Maryland

Photo of Maryland
Credit: Image by 1778011 from Pixabay
Photo of Maryland
Credit: Flickr user Charlie Stinchcomb
Photo of Maryland
Credit: Flickr user Pierre Metivier
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About Maryland

Maryland may be small, but it delivers big on charm, blending Chesapeake Bay’s serene waterfront with Baltimore’s vibrant city buzz. Baltimore’s Inner Harbor brims with luxury and design hotels perfect for groups or stylish getaways, while the Eastern Shore offers relaxed inns and family-friendly stays with coastal views. For budget-conscious travelers, Annapolis provides welcoming, affordable options. From chic city pads to peaceful retreats, Maryland’s hotels cater to every traveler seeking the right balance of comfort, style, and setting.

Some of our Maryland Collections:

In Baltimore you’ll find a vibrant arts and foodie scene, while nearby Annapolis charms with its colonial streets and lively waterfront — perfect for both history buffs and sailing enthusiasts. For a more laid-back Chesapeake Bay experience, St. Michaels offers quiet inlets, wetlands, fishing, and boating in a picture-perfect setting. Beyond the towns, Maryland is made for road trips, with scenic countryside dotted with cozy inns, hiking and cycling trails, and plenty of opportunities to get out on the water. Civil War sites like Antietam and nearby Gettysburg appeal to history lovers, while foodies will be spoiled by fresh seasonal produce and local seafood. Whether you’re here with family, friends, or on a romantic getaway, the warm welcome and colorful spring blossoms or autumn leaves make it a destination worth savouring year-round.

The Best Places to Stay in Maryland

For a heritage inn

  • Rachael's Dowry is an intimate six-bedroom inn — once the residence of a prominent American family. Guestrooms feature period furnishings, fireplaces and free-standing tubs, whilst there are delicious breakfasts served in the leafy courtyard. Perfectly placed for exploring Baltimore. For tranquil couples or families with older children.
  • Brampton Inn is an indulgent choice, set within an imposing red brick building and a collection of private cottages on 35 acres of grounds, just a mile outside Chestertown. Pick this place for the historic interiors, the crackling fireplaces and big gourmet breakfasts. Great for couples looking to unwind or enjoy the great outdoors.
  • Hummingbird Inn offers comfortable bedrooms in a Victorian residence in Easton. Ideal for exploring the Eastern Shore, this owner-run B&B is also dog friendly. Children can be accommodated on sofa beds in some rooms. Small and relaxed.
  • Historic Inns of Annapolis is a collection of three townhouses in central Annapolis, featuring opulent rooms behind characterful Victorian façades. You're perfectly placed to see Maryland's historic treasures, plus the onsite bars and eateries are lovely. For families, couples and business travelers. Great for weddings!
  • Great Oak Manor has 12 pretty guestrooms and a carriage house — which sleeps 6 — not far from charming Chestertown on the Eastern Shore. Great for couples, groups or families with older children, this elegant Georgian inn offers easy access to walking and cycling trails, as well as kayaking and paddle boarding. The nearby marina has a swimming pool, fitness center, and nine-hole golf course.

For civil war history

  • Georges on York offers five quirky rooms mixing antique pieces with modern furnishings in an historic building in Taneytown. Close to the Pennsylvania border, this is a great base for exploring Civil War battlefields. An elegant B&B.
  • Jacob Rohrbach Inn promises an historic stay within walking distance of Antietam Battlefield, as well as numerous national parks, including the Appalachian Trail. Borrow a bicycle to explore the area on two wheels after hearty homemade breakfasts. An ideal base for history buffs.
  • Antrim 1844 is a heritage hotel in Taneytown, just 15 minutes' drive from Gettysburg. Set on 25 acres at the foot of the Catoctin Mountains, this is a beautiful choice for weddings, events and romantic getaways. Interiors feature antique pieces and there is a fantastic restaurant. Civil War battlefields and memorials are within easy reach.

