services, and amenities, including an 18-hole championship golf course designed by Keith Foster, an exclusive spa and salon and temperature-controlled indoor and outdoor swimming pools. The resort also offers over 122,000 square feet of indoor and outdoor event and function space for every occasion, six restaurants, and bars, and provides unique extras such as the fully supervised Camp Hyatt for children. The Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina is conveniently located within a few miles from the Richardson Maritime Museum and Bill Burton Fishing Pier State Park.

100 Heron Blvd. at Route 50, Cambridge, Maryland, 21613, Phone: 410-901-1234 Photo: Hyatt Regency Chesapeake Bay Golf Resort


8.Inn at Perry Cabin by Belmond

Inn at Perry Cabin by Belmond


Set in a beautifully preserved colonial-style, 19th-century manor house, the Inn at Perry Cabin by Belmont is a luxury riverside hotel in Saint Michaels that offers an elegant retreat with gorgeous views. Located half a mile from the Chesapeake Bay Maritime Museum, the deluxe hotel features beautiful rooms and suites with antique-style furnishings, modern amenities, and private balconies with gorgeous lake views. A waterside restaurant serves globally-inspired cuisine in a refined setting, and a cozy pub with a fireplace is the perfect spot for drinks after dinner, and other amenities include an outdoor swimming pool, a day spa and fitness center, modern event spaces, and loaner bikes for exploring the area.

308 Watkins Ln, St Michaels, MD 21663, Phone: 410-745-2200 Photo: Inn at Perry Cabin by Belmond


9.Turf Valley Resort

Turf Valley Resort


Turf Valley is a luxurious golf and spa resort hotel in Ellicott City, Maryland. Tucked in a wedge between Route 70 and U.S. Route 40 and bordered by the beautiful David Force Natural Resource Area, the resort is conveniently close to the busy metro Baltimore-Washington DC corridor and a premier destination for both corporate meetings and leisure retreats. Surrounded by the rolling hills of central Maryland, this hidden gem offers luxurious accommodations, fine dining, elegant events and meeting spaces, an indulgent spa and an 18-hole championship golf course. Add to this impeccable service and a warm, inviting atmosphere and Turf Valley is the perfect resort hotel for conferences, social events, weddings, golf weekends and family vacations.

2700 Turf Valley Road, Ellicott City, MD 210421, Phone: 410-465-15001 or Phone: 888-TEE-TURF Photo: Turf Valley Resort


10.Rocky Gap Casino Resort

Rocky Gap Casino Resort


Rocky Gap Casino Resort is an award-winning resort in Cumberland, Maryland that features a casino, hotel and conference center, golf course, and a variety of activities for the whole family. The AAA-Diamond hotel and resort features comfortable accommodations, an array of first-class amenities and facilities, including a spa and fitness center, five onsite restaurants and lounges, a 24-hour casino, and a Jack Nicklaus Signature golf course. A modern conference center offers state-of-the-art facilities for weddings, receptions, corporate functions and other events, and a variety of packages if offered to suit every need.

16701 Lakeview Rd, Flintstone MD 21530, Phone: 301-784-8400 or 301-784-8408 Photo: Rocky Gap Casino Resort


11.Sagamore Pendry Baltimore

Sagamore Pendry Baltimore


Occupying a restored 1914 pier building on Baltimore Inner Harbor, the Sagamore Pendry Baltimore is a plush hotel with sophisticated accommodations, gourmet Italian cuisine, and an array of amenities. Located a short drive from the Baltimore-Washington International Thurgood Marshall Airport, the hotel features well-appointed guest rooms with warm décor and wooden accents, minibars, flat-screen televisions and cable channels, complimentary wireless Internet, and private balconies with beautiful views. An Italian restaurant serves mouthwatering Mediterranean-inspired cuisine, a whiskey bar offers a selection of fine libations, and a seasonal outdoor eatery and bar are ideal for alfresco dining in the summer.

1715 Thames St, Baltimore, MD 21231, Phone: 443-552-1400 Photo: Sagamore Pendry Baltimore


12.1840s Carrollton Inn

1840s Carrollton Inn


The 1840s Carrollton Inn is an elegant boutique bed and breakfast comprised of a series of interconnected early 19th-century row homes surrounding a central courtyard right next to 1840s Plaza. This luxurious and historic inn boasts beautiful interiors with sumptuous décor and antique furnishings, stylishly appointed guest rooms and suites, upscale amenities and facilities, and gracious hospitality. The 1840s Carrollton Inn offers a host of amenities, including a hearty full American breakfast served every morning, elegant parlors and a serene courtyard with tables and chairs in which to relax, and complimentary wireless Internet access. Located at the center of Heritage Walk in historic Jonestown, the Inn is situated next to the historic Carroll Mansion and within a short walk of Little Italy, the Inner Harbor, and the vibrant nightlife at Power Plant Live.

