18 Romantic Getaways in Maryland for a Lovebird Vacation

From the quiet shores of the Chesapeake Bay in the east to the forested mountains of the west, there are plenty of options for romantic getaways in Maryland. You could be strolling hand in hand along cobblestone streets in historic towns, sipping wine from a private deck or balcony, or watching the sun melt into the water from the promenade. If that doesn't have you packing your bags yet, maybe our round-up of some of our favorite romantic places in Maryland will! Whether you're seeking the relaxation of a luxury resort on the bay or the rustic charm of a cabin in the woods, you're bound to fall in love with one of the options below for a memorable couples' vacation.

Romantic Getaways In This Article:

• Romantic Weekend Getaways in Maryland
• Romantic Resorts in Maryland
• Luxury Romantic Getaways in Maryland
• Romantic Hotels in Maryland
• Romantic Cabins in Maryland
• Romantic Bed-and-Breakfasts in Maryland

Romantic Weekend Getaways in Maryland

If you just want to get away for a romantic weekend in Maryland with your special someone, we've got some prime spots for you. Whether you're after sunsets or colonial streets, these weekend retreats promise some serious romance with plenty of things to do together.

Brampton Inn, Chestertown, Maryland

Photo: Brampton Inn

For a bucolic boutique experience, look no further than the historic Brampton Inn. Around since 1960, the inn is listed on the National Registry of Historic Places. Its charming cottages and stately manor house sprawl across 35 acres on the Eastern Shore. With landscaped gardens, meadows and forests, it's a nature lover's dream. Head there from spring through fall to enjoy walks around the grounds as well as Chestertown's quaint streets and waterfront.

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Things to do: Casa Carmen Wine, Chestertown Farmers Market, Garfield Center for the Arts at the Prince Theatre and The Bookplate.

25227 Chestertown Road, Chestertown, MD 21620

4.9 Star Rating: Read Reviews

Swanendele Inn at St. Mary's, Ridge, Maryland

Photo: Swanendele Inn at St. Mary's

Overlooking both the Chesapeake Bay and St. Jerome's Creek, Swanendele Inn beckons with a sunny blue exterior and wraparound porch. A family-owned retreat, its eight suites and rooms feature hardwood floors and marble baths—perfect for romantic evenings. Located about 70 miles from Baltimore and DC, it's a peaceful getaway if you're looking for relaxation. Stroll the lush gardens, watch wildlife or explore historic St. Mary's County just a few minutes away.

Things to do: Chesapeake and Ohio Canal National Historical Park, Assateague Island, Slack Winery and Historic St. Mary's City.

49946 Airedele Road, Ridge, MD 20680

4.9 Star Rating: Read Reviews

Historic Inns of Annapolis, Annapolis, Maryland

Photo: Historic Inns of Annapolis

Dreaming of turning the historical romance you're reading into real life? Well, you can in colonial Annapolis. Take your pick from a trio of properties at the Historic Inns of Annapolis, which all date to the late 18th century: the Maryland Inn, Governor Calvert House and Robert Johnson House. They each have their own atmosphere, but all exude old-world charm. If you're planning a Maryland proposal, you might want to do it here—it's been named a top historic hotel for a romantic proposal, after all. It's also been named a top haunted historic hotel—fun for a fall getaway! Outside its many doors, you'll find immediate access to the waterfront, local galleries and fine dining.

Things to do: Annapolis Maritime Museum and Park, Sandy Point State Park, Annapolis Historic District and William Paca House and Garden.

58 State Circle, Annapolis, MD 21401

4.3 Star Rating: Read Reviews

Romantic Resorts in Maryland

Sometimes, there's nothing better than having everything at your fingertips when traveling. After all, all-inclusive resorts are popular for a reason! If you're looking for the whole package, these resorts combine the best of relaxation and adventure for your romantic vacation in Maryland.

Inn at Perry Cabin, St. Michaels, Maryland

Photo: Inn at Perry Cabin

A serene estate‑turned‑inn nestled on Maryland's Eastern Shore, Inn at Perry Cabin is full of maritime romance. With green gardens, spa services, tennis, a golf course and waterfront dining, it has all the luxury of a resort in a romantic boutique setting. If you feel up for a little more adventure amid all the relaxation, Baltimore is about a two-hour drive over the Bay Bridge. Visit in late spring to early fall for kayaking, paddleboarding and sunset strolls.

