25 Best Romantic Weekend Getaways in Maryland

© Rod 'N' Reel Resort

Rod 'N' Reel Resort 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

© Wylder Hotel

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. Tilghman Island is a tiny 3-mile island in Chesapeake Bay where couples can spend their days relaxing around the salt-water pool, kayaking or paddle-boarding. Other activities include cycling around the island, playing bocce ball or going on a fishing charter or romantic sunset cruise. The well-appointed guest rooms and suites come in various sizes to suit your tastes and budget. Tickler’s Crab Shack and Bar Mumbo offer craft cocktails, fabulous fresh fish and seafood dishes as well as other tasty meals for non-pescatarians.

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

© 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. Perched on the edge of the Annapolis Harbor, the hotel is perfectly positioned for sailing and other water sports. It is also just steps from attractions like the Annapolis Historic Downtown and “The Yard”. All the rooms offer a serene cocoon where you can relax and unwind, surrounded by calming décor and brilliant views. The on-site Pusser’s Caribbean Grille serves delicious Caribbean fare if you don’t feel like venturing out to one of the many area restaurants.

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

© The Harbour Inn

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

© The Reynolds Tavern

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

© Hyatt Regency Chesapeake Bay

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

© Wisp Resort

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

© Gaylord National 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

© The Columbia Inn at Peralynna

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

© Great Oak Manor

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

© The Sandaway

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

© Lake Pointe Inn

Regardless of the season, the Lake Pointe Inn on the shores of Deep Creek Lake in McHenry promises to provide an unforgettable romantic getaway. The luxury B&B offers 10 superbly appointed guestrooms, some of which overlook the lake while others offers views of the winter ski slopes. All the rooms are lovely and would be great for a romantic retreat – check their website to choose your favorite. The surrounding area has much to offer in the way of attractions including antiquing, Amish Craft Trails, historic buildings, art galleries and more. The Inn offers some great romantic packages which include flowers, bubbles and more.

Lake Pointe Inn, 174 Lake Pointe Drive, McHenry, MD 21541, 301-804-6221

© Laurel Grove Inn

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

© Gramercy Mansion

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

© Inn at Herrington Harbour

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 Chesapeake Market and Deli 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

© Rocky Gap Casino and Resort

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

© Haley Farm Spa and Retreat Center

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 whirlpool 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

© Inn at Perry Cabin

Perfectly positioned on the eastern shore of Maryland, just across the river from Chesapeake Bay, The Inn at Perry Cabin is a wonderful place to escape to for your next romantic getaway. Here, surrounded by the calming influence of the area you can your partner can look forward to doing as much or as little as you wish. The guestrooms and suites continue the relaxing theme with tranquil colors and all the luxuries you deserve. There is an on-site Links Golf Course where you can enjoy a challenging round of golf, or you can play tennis, go cycling or sample the water sports. The resort also boasts a wonderful outdoor swimming pool, a fitness room and, best of all, the Spa at Perry Cabin.

308 Watkins Lane, St. Michaels, MD 21663, 888-805-8885

© Hotel Brexton

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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© 1840s Carrollton Inn

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

© Savage River Lodge

Savage River Lodge is a lavish wooded retreat that is completely surrounded by the Savage River State Forest, which spans more than 700 acres throughout the Frostburg area. The 40-acre resort offers 18 miniature guest lodges for overnight stay, which have been handcrafted from white pine and are designed to coexist in harmony with their natural surroundings. Lavish amenities in all cabins include gas-burning fireplaces, pull-out sofas, and spacious outdoor porches. Eight unique yurt accommodations are also offered, featuring leather furniture, domed skylights, and beverage bars. Complimentary breakfast is delivered to each cabin and yurt each morning, with more than 13 miles of hiking trails available for visitors to explore the outdoors around them. A New American-style restaurant and bar is also offered, along with a ski shop, common-use library, and communal fire pit.

1600 Mt Aetna Rd, Frostburg, MD 21532, Phone: 301-689-3200

© Live! Casino and Hotel

Couples who enjoy the thrill of flirting with Lady Luck at the slots and tables will find that Live! Casino and Hotel offers an excellent weekend getaway destination. The hotel welcomes you to come and relax and unwind in one of 310 rooms and suites, all of which have been decorated with elegance and flair. For a special romantic touch you can book the palatial Presidential Suite which comes with even more luxury features. The exciting Live! Casino has around 4000 tempting slot machines and more than 200 live action table games for you to enjoy. Besides all the thrills of the casino, Live! presents wonderful live entertainment including boxing, music, comedy and much more.

Live! Casino and Hotel, 7002 Arundel Mills, Circle 7777, Hanover, MD 21076, 855-563-5483

© The Inn at Chesapeake Bay Beach Clu

A very popular venue for destination weddings, the Chesapeake Bay Beach Club on Kent Island is also a perfect place to spend a romantic weekend getaway. The beautiful surroundings and the views over Chesapeake Bay encourage couples to relax and unwind – perhaps you can start your weekend by enjoying a pampering Couples Retreat at the on-site spa. The guestrooms at the Inn are perfect for a romantic weekend; they all feature large comfortable beds, contemporary styling and extravagant bed linens and bathroom essentials. The Inn has one of the original farm-to-fork eateries which showcase fresh farm produce (from their own gardens) and exceptional local fish and seafood.

The Inn at Chesapeake Bay Beach Club, 180 Pier One Road, Stevensville, MD 21666, 410 604 5900

© The Lodges at Sunset Village

The Lodges at Sunset Village on Deep Creek Lake have all the necessary requisites for a relaxing and romantic weekend getaway. You can choose which of the 6 types of log cabin lodges will best suit your needs – all have direct lake access, indoor fireplaces and large comfy beds (some also have hot tubs or whirlpool Baths). Other amenities include Wi-Fi and TV and some have full kitchens while others have a kitchenette. However, you don’t need to cook unless you want to – there is a great on-site restaurant – the Pine Lodge Steakhouse. On-site activities for you to enjoy include walking, boating and paddling (rentals available), biking, horseback riding and birding.

The Lodges at Sunset Village, 23900 Garrett Highway, McHenry, MD 21541, 301-387-2227

© Evrymmnt/stock.adobe.com

Peacefully nestled in the heart of Kent Island, the Kent Manor Inn (aka Kent Island Resort) is an historical waterfront property which is a perfect choice for a romantic getaway weekend. The Inn is set on a 220 acre farm estate, where it is a popular wedding and events venue. Accommodation consists of 24 guestrooms and suites, all of which have been charmingly styled to fit in with the Inn’s historic roots. Couples can enjoy the wonderful grounds on foot or by bicycle, go kayaking or visit the beautiful sunflower fields. There is an on-site seasonal outdoor pool and area attractions include the Terrapin Nature Park, Blackwater Distilling and Tavern and various other historic attractions in Stevensville.

Kent Manor Inn, 500 Kent Manor Dr, Stevensville, MD 21666, 410-643-5757