25 Best Romantic Maryland Weekend Getaways & Resorts

From charming country inns to full service resorts, Maryland offers many great options for a relaxing weekend getaway. Head to Chesapeake Bay or National Harbor to enjoy romantic water views, a choice of restaurants and activities. Or check into a historic MD inn surrounded by nature where you can rejuvenate in a tranquil setting with great food and friendly service. Photo: science photo/Fotolia

Chesapeake Beach Resort and Spa located along Maryland’s waterfront is a perfect destination for day trips, weddings, family reunions, or an exciting adventure getaway. You can take advantage of year-round fun at this resort with marina water activities, casino game rooms and bingo games, luxurious trips to the rejuvenating spa, or entertaining concerts.

You have the choice of staying in one of 72 rooms and suites on your weekend getaway, some of which feature limited views while others have complete waterfront views. Each cozy room includes a separate workspace, a K-cup coffee maker, an iHome docking station, and free Wi-Fi access.

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.

4165 Mears Avenue, Chesapeake Beach, Maryland 20732, 866-312-5596 Photo: The Chesapeake Beach Resort and Spa

The Inn at 202 Dover is a AAA Four-Diamond award and Michelin-recommended Bed and Breakfast and restaurant located a block away from Easton, MD that was built in 1874. When booking your stay, you can choose between five unique suites decorated with authentic and replica antiques, ensuring an elegant and timeless experience. Modern amenities such as air jet tubs, steam showers, cable TV, and high speed Internet access will make you feel pampered throughout your visit.

You will receive first-class, luxury treatment starting with a glass of sherry upon your arrival. Your night will end with nightly turndown service and fresh fruit, delicious cookies, or chocolate treats. Dine at the Peacock Restaurant & Lounge, which boasts an incredible wine list. Be sure to participate in the Inn’s timeless traditions of the Inn, including traditional High Tea served each Thursday.

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

The Inn at Herrington Harbour in Chesapeake Bay, Maryland, is a perfect vacation place for water and boat lovers. With incredible views, 600 private boat slips, direct waterway access to the bay, and a 2-mile eco-trail this getaway is the perfect blend of relaxation and adventure.

With 34 spacious guest rooms some of which include private patios with revitalizing outdoor hot tubs, the inn is a great romantic vacation idea. You can also choose one of eleven unique suites with separate living and kitchen areas featuring subtle decorations that will allow you to truly appreciate the beauty of the bay.

You can dine at either Chesapeake Market and Deli, or at Mango’s Bar and Grill, which features amazing views that will make your meal taste even better. You can also unwind by walking through the beautiful and peaceful gardens. If you are looking for romantic resorts in Maryland with a diverse choice of activities, this is a great place to visit.

7161 Lake Shore Drive, North Beach, Maryland 20714, 410-741-5100 Photo: Inn at Herrington Harbour

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The St. Michaels Harbour Inn, Marina & Spa, is located in the heart of Chesapeake Bay in St Michael’s, Maryland. It is the perfect option for an overnight getaway or longer vacation stay; you will love spending time on the water, shopping, antiquing, or eating fresh fish during your stay. This property has 49 deluxe rooms including 32 light-filled suites with beautiful views of the Bay. Amenities include daily continental breakfast with an omelet bar, Wi-Fi access throughout the property, a complimentary shuttle service, and bicycles, which you can use to take a leisurely ride around the area.

The Harbour Inn has three dining options available for guests. The Harbourside Grill, with its covered decks, warm fireplace, and unforgettable views, is a particular favorite, and it serves lunch, dinner, and cocktails. Complete your stay with a relaxing trip to the Spa at Harbour Inn and treat yourself to a body wrap, massage, or other indulging treatment.

101 N. Harbor Rd, St. Michaels, Maryland 21663, 410-745-9001 Photo: The Harbour Inn

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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. Conveniently located in the heart of Church Circle, Reynolds Tavern is mere steps from the State Capitol, and it is also quite close to the United States Naval Academy.

