Find hotels in Highland Beach, MD from $104

Top reasons to visit Highland Beach

• Pristine Beaches: Relax on the beautiful shores of the Chesapeake Bay, perfect for families and romantic getaways.
• Outdoor Activities: Enjoy leisurely walks along the boardwalk and indulge in various water sports and recreational pursuits.
• Charming Town Atmosphere: Explore the quaint Highland Beach community, offering a unique blend of culture and relaxation.
• Historic Sites: Discover local history through visits to historic houses and urban parks that enrich your stay.
• Diverse Accommodations: Find cozy hotels and charming bed & breakfasts catering to all types of travelers.

Find great hotels near Highland Beach

Highland Beach, Maryland, offers a delightful array of accommodations, including charming hotels and cozy bed & breakfasts. Whether you’re seeking a pet-friendly option, a welcoming environment for LGBTQIA travelers, or facilities tailored for business travel, you'll discover the perfect place to unwind. Explore the best hotels and vacation homes near Highland Beach, and enjoy a memorable getaway in this picturesque coastal community.

• Comfort Inn Conference Center: A budget-friendly gem, the Comfort Inn Conference Center offers a welcoming environment for families and business travelers alike, boasting a commendable guest rating of 9.2. Located 14 miles from Highland Beach, this property features family-oriented amenities such as a pool gate for safety. Pet-friendly accommodations allow furry friends to join in on the fun, with specific policies in place to ensure a hassle-free stay. Guests appreciate the thoughtful services tailored for children, making it an ideal choice for families looking for comfort and convenience.
• Country Inn & Suites by Radisson, Annapolis, MD: With a cozy atmosphere and a guest rating of 9.0, the Country Inn & Suites by Radisson is just 6 miles from Highland Beach and perfect for pet-loving travelers. This 3-star hotel combines comfort with practicality, featuring amenities tailored for both business and leisure guests. The property includes a designated dog exercise area and allows pets with manageable fees. The inviting ambiance and convenient location make it a great choice for those seeking a balance of relaxation and accessibility to local attractions.
• Graduate by Hilton Annapolis: Experience a touch of elegance at the 4-star Graduate by Hilton Annapolis, rated 9.4 by guests. Located only 4 miles from Highland Beach, this hotel is ideal for families, offering complimentary cribs and a welcoming atmosphere for children. It also accommodates pets with specific guidelines, ensuring that your furry companions are treated with care. The hotel’s sophisticated design and premium amenities provide a unique blend of comfort and style, perfect for both business travelers and families looking to unwind in a chic setting.

Where to stay in Highland Beach

Highland Beach, Maryland, offers a perfect blend of relaxation and outdoor adventure. Enjoy tranquil days on its pristine beaches along the Chesapeake Bay, where family-friendly vibes meet a romantic atmosphere. Explore the charming Highland Beach town, take in the scenic views, and indulge in water activities that make this coastal village a delightful retreat. Just a short drive away, discover nearby attractions that enhance your vacation experience with captivating landscapes and local culture.

• Annapolis: A charming city steeped in history, Annapolis is located right next to Highland Beach. Known for its vibrant waterfront and rich maritime heritage, visitors flock here for a unique blend of family-friendly activities, outdoor adventures, and city experiences. From the iconic U.S. Naval Academy to the scenic Chesapeake Bay, you’ll find plenty to explore. Shopping enthusiasts can enjoy a variety of boutiques and shopping centers, while those seeking relaxation can unwind at the local beaches. With peak visitor numbers during the summer and fall, Annapolis offers a lively atmosphere filled with festivals and events.
• Oyster Harbor: Just 0.4 miles from Highland Beach, Oyster Harbor is a delightful neighborhood perfect for families and outdoor lovers. This close-knit community provides a serene beach experience, with easy access to the bay and nearby lakes. Travelers can enjoy educational venues and shopping centers, making it an ideal spot for both relaxation and fun activities. The pleasant atmosphere draws visitors year-round, particularly during the warmer months, ensuring a relaxing getaway that combines the beauty of nature with community charm.
• Arundel on the Bay: Located 0.8 miles from Highland Beach, Arundel on the Bay is a picturesque neighborhood that captivates visitors with its stunning scenery and outdoor opportunities. This area is ideal for beachgoers and nature enthusiasts, offering a tranquil escape from the hustle and bustle. With nearby educational facilities and shopping centers, Arundel on the Bay caters to both relaxation and convenience. The neighborhood's peak visitor periods coincide with the summer and fall seasons, making it a popular destination for those looking to soak in the sun and enjoy the waterfront views.

