Hotels in Highland Beach

Discover the Hidden Oasis of Highland Beach: Nature’s Playground Awaits

Escape to Highland Beach, Maryland, a serene gem nestled along the Chesapeake Bay. This charming family-oriented destination boasts pristine sandy shores, perfect for sunbathing and swimming. Explore the tranquil waters of Huntingfield Creek, or take a leisurely stroll along the lakeside esplanade. Immerse yourself in nature at nearby state parks, or dock at Hidden Harbour Marina for scenic views. With a rich cultural backdrop, including ties to Langston Hughes, Highland Beach invites travelers to enjoy a unique blend of relaxation and exploration. Discover the allure of this hidden paradise and create unforgettable memories by the bay. For our best hotel rates in Highland Beach and to enhance your stay, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Highland Beach

Highland Beach offers a variety of accommodations, from cozy bed and breakfasts to comfortable vacation rentals. You can find hotels catering to different budgets, including charming inns and upscale options. Many places provide breakfast, making it easy to start your day before exploring the beautiful surroundings. Here are some of the best hotels in Highland Beach that our travelers love:

1. Annapolis Waterfront HotelOpens in a new window: This 4.0-star hotel offers a unique blend of urban sophistication and a natural retreat experience. With amenities such as a rooftop terrace and multiple meeting rooms, it provides an ideal setting for leisure travelers seeking a relaxing getaway. The property’s location in the city center makes it perfect for exploring nearby attractions. Review sentiments highlight the immaculate cleanliness of the rooms and the outstanding service provided during stays, making it a desirable choice for those looking for comfort and quality.
2. Graduate by Hilton AnnapolisOpens in a new window: A charming 4.0-star hotel that caters to leisure travelers, offering a delightful mix of comfort and style. This property features beautifully decorated rooms and a convenient location just a short stroll from the harbor and the United States Naval Academy. Guests appreciate the spacious accommodations and thoughtful amenities, which enhance the overall experience. Positive reviews emphasize the wonderful atmosphere and responsive staff, ensuring that visitors enjoy a seamless and memorable stay.
3. Inn at Perry CabinOpens in a new window: This luxurious 5.0-star hotel is a premier destination for discerning travelers seeking a blend of elegance and relaxation. With an array of amenities, including exquisite dining options and exquisite service, it creates an opulent setting for unforgettable experiences. Guests revel in the picturesque surroundings and top-notch accommodations, perfect for indulging in a weekend retreat or a special celebration. Review sentiments reflect the magical atmosphere and high-quality offerings that make every moment at this hotel truly extraordinary.

Top locations to stay in Highland Beach

Some of the best areas to stay in Highland Beach are Eastport, Murray Hill, and the Historic District. Eastport offers vibrant nightlife and adventure activities, while Murray Hill boasts charming local amenities. The Historic District immerses visitors in rich history. For first-time visitors, Eastport is the best choice due to its lively atmosphere and diverse attractions.

1. EastportOpens in a new window: Eastport is a charming waterfront neighborhood that’s perfect for travelers looking for a relaxed vibe. Known for its quaint streets and beautiful views, it’s a great base to explore the artsy culture of Annapolis. The area is dotted with unique shops and local galleries, offering a taste of the community's creative spirit. You can easily access the scenic Chesapeake Bay Bridge, and Sandy Point State Park is just a short drive away, making it ideal for outdoor enthusiasts as well.
2. Murray HillOpens in a new window: If you want to immerse yourself in the local culture, Murray Hill is a fantastic choice. This neighborhood is filled with historic homes and tree-lined streets, creating a picturesque backdrop for your stay. It's close to the heart of Annapolis, where you can enjoy a variety of cultural attractions, including theaters and galleries. Plus, you’re not far from the vibrant shopping scene, with Westfield Annapolis Mall nearby for some retail therapy.
3. Historic DistrictOpens in a new window: Staying in the Historic District means you’ll be surrounded by rich history and stunning architecture. This area offers a unique glimpse into the past with its cobblestone streets and well-preserved buildings. It's perfect for those who appreciate cultural attractions, as there are plenty of museums and galleries within walking distance. You’ll also find a mix of quaint shops and cafes to explore, alongside beautiful waterfront views that make for a delightful stroll.

Things to do in Highland Beach

Highland Beach is a charming coastal escape, where sun-kissed shores meet serene lakesides. Enjoy leisurely strolls along picturesque boardwalks, explore lush national parks, or dive into thrilling water sports. With family-friendly beaches and vibrant recreational areas, it’s an ideal spot for a day trip filled with relaxation and adventure.

• Chesapeake Bay BridgeOpens in a new window – Experience the stunning architecture of this modern marvel as you drive across, soaking in breathtaking views of the bay. Stop at designated areas to snap photos and appreciate the expansive waterway stretching out beneath you.
• Maryland Quiet Waters ParkOpens in a new window – Take a leisurely stroll through this urban oasis, where scenic trails lead you past serene lakes and lush greenery. Enjoy a picnic with family or just relax in the tranquil surroundings, perfect for unwinding after a day of exploration.
• Sandy Point State ParkOpens in a new window – Spend a day at this beautiful national park, where sandy shores invite you to sunbathe or swim. The park offers trails for hiking and opportunities for fishing, making it a delightful spot for outdoor enthusiasts of all ages.
• Annapolis Maritime MuseumOpens in a new window – Dive into the rich maritime history of the region at this interactive museum. Discover exhibits showcasing local maritime traditions and enjoy hands-on activities that engage visitors in the area's nautical past.
• Maryland State HouseOpens in a new window – Visit the oldest state capitol still in continuous use in the United States. Explore its historic chambers and learn about Maryland's political heritage as you admire the impressive architecture and surrounding gardens.

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

1. Book for the cheapest times: For those looking to visit Highland Beach on a budget, the most affordable months are January, February, and December, when hotel prices are lower. To fully enjoy the area’s key landmarks and cultural attractions, a stay of at least 2 to 3 days is recommended. During your visit, you can explore the beautiful family beach, the scenic national state park, picturesque lakes, and the charming esplanade, all of which offer great value for money and enriching experiences.
2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Highland Beach, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted hotel rates as your travel date approaches. You could also enable email alerts or push notifications to stay updated on flash sales and special promotions, helping you save. Additionally, Smart ShoppingOpens in a new window is a handy comparison tool in the app that allows travelers to compare hotel prices and amenities, ensuring you're aware of any price drops or availability changes for your preferred hotels.
3. Be flexible with dates: Prices can fluctuate depending on various factors, such as the hotel's location, star rating, and the time of year. Being flexible with your travel dates could 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 may offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we can suggest more budget-friendly dates, so you may find a better deal.
4. Consider your location: Choosing to stay near major attractions or city centers can be convenient, but it typically 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. Independent hotels located a bit further out often tend to be more affordable and can offer a more authentic experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Highland Beach. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

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, accompanied by 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.