Some of the rooms feature original hardwood floors and original staircases, and the center hall is largely unchanged from its 1747 design. You can feel the rich tradition and history of the establishment throughout your stay. The Reynolds Tavern features three refined two-room suites decorated with gorgeous antiques, exquisite oriental rugs, and soft, cozy bedding, all of which provide absolute comfort.

During your stay, you can enjoy lunch or dinner at the historic Reynolds Tavern, a restaurant with a rich ambience, amazing food, and a deep connection with history. You will not want to miss the classic experience of High Tea, which is served daily.

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

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Located in Cambridge, Maryland, Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina is a 400-acre retreat overlooking the Choptank River that is perfect for a family getaway or a romantic escape. During your stay, you will have access to all the comforts and amenities a luxury Hyatt Resort typically provides.

Whether you choose a standard room, a room with a view, a suite, or the Regency Club room, you will have a delightful stay during which you can enjoy amenities including a refrigerator, microwave, cable TV, and free Wi-Fi. If you are hungry, you can choose from one of seven onsite restaurants.

Tee-up at the championship 18-hole River Marsh Golf Club, practice your serve at the tennis courts, splash around the indoor and outdoor pools, and experience indulging pampering treatments at Sago Spa and Salon. If you are looking for romantic spa getaways in Maryland, this is relaxing vacation spot.

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

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Wisp Resort is an amazing destination getaway for skiers, golfers, and outdoor enthusiasts. Guests can enjoy the western mountains of Maryland by skiing down 172 acres of slopes that receive over 100 inches of snow each season. Alternatively, you can enjoy a challenging mountainside game of golf at the beautiful 18-hole Lodestone Course.

With 102 suites and 67 deluxe guest rooms available, everyone in your party will be able to relax during your stay. Each room and suite includes a refrigerator, microwave, coffee maker, cable television with over 80 channels, and complimentary Wi-Fi access, making the resort a true mountain home away from home.

During your stay, you have access to six dining options including the rustic lodge DC’s Bar & Restaurant, which serves breakfast, lunch, and dinner. If you are looking for year-round romantic Maryland resorts, Wisp Resort provides the perfect water, ski, golf, shopping, and adventure getaway for all your friends and family.

296 Marsh Hill Road, Mchenry, Maryland 21541, 301-859-3159 Photo: Wisp Resort

From the moment you check in to The Gaylord National Resort & Convention Center in National Harbor, MD, you will be in awe of your surroundings, and from the lobby atrium, you can see stunning views of the Potomac River and the nation’s capital.

One of the highlights of your stay will definitely include a visit to the 20,000 square fitness center featuring a pool, cardio equipment, and free weights. At Relache Spa, you can indulge in world-class treatments like wraps, massages, scrubs, or facials. Guest room options include deluxe rooms and suites, some of which overlook the atrium or river. Room amenities include cable TV, work areas with ample electronic connections, mini-fridges, and coffee service.

There are six fabulous onsite dining options. The Pose Rooftop with wrap around floor to ceiling windows overlooking Washington DC provides breathtaking and historical views you will not want to miss.

201 Waterfront Street, National Harbor, Maryland 20745, 301-965-4000 Photo: Gaylord National Resort

Located in the rolling hills of Columbia, MD, 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.

During your stay, you can enjoy mingling with others by playing a game of pool, having a coffee in the atrium, or admiring the impressive four-story Great Room with games, movies, and books. The Columbia Inn at Peralynna offers 17 uniquely decorated room and grand suites. The Renaissance rooms are decorated with timeless antiques and replicas that will make you feel as though you have been transported to another era.

Your stay includes daily, delicious, 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 as you sit in the atrium from where you can take in spectacular views.

