Find hotels in Highland Beach, MD from Rp1.423.659

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Our top choices for Highland Beach hotels

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (417 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is Rp3.358.324
Rp4.065.428 total
includes taxes & fees
9 Feb - 10 Feb
The Wildset

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (559 reviews)
"The staff is so amazing here! "
United States
Selina
Executive Inn And Suites

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is Rp1.786.915
Rp1.965.607 total
includes taxes & fees
9 Feb - 10 Feb
St Michaels Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is Rp2.514.524
Rp2.765.976 total
includes taxes & fees
9 Feb - 10 Feb
Parsonage Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is Rp2.868.920
Rp3.155.812 total
includes taxes & fees
9 Feb - 10 Feb
George Brooks House B&B

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is Rp2.852.044
Rp3.251.329 total
includes taxes & fees
15 Feb - 16 Feb
The Westin Annapolis

Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (901 reviews)
"Great location, nice and clean "
United States
Micah
The price is Rp3.428.359
Rp3.908.329 total
includes taxes & fees
15 Feb - 16 Feb
Annapolis Waterfront Hotel, Autograph Collection

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is Rp8.657.388
Rp9.523.126 total
includes taxes & fees
11 Feb - 12 Feb
Inn at Perry Cabin

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is Rp1.692.325
Rp1.929.251 total
includes taxes & fees
12 Feb - 13 Feb
Hilton Garden Inn Annapolis Downtown

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,004 reviews)
"Room was clean, great location"
United States
Brian
The price is Rp2.670.796
Rp3.044.707 total
includes taxes & fees
23 Feb - 24 Feb
Graduate by Hilton Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location and friendly staff. "
United States
Shana
The price is Rp1.420.115
Rp1.618.931 total
includes taxes & fees
23 Feb - 24 Feb
SpringHill Suites by Marriott Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,885 reviews)
"Great rooms, very clean, loved our stay "
United States
Matthew
Historic Inns of Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,002 reviews)
"Wonderful staff, great options for breakfast, room is perfect and quiet and clean. The amenities work nicely, gym is great and Thai is where I would stay again in the future. "
United States
Amanda
The price is Rp1.579.594
Rp1.800.737 total
includes taxes & fees
22 Feb - 23 Feb
Country Inn & Suites by Radisson, Annapolis, MD

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"Great stay "
United States
Jose Miguel
The price is Rp1.397.670
Rp1.593.345 total
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Hotel Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Wonderful stay. "
United States
Angela
The price is Rp1.704.476
Rp1.943.102 total
includes taxes & fees
15 Feb - 16 Feb
Courtyard by Marriott Annapolis

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (869 reviews)
"Nice staff and rooms"
United States
Walter
The price is Rp1.420.115
Rp1.576.327 total
includes taxes & fees
2 Mar - 3 Mar
Quality Inn Grasonville near Kent Island

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,008 reviews)
"Nice hotel"
United States
Jane
The price is Rp1.856.360
Rp2.116.250 total
includes taxes & fees
11 Feb - 12 Feb
Crowne Plaza Annapolis by IHG

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (173 reviews)
"Clean rooms"
United States
David
The price is Rp1.856.360
Rp2.116.251 total
includes taxes & fees
15 Feb - 16 Feb
Fairfield Inn & Suites By Marriott Annapolis

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (92 reviews)
"We were"
United States
Guevara
The price is Rp2.144.869
Rp3.101.901 total
includes taxes & fees
4 Mar - 5 Mar
Wylder Tilghman Island

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,011 reviews)
"Great staff & clean rooms. "
United States
Carmelo
The price is Rp1.434.460
Rp1.635.285 total
includes taxes & fees
1 Mar - 2 Mar
Microtel Inn & Suites by Wyndham Gambrills
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Beach Hotel Reviews

More cheap stays in Highland Beach

Find out more about Highland Beach

Top reasons to visit Highland Beach

  • Scenic Outdoor Activities: Highland Beach offers stunning views and a range of outdoor pursuits, perfect for nature enthusiasts.
  • Historic Significance: Explore the area's rich African American history and historic houses that add cultural depth to your visit.
  • Family-Friendly Attractions: Enjoy various family-oriented activities and recreational areas that cater to all ages.
  • Charming Accommodations: Experience a variety of lodging options, from quaint bed and breakfasts to modern hotels, ensuring a comfortable stay.
  • Tranquil Beach Escape: Indulge in relaxing beach activities and peaceful strolls along the picturesque boardwalk.

