Maryland Resorts, Hotels & Inns

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, whirlpool 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

Set on a pretty peach plantation dating back to 1860, the Brampton Bed and Breakfast Inn 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

Set in Ocean City along Route 50, Francis Scott Key Family Resort is only around a mile away from the boardwalk and beach and is just across from the OCean City Factory Outlets. Offering a family-friendly resort atmosphere, there are numerous amenities for guests of all ages to enjoy. Accommodation options range from guest rooms featuring basic amenities to cabins and rooms with full kitchens. Guests can relax in the Caribbean-themed Shipwreck Cove pool or have a drink at the pool bar. Francis Scott Key Family Resort also includes the Snack Shack and a hot tub open seasonally.

12806 Ocean Gateway, Ocean City, MD 21842, 410-213-0088

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

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

The Inn at Chesapeake Bay Beach Club is located on Kent Island and features more than 70 rooms, suites, and cottages for guests, as well as a full-service salon and spa with treatments focused on wellness. Amenities throughout the resort include complimentary bicycles, two pools with lounge furniture and cascading water features, a fitness center, the Chef’s garden, complimentary yoga classes some mornings, and the Inn square, which features corn hole, oversized chess, rocking chairs, and a firepit. There are also several dining options at The Inn at Chesapeake Bay Beach Club, including the signature Knoxie’s Table restaurant and The Market.

180 Pier 1 Rd, Stevensville, MD 21666, 410-604-5900

Resting on the banks of the Choptank River, the Hyatt Regency Chesapeake Bay Golf Resort 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

Set in a beautifully preserved colonial-style, 19th-century manor house, the Inn at Perry Cabin by Belmond 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

Turf Valley Resort 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

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