Things to do: Explore Talbot Street, take a day trip to Tilghman Island and bike the St. Michaels Nature Trail.

308 Watkins Lane, St. Michaels, MD 21663

4.3 Star Rating: Read Reviews

Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina, Cambridge, Maryland

Photo: Hyatt Regency Chesapeake Bay

This sprawling 342‑acre resort is a bayside retreat complete with lush spa treatments, an 18-hole golf course and a marina on the Choptank River. Whether you want waterfront relaxation and pampering or a sunny day out on the course, you're bound to find something that fits your definition of romance. Go in the summer when the grounds are vivid and warm, or in the fall when they're filled with lush foliage. Hyatt Regency Chesapeake Bay promises to be a scenic escape either way.

Things to do: Blackwater National Wildlife Refuge, Sailwinds Park, riverboat cruises and take a stroll downtown.

100 Heron Boulevard at Route 50, Cambridge, MD 21613

4.1 Star Rating: Read Reviews

St. Michaels Harbour Inn, Marina & Spa, St. Michaels, Maryland

Photo: St. Michaels Harbour Inn

This luxury inn situated in a vintage port promises waterfront romance. There are plenty of ways to enjoy the outdoors at St. Michaels Harbour Inn, which boasts a full-service marina, outdoor pool and restaurant overlooking the harbour. Take a bike through town (the inn offers complimentary rentals) or kayak the local waterways to soak up the sunsets and maritime history in the area. If you need a break, you can always enjoy the view from your private balcony or make a visit to the on-site spa, which also offers in-room treatments.

Things to do: Chesapeake Bay Maritime Museum, Eastern Shore Brewing and Sail Selina II.

101 N Harbor Road, St. Michaels, MD 21663

4.3 Star Rating: Read Reviews

Luxury Romantic Getaways in Maryland

Ready to splurge? You'll find no shortage of lavish accommodations in Maryland's cities, complete with gourmet dining and upscale spas. We promise you and your partner won't want to leave any of these places.

Four Seasons Hotel Baltimore, Baltimore, Maryland

Photo: Four Seasons Hotel Baltimore

In true Four Seasons style, Four Seasons Baltimore offers a luxurious retreat. Inside your room, you'll find floor-to-ceiling windows with harbor views, marble bathrooms and plush bedding. If you can gather up the will to leave all that comfort, outside you'll find a rooftop infinity pool, full-service spa and restaurants, Loch Bar and Azumi, for a romantic evening. Just minutes from the city center, it's a perfect choice any time of the year, but it's especially magical in summer when the waterfront buzzes with festivals and nightlife.

Things to do: Taxi ride to Fort McHenry, the Walters Art Museum, Lexington Market and visit Patterson Park Pagoda and Gardens.

200 International Drive, Baltimore, MD 21202

4.7 Star Rating: Read Reviews

Sagamore Pendry Baltimore, Baltimore, Maryland

Photo: Sagamore Pendry Baltimore

A luxurious waterfront hotel located on the historic Recreation Pier in Fell's Point, Sagamore Pendry is an upscale escape. Sip cocktails in the open-air courtyard, swim laps in the outdoor pool overlooking the harbor, enjoy a meal at Rec Pier Chop House or stroll the cobblestone streets of the surrounding neighborhood. You can even delight in a boozy high tea on the weekends! Chic yet warm, it's an indulgent getaway for celebrating something special. And there's a lot to do outside the doorstep, located just 10 minutes from downtown Baltimore.

Things to do: Baltimore Museum of Art Sculpture Garden, Mount Vernon, Federal Hill Park and take a dinner cruise.

1715 Thames Street, Baltimore, MD 21231

4.6 Star Rating: Read Reviews

The Ivy Hotel, Baltimore, Maryland

Photo: The Ivy Hotel

Set in a restored 19th-century mansion, The Ivy Hotel is all about elegance and privacy. Its exterior is a brick masterpiece full of charm, while its 17 rooms and suites have a more modern, yet cozy vibe with warm fireplaces and a complimentary cocktail station. Unwind with a couple's massage at the luxury boutique hotel's spa, wake up in the morning with a cup of coffee in the garden, or enjoy a fun round of billiards after dinner at its bistro that offers a seasonal menu of from-scratch fare.