For city style

  • Graduate Annapolis is a funky city hotel with trendy rooms and suites clad in bold primary colors and bright, patterned textiles. Communal areas are centred around a light-filled atrium, and the feel is fresh, comtemporary and very cool. For hip couples, families or business travelers, who can all enjoy the coffee bar, eatery, gym, dog park and bicycles.
  • Hotel Monaco is a 1906 Beaux-Arts gem, complete with a marble staircase and sophisticated rooms, in the heart of downtown Baltimore. Pick this place for the delightful brasserie and the sociable wine hour each evening. An historic hotel with a trendy modern twist.
  • Hotel Indigo is a cool, contemporary downtown hotel in Baltimore's attractive Mount Vernon neighborhood. Think stylish rooms with bold pops of color, delectable fare in the trendy restaurant-bar, and a library, gym and business center. Sample the hotel's homemade honey whilst there! A stylish, central stay.
  • Hotel Revival oozes an artsy, retro feel, with quirky interiors giving a 1920s mansion in Baltimore's central Mount Vernon a new lease of life. Great for groups of friends or romantic couples, the property also boasts beautiful views from its lively bar and eatery. Funky, fresh and fun.

For waterfront views in the city

  • The Sagamore Pendry is a cutting-edge waterfront pick for hip travelers looking to kick back in sophisticated, modern rooms with warm, rich tones and an emphasis on natural materials. Take a dip in the pool, enjoy a big brunch or BBQ, hit the gym or the spa before savouring a whisky in The Cannon Room. A top-notch Baltimore base.
  • Annapolis Waterfront Hotel promises stunning harbor views from slick, contemporary rooms and suites with blue-and-white interiors. A stylish city pick in the historic downtown area, boasting a fabulous harbourfront restaurant. For business or romance.
  • The Admiral Fell Inn is a charming choice for those eager to experience the riverside Baltimore of a bygone era. Expect 18th-century furnishings, a lovely waterfront events space and generous breakfasts. The property's signature ghost tours and boat trips are a quirky addition to any Baltimore stay!
  • The Inn at Handerson's Wharf features exposed brickwork and 38 comfortable, classic rooms with private terraces in a converted tobacco factory. Stay here for waterfront views, old-school charm and a real sense of history. Baltimore's Fells Point neighborhood is great for a stroll. For couples, groups or families.

For couples

  • Wade’s Point Inn on the Bay promises a tranquil escape, 10 minutes' drive from St Michaels. Four elegant heritage buildings house 26 generous guestrooms with expansive views over Chesapeake Bay. There are complimentary kayaks, paddleboards, fishing rods and bikes for exploring, and sunsets from the lawn are glorious. Secluded, romantic and relaxing.
  • The Inn at Huntingfield Creek is a 70-acre farm estate on the water's edge in Rock Hall. Chic rooms and cottages are ideal for a couples' escape, although there are also family-friendly spaces. Great for active travelers and history buffs, this is also a wonderful wedding venue.
  • Sandaway Waterfront Lodging is an elegant Oxford hotel for couples, with spectacular views of Chesapeake Bay. The private beach is the perfect spot for sunset, and the atmosphere is tranquil and romantic.
  • Lake Pointe Inn offers an adults-only stay on the edge of Deep Creek Lake. Pick this place for the quiet vibe, the many activities, the spa tubs and the excellent massages. A brilliant B&B for nature-loving couples.

For outdoorsy families or groups

  • Savage River Lodge has a collection of yurts and cabins surrounded by 700 acres of spectacular State Forest. Pick this place for a memorable retreat with family and friends. Think wooden beams and crackling fireplaces with luxurious touches, superb cuisine, and heaps of activities including cycling, hiking, geocaching, and wildlife-spotting. A nature lover's dream.
  • The Inn at Perry Cabin sits on the edge of the Miles River in St Michaels, featuring beautifully-appointed rooms and suites clad in soothing tones. Expect a spa, an outdoor swimming pool, tennis courts, a sailing school and complimentary bicycles — plenty for active guests of all ages. There's a delectable eatery and many rooms have waterfront views. For adventurous couples, friends or families.
  • Wylder Tilghman Island offers a fun, waterfront stay for active couples, friends or families on 3-mile Tilghman Island. Unwind in white and blue bedrooms, spend your days in the saltwater pool, at the bocce court or playing lawn games after bike rides and kayaking trips. The food is fabulous. A 9-acre resort on Chesapeake Bay.