10605 State Route 108, Columbia, Maryland 21044, 410-715-4600 Photo: The Columbia Inn at Peralynna

Located on Chesapeake Bay in Chestertown, Maryland, the Great Oak Manor is an 18th century country-style bed and breakfast. Experience a blend of relaxation and sophistication as you sit by the water watching the sunset and let your mind roam free at this historical estate. The Great Oak Manor features cheerily decorated common rooms where you can socialize, read, and enjoy freshly prepared snacks, coffee, or tea. Bicycles and paddleboards are available for use so you can experience the fun and adventure of the Eastern Shore.

The Manor has 12 inviting suites with elegant touches including plush towels, feather beds, and the finest bath amenities. Each morning you will wake up to a fresh homemade breakfast that you can savor while taking in the stunning bay views.

10568 Cliff Rd, Chestertown, Maryland 21620, 410-778-5943 Photo: Great Oak Manor

Located just steps from the sand in Oxford, Maryland, the Sandaway blends the comfort of a hotel with world class service and the charm of a bed and breakfast. This location has convenient access to the beach as well as spectacular views, and the establishment provides a pampering experience that will delight you.

When making reservations at the Sandaway, you can choose from 18 uniquely decorated spacious suites and rooms. The Waterview Sandaway Suite, which has a private entrance from the screened porch, is a popular choice for honeymooners and anniversary couples.

Spend some time on the warm sandy beach in a cozy chair, try kayaking, or take advantage of an in-room massage. When you are ready to unwind, head to the beach house, which is stocked with snacks and beverages. You can see amazing views of the bay and enjoy a light fresh breakfast while you savor your time away.

103 West Strand Road, Oxford, Maryland 21654, 888-726-3292 Photo: The Sandaway

In French, Chez Amis means “among friends,” making it an apt name for this bed and breakfast, which provides a relaxing, intimate, and indulgent getaway. This quaint four-room Bed and Breakfast located in historic downtown Annapolis is walking distance from several shops, restaurants, the waterfront, the State Capitol, and the United States Naval Academy.

Chez Amis has four individually decorated rooms that come with down comforters, coffee / tea selection, free Wi-Fi access, complimentary beverages, and concierge service. The spacious State House Room with large windows overlooking the capitol domes and a separate living area is exceptionally comfortable.

Chez Amis also provides a mouthwatering hand crafted three-course breakfast prepared daily. After trying Elly’s famous Lemon Curd, you will want to take jars home to help you savor the memories of your stay. Things to Do in Annapolis

85 East Street, Annapolis, Maryland 21401, 888-224-6455 Photo: Chez Amis Bed and Breakfast

The Laurel Grove Bed and Breakfast has incredible river views and provides a peaceful and memorable getaway for every guest. This inviting escape features a private dock on the South River and three acres of a large wooded area so guests can enjoy the great outdoors.

There are five uniquely decorated suites that will ensure your stay is comfortable and tranquil. You might want to consider staying in the River Hill Suite, which features a private entrance and separate living space with large windows providing spectacular views. A plush couch is ideal for lounging and enjoying a relaxing afternoon.

The Laurel Grove Inn has several comfortable, beautifully decorated common spaces to enjoy including the Waterfront Veranda, a perfect place to sip coffee or tea. A continental breakfast is provided during weekdays, and full breakfast is served on the weekend.

2881 South Haven Rd, Annapolis, MD 21401, 443-370-2394 Photo: Laurel Grove Inn

Located close to Baltimore’s Inner Harbor in Stevenson, Maryland, the Gramercy Mansion Bed and Breakfast is an ideal location for anniversaries and weddings. This historical secluded mansion sits on 45 acres of exquisitely maintained gardens, including the Koinonia Organic Farm and a wildlife preserve.

There are eleven elegantly decorated rooms and suites with amenities including cable TV, microwave, refrigerator, fresh flowers, and high-speed Internet access.

The property includes the Carriage House, which is open year round and displays timeless antiques and artwork. It is an ideal location for events, business meetings, retreats and weddings. Each morning, you can enjoy a fresh American breakfast served in the dining room, on the covered terrace, or in your room. The wine dinners scheduled throughout the year are a favorite event among many guests, and they are served with the historic backdrop of the mansion.