50 Albemarle Street, Baltimore, MD 21202, Phone: 410-385-1840 Photo: 1840s Carrollton Inn


13.St. Michaels Harbour Inn, Marina & Spa

St. Michaels Harbour Inn, Marina & Spa


Located on the harbor in historic St. Michaels, Maryland, St. Michaels Harbour Inn, Marina & Spa is a luxurious inn that offers a luxurious vacation getaway for discerning guests in the heart of the Chesapeake Bay. A vintage port dating back to the birth of the colonies, St. Michaels is often referred to as the “heart and soul of the Chesapeake Bay” and has something for everyone from fishing or crabbing adventures and kayaking on the local waterways to exploring the rich maritime history of the town and shopping in its quaint boutiques. Amenities at the St. Michaels Harbour Inn, Marina & Spa, include a complimentary Continental Breakfast served every morning with chef-prepared omelet station, an elegant lounge with comfy couches to relax and enjoy cocktails, a store with a range of snacks, essentials, and gifts, and an onsite restaurant and bar. There are complimentary bicycles for guests to use, an outdoor swimming pool with towels, daily newspaper delivery, and complimentary wireless Internet, and a water taxi service for a nominal fee.

101 N. Harbour Road, St. Michaels, MD 21663, Phone: 800-955-9001 Photo: DragonImages/Fotolia


14.The Columbia Inn at Peralynna

The Columbia Inn at Peralynna


Set in a grand, white-clapboard house featuring turrets and bay windows on a lovely tree-lined avenue in Columbia, the Columbia Inn at Peralyna is an elegant bed and breakfast just a mile away from the renowned Centennial Park. The charming retreat features beautifully appointed guest rooms and one-bedroom suites with antique furnishings, luxurious beds and designer linens, en-suite bathrooms with whirlpool or soaking tubs, living rooms with fireplaces, kitchenettes or full kitchens, granite wet bars, and balconies or patios with inspiring views. A complimentary hot breakfast is served in a bright and airy atrium every morning, and a library, great room, and sundeck offer relaxing spots to unwind.

10605 MD-108, Columbia, MD 21044, Phone: 410-715-4600 Photo: The Columbia Inn at Peralynna


15.The Edge Hotel at Fager’s Island

The Edge Hotel at Fager’s Island


Situated on the edge of The Isle of Wight Bay between The Lighthouse Club and Fager's Island Restaurant & Bar and connected to the two by wooden bridges and walkways over the surrounding wetlands, the Edge Hotel at Fager’s Island features 12 distinctively designed suites and an array of modern amenities. Beautifully appointed suites have feather-top beds with designer linens, en-suite bathrooms with Jacuzzi tubs and spa-style bathrobes, wet bars and fridges stocked with bottled water and sodas, coffeemakers, and complimentary wireless Internet. A complimentary continental breakfast is served in the comfort of the suites every morning, and there is an evening turndown service. The hotel has an outdoor swimming pool with spectacular sunset views and offers a poolside food and beverage service throughout the day.

201 60th St, Ocean City, MD 21842, Phone: 410-524-5400 Photo: The Edge Hotel at Fager’s Island


16.The Inn at 202 Dover

The Inn at 202 Dover


The Inn at 202 Dover is a traditional bed and breakfast and historic Maryland Inn. Based in a beautifully preserved 1874 Colonial Revival mansion, this charming inn offers luxurious accommodation in the heart of downtown Easton and is situated just a block from the town’s shops, galleries, and theaters. The Inn at 202 Dover features four elegant suites and one luxurious en-suite bedroom, each of which is individually designed and decorated to exude their own Victorian-era character and charm. Guest rooms feature comfortable décor and furnishings and modern amenities and boast beautiful views of the Victorian gardens. There is also a “secret garden” with a pergola and a patio where guests can relax.

202 East Dover Street, Easton, MD 21601, Phone: 866-450-7600 Photo: The Inn at 202 Dover


17.The Inn at Herrington Harbour

The Inn at Herrington Harbour


The Inn at Herrington Harbour offers beautifully appointed beachfront lodging in one of the most picturesque locations on the Chesapeake Bay. The Inn is based in the luxurious Marina Resort, which features an array of upscale facilities, including an Olympic-size swimming pool, a children’s pool, and private sandy beach, as well as hot tubs, two family-friendly restaurants, and lush gardens. The Inn at Herrington Harbour features spacious guest rooms and luxury suites with private patios, outdoor hot tubs, and inspiring ocean views, while the Chesapeake Market & Deli and Mango's Bar & Grill offer delicious cuisine in a laid-back, island-style setting. In addition to the resort’s beach and swimming pools, there are a variety of land and water sports to enjoy, including volleyball, tennis, kayaking, and paddle-boarding. Other features of the resort include picnic areas with grills, a children’s playground, a two-mile eco-trail, an art gallery and gift shop. The Marina Resort has 600 protected boat slips with direct access to the Chesapeake Bay and outstanding facilities that cater to every need, including meeting rooms, event spaces and on-site catering for special functions. Both the north and south marinas are centrally located on the western shore of the Bay and less than an hour away from Annapolis.