For luxury

  • The Ivy offers just 18 elegant rooms and suites in downtown Baltimore, perfect for an intimate couples' stay, or for a trip with friends and family. Built in 1889 as a private residence, the property now features whimsical interiors and an excellent fine-dining restaurant, Magdalena. Enchanting.
  • Four Seasons Baltimore is a glitzy waterfront hotel with dazzling river views from sumptuous contemporary rooms, the outdoor pools, multiple eateries and the indulgent spa. Ideal for business travelers, couples or families looking to unwind in style.

For great value

  • The Inn at Osprey Point is a well-priced pick for a holiday as a couple or with family and friends. Set on the shores of Swan Creek in Rock Hall, the inn has a large marina, a popular eatery and flexible accommodation options. A good base for Chesapeake Bay activities.
  • Hotel RL Baltimore is a centrally-located harbor hotel in Baltimore. Rooms are airy and simple, there are sociable communal areas, and the vibe is very relaxed. An affordable city choice. Free bike rentals are a bonus!

For a holiday house or apartment

  • If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.

Travel information

  • Fly to Baltimore–Washington International Airport, and travel to your destination by bus or taxi.
  • Maryland is great for a road trip! If you would like to hire a car, we suggest that you contact our online partner Rentalcars.
  • Visit between March and May for the beginning of the sailing season, and to see the landscape in full bloom. The summers are especially busy. Autumn (October - November) is beautiful and winters are cold but cozy!

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The best hotels in Maryland

The Inn at Osprey Point

The Inn at Osprey Point

Maryland (Maryland)

Elegant inn, restaurant and marina located on the shores of Swan Creek in Rock Hall. Rooms are split over 3 colonial-style buildings; the main inn, farmhouse and annexe. There is an outdoor pool, extensive waterfront grounds and children's playground. Rooms are traditional and offer panoramic views.

  • Groups - Groups or families will love the 4 bedroom Farmhouse which comes with kitchen, pool table, fire-pit and screened porch
  • Back to Nature - Breathe in fresh sea air as you sail, kayak, fish or simply relax on the water-facing lawn
  • Sailing - Those arriving by boat can dock at the marina and receive 50% off of transient fees
  • Fishing - Charter a boat out into Swan Creek for fishing or simply a sunset cruise
from $120 for 1 room, 1 night including taxes & fees
Georges on York

Georges on York

Maryland (Maryland)

Quirky B&B situated in a small-town Georgian home. Each of the 5 rooms has been decorated to match a different period of the building's history; all share cozy touches and a homely feel. Antiques fill public areas, there's a garden terrace and delicious home-cooked breakfast. Fun mix of old and new.

  • Local exploring - Well-located at crossroads of Carroll, Frederick and Adams Counties, this is a great base for exploring the area's many sites
  • Sights nearby - This is Civil War battlefield country. Visit Gettysburg Battlefield Visitors Center, Monocacy Battlefield & Antietam Battlefield
  • Restrictions on children - Children aged 15 years and above are welcome
  • Great walks
from $147 for 1 room, 1 night including taxes & fees
Wylder Tilghman Island

Wylder Tilghman Island

Maryland

Seaside hotel located on a 9.5-acre estate on Tilghman Island. The 1898 boarding house has been converted into a chic nautical-themed resort with a private marina, pool and 2 seafood dining venues. 54 rooms have sea views and balconies and are decked out in maritime colors, brass, rattan and wood.

