Weekend Getaways in Maryland for Couples

1. Rod 'N' Reel Resort - 1 hour 10 minutes from Baltimore

• What is Rod 'N' Reel Resort?
  • Rod 'N' Reel Resort in Chesapeake Beach is located along Maryland’s waterfront and is a perfect destination for day trips, weddings, family reunions, or an exciting adventure getaway.
• What activities are available at Rod 'N' Reel Resort?
  • You can take advantage of year-round fun at this resort, including:
  • Marina water activities
  • Casino game rooms and bingo games
  • Luxurious trips to the rejuvenating spa
  • Entertaining concerts
• What accommodations are available at the resort?
  • You have the choice of staying in one of 72 rooms and suites, some of which feature limited views while others offer complete waterfront views.
• What amenities are included in the rooms?
  • Each cozy room includes:
  • A separate workspace
  • A K-cup coffee maker
  • An iHome docking station
  • Free Wi-Fi access
• Where can guests dine at Rod 'N' Reel Resort?
  • During your stay, you have the option of dining at any of the three tempting restaurants, including the incredibly appealing Rod 'N' Reel Restaurant that serves fresh Southern Maryland seafood and overlooks the waterfront.
• What is the address and contact information for Rod 'N' Reel Resort?
  • Rod 'N' Reel Resort, 4165 Mears Avenue, Chesapeake Beach, Maryland 20732, Phone: 866-312-5596

2. Wylder Hotel, Tilghman Island - 1 hour 50 min

• What is the Wylder Hotel on Tilghman Island?
  • Since 1898, guests have been coming to Tilghman Island to relax and reconnect with nature at the original boarding house, which has now become the boutique Wylder Hotel.
• Where is Tilghman Island located?
  • Tilghman Island is a tiny 3-mile island in Chesapeake Bay, offering a tranquil and scenic getaway for visitors.
• What activities can guests enjoy on Tilghman Island?
  • Couples and visitors can spend their days:
  • Relaxing around the salt-water pool
  • Kayaking or paddle-boarding
  • Cycling around the island
  • Playing bocce ball
  • Going on a fishing charter or a romantic sunset cruise
• Where can guests dine at Wylder Hotel?
  • Guests can enjoy craft cocktails and fresh seafood at Tickler’s Crab Shack and Bar Mumbo, which offers:
  • Craft cocktails
  • Fabulous fresh fish and seafood dishes
  • Other tasty meals for non-pescatarians

Wylder Hotel on Tilghman Island, 21551 Chesapeake House Dr, Tilghman, MD 21671, 410-886-2121

3. Annapolis Waterfront Hotel

• What is the Annapolis Waterfront Hotel?
  • The Annapolis Waterfront Hotel is one of the Marriott Autograph Collection of luxury hotels, offering an excellent option for couples seeking a romantic getaway in Maryland.
• Where is the hotel located?
  • Perched on the edge of the Annapolis Harbor, the hotel is perfectly positioned for sailing and other water sports.
• What attractions are near the Annapolis Waterfront Hotel?
  • The hotel is just steps from attractions like:
  • Annapolis Historic Downtown
  • "The Yard"
• What type of accommodations does the hotel offer?
  • All the rooms provide a serene cocoon where you can relax and unwind, surrounded by calming décor and brilliant views.
• Where can guests dine at the hotel?
  • The on-site Pusser’s Caribbean Grille serves delicious Caribbean fare for those who prefer to dine at the hotel rather than venture out to one of the many area restaurants.

Annapolis Waterfront Hotel, 80 Compromise Street, Annapolis, MD 21401, 410-268-7555, website

