Maryland Resorts, Hotels & Inns

Location: Taneytown, Maryland

If you're dreaming of a romantic escape with timeless elegance and top-tier dining, we’d highly recommend Antrim 1844. Nestled at the base of the Catoctin Mountains, this historic 19th-century estate spans 24 acres of manicured gardens and rolling green landscapes—perfect for a peaceful and luxurious getaway.

• Historic Charm & Refined Comfort – Each room and suite is uniquely decorated with period antiques, four-poster beds, fireplaces, and private decks with serene views. Select suites also include indulgent whirlpool tubs
• Modern Amenities, Classic Style – Along with its historic charm, you’ll enjoy flat-screen TVs, cable channels, complimentary Wi-Fi, and the thoughtful touches that make a stay feel truly special
• A Culinary Experience – Wake up to a delicious breakfast, enjoy elegant afternoon tea, and wind down with evening snacks. The estate’s acclaimed restaurant serves globally inspired cuisine paired with selections from its award-winning wine cellar
• Peaceful Grounds to Explore – Stroll through beautifully kept gardens, sip a glass of wine on a quiet veranda, or simply enjoy the serene surroundings of this picturesque estate

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

Location: Chestertown, Maryland

If you’re craving a quiet escape with a touch of romance and historic charm, we’d absolutely recommend the Brampton Bed and Breakfast Inn. Set on a picturesque peach plantation dating back to 1860, this refined retreat is just a few minutes from Chestertown’s arts and entertainment district, but feels worlds away on 20 acres of peaceful countryside.

• Charming Rooms & Private Cottages – Each guest room is individually styled and features wood-burning fireplaces for cozy evenings. For added privacy, book one of the charming cottages with whirlpool tubs, full kitchens, and private porches with hammocks
• Delicious Daily Treats – Wake up to a freshly prepared à-la-carte breakfast each morning, enjoy afternoon tea, and help yourself to snacks throughout the day
• Porch Views & Quiet Moments – Take a moment to unwind in a rocking chair on the shared porch, surrounded by serene gardens and forest views
• Explore Chestertown – The historic town is home to Washington College, the Garfield Center for the Arts, great restaurants, and access to one of the best birding regions on Maryland’s Eastern Shore

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

Location: Ocean City, Maryland

If you’re planning a family getaway to Ocean City, we’d definitely recommend the Francis Scott Key Family Resort. Just about a mile from the boardwalk and beach—and right across from the Ocean City Factory Outlets—this fun, laid-back resort has something for everyone, from little kids to grown-ups.

• Stay Your Way – Choose from simple, comfy guest rooms or go for one of the cabins or larger rooms with full kitchens—great for longer stays or traveling with the whole crew
• Poolside Fun – Dive into the Caribbean-themed Shipwreck Cove pool, complete with a pool bar for adults and a seasonal hot tub for extra relaxation
• Easy Eats – Grab a bite at the resort’s Snack Shack or explore dining nearby—there are plenty of family-friendly options just a short drive or walk away
• Great Location – Whether you’re headed to the beach, the boardwalk, or the outlets for a little shopping, everything is super close and convenient

Address: Francis Scott Key Family Resort, 12806 Ocean Gateway, Ocean City, MD 21842
Phone: 410-213-0088

Location: Oxon Hill, Maryland (just outside Washington, D.C.)

If you’re looking for a resort that combines luxury, location, and wow-factor views, we’d definitely recommend the Gaylord National Resort & Convention Center. Set right on the Potomac River just minutes from the capital, this spectacular waterfront destination is perfect for both relaxing escapes and upscale gatherings.

• Elegant, Modern Stays – Rooms and suites are sleek and well-appointed, offering all the modern comforts you'd expect—from plush bedding to tech-friendly features
• Atrium Views That Impress – The centerpiece of the resort is a soaring 19-story glass atrium with panoramic views of the river—perfect for morning coffee or sunset cocktails
• Full-Service Relaxation – Recharge at the on-site spa, swim laps in the indoor pool, soak in the whirlpool, or get a workout in at the state-of-the-art fitness center
• Diverse Dining Options – Choose from several on-site restaurants and lounges, whether you're in the mood for upscale dining, casual bites, or evening drinks with a view
• Events Made Easy – With over 500,000 square feet of flexible event space, it's a top choice for conferences, weddings, and large gatherings

Address: Gaylord National Resort & Convention Center, 201 Waterfront St, Oxon Hill, MD 20745
Phone: 301-965-4000

Location: Chestertown, Maryland

If you’re looking to unplug and unwind somewhere serene, we’d happily recommend Great Oak Manor. Nestled just outside of Chestertown, this stunning 18th-century estate overlooks the Chesapeake Bay and offers a relaxing retreat filled with charm, comfort, and coastal views.

• Historic Elegance – Each guest room is beautifully appointed with its own unique décor, private bathroom, and welcoming touches. The manor’s inviting common rooms make it easy to cozy up with a book or connect with fellow travelers
• Start Your Day Right – Enjoy a delicious complimentary breakfast each morning before heading out to explore or relax by the water
• Outdoor Activities Included – Take full advantage of complimentary kayaks, paddleboards, canoes, and cruiser bikes—or simply relax around the waterside fire pit under a sky full of stars
• Access to Extra Amenities – Guests also enjoy access to the nearby marina’s amenities, including a swimming pool, fitness room, nine-hole golf course, and tennis courts
• Charming Surroundings – Just a short drive away, you’ll find the historic streets of Chestertown, known for its quaint shops, galleries, and waterfront charm

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

Location: Kent Island, Maryland

For a relaxing escape on the Chesapeake Bay with a touch of luxury and wellness, we’d definitely recommend The Inn at Chesapeake Bay Beach Club. Set on Kent Island, this coastal retreat offers stylish rooms, suites, and cottages along with thoughtful amenities that make it easy to unwind and feel at home.