  • Weddings - Arrive by boat to a ceremony on the creek-facing lawn. Excellent dining and outdoor fire-pits make this a memorable venue
  • Country Escape - A weekend by the sea doesn't get more wholesome; eat well, sail, kayak, enjoy the views and breathe in that salty air
  • Total relaxation - You can easily while away a stay soaking in the heated salt water pool or reading a book on the sea-facing lawn
  • Sailing - Charter a fishing boat or a sunset cruise on Harris Creek
from $150 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Oaks Waterfront Inn

The Oaks Waterfront Inn

Maryland

Centuries-old waterfront inn set on the cove off Chesapeake Bay. Rooms, suites and a stand-alone cottage blend traditional period decor with fresh color schemes and modern touches. After a home-cooked breakfast, explore the area's natural beauty or relax by the pool. Designed for weddings & events.

  • Local exploring - Relaxed and scenic base from which to explore the bay. Visit small local towns, go sailing, fishing or kayaking
  • Weddings - Offers one of the best wedding venues in the Chesapeake Bay; secluded waterfront backfrop is to die for
  • Birdwatching - Spot Great Blue Herons, Ospreys, transient Canada Geese and Bald Eagles from the shoreline
  • Swimming Pool - It's tempting not to leave the property and just sunbathe by the large outdoor pool
from $160 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Lake Pointe Inn

Lake Pointe Inn

Maryland

A luxury adult-only inn set on the waterfront in the hamlet of McHenry. Rooms are elegant and romantic with sweeping lake vistas, balconies, cozy fireplaces, spa tubs and steam showers. Enjoy a delicious homemade breakfast on the porch & take advantage of the sauna/steam room and massage services.

  • Active Holiday - There are many activities at this 4 season destination: hiking, biking, skiing and boating
  • Romantic Break - With luxury tubs and special romantic packages- this is a couples paradise
  • Fishing - Garrett County has become one of the premier destinations for the sport of fly-fishing
  • Great walks - At Blackwater Falls State Park twist and tumble through an eight-mile long gorge
from $169 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Great Oak Manor

Great Oak Manor

Maryland

A charming and historic waterfront inn set on a country estate near Chestertown. Rooms are spacious and elegant with antique furniture, skylights, cozy fireplaces and stand-alone tubs. Relax in a hammock shaded by stately old walnut trees or use the paddleboards, kayaks and bicycles. A homely stay.

  • Back to Nature - Enjoy the outdoors with the inn's complimentary cruiser bikes, kayaks, paddle boards, hammocks, binoculars, fire-pit and more
  • Local markets - Visit Chestertown's Farmer’s Market which opens every Saturday morning
  • Restrictions on children - Children over the age of 12 are welcome
  • Sailing - Go on sunset cruise and spot dolphins
from $179 for 1 room, 1 night including taxes & fees
The Tidewater Inn

The Tidewater Inn

Maryland

Deluxe colonial-style hotel & a stand-alone 5-bedroom house in downtown Easton. Dating from Victorian times, a recent renovation has brought elegant airy spaces to life. Enjoy an indulgent spa, a tavern specializing in seafood & lots of outdoor space. Perfect for events and Chesapeake Bay getaways.

  • Business meetings - Offers a fantastic array of meeting and event spaces across meeting rooms, the carriage house, ballrooms and hospitality suites
  • Local exploring - Located within downtown; walk to shops, art galleries, museum & restaurants or head to Oxford & Kent Island for day trips
  • Weddings - Fab choice for classic weddings. Venues include ballrooms, gardens, tented courtyard and even outdoor ceremonies
  • Short break - Less than two hours from Washington DC, Baltimore and Wilmington - this makes for lovely Eastern Shore getaways
from $186 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Sandaway Waterfront Lodging

Sandaway Waterfront Lodging

Maryland

Elegant rooms and suites commanding spectacular views of Chesapeake Bay. Designed as a lovers' hideaway, each room comes with private seating area and a team of masseurs on call! For the more active couples, water sports facilities on site. A chic romantic getaway.

