Hotels in Highland Beach

Where Waves Embrace Serenity: Discover the Hidden Charms of Highland Beach

Nestled along the shores of the Chesapeake Bay, Highland Beach, Maryland, is a charming, off-the-beaten-path destination that beckons beach lovers and history enthusiasts alike. Known for its serene private beach and picturesque landscapes, this quaint community offers a tranquil escape with stunning sunsets and gentle waves. Visitors can explore the nearby national state park for hiking and birdwatching, or simply relax on the sandy shores. With its rich African American heritage, Highland Beach also showcases cultural landmarks that tell the story of the area's vibrant past. Perfect for families and couples, it's a hidden gem for a peaceful getaway.

Discover great hotels in Highland Beach

Highland Beach offers a charming selection of waterfront accommodations, perfect for a relaxing getaway. Enjoy picturesque views and easy access to water activities, with options ranging from cozy inns to comfortable hotels, all set in a serene coastal atmosphere. These are some of the hotels preferred by our travelers in Highland Beach:

1. Inn at Horn PointOpens in a new window: This vibrant 3.0-star bed and breakfast is perfect for adventure seekers looking for a unique getaway. With a focus on outdoor activities, guests can indulge in sailing, horse riding, and kayaking, all located nearby. The property warmly welcomes LGBTQIA travelers and fosters an atmosphere of inclusivity and excitement. Visitors appreciate the range of adventure sports and recreation activities available, making it an ideal choice for those seeking a memorable and action-packed vacation.
2. Annapolis Waterfront HotelOpens in a new window: This sophisticated 4.0-star hotel caters to business travelers seeking a seamless urban experience. Situated in the city center, it boasts a robust array of business amenities, including a 24-hour business center and multiple meeting rooms. The contemporary design and upscale atmosphere create an ideal setting for productive stays. Travelers commend the efficient service and state-of-the-art facilities that enhance their business experience, making it a top choice for those aiming for a polished and professional environment.
3. 134 Prince - Luxury Boutique HotelOpens in a new window: This charming 2.5-star hotel is an excellent choice for couples looking for a romantic escape in the heart of the city. With thoughtfully designed romance packages and delightful food and beverage services, guests can enjoy special moments together. The property features a cozy atmosphere complemented by enhanced safety services. Visitors cherish the unique romantic experiences offered, making it a preferred destination for those wanting to create lasting memories with their partners.

Top locations to stay in Highland Beach

When visiting Highland Beach, Maryland, consider staying in Annapolis, Stevensville, and Deale. Annapolis offers a vibrant university atmosphere and rich history, while Stevensville is known for its excellent dining options. Deale features a family-friendly marina ideal for water activities. For first-time visitors, Annapolis is the best choice due to its cultural attractions and charming waterfront.

1. AnnapolisOpens in a new window: Annapolis is a charming waterfront city known for its historic charm and vibrant atmosphere. Staying here means you'll be surrounded by beautiful architecture, picturesque streets, and a lively marina. The city is a fantastic spot for dining, offering a variety of local seafood and international cuisine. You can explore popular attractions like the Maryland State House and the U.S. Naval Academy. With its cultural venues, including theaters and art galleries, Annapolis is great for those who appreciate the arts. It’s also a perfect base for enjoying waterfront activities like sailing and boating.
2. StevensvilleOpens in a new window: Stevensville offers a laid-back vibe with beautiful waterfront views and a strong sense of community. It's perfect for travelers seeking a relaxed getaway, with plenty of dining options featuring fresh, local seafood. Visitors can enjoy scenic walks along the Chesapeake Bay or explore nearby parks. The town also hosts local events and festivals that showcase its rich heritage and culture, making it a delightful location for families and anyone looking to unwind in a charming setting.
3. DealeOpens in a new window: Deale is a quaint coastal town that provides a peaceful retreat for those looking to escape the hustle and bustle. Known for its marinas, it’s a great place for families who enjoy fishing, boating, and other water activities. The town's friendly atmosphere makes it easy to connect with locals and experience the community's culture. While Deale is small, its proximity to larger towns offers easy access to shopping and dining options, ensuring a well-rounded experience for visitors.

Things to do in Highland Beach

Highland Beach beckons with its stunning stretches of golden sand and serene lakefront views. Visitors can indulge in sun-soaked days on the beach, explore scenic hiking trails, or enjoy leisurely strolls along picturesque boardwalks. With ample opportunities for boating, shopping, and family-friendly activities, this coastal gem promises a delightful escape for all.

• Rock Hall HarborOpens in a new window – Enjoy a relaxing day at Rock Hall Harbor, where you can watch boats bobbing in the water or try your hand at fishing. This charming harbor is a perfect spot for picnicking or simply soaking up the sun while enjoying the scenic views of the water.
• Chesapeake Bay BridgeOpens in a new window – Drive or walk across the Chesapeake Bay Bridge for breathtaking views of the bay and surrounding landscapes. This impressive modern bridge is not just a means to get from point A to B; it’s an experience that showcases the beauty of the area, especially during sunset when the sky lights up.
• Sandy Point State ParkOpens in a new window – Spend a day at Sandy Point State Park, where sandy beaches meet lush greenery. You can swim, hike, or bike along scenic trails, making it an ideal place for families to enjoy outdoor activities. Bring a picnic to enjoy by the water and take in the natural beauty of this national state park.
• Six Flags AmericaOpens in a new window – Thrill-seekers will love Six Flags America, an amusement park packed with exciting rides and attractions. From roller coasters to family-friendly games, there’s something for everyone to enjoy. Make a day of it and experience the fun and exhilaration that awaits at this lively park.

5 tips for savvy savings when booking a hotel in Highland Beach

1. Book for the cheapest times: The most budget-friendly time to visit Highland Beach is during January, February, and December when hotel prices are lower. For a fulfilling experience, it's recommended to stay for at least 2 to 3 days to fully explore the area's key landmarks and cultural attractions. You can visit a variety of sites, including historic houses, parks, nature reserves, and monuments, all of which offer great value for money. This timeframe allows you to appreciate the rich history and vibrant culture of Highland Beach without breaking the bank.
2. Look for last-minute deals on Hotels.com: To find last-minute deals to Highland Beach, start by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates on hotels as your travel date approaches. Additionally, consider enabling email alerts or push notifications to stay updated on flash sales and last-minute promotions. With Smart ShoppingOpens in a new window available through the app, you can compare hotel prices and amenities, increasing your chances of finding the best options. If rooms become available or prices drop, you'll be among the first to know, making it easier to secure a spontaneous getaway.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel’s location, star rating, and the season, so being flexible with your travel dates might help you save on your stay at a Highland Beach hotel. If you're in search of a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price leans towards the higher end, we’ll recommend more budget-friendly dates that could help you secure a better deal.
4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. For more budget-friendly options, you might want to look at hotels in less central neighborhoods, where you can find a better balance between cost and accessibility to the sites you plan to visit. Exploring independent hotels a bit further out can also offer a more authentic experience that's usually more likely to be affordable.
5. Become a Member: Join our membership program for free and start planning your next getaway in Highland Beach! Enjoy exclusive savings on over 100,000 hotels around the globe, with special member prices just for you. As you move up through the membership tiers, you’ll unlock fantastic benefits such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don't miss out on these amazing perks—sign up today and elevate your travel experience!

Best time to go to Highland Beach

Highland Beach experiences its lowest average temperature in January, at 35.4°F (1.9°C), while July is the hottest month, with an average temperature of 78.4°F (25.8°C). July is typically the wettest month. If you’re looking to soak up the lively atmosphere in Highland Beach, May to July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.