Highland Beach Hotels

Top reasons to visit Highland Beach

• Charming Coastal Retreat: Highland Beach offers a picturesque escape perfect for couples and outdoor enthusiasts, ideal for a romantic getaway.
• Outdoor Activities: Engage in various water sports, leisurely strolls along the boardwalk, and explore nearby marinas and parks.
• Rich Cultural Experiences: Discover local attractions, including historic houses and urban parks, which provide family-friendly adventures.
• Delightful Accommodation: Choose from a variety of lodging options, including pet-friendly hotels and welcoming bed & breakfasts.
• Friendly Locals: Experience the warmth of the community, enhancing your beach holiday with local charm and hospitality.

Find great hotels near Highland Beach

Uncover the ideal accommodation for your getaway in Highland Beach, Maryland. This charming locale offers a variety of lodging options, including hotels and bed & breakfasts, catering to diverse needs. Whether you're seeking a pet-friendly environment, a welcoming space for LGBTQIA travellers, or facilities suited for business trips, Highland Beach has something for everyone. Explore the best hotels to ensure a memorable stay in this picturesque coastal destination.

• Country Inn & Suites by Radisson, Annapolis, MD: Situated a mere 9.7km from Highland Beach, Country Inn & Suites by Radisson offers a welcoming retreat for travellers seeking a pet-friendly and inclusive environment. This 3-star hotel is ideal for business travellers and those wanting a warm, LGBTQIA-friendly atmosphere. With a range of amenities including a dedicated dog exercise area and various pet policies, it ensures both comfort and convenience for you and your furry friends. The hotel’s inviting decor and friendly staff create a homely ambiance, making it a delightful choice for your stay.
• Historic Inns of Annapolis: Located just 6.4km from Highland Beach, the Historic Inns of Annapolis boasts a charming blend of history and adventure. With a 3.5-star rating, this hotel is perfect for families and those seeking an adventurous getaway. Its proximity to various recreational activities, including bicycle rentals, waterskiing, and kayaking, promises an exhilarating experience. The property is also LGBTQIA welcoming and offers amenities for children, ensuring a family-friendly atmosphere. Guests will find the rich history of the area reflected in the hotel’s unique character, providing an enchanting stay.
• Comfort Inn Conference Center: Positioned 16.4km from Highland Beach, Comfort Inn Conference Center caters to both family and business travellers. This hotel is equipped with essential amenities, including child-friendly features and a secure pool area. Its professional services are tailored to meet the needs of business guests, making it a practical choice for those combining work with leisure. The relaxed environment and attentive staff contribute to an enjoyable experience, ensuring that both families and business visitors feel right at home.

Where to stay in Highland Beach

Highland Beach offers a charming escape for those seeking a blend of outdoor adventure and romantic beach vacations. Nestled along Maryland's Eastern Shore, this picturesque village provides family-friendly atmospheres and oceanfront havens. Explore nearby cities for relaxing weekend retreats, delightful accommodations, and the warmth of friendly locals. Whether you’re sunbathing on the sandy shores or enjoying the serene surroundings, Highland Beach promises a memorable getaway.

• Annapolis: Nestled along the scenic Chesapeake Bay, Annapolis is a vibrant city rich in history and culture. Known as the state capital of Maryland, it offers a blend of modern amenities and charming colonial architecture. Visitors can explore the Academy, enjoy shopping at local centres, and relax at the nearby beaches. The peak travel season from June to August brings families and business travellers alike, making it a buzzing hub of activity. The city's historical precincts and educational institutions add to its allure, making Annapolis a captivating destination.
• Annapolis Cove: Located a mere 1.3km from Highland Beach, Annapolis Cove is a tranquil neighbourhood perfect for those seeking a family-friendly atmosphere and outdoor adventures. With its close proximity to urban parks and historic places, this area is ideal for leisurely strolls and picnics. The community thrives throughout the year, particularly in the summer months when visitors flock to enjoy its recreational areas and shopping centres. Annapolis Cove is a delightful spot for those who appreciate a blend of nature and local culture.
• Hillsmere Shores: Just 3.2km from Highland Beach, Hillsmere Shores is a charming village that offers both relaxation and adventure. This community is well-suited for family outings, with easy access to shopping areas and educational facilities. The local marina and dock port provide opportunities for water activities, while the nearby tourist precinct ensures there's always something to do. With its welcoming atmosphere and outdoor pursuits, Hillsmere Shores is a lovely stop for travellers looking to immerse themselves in the local lifestyle.