  • Cooking classes - Cooking demonstrations with Master Chef Mark Salter in nearby town Oxford.
  • Hideaway - Each room comes with a private seating area commanding spectacular views.
  • Views - Views of the Tred Avon River, Choptank River, & Chesapeake Bay
  • Fishing - Nearby Chesapeake Bay offers a variety of fishing charters.
from $189 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Brampton Inn

Brampton Inn

Maryland

A luxury and modern inn set on a country estate one mile outside the historic town of Chestertown. Rooms are spacious and elegant with antiques, four-poster beds, cozy fireplaces, sweeping vistas and spa baths. Enjoy a delicious gourmet breakfast including legendary baked goods. A charming stay.

  • Back to Nature - Sandy Point State Park is the ideal location for an outdoor adventure. Spend the day fishing, swimming, or spotting wildlife
  • Swimming Pool - Guests can access to the pool at the Chester River Yacht and Country Clu
  • Sights nearby - Visit nearby Sandy Point State Park for a range of activities
  • Restrictions on children - Children over the age of 12
from $199 for 1 room, 1 night including taxes & fees
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

Maryland

Contemporary inn with large grounds and fab amenities walking distance to the beach. Light-filled spaces feel airy and fresh with soft hues and polished farm-inspired furnishings; suites & cottages are to die for. Relax on-site with swimming pools, a spa, outdoor dining and a fire pit terrace.

  • Families - Wide range of multi-bedrooms suites with spacious living areas, plus stand-alone cottages, offer great options for families
  • Total relaxation - Perfect place to come and chill out; spend days at the beach, enjoying the spoiling spa or sunbathing by the pool
  • Short break - Located less than an hour from both Washington D.C. and Baltimore, this makes an ideal weekend break
  • Beach Life - Enjoy a small private beach and waterfront nearby, for use only by hotel guests
from $205 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Hummingbird Inn, Maryland

Hummingbird Inn, Maryland

Maryland

Owner-run Victorian-era B&B on a quiet leafy Easton street. Lovely rooms feature impressive modern comforts; think top of the range bedding and sound systems. Breakfast is served in a pretty dining room and there's a guest parlor, large garden & wrap-around porch. Beautiful base for exploring.

  • Suites - Sleek Crisfield Room is more of a suite. Recently renovated, it offers clean contemporary aesthetic and Vera Wang bedding
  • Local exploring - Tranquil base to return to after idyllic days exploring the area's charming small towns, sites and beaches
  • Fishing - The Eastern Shores offer fantastic fishing. The area is known for Maryland Blue Crab, rockfish (striped bass), oysters and clams
  • Sailing - Head to Oxford, one of the oldest towns in America, for excellent boating and historical sightseeing
from $209 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Jacob Rohrbach Inn

Jacob Rohrbach Inn

Maryland

Handsome 19th-century inn close to Antietam Battlefield. Each room has its own interesting original features, in addition to plush amenities and top-of-the-range bedding. Enjoy breakfast made from homegrown ingredients, a large garden and private porches for lazy afternoons. Authentic historic gem.

  • Romantic Break - Located in a 19th century outhouse with a feature fireplace, General's Quarters offers a quiet romantic nook ideal for couples
  • Local exploring - Explore Civil War sites, wineries and stunning natural landscapes at a range of national parks from this well-located base
  • Sights nearby - Civil War-era Antietam Battlefield is walking distance from the inn. Explore more sites a little further afield
  • Families - Two-bedroom suite, adjoining rooms and airbeds for kids offer lots of fab family options
from $237 for 1 room, 1 night including taxes & fees
Antrim 1844

Antrim 1844

Maryland

Indulge in illusions of grandeur at this Greek-Revival brick boutique hotel set in 24 acres of grounds. Every detail has been considered in highly decorative rooms that hail back to the Gilded Age; think heavy wooden four-poster beds, high ceilings, floral wallpaper & window seats. A special stay.