Things to do: Cylburn Arboretum, catch a show at Hippodrome Theatre, rent kayaks in the Inner Harbor and Graffiti Alley.

205 E Biddle Street, Baltimore, MD 21202

4.9 Star Rating: Read Reviews

Romantic Hotels in Maryland

As far as romantic Maryland getaways go, you can't go wrong with a classic hotel. Luckily, the state is brimming with them, whether you want something historic, modern or nautical. But what these three options have in common is that they all set the scene for connection and relaxation.

Antrim 1844, Taneytown, Maryland

Photo: Antrim 1844

Antrim 1844 is a Greek-Revival mansion nestled amid 24 acres of manicured lawns and rose gardens. Named for the year it was built, the historic hotel's elegant rooms have feather-topped four-poster beds, fireplaces and quiet balconies overlooking the verdant grounds. Unwind with afternoon tea in the veranda or have a beer at the on-site brewery. Finish off your evening with a sunset stroll along a walking path or a romantic dinner at the hotel's award-winning restaurant. If you go in the summer, you can even take a dip in the outdoor pool framed by the colorful gardens.

Things to do: Thistledown Farm Pottery, Brewery Fire, Taneytown Memorial Park and Samara Healing Center.

30 Trevanion Road, Taneytown, MD 21787

4.5 Star Rating: Read Reviews

Ulysses, Baltimore, Maryland

Photo: Ulysses

Housed in a restored 1912 building in Baltimore's historic Mount Vernon neighborhood, Ulysses is a bold, artfully designed boutique hotel with avant-garde flair that offers a distinctly Baltimore take on urban romance—perfect if you both appreciate style and atmosphere. Its eclectic interiors, evident in its rich jewel tones, vintage furnishings and curated artwork, create a cinematic-like setting. Each room feels like a romantic hideaway, with velvet drapes and custom furniture. Sip inventive cocktails at the hotel's moody, retro-inspired bar or wander hand in hand to nearby cultural gems.

Things to do: Peabody Library, National Aquarium, Maryland Science Center and American Visionary Museum.

2 E Read Street, Baltimore, MD 21202

4.6 Star Rating: Read Reviews

Annapolis Waterfront Hotel, Annapolis, Maryland

Photo: Annapolis Waterfront Hotel

Watch sailboats drift past from your private balcony or while taking a romantic walk along the waterfront promenade at the Annapolis Waterfront Hotel. Set directly on the harbor with sweeping views of the Chesapeake Bay, the hotel blends modern sophistication with maritime charm, from its nautical-inspired decor to its restaurant serving up fresh, locally sourced seafood. Bonus: it's within walking distance of Annapolis' shops, galleries and restaurants.

Things to do: US Naval Academy, Banneker-Douglass Museum, explore the waterfront and take a class at Annapolis Sailing School.

80 Compromise Street, Annapolis, MD 21401

4.1 Star Rating: Read Reviews

Romantic Cabins in Maryland

If you're dreaming of a cozy hideaway, there are romantic cabin getaways in Maryland that offer just that. Tucked in the mountains or along the water, they're ideal if you're looking for a quiet escape.

Ole Mink Farm, Thurmont, Maryland

Photo: Ole Mink Farm

Located in the Catoctin Mountains near Thurmont, Ole Mink Farm is a hidden gem if you're looking for serenity and mountain air. It's rife with rustic charm for a cozy, romantic getaway in Maryland. Curl up with a board game next to a fireplace or sip on a glass of wine on the porch with views of the woods and the stars. There's plenty to do beyond the log cabins, though. The recreational resort has a seasonal pool, fishing pond, hiking trails and weekend events like live music and hayrides.

Things to do: Cunningham Falls, Catoctin Mountain Park, Pryors Orchards and Maple Run Golf.