4. St. Michaels Harbour Inn, Marina and Spa - 1 hour 30 minutes from Baltimore

• Where is St. Michaels Harbour Inn, Marina & Spa located?
  • St. Michaels Harbour Inn, Marina & Spa is located in the heart of Chesapeake Bay in St. Michael’s, Maryland.
• What makes this inn a great getaway option?
  • It is the perfect option for an overnight getaway or a longer vacation stay. Guests can enjoy:
  • Spending time on the water
  • Shopping
  • Antiquing
  • Eating fresh fish during their stay
• What accommodations does St. Michaels Harbour Inn offer?
  • This property has 49 deluxe rooms, including 32 light-filled suites with beautiful views of the Bay.
• What amenities are available at the inn?
  • Amenities include:
  • Daily continental breakfast with an omelet bar
  • Wi-Fi access throughout the property
  • Complimentary shuttle service
  • Bicycles for a leisurely ride around the area
• What dining options are available?
  • St. Michaels Harbour Inn, Marina and Spa has three dining options available for guests.
  • The Harbourside Grill, with its covered decks, warm fireplace, and unforgettable views, is a particular favorite and serves lunch, dinner, and cocktails.
• What spa services are available at the inn?
  • Complete your stay with a relaxing trip to the Spa at Harbour Inn and treat yourself to:
  • A body wrap
  • A massage
  • Other indulging treatments
• What is the address and contact information for St. Michaels Harbour Inn?
  • 101 N. Harbor Rd, St. Michaels, Maryland 21663, Phone: 410-745-9001

5. The Reynolds Tavern - 35 minutes

• What is the Reynolds Tavern in Annapolis?
  • Visiting the Reynolds Tavern in Annapolis, Maryland, a timeless luxurious Bed and Breakfast connected to one of the oldest taverns in the United States, is a wonderful vacation experience.
• Where is the Reynolds Tavern located?
  • Conveniently located in the heart of Church Circle, The Reynolds Tavern is mere steps from the State Capitol and quite close to the United States Naval Academy.
• What historical features does the Reynolds Tavern have?
  • Some of the rooms feature:
  • Original hardwood floors
  • Original staircases
  • The center hall is largely unchanged from its 1747 design
  • Guests can feel the rich tradition and history of the establishment throughout their stay.
• What accommodations does the Reynolds Tavern offer?
  • The Reynolds Tavern features three refined two-room suites, decorated with:
  • Gorgeous antiques
  • Exquisite oriental rugs
  • Soft, cozy bedding for absolute comfort
• What dining options are available at the Reynolds Tavern?
  • During your stay, you can enjoy lunch or dinner at the historic Reynolds Tavern, a restaurant with:
  • A rich ambiance
  • Amazing food
  • A deep connection with history
• What is the High Tea experience at Reynolds Tavern?
  • You will not want to miss the classic experience of High Tea, which is served daily.
• What is the address and contact information for Reynolds Tavern?
  • 7 Church Circle, Annapolis, Maryland 21401, Phone: 410-295-9555

6. Hyatt Regency Chesapeake Bay - 1 hour 30 minutes from Baltimore

• What is the Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina?
  • Located in Cambridge, Maryland, the Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina is a 400-acre retreat overlooking the Choptank River. It is perfect for a family getaway or a romantic escape.
• What accommodations are available at the resort?
  • Guests can choose from:
  • Standard rooms
  • Rooms with a view
  • Suites
  • Regency Club rooms
  • All accommodations include:
  • A refrigerator
  • A microwave
  • Cable TV
  • Free Wi-Fi
• What dining options are available?
  • Guests can choose from seven onsite restaurants offering a variety of dining experiences.
• What recreational activities can guests enjoy?
  • The resort offers numerous activities, including:
  • Golfing at the River Marsh Golf Club
  • Tennis courts for practicing your serve
  • Indoor and outdoor pools for relaxation and fun
• What spa services are available at the resort?
  • Guests can experience indulgent pampering treatments at Sago Spa and Salon, making it a perfect choice for romantic spa getaways in Maryland.
• What is the address and contact information for Hyatt Regency Chesapeake Bay?
  • Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina, 100 Heron Blvd. at Route 50, Cambridge, Maryland, 21613, Phone: 410-901-1234

7. Wisp Resort

• What is Wisp Resort?
  • Wisp Resort is an amazing destination getaway for skiers, golfers, and outdoor enthusiasts. It offers access to the western mountains of Maryland, making it a year-round adventure resort.
• What activities can guests enjoy at Wisp Resort?
  • Guests can enjoy:
  • Skiing down 172 acres of slopes that receive over 100 inches of snow each season
  • Playing a challenging mountainside game of golf at the beautiful 18-hole Lodestone Course
• What accommodations are available at Wisp Resort?
  • The resort offers 102 suites and 67 deluxe guest rooms, ensuring everyone in your party has a comfortable stay.
• What amenities are included in the rooms?
  • Each room and suite includes:
  • A refrigerator
  • A microwave
  • A coffee maker
  • Cable television with over 80 channels
  • Complimentary Wi-Fi access
  • These amenities make Wisp Resort a true mountain home away from home.
• What dining options are available at Wisp Resort?
  • Guests have access to six dining options, including:
  • The rustic lodge DC’s Bar & Restaurant, which serves breakfast, lunch, and dinner
• Is Wisp Resort a good destination for a romantic getaway?
  • Yes! If you are looking for year-round romantic Maryland resorts, Wisp Resort provides the perfect getaway with water activities, skiing, golfing, shopping, and adventure for all your friends and family.
• What is the address and contact information for Wisp Resort?
  • 296 Marsh Hill Road, McHenry, Maryland 21541, Phone: 301-859-3159