  • Local exploring - This is Civil War territory; history buffs will want to visit monuments, military parks, cemetries, memorials and historic sites
  • Foodies - The property's Smokehouse Restaurant was recently named Best Historic Restaurant in America
  • Sights nearby - The property is 15 minutes drive from Gettysburg's Civil War battlefields, Frederick, Westminster and Hanover
  • Great walks - Go for a wander on one of the ground's nature trails, play croquet on the lawn or a spot of badminton
from $239 for 1 room, 1 night including taxes & fees
Swanendele Inn

Swanendele Inn

Maryland

Stunning waterfront plot with direct access to St Jermone's Creek. A southern-style mansion surrounded by landscaped gardens boasts endless wraparound porches, private decks & water views from each window. Homely individually decorated rooms feature antiques & fireplaces. Secluded seaside hideaway.

  • Romantic Break - Both suites offer two-person whirlpools with champagne holders and sunset views over St. Jerome’s Creek and Chesapeake Bay
  • Local exploring - The area is home to some of the country's oldest colonial sites, in addition to a rich Civil War and naval history
  • Hideaway - The place to do very little. Sit on your deck or the private porch and admire the view from sunrise to sunset
  • Views - Stunning views from rooms include St. Jerome’s Creek, gardens, forest, Chesapeake Bay, sunrise and sunset
from $240 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Savage River Lodge

Savage River Lodge

Maryland

Rustic luxury cabins & glamorous yurts set in the heart of the serene Savage River State Forest. Rooms are airy and luxurious with cozy gas fireplaces, underfloor heating, private decks and soaking tubs. Enjoy fresh juices and homemade muffins delivered to your door every morning. Rural perfection!

  • Back to Nature - Secluded and surround by forest, the lodge is the perfect way to re-connect with nature and disconnect with technology
  • Active Holiday - With skiing, hiking and biking trails and world-class fishing, the activities are second to none
  • Great walks - Fourteen miles of hiking trails provide ample reasons to get outdoors for a hike over the headwaters of the Savage River
  • Fishing - With quiet forests and clear mountain streams, Western Maryland is the place to be for fly fishing
from $250 for 1 room, 1 night including taxes & fees
Merriweather Lakehouse

Merriweather Lakehouse

Maryland (Maryland)

Stylish modern hotel in downtown Columbia. Rooms are light and airy, some with modern four posters, balconies and double aspect floor-to-ceiling windows. Plus there's a bar and restaurant overlooking Lake Kittamaqundi. A Chic city stay in a beautiful setting, but still close to the action.

  • Local exploring - Get a real feel for the area with the many walkable activities, from charming shops to monuments and memorials
  • Romantic Break - Four poster beds and sleek rooms with balconies or terraces and lake views
  • Sights nearby - Both Baltimore and Washington DC are easily accessible for a fascinating day trip
  • Restaurant - American farm-to-table cuisine at Lak Restaurant
from $270 for 1 room, 1 night including taxes & fees
The Inn at Huntingfield Creek

The Inn at Huntingfield Creek

Maryland

Rural 70-acre farm estate on the water's edge. Made up of rooms in the main house and separate self-catered cottages. There's an outdoor pool, beautiful gardens and farm-fresh breakfast. Contemporary cottages have a romantic feel with cozy fireplaces. Perfect for weddings or quiet country weekends.

  • Weddings - Ideal venue for country weddings: 70 acres of land, 5000-square-foot farmhouse and country-chic barn make for a dream venue
  • Back to Nature - Admire the stunning natural scenery of Chesapeake Bay area and soak in peaceful and tranquil environment
  • Romantic Break - Cottages are ideal for romantic retreats. Cuddle up by the fire, soak in a spa tub or watch the sunset
  • Birdwatching - The inn offers fantastic birdwatching; Upper Chesapeake Bay is home to a multitude of resident and migratory birds
from $320 for 1 room, 1 night including taxes & fees
Check availability on Expedia