1400 Greenspring Valley Road, Stevenson, MD 21153, 410-486-2405 Photo: Gramercy Mansion

While staying at the Rocky Gap Casino and Resort, you can appreciate beautiful panoramic views of the lush green mountains and nearby lake that will take your breath away. You can spend a pleasant evening in the casino, have an outdoor adventure, or treat yourself to a pampering treatment.

Accommodations at the Rocky Gap Casino consist of Mountain and Resort guest rooms and suites. Each spacious room is modern in design and provides leisure and comfort. Amenities include a coffee maker, microwave, refrigerator, and complimentary wireless Internet access.

This escape is perfect for golf enthusiasts, who can enjoy a beautiful 18-hole course designed by Jack Nicklaus. Alternatively, you can spend time at the Spa at Rocky Gap and treat yourself to a wrap, facial, manicure, pedicure, or body treatment. The resort features five dining options including A Little Munch, which serves sandwiches, snacks, beer, and delightful baked goods.

16701 Lakeview Road, Flinstone, MD 21530, 301-784-8400 Photo: Rocky Gap Casino and Resort

From the moment you climb the steps to the wrap around deck with wood rocking chairs, you will settle in to a relaxing yet exciting experience at Haley Farm Spa and Retreat Center in Oakland, Maryland. The appeal of this 65-acre farm is the variety of activities in which you can partake, including sports adventures that are available year-round, pampering services at the delightful spa, or participate in meditation, yoga classes, and hiking.

When staying at Haley Farm Spa and Retreat Center, guests can choose from four room types. Each of the buildings is warmly decorated and provides space for leisurely relaxation; the rooms include separate living areas, kitchens, and Jacuzzi tubs. Hayley’s Lakeside Cottage has three bedrooms and stairs that lead directly to your private dock. The cottages are perfect for a family or friend getaway.

16766 Garrett Highway, Oakland, MD 21550, 301-387-2471 Photo: Haley Farm Spa and Retreat Center

Hotel Brexton is a historic boutique hotel providing you with an intimate, first-class luxury vacation experience. Located in the culturally diverse Mt. Vernon area of Baltimore, the Queen Anne Style Hotel Brexton celebrates all walks of life. It is located in the midst of a thriving gay and lesbian scene in an area that features amazing restaurants, shops, bars, and events.

With 6 types of rooms to choose from ranging from a Queen guest room to a Superior King room, all of which are spacious, bright, and comfortable, you will thoroughly enjoy your stay at the Hotel Brexton. Each room includes free Wi-Fi access and pampering bath amenities including a plush robe that will make you want to laze around for hours on end.

Each morning, you will wake up to a delicious European Breakfast with delightful pastries. You will not want to miss enjoying a caffeinated beverage at the European Latte Lounge or snacking on wine and cheese, providing an opportunity to mingle and meet other guests.

868 Park Avenue, Baltimore, MD 21201, 443-478-2100

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The 1840s Carrollton Inn, located in the heart of Jonestown close to Little Italy and the Inner Harbour, gives you a traditional bed and breakfast experience you won’t soon forget. It features several connected row houses dating to the early 19th century that surround a beautiful and tranquil courtyard.

There are 13 uniquely decorated suites with historic pieces of furniture that will make you feel as if you have travelled back to the turn of the century. Each room includes cable, high-speed Internet access, a refrigerator, microwave, complimentary beverages, plush robes, and fresh flowers.

The 1840s Carrollton Inn is perfect for leisurely trips, business travels, or an intimate weekend. You will love starting your day with a fresh homemade breakfast served in the dining room or delivered to your room. The service is outstanding, and this bed and breakfast will continue to spoil you throughout your stay.

50 Albemarle Street, Baltimore, MD 21202, 410-385-1840

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