Things to do near Highland Beach

Highland Beach offers a perfect blend of outdoor activities and beautiful scenery for vacationers. Visitors can enjoy leisurely strolls along the boardwalk, explore the recreational areas, and soak up the local education offerings. It's an ideal spot for a weekend getaway or day trip, with nearby amusement parks and downtown attractions providing additional entertainment options for a memorable experience.

Shopping

Highland Beach offers charming local shops for unique souvenirs and gifts. If you’re up for a drive, head to Westfield Annapolis Mall, about 12 miles away, where you'll find a variety of popular retailers and dining options. It’s perfect for a comprehensive shopping experience.

Recreation

Old South Country Club offers a luxurious retreat with stunning views and upscale amenities, perfect for relaxation and leisure. Enjoy a round of golf, unwind by the clubhouse, or indulge in spa services, all while surrounded by the serene beauty of the Maryland landscape.

Adventure

Highland Beach offers kayaking and paddleboarding on the serene Chesapeake Bay, perfect for exploring the coastline. Enjoy hiking along nature trails in nearby parks, where you can spot local wildlife. Wind down with beachcombing, collecting unique shells and enjoying breathtaking sunsets over the water.

Nightlife

Highland Beach offers a relaxed nightlife atmosphere with cozy beach bars and intimate lounges. Enjoy live music at The Beach House or unwind with a drink at The Shoreline, where the ocean breeze complements the vibrant local scene.

Booking tips and Expedia advantages for Highland Beach

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Highland Beach are December to February, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Highland Beach is Monday. The most expensive day to stay in Highland Beach is Saturday.
• Find cheap hotels on Expedia: Expedia’s search tool makes it easy to choose your budget, desired location, and additional preferences. You can organize your results to display prices from lowest to highest, ensuring you see the most affordable hotels first. Additionally, you can refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that you can book.
• Consider bundling your trip: You can save money by combining your hotel stay in Highland Beach with your flights and activities through an Expedia package deal.

Find the best attractions near Highland Beach

Highland Beach, Maryland, is perfect for outdoor enthusiasts and beach lovers alike, offering stunning scenery and a variety of attractions. Visitors can explore urban parks, marinas, and historic houses, providing a great mix of culture and family-friendly experiences. Whether you're looking to relax by the water or dive into local history, Highland Beach has something for everyone to enjoy during their vacation.

• Chesapeake Bay Bridge: Experience breathtaking views and modern architecture as you traverse this iconic bridge, which spans the picturesque Chesapeake Bay. It's a vital link connecting the Eastern Shore to the Western Shore, offering a unique perspective of the surrounding waters and the vibrant city atmosphere.
• Maryland State House: Dive into history at the oldest state capitol still in continuous legislative use. This historic structure is rich in culture, showcasing impressive architecture and art, including the iconic dome and beautiful grounds, making it a must-visit for history enthusiasts.
• Sandy Point State Park: Embrace adventure in this scenic park, where you can hike, bike, or relax on sandy beaches. With stunning views of the bay and abundant outdoor activities, it's an ideal spot for nature lovers and those seeking an outdoor escape.

Best time to go to Highland Beach

The best time to visit Highland Beach can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Highland Beach falls in July, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Highland Beach falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.4°F (1.9°C)	Light Rain	Mostly Sunny	Average	Slightly Low
February	37.9°F (3.3°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	44.6°F (7.0°C)	Light Rain	Mostly Sunny	Average	Average
April	55.0°F (12.8°C)	Light Rain	Mostly Sunny	Average	Average
May	64.2°F (17.9°C)	Light Rain	Mostly Sunny	High	Slightly High
June	73.0°F (22.8°C)	Light Rain	Mostly Sunny	High	Slightly High
July	78.4°F (25.8°C)	Light Rain	Mostly Sunny	High	Average
August	76.8°F (24.9°C)	Light Rain	Mostly Sunny	Average	Average
September	70.7°F (21.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Low	Average
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Low	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Low	Slightly Low

The nearest major airports for your trip to Highland Beach

Traveling to Highland Beach, Maryland, is convenient with access to three major airports. Philadelphia International Airport (PHL) is located 93 miles away, with nearby hotels like the 5-star W Philadelphia and The Rittenhouse, both 6 miles from the airport. Ronald Reagan Washington National Airport (DCA) is just 31 miles from Highland Beach, offering luxury accommodations such as the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both 2 miles away. Washington Dulles International Airport (IAD) is 53 miles distant, with options like The Westin Washington Dulles Airport and Hyatt Regency Dulles International Airport, both only 1 mile from the terminal.