Find great hotels near Highland Beach

Experience a delightful stay in Highland Beach, Maryland, where a range of hotel accommodations await. From charming bed and breakfasts to modern hotels, you’ll find options catering to various preferences, including pet-friendly and LGBTQIA welcoming environments. Whether you’re on business or leisure, discover accessible rooms and exceptional services that ensure a comfortable and enjoyable visit.

  • Best Western Annapolis: Located 9.7km away from Highland Beach, Best Western Annapolis offers a welcoming atmosphere for both business and leisure travellers. This hotel prides itself on being pet-friendly, allowing guests to bring their furry companions along for the stay. With amenities such as a waived fee for service animals and specific pet policies in place, it caters to those who travel with pets. The hotel’s convenient location and comfortable accommodations make it an excellent choice for those seeking a relaxing getaway with their pets.
  • Hampton Inn Baltimore/Glen Burnie: Situated 32.2km from Highland Beach, Hampton Inn Baltimore/Glen Burnie stands out for its inclusive environment, welcoming LGBTQIA travellers alongside business guests. The hotel features a pet-friendly policy that includes amenities like food and water bowls for pets and a variable fee structure. This property is known for its commitment to providing a safe and friendly atmosphere, ensuring all guests feel at home. Its convenient location makes it easy to explore the surrounding area while enjoying comfortable accommodations.
  • Holiday Inn Express Annapolis East-Kent Island by IHG: Just 19.3km from Highland Beach, the Holiday Inn Express Annapolis East-Kent Island is ideal for adventure seekers. With a focus on outdoor activities, this hotel offers access to nearby kayaking, hiking, swimming, and fishing opportunities, making it perfect for guests looking to explore the great outdoors. It also welcomes pets, ensuring that your four-legged friends can join in on the fun. The hotel combines comfort with adventure, promising an unforgettable stay for active travellers.

Where to stay in Highland Beach

Highland Beach offers a delightful blend of outdoor adventures and serene landscapes, perfect for a romantic getaway. Explore the vibrant community with its African American beaches, rich American history, and friendly atmosphere. Nearby, discover family-friendly activities and relaxing spots that enhance your holiday experience. Whether you're seeking a weekend of adventure or a quiet retreat, Highland Beach and its surrounding areas provide a captivating escape for every traveller.

  • Annapolis: As the capital of Maryland, Annapolis is a charming city steeped in history and maritime culture. Located adjacent to Highland Beach, it is renowned for its picturesque waterfront, historic architecture, and vibrant arts scene. Visitors can enjoy educational tours at the United States Naval Academy, indulge in shopping at local boutiques, or simply stroll along the scenic streets lined with colonial-era buildings. The city's outdoor activities are perfect for families, with parks and beaches that provide ample opportunities for relaxation and recreation. The summer months bring a lively atmosphere, making it an ideal time to explore its many attractions.
  • Oyster Harbor: Just 644m from Highland Beach, Oyster Harbor is a delightful neighbourhood that offers a peaceful retreat while still being close to urban attractions. It boasts easy access to recreational areas and is perfect for families looking to enjoy outdoor activities. The local beaches and nearby national state park provide stunning natural landscapes ideal for picnicking, hiking, and water sports. With its welcoming community vibe and a range of educational and shopping facilities, Oyster Harbor is a lovely place to explore and unwind.
  • Arundel on the Bay: Situated 1.3km from Highland Beach, Arundel on the Bay is a quaint neighbourhood known for its stunning views and serene environment. This area is perfect for families and couples seeking outdoor adventures or romantic getaways. Visitors can explore beautiful beaches and tranquil lakes, and enjoy the local historic college university nearby. The community is rich in charm and offers a selection of shopping and educational opportunities, making it an inviting destination for all types of travellers.

Things to do near Highland Beach

Highland Beach is perfect for outdoor enthusiasts seeking scenic views and romantic getaways. Visitors can enjoy various activities including leisurely strolls along the boardwalk, exploring the recreational areas, and indulging in shopping. Beach activities and a tranquil beach escape are essential experiences to savour during your stay, ensuring a fulfilling and delightful holiday.

Shopping

For a delightful shopