14 Perfect Maryland Getaways!

Get away from it all and enjoy slowing down again. Whether you want to be in the city or the quiet of a quaint fishing village, Maryland offers it all. Relax at beachside resorts or explore an island, and enjoy these 14 perfect Maryland getaways. 

1. Chesapeake Beach Resort and Spa, Chesapeake Beach, MD

Conveniently located in Calvert County, the Chesapeake Beach Resort and Spa is the perfect combination of beach-front living and luxurious southern hospitality. A resort painted in white, situated on the bright blue waters of the Chesapeake, you can hear outdoor concerns all summer, play in the pool or in the sand, and enjoy the onsite spa and restaurants.

2. Blue Moon Rising, McHenry, MD

Cozy cabins at Deep Creek Lake make for a romantic, relaxing, and isolated vacation. If you need to get away from it all but still relax in comfort and luxury, Blue Moon Rising is the perfect destination. It’s the perfect combination of nature and relaxation.

3. Rosewood Manor, Port Tobacco, MD

Few have heard of Port Tobacco and for good reason. There are only 50 or so people who live here, making it the perfect getaway. A bustling port town in the 18th century, the town has been beautifully preserved and the Rosewood Manor has rooms decorated with period furnishings and antique touches. You can bike to the state park or drive a short distance to be in a larger city. Otherwise, relax, turn off your cellphone and enjoy being surrounded by luxury in this quiet town. 

4. Great Oak Manor, Chestertown, MD

An 18th century waterfront estate can be your home for the weekend when staying at Great Oak Manor. With only 12 guestrooms, you are likely to feel like the owner of the manor house or at least one of their favorite guests. The grounds are truly spectacular with unobstructed views of the Bay, Adirondack chairs to lounge in, brick courtyards, and lovely gardens.

5. Solomons Victorian Inn, Solomons Island, MD

You wouldn’t believe that this quaint seaside town could be an hour from Washington D.C. but here it is! Solomon's Island has been listed as one of the happiest seaside towns in America, making this the perfect weekend or summer destination. Stroll along the beautiful boardwalk, grab fish and chips from the boardwalk window service, rent a boat or learn to sail after eating your favorite type of ice cream. When you are done having a fabulous day, check out a local concert and stay at Solomons Victorian Inn for the weekend.

6. Wisp Resort, McHenry, MD

No getaway list would be complete without a trip to the mountains and the Wisp Lodge surrounded by falling snow. It’s spectacularly beautiful and you can ski right outside your front door for non-stop family fun.

7. Inn at Perry Cabin, St. Michaels, MD

Prepare to be delighted. The Inn at Perry Cabin will take your breath away. It is simply stunning with its white pillars and southern style estate located on the shores of the Chesapeake. It feels as though you are stepping back in time while being surrounded by modern luxury. It can be more expensive than other area destinations but it is worth doing at least once, and probably a lot more often!

8. Hotel Brexton, Baltimore, MD

Try getting away in the city. Baltimore is always hopping with sporting events, festivals, live music, fantastic restaurants, shopping and more. Hotel Brexton lets you enjoy it while relaxing more than if you were in a busy hotel. With only 29 rooms, this historic hotel once hosted the Duchess of Windsor and now you can become a part of their fantastic history.

9. Catoctin Mountain Park, Thurmond, MD

Getaway in nature by visiting this splendid national park. You can camp in one of the many campground, enjoy swimming in a stunning lake, hike, visit waterfalls and more. The views are spectacular, weather amazing, and you will at once relax when surrounded by the trees and wildlife found on Catoctin Mountain.

10. Tilghman Island, Tilghman, MD

A picturesque fishing village founded in 1659, Tilghman offers numerous adventures. Life is slow on the island. You can truly unwind and relax here or you can have a fishing adventure of your own. It takes effort to get here so plan to stay for the weekend.

11. St. Michaels, MD

If you want a romantic getaway, head to St. Michaels. It has been named one of the most romantic cities in America, been featured in numerous movies like the Wedding Crashers, and is an excellent place to spend a weekend away on the Bay, with the person you love.

12. The Manors of Frederick, Frederick, MD

The Springfield Manor Winery and Distillery is located here so you can enjoy a stroll through the vineyards and taste fabulous wine, enjoy tasty treats and stay in their luxurious rooms. The Stone Manor Country Club is also part of the grounds and the perfect destination for your wedding.

13. Woodlawn Farm, Ridge, MD

Trinity Manor was established in 1634 and now you can stay there during your trip to Woodlawn Farm. This farm and winery on the shores of the Chesapeake is both stunning, pristine, and yet entirely unpretentious. You can grab a kayak and enjoy the water, sample delicious wine, listen to live music throughout the year and just enjoy life.

14. Annapolis, MD

No list would be complete without a visit to the state capital. Annapolis was the first capital of the United States and the Maryland State House is still being used today. Cobblestone streets, art galleries, restaurants, pubs and more, make this a top vacation destination and an excellent place to learn to sail or sip a glass of wine in the warm Maryland sunshine.

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