• Chic Stays by the Bay – With more than 70 rooms and suites, plus private cottages, accommodations are warm, welcoming, and beautifully designed for comfort and style
• Wellness at the Core – Treat yourself at the full-service spa and salon, take a complimentary yoga class, or relax by one of two outdoor pools with water features and comfy lounge seating
• Fun & Fresh Air – Explore the grounds on complimentary bikes, play oversized chess or cornhole in the Inn Square, or gather around the firepit in a rocking chair as the sun sets
• Dining Done Right – Savor locally inspired dishes at Knoxie’s Table, enjoy casual bites from The Market, or simply stroll through the Chef’s Garden for a little culinary inspiration
• Fitness & Flow – Stay active at the on-site fitness center or just enjoy a mindful moment by the garden before starting your day

Address: The Inn at Chesapeake Bay Beach Club, 180 Pier 1 Rd, Stevensville, MD 21666
Phone: 410-604-5900

Location: Cambridge, Maryland

If you're looking for a full-service resort with gorgeous river views and something for everyone, we’d definitely recommend the Hyatt Regency Chesapeake Bay Golf Resort. Nestled along the Choptank River, this 342-acre retreat in Cambridge offers a true Eastern Shore experience—whether you're planning a family vacation, romantic weekend, or business getaway.

• Spacious, Scenic Stays – Luxurious accommodations come with private balconies and peaceful views, perfect for watching the sunrise or winding down after a day of adventure
• Resort-Style Amenities – Enjoy indoor and outdoor temperature-controlled pools, a full-service spa and salon, and an 18-hole championship golf course designed by Keith Foster
• Family-Friendly Fun – Kids can join in the fully supervised Camp Hyatt while adults take time to relax, explore, or enjoy the spa and golf course
• Dining for Every Taste – Choose from six on-site restaurants and bars serving everything from casual snacks to elegant dinners with a view
• Event-Ready Spaces – With over 122,000 square feet of indoor and outdoor event space, it's a great spot for weddings, conferences, and special celebrations
• Explore Nearby – The resort is just a short drive from local attractions like the Richardson Maritime Museum and Bill Burton Fishing Pier State Park

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

Location: St. Michaels, Maryland

If you’re in search of a peaceful and elegant retreat on Maryland’s Eastern Shore, we’d highly recommend the Inn at Perry Cabin by Belmond. Set in a beautifully preserved colonial-style manor house, this luxury riverside escape offers timeless charm, modern comfort, and sweeping views of the Miles River.

• Elegant Accommodations – Rooms and suites feature antique-style furnishings, plush linens, modern amenities, and private balconies or terraces with serene waterfront views
• Exceptional Dining – Enjoy globally inspired cuisine at the waterside restaurant or unwind fireside in the cozy pub—perfect for a nightcap or a relaxed evening with friends
• Wellness & Leisure – Relax in the outdoor pool, book a treatment at the full-service spa, or get moving in the well-equipped fitness center
• Explore in Style – Borrow one of the inn’s complimentary bikes and explore the charming town of St. Michaels, or visit the nearby Chesapeake Bay Maritime Museum
• Perfect for Events – With elegant, modern event spaces and a peaceful riverside setting, the inn is ideal for weddings, celebrations, or romantic getaways

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

Location: Ellicott City, Maryland

Whether you're planning a relaxing getaway, a golf weekend, or a stylish event near Baltimore and D.C., we’d definitely recommend Turf Valley Resort. Nestled between Route 70 and U.S. Route 40 and bordered by the peaceful David Force Natural Resource Area, this upscale resort offers the perfect mix of natural beauty and modern convenience.

• Comfortable, Luxurious Stays – Spacious accommodations provide everything you need to unwind, with thoughtful amenities, scenic views, and a warm, welcoming atmosphere
• Championship Golf – Tee off on the resort’s 18-hole championship golf course, surrounded by rolling hills and lush Maryland landscapes
• Relax & Recharge – Indulge at the full-service spa, take a dip in the pool, or enjoy a peaceful walk through nearby nature trails
• Exceptional Dining – From casual bites to elegant dinners, the on-site dining options showcase fresh, locally inspired cuisine
• Ideal for Events – With elegant ballrooms, flexible meeting spaces, and expert staff, Turf Valley is a go-to destination for weddings, conferences, and social gatherings of all kinds

Address: Turf Valley Resort, 2700 Turf Valley Road, Ellicott City, MD 21042
Phone: 410-465-1500 or 888-TEE-TURF

Location: Cumberland, Maryland

If you're looking for a resort that offers a little bit of everything—from gaming and golf to spa time and scenic lake views—we’d definitely recommend Rocky Gap Casino Resort. Nestled in the mountains near Cumberland and overlooking a peaceful lake, this award-winning retreat is great for couples, families, and groups alike.

• Relax & Recharge – Stay in comfortable, modern accommodations at the AAA-Diamond-rated hotel and enjoy access to a full-service spa, fitness center, and tranquil mountain surroundings
• Try Your Luck – The 24-hour casino features slot machines, table games, and lively energy around the clock for those feeling lucky
• Championship Golf – Tee off on the Jack Nicklaus Signature golf course, known for its scenic beauty and challenging layout
• Dine & Unwind – Choose from five on-site restaurants and lounges offering everything from casual bites to cocktails with a view
• Host with Ease – The resort’s state-of-the-art conference center is ideal for weddings, corporate events, and private celebrations, with customizable packages to fit every occasion

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