12806 Mink Farm Road, Thurmont, MD 21788

4.9 Star Rating: Read Reviews

Ella's Enchanted Treehouses, Jennings, Maryland

Photo: Ella's Enchanted Treehouses

Who says a cabin needs to be on the ground? Perched high among the trees near Deep Creek Lake, Ella's Enchanted Treehouses bring fairy tales to life. Each hand-crafted treehouse, like the romantic Cozy Spruce or rustic-chic Eagles Nest, comes to life with whimsy. They feature full kitchens, firepits and decks that overlook the forest trees. It's the perfect spot if you're both adventure lovers—there's a private wooded trail plus waterfalls, skiing and state parks nearby. Go for the fall foliage or the snowy winters for an extra dose of enchantment.

Things to do: Potomac State Forest, Fallingwater and horseback riding at Deep Creek Lake.

1218 Frank Brenneman Road, Jennings, MD 21536

4.9 Star Rating: Read Reviews

Meshach Browning's Cabins on the River, Grantsville, Maryland

Photo: Meshach Browning's Cabins on the River

In search of a rustic yet cozy getaway surrounded by nature? You'll find it at Meshach Browning's Cabins on the River. Each log cabin offers a warm welcome with its wood interiors, stone fireplaces and private porches with river views—who wouldn't want to enjoy their morning coffee or an evening of stargazing out there? Hike nearby trails, fish from the riverbank or hit the slopes. The cabins are a great choice any time of the year, but they're especially romantic in fall or winter, when the landscape is blanketed by colorful foliage or snow.

Things to do: Wisp Ski Resort, Big Run State Park, Spruce Forest Artisan Village and Savage River State Forest.

315 River Road, Grantsville, MD 21536

4.5 Star Rating: Read Reviews

Romantic Bed-and-Breakfasts in Maryland

You'll swoon over these romantic bed-and-breakfasts, which offer warm hospitality and the perfect slow morning. Trust us: You'll feel right at home at these romantic getaways in Maryland.

Lake Pointe Inn, McHenry, Maryland

Photo: Lake Pointe Inn

If you're seeking an adults-only experience, this bed-and-breakfast set on the edge of Deep Creek Lake is for you. Its rooms are filled with all the amenities, including Jacuzzis, fireplaces and private balconies with sweeping lake views. Every morning at Lake Pointe Inn, you'll start your day with a gourmet multi-course breakfast, while afternoons bring hors d'oeuvres and wine. Borrow a kayak or canoes in the summer or go snowshoeing in the winter. And if you're celebrating something special, you can opt for a romantic add-on like rose petals, champagne and truffles.

Things to do: Wisp Resort, Deep Creek Wine Tastings, Deep Creek Lake State Park and rent a boat at Lake Life Boat Rentals.

174 Lake Pointe Drive, McHenry, MD 21541

4.9 Star Rating: Read Reviews

Gramercy Mansion, Stevenson, Maryland

Photo: Gramercy Mansion

A Tudor‑style historic mansion nestled in 45 acres of gardens and woodland just outside Baltimore, Gramercy Mansion is full of historic charm. Its tranquil, elegant gardens and charming architecture create an intimate escape with a fairy-tale feel. From private balconies and ornate detailing to a gourmet breakfast sourced from the mansion's own organic farm, it's brimming with romantic touches if you're looking for a memorable stay. Come in the spring or summer when the grounds are lush and serene.

Things to do: Northwest Regional Park, Irvine Nature Center and Terrapin Nature Park.

1400 Greenspring Valley Road, Stevenson, MD 21153

4.8 Star Rating: Read Reviews

The Castle Bed-and-Breakfast, Mt. Savage, Maryland

Photo: The Castle Bed-and-Breakfast

Step onto the four acres of The Castle bed-and-breakfast, built circa 1840, and you'll be transported back in time with its elegant period architecture, sweeping stone walls and antique-filled interiors. With only six guest rooms, your stay will feel intimate and exclusive, complete with a full breakfast and afternoon tea. With its storybook charm, it's perfect for a romantic weekend away.

Things to do: Savage River State Forest, Cumberland Theater, Toasted Goat Winery and take a rail bike tour with Tracks and Yaks.

15925 Mt. Savage Road NW, Mt. Savage, MD 21545

4.1 Star Rating: Read Reviews