8. Gaylord National Resort

• What is the Gaylord National Resort?
  • From the moment you check in to the Gaylord National Resort in National Harbor, MD, you will be in awe of your surroundings. From the lobby atrium, you can see stunning views of the Potomac River and the nation’s capital.
• What fitness and wellness facilities are available?
  • One of the highlights of your stay will be a visit to the 20,000-square-foot fitness center, which features:
  • A pool
  • Cardio equipment
  • Free weights
  • At Relâche Spa, you can indulge in world-class treatments, including:
  • Wraps
  • Massages
  • Scrubs
  • Facials
• What types of rooms are available at the resort?
  • Guest room options include:
  • Deluxe rooms
  • Suites
  • Some rooms offer views overlooking the atrium or river.
• What amenities are included in the rooms?
  • All rooms include:
  • Cable TV
  • Work areas with ample electronic connections
  • Mini-fridges
  • Coffee service
• What dining options are available at the Gaylord National Resort?
  • The resort features six fabulous onsite dining options.
  • The Pose Rooftop offers wrap-around floor-to-ceiling windows overlooking Washington, D.C., providing breathtaking and historical views you will not want to miss.
• What is the address and contact information for Gaylord National Resort?
  • Gaylord National Resort, 201 Waterfront Street, National Harbor, Maryland 20745, Phone: 301-965-4000

9. The Columbia Inn at Peralynna

• What is the Columbia Inn at Peralynna?
  • Located in the rolling hills of Columbia, Maryland, the historic Columbia Inn at Peralynna provides a luxurious, tranquil setting for romantic getaways, upscale business trips, corporate retreats, and intimate weddings.
  • This unique, elegant boutique hotel captures the feel of a luxurious bed and breakfast.
• What amenities does the Columbia Inn at Peralynna offer?
  • During your stay, you can enjoy:
  • Mingling with others while playing a game of pool
  • Having a coffee in the atrium
  • Admiring the impressive four-story Great Room with games, movies, and books
• How many rooms does the Columbia Inn at Peralynna have?
  • The Columbia Inn at Peralynna offers 17 uniquely decorated rooms and grand suites.
• What is special about the Renaissance rooms?
  • The Renaissance rooms are decorated with timeless antiques and replicas, creating an ambiance that will make you feel as though you have been transported to another era.
• What dining experiences can guests expect?
  • Your stay includes:
  • Daily, made-to-order breakfasts with pastries you will crave long after you’ve returned home
  • Before leaving, be sure to enjoy wine, cheese, and crackers in the atrium while taking in spectacular views.
• What is the address and contact information for Columbia Inn at Peralynna?
  • Columbia Inn at Peralynna, 10605 State Route 108, Columbia, Maryland 21044, Phone: 410-715-4600

10. Great Oak Manor, Maryland

• What is Great Oak Manor?
  • Located on Chesapeake Bay in Chestertown, Maryland, Great Oak Manor is an 18th-century country-style bed and breakfast.
  • Guests can experience a blend of relaxation and sophistication while watching the sunset and enjoying the peaceful surroundings of this historical estate.
• What amenities are available at Great Oak Manor?
  • The manor features cheerily decorated common rooms where guests can:
  • Socialize with other visitors
  • Read in a quiet, cozy space
  • Enjoy freshly prepared snacks, coffee, or tea
  • Bicycles and paddleboards are available for use so guests can experience the fun and adventure of the Eastern Shore.
• How many suites does Great Oak Manor have?
  • Great Oak Manor has 12 inviting suites with elegant touches, including:
  • Plush towels
  • Feather beds
  • The finest bath amenities
• What dining experience can guests expect?
  • Each morning, guests wake up to a fresh homemade breakfast that can be savored while taking in the stunning bay views.
• What is the address and contact information for Great Oak Manor?
  • 10568 Cliff Rd, Chestertown, Maryland 21620, Phone: 410-778-5943