Things to do near Highland Beach

Highland Beach offers a charming coastal retreat perfect for outdoor enthusiasts and couples seeking a romantic getaway. Visitors can enjoy leisurely strolls along the boardwalk, explore the recreational and shopping areas, and indulge in various water sports. This quaint destination provides a delightful blend of relaxation and adventure, making it an ideal spot for a memorable beach holiday.

Shopping

For shopping in Highland Beach, visit the Wild Bird Center, just 4.8km away, for unique gifts. If you're up for a drive, Westfield Annapolis Mall, 9.7km away, offers a variety of shops and entertainment. Saint Michaels Village, located 27.4km away, features charming boutiques and family-friendly vibes.

Recreation

Experience the vibrant atmosphere at Navy-Marine Corps Memorial Stadium, where you can soak in the sports energy. Enjoy a round of golf at the nearby Annapolis Golf Club, surrounded by picturesque outdoor scenery. For a cultural touch, catch a performance at the Ballet Theater of Maryland, celebrating romance and entertainment.

Adventure

At Chesapeake Beach Water Park, enjoy thrilling water slides and family-friendly fun, located 27.4km from Highland Beach. For a scenic outdoor adventure, explore St Michaels Nature Trail, 25.7km away. Experience the excitement of sailing at Annapolis Sailing School, a mere 4.8km from Highland Beach.

Nightlife

In Highland Beach, The Colonial Players offers a charming theatre experience, perfect for romance and cultural vibes, located 6.4km away. For a family adventure, the Annapolis Bowl arcadeAdventureZone is 9.7km away. Regal Waugh Chapel cinema, 16.4km distant, combines entertainment with romantic and family-friendly films.

Booking tips and Expedia advantages for Highland Beach

To save money on your visit to Highland Beach, consider travelling during the off-peak months of December to February, when accommodation prices are lower. Book your stay on a Monday for the best rates, as Saturdays are typically the most expensive. Use Expedia's search tool to find budget-friendly hotels, and take advantage of package deals that combine flights and activities. Look for minute deals and flexible booking options to maximise savings, and explore free local attractions to enhance your experience without overspending.

• 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 enables you to choose your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to easily identify the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your hotel reservation at Highland Beach with your flights and activities through an Expedia package.

Find the best attractions near Highland Beach

Highland Beach offers a delightful blend of outdoor activities, romantic settings, and beachside relaxation. Visitors can explore local attractions such as marinas, urban parks, and historic houses, providing cultural and family experiences. Ideal for those seeking a scenic escape, Highland Beach is perfect for enjoying the sun and sea.

• Chesapeake Bay Bridge: Experience the stunning views and impressive architecture of the Chesapeake Bay Bridge, a modern marvel connecting the eastern and western shores of Maryland. At 9.7km from Highland Beach, it's perfect for a scenic drive or a leisurely stroll, offering city vibes and a sense of adventure.
• Sandy Point State Park: Just 11.3km away, Sandy Point State Park is a haven for nature lovers. Enjoy breathtaking scenery, outdoor activities, and adventure vibes, from hiking trails to sandy beaches, ideal for picnicking and water sports.
• Maryland State House: Located 6.4km from Highland Beach, the Maryland State House is a historic civic government building steeped in culture. Explore its rich history, stunning architecture, and captivating exhibitions that narrate the story of Maryland.

Best time to go to Highland Beach

The best time to visit Highland Beach is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

To reach Highland Beach, Maryland, you can fly into three major airports. Washington, DC (DCA-Ronald Reagan Washington National) is located 49.9km away, with excellent hotels such as Salamander Washington DC and Pendry Washington DC - The Wharf, both just 3.2km from the airport. Washington, DC (IAD-Washington Dulles International) is 85.3km distant, offering nearby accommodations like the Hyatt Regency Dulles, situated 1.6km from the airport. Lastly, Baltimore, MD (BWI-Baltimore Washington International) lies 32.2km from Highland Beach, with luxury options like Sagamore Pendry Baltimore, 12.9km from the airport, providing convenient transportation services.