Herrington Harbour South, 7149 Lake Shore Drive, North Beach, Maryland 20714, Phone: 301-855-5000 Photo: alexkich/Fotolia


18.The Lodge at Wisp

The Lodge at Wisp


Tucked away in the mountains of Western Maryland, Wisp Resort is a four season ski, golf and recreational destination resort that promises fun for the whole family. Wisp Resort is surrounded by 172 acres of some of the world’s finest ski terrain that provides a stellar winter playground and a variety of snow sports for enthusiasts, adventurers, and nature-lovers alike. The resort also offers a range of activities during the summer months too ranging from hiking, mountain biking, climbing, cross-country trail running, and golf. The Lodge at Wisp features 67 standard guest rooms and 102 luxury suites, all of which have contemporary décor and furnishings, private bathrooms, tables and chairs, and modern amenities. Room amenities include flat-screen televisions, mini-fridges, microwaves, coffeemakers, irons and ironing boards and complimentary wireless Internet. Wisp Resort offers a variety of facilities and amenities for all ages from several on-site restaurants and cafés, modern functions and meeting venues, and an array of land, water and aerial activities from canopy and Segway Tours, downhill mountain biking, and a Mountain Coaster to disc and standard golf, whitewater rafting and flatwater kayaking.

296 March Hill Road, McHenry, MD 21541, Phone: 301-859-3159 Photo: The Lodge at Wisp


19.The Reynolds Tavern

The Reynolds Tavern


Renowned as one of the finest examples of Georgian architecture in Annapolis, the Reynolds Tavern is a beautifully restored tavern that offers luxurious accommodations in a historical setting. Situated on Church Circle in the heart of the Historic District, Reynolds Tavern exudes the grace and elegance of an 18th-century establishment and is the oldest tavern in Annapolis. Reynolds Tavern consists of four levels – the cellar, which used to be the original kitchen, is home to the 1747 Pub and features low ceilings, brick floors, and the original stone foundations and stairwell dating back to the 18th century. The first floor features the tea rooms, while the second floor of the tavern has three beautifully appointed guest rooms with en-suite bathrooms and stylish décor. Reynolds Tavern serves a full lunch menu, a traditional English afternoon tea, and sumptuous dinners in the cozy dining room alfresco-style in the outdoor courtyard. Reynolds Tavern is ideally located for exploring the city and is just a short walk from the Maryland State House and the United States Naval Academy.

7 Church Circle, Annapolis, MD 21401, Phone: 410-295-9555 Photo: The Reynolds Tavern


20.Sandaway Waterfront Lodging

Sandaway Waterfront Lodging


Situated on the Eastern Shore of Maryland, Sandaway Waterfront Lodging is a charming bed and breakfast with a private sandy beach and picturesque views of the Chesapeake Bay. Located in Oxford's historic district, the Inn features well-appointed non-smoking accommodations with private bathrooms and screened porches overlooking the bay, modern amenities and gracious hospitality. Sandaway Waterfront Lodging offers 18 stylishly appointed, non-smoking guest rooms and suites with contemporary, country-style décor and comfortable furnishings, private bathrooms and screened porches overlooking the Chesapeake Bay. Ideal for a relaxing getaway on a prime stretch of Chesapeake Bay, Sandaway Waterfront Lodging is also ideally placed for exploring the town, which is home to a variety of restaurants, shops, and parks.

103 West Strand Road, Oxford, Maryland 21654, Phone: 888-726-3292 Photo: Sandaway Waterfront Lodging


21.Four Seasons Hotel Baltimore

Four Seasons Hotel Baltimore


Set a beautiful glass-fronted building in Baltimore’s Inner Harbor, the Four Seasons Hotel Baltimore is a luxury hotel with plush accommodations, upscale amenities, and first-class hospitality and service. Located a few miles from the 19th-century Fort McHenry, the hotel features well-appointed, understated rooms with modern décor in subtle color palettes and wood tones, minibars, and espresso machines, and balconies with water views. Spacious one-bedroom suites have full kitchens, fireplaces, and modern amenities such as flat-screen televisions, and complimentary wireless Internet. A chic day spa offers pampering massages, and with water therapies, two infinity swimming pools with hot tubs and a fitness center with steam room and sauna provide great ways to relax, and a stylish restaurant serves local specialties in a casual setting. A poolside bar and grill is ideal for light meals and sundowners.

200 International Drive, Baltimore, MD 21202, Phone: 410-576-5800 Photo: Four Seasons Hotel Baltimore




25 Best Resorts in Maryland