Life occasionally requires a short escape. You may have been working overtime. You may have finally had city noises speaking to you. Or you might—just possibly—need a wee bit of indulgence. That is when a weekend trip to Maryland comes to the rescue. With just two days of free time to unwind, you need something that gives comfort, convenience, and a dash of magic so that you get to feel as if you really have gotten somewhere.

Blessedly, Maryland has a bounty of getaway options, from the Chesapeake Bay charm to Appalachian tranquility. Whatever you’re hankering for—sea air, backwoods paths, or high-style city breaking—Maryland’s got it, and some just fabulous places to stay while you’re there, too.

This book examines the best hotels in Maryland to book for an impromptu weekend getaway, alone, with that special someone, or with the entire entourage. Off we go to where you’ll want to be to stay, lock the world out, and unwind for that well-earned long weekend.

 

 

1. Wingate Salisbury

Here, we start with a must-see gem that’s in a handy location, cozy, and affordable: Wingate Salisbury. Snuggled into Maryland’s Eastern Shore, this cozy gem puts you within easy driving distance of some of Maryland’s most famous places—Ocean City, Assateague Island, and Chesapeake Byways’ rural back roads.

This hotel strikes a nice balance between business-travel efficient and weekend-vibes friendly. You’ll get modern rooms, high-speed Wi-Fi, free hot breakfast, and a 24/7 fitness center—so whether you’re catching up on sleep or getting a head start on your morning jog, you’re covered. But what really makes this a great pick for a weekend getaway is the location. You’re just a short drive to downtown Salisbury’s breweries, art galleries, and nature trails.

It’s also a guarantee for anyone who’d want to pinch pennies without sacrificing comfort or hygiene. Wingate’s has everything you need for a comfortable, hassle-free night’s rest.

Recommended for: Budget-conscious travelers, solo travelers, and couples who want a relaxed getaway.

 

2. The Inn at Perry Cabin—St. Michaels

For couples looking to experience the entire over-the-top romantic small-town vacation fantasy, The Inn at Perry Cabin in St. Michaels is your fairytale reality. This classic waterfront estate embodies sophistication and ease. Picture whitewashed buildings, gardens bursting with flowers, and porches overlooking the Miles River.

Beds are roomy and well-furnished. Rooms are luxurious but not tacky. Wood-burning fireplaces, deep soaking tubs, and sheets as soft as feathers contribute to the mood. The inn has a spa, sailing excursions by private boat, and an award-winning restaurant that takes local cuisine and turns it into cooking magic.

Other than the resort itself, St. Michaels is Maryland’s most charming town, with its antique shops, art galleries, and seafood restaurants evocative of August. You can spend a whole weekend just walking along the waterfront and drinking wine—and trust us, we can’t recommend it highly enough.

Best for: romantic weekend escapes, anniversaries, or anyone who simply needs to hit the pause button on the craziness of life.

 

3. Turf Valley Resort—Ellicott City

If you’re looking for resort treatment just a short drive away, your destination of choice is Turf Valley Resort in Ellicott City. A 40-minute drive from Baltimore, but another world. Golfers, spa-goers, and weekend warriors all call this place home.

This full-service resort includes two championship golf courses, indoor and outdoor pools, a wellness spa, and on-site dining at Alexandra’s Restaurant. Rooms and suites come with all the expected comforts, and many have balconies or patios with peaceful views.

Nearby, you’ve got historic Ellicott City’s Main Street filled with boutiques, cafes, and old-world charm. If your ideal long weekend includes equal parts leisure and low-stakes adventure, this is your place.

Perfect for couples, groups of friends, and travelers looking for a low-key getaway without having to travel too far.

 

4. Hotel Revival—Baltimore

Want to do some people-watching, museum-hopping, and cocktail-sipping this weekend? Then take a trip to Hotel Revival in the Mount Vernon neighborhood of Baltimore. Artsy, bold, and altogether boutique, the hotel adds a splash of fresh energy and creative spark to the city’s historic district.

Every room has its own set of colorful, quirky accent pieces and local art. The Topside restaurant atop the building is brimming with scenic views of the city skyline and an exceptional menu. There’s an in-hotel karaoke bar and inspired-assembled bookshelves inside, and one of the coolest hotel lobbies in town.

From here, you can walk to cultural attractions like the Walters Art Museum, the George Peabody Library, and neighborhood theaters. You’ll leave charged—and perhaps with a few added posts to your Instagram feed.

Best for: artists, couples, solo city travelers, and anybody who enjoys the vibrancy of an urban atmosphere.

 

5. Graduate Annapolis—Annapolis

If you’ve ever dreamed of bottle-capping a crisp autumn day on a university campus, Graduate Annapolis is where it’s at. One block from the U.S. Naval Academy and historic downtown, this hotel is preppy, playful, and full of character.

The guest rooms mix modern comfort with old-fashioned charm—such as college pennants, vintage furnishings, and nods to the surrounding area. Facilities include a workout facility, borrowing bikes, a pet policy, and an energetic lobby bar that often hosts trivia nights and live music.

Step outside, and you’re a block away from sailboats, seafood shacks, and some of the best crab cakes in the country. Whether you’re window shopping on Main Street or heading out for a harbor cruise, Graduate Annapolis makes a stellar home base.

Perfect for: young couples, dog owners, and anyone who loves waterfront charm with a touch of quirk.

 

6. The Ivy Hotel—Baltimore

If you’re in the mood to truly treat yourself, The Ivy Hotel is luxury personified. This 19th-century mansion-turned-boutique-hotel is tucked into Baltimore’s Mount Vernon and has just 18 stunning rooms and suites. The experience here isn’t just premium—it’s next level.

Your stay is rounded out with gourmet breakfast, tea time, cocktail hour, and even chauffeured city car service. On-property restaurant Magdalena isn’t to be overlooked for its seasonally influenced fine dining. An in-house spa and serene courtyard garden are the crowning touch for what indeed amounts to arriving in another world.

Yes, it costs a lot. But for milestone weekends, special indulgence, or sheer luxury, The Ivy is worth it. It’s certainly one of Maryland’s top hotels.

Best for: Brides and grooms, luxury travelers, and visitors who believe a hotel stay should be the trip highlight.

 

7. Blue Moon Rising—Deep Creek Lake

Not all weekend getaways are about rooftop bars and room service. Sometimes, what you are looking for is a lake view, fresh air, and a cozy little cabin in the woods. Blue Moon Rising in Deep Creek Lake is great for that slower, earthier kind of vacation.

The resort is a collection of uniquely styled, eco-friendly tiny homes with distinct personalities. No TV, no distraction—board games, campfires, kayaks, and stargazing at night. You can hike the trails nearby, paddleboard, or just sleep in a hammock feeling guilty.

For those in need of a reboot from technology and a shot of woods air, Blue Moon Rising is pushing the reset button.

Recommended for: solo travelers, couples who want to unplug, and nature tourists.

 

8. Hyatt Regency Chesapeake Bay—Cambridge

Want something family-friendly with a little bit of everything? The Hyatt Regency Chesapeake Bay Golf Resort, Spa, and Marina is your place. Overlooking the Choptank River, this large resort has a “you could stay here all weekend and never leave” vibe.

The list of amenities is extensive and includes indoor and outdoor pools, a spa with full services, an 18-hole golf course, several restaurants, tennis courts, fire pits, and a private beach. They also offer children’s activities and seasonal events to make it convenient to bring kids along.

Rooms are large, with most having ocean views, and the coastal cool meets laid-back ease in the resort style. If kayaking, golf, spa days, or poolside lounging is what you’re in the mood for, this resort delivers.

Ideal for families, friends, and couples who want the amenity of an all-in-one resort.

 

Planning Tips for a Last-Minute Escape

A three-day weekend does not give you much time to relax, so do it while you can. Here are some tips on how to make your Maryland trip as relaxing as it can be:

• Book early: During high-season periods, those trendy spots fill up quickly.
• Be flexible: Being midweek or Sunday night has lower rates with it.
• Think small: A smaller village or boutique hotel usually translates to fewer people and more character.
• Pack smart: Bring layers. Maryland weather can shift fast, especially near the coast or in the mountains.

Most importantly, don’t wait for a “perfect” time. If you’ve got the urge to escape, even a few days away can do wonders.

 

Final Thoughts

Maryland is compact but large on weekend escapes. You can head to the water, the woods, or the heart of the city, and there’s going to be a hotel there to greet you with style, comfort, and just the right dose of fleeing.

With options such as Wingate Salisbury for cheap and quick stays and overindulgence getaways such as The Ivy Hotel for unabashed luxury, the best hotels in Maryland offer something for every kind of traveler. And in a world moving too fast, a weekend’s stay is your best excuse to slow down. Reserve your stay now before they’re filled to the brim!