Hotels in Highland Beach

Discover the charm of Highland Beach, Maryland, a hidden gem on the Eastern Shore that beautifully marries coastal relaxation with rich history. Nestled along the Chesapeake Bay and the Potomac River, this quaint beach community features sandy shores perfect for family fun and tranquil strolls. Explore its quirky neighborhoods, steeped in historic significance, and unwind in the serene atmosphere of nearby state parks. Whether you're soaking up the sun or immersing yourself in local culture, Highland Beach offers a unique escape that captures the essence of the coastal South. Experience a slice of paradise where nature and history converge. For the 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.

Where to stay in Highland Beach

Some of the best places to stay in Highland Beach are Downtown Baltimore, Historic District and Fells Point. Highland Beach, Maryland, offers easy access to vibrant locations like Downtown Baltimore, the Historic District, and Fells Point. Downtown Baltimore features a mix of modern hotels and historic inns, perfect for exploring urban attractions. The Historic District boasts charming accommodations that reflect the area's rich heritage. Fells Point, known for its waterfront charm, offers cozy stays close to dining and nightlife. For first-time visitors, Downtown Baltimore is the best choice due to its central location and variety of attractions. Here are some of the most popular hotels with our guests in Highland Beach:

1. Downtown BaltimoreOpens in a new window: A lively urban center, Downtown Baltimore is perfect for those seeking a blend of business and leisure. With attractions like the Baltimore Inner Harbor Marina for outdoor adventures and Oriole Park at Camden Yards for sports fans, there's something for everyone. Consider staying at Hotel Indigo Baltimore Downtown, an IHG HotelOpens in a new window, a 4.0-star hotel that accommodates business and family travelers with amenities like a Business Center and Conference Space. Another great option is Kimpton Hotel Monaco Baltimore Inner Harbor, an IHG HotelOpens in a new window, a 4.5-star hotel offering luxury and family-friendly services, including multiple Meeting Rooms. For an upscale experience, The Ivy HotelOpens in a new window, a 5.0-star hotel, provides an array of business amenities plus childcare services for families.
2. Historic DistrictOpens in a new window: Rich in history and family-friendly attractions, the Historic District is home to the U.S. Naval Academy and Westfield Annapolis Mall, making it ideal for both education and entertainment. Annapolis Waterfront Hotel, Autograph CollectionOpens in a new window is a 4.0-star hotel featuring a Business Center and adventure activities nearby. If you prefer a cozy stay, The Annapolis InnOpens in a new window, a charming Bed & Breakfast, offers complimentary breakfast and a warm atmosphere. For pet lovers, Graduate by Hilton AnnapolisOpens in a new window, also a 4.0-star hotel, allows pets and features business amenities like a Conference Space.
3. Fells PointOpens in a new window: Known for its vibrant waterfront and outdoor activities, Fells Point invites travelers to explore the Baltimore Inner Harbor and M&T Bank Stadium. For a luxurious stay, Sagamore Pendry BaltimoreOpens in a new window is a 5.0-star hotel that welcomes pets and includes business services. Alternatively, Canopy by Hilton Baltimore Harbor PointOpens in a new window, a 4.0-star hotel, offers romantic packages and natural experiences, perfect for couples. Lastly, Lancaster Square by BridgestreetOpens in a new window, a 3.5-star hotel, provides a comfortable atmosphere with on-site dining options, ensuring a pleasant stay in this lively area.

Highland Beach offers a perfect three-day getaway for travelers seeking a blend of sun-soaked shores and natural beauty. Enjoy the pristine public beaches, hike through lush parks, and explore vibrant recreational areas. With opportunities for swimming, boating, and shopping, it's an ideal destination for relaxation and adventure. Here's a quick itinerary to make the most of your trip to Highland Beach:

• Day 1: Start your exploration with a scenic drive across the Chesapeake Bay Bridge, where breathtaking views of the bay set the tone for your adventure. Once you arrive, unwind at Sandy Point Beach, a perfect spot for swimming or simply soaking up the sun. To cap off your day, head to Sandy Point State Park, where you can hike picturesque trails or enjoy a picnic while taking in the natural beauty of the area.
• Day 2: Begin at Maryland Quiet Waters Park, a serene sanctuary featuring art galleries and scenic walking trails that immerse you in nature. Next, visit the Historic Mount Moriah AME Church, a significant site that reflects the rich cultural heritage of the area. Wind down your day at Sparrows Beach, where you can stroll along the shoreline, enjoying the calming sounds of the waves and maybe catching a stunning sunset.
• Day 3: Your day kicks off at the Maryland State House, the oldest state capitol still in continuous use, where you can learn about Maryland's history. Afterward, take a leisurely walk down Ego Alley, a charming waterfront area filled with shops and eateries that offers a vibrant atmosphere. Conclude your itinerary at Annapolis Landing Marina, where you can relax by the water, savoring delicious seafood while watching the boats sail by.

1. Book for the cheapest times: The most budget-friendly time to visit Highland Beach is during January, November, and December, when hotel prices are significantly lower. For a great value for money experience, it's recommended to stay for at least 2-3 days to fully enjoy the area's main attractions. Key highlights in Highland Beach include the beautiful beach, scenic parks, and the national state park, all perfect for a memorable getaway on a budget.
2. Look for last-minute deals on Hotels.com: If you're looking for last-minute deals to Highland Beach, consider checking out the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com. Here, you could find discounted hotel rates as your travel date approaches, including refundable options for peace of mind. To ensure you don't miss out on the best deals, enable email alerts or push notifications from Hotels.com about flash sales and exclusive promotions. Comparing room rates could lead you to more affordable stays, making your trip even more enjoyable without breaking the bank.
3. Be flexible with dates: Prices can fluctuate due to factors like the hotel's location, star rating, and the season. As a result, being flexible with your travel dates might increase the chances that you'll save on hotel expenses in Highland Beach.
4. Consider your location: When booking through Hotels.com for your holiday, think about your location. Staying near key attractions or city centers usually tends to be more convenient, but it often comes with a higher price tag. For more affordable options, consider hotels in less central areas or neighborhoods, striking a balance between cost and the accessibility of the places you plan to visit.
5. Upgrade with One Key: Make your next reservation in Highland Beach and be a part of Hotels.com's free One Key program, which enables members to take advantage of reward points for hotel bookings. Progress through the tiers of Blue, Silver, Gold and Platinum to unlock advantages like room upgrades when available, discounted rates, and exclusive offers for members. Start earning reward points now.

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 tends to be the wettest month. The peak travel months to visit Highland Beach are May to July, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. In contrast, October to December are ideal if you're looking for a calmer vacation, marked by light rainfall and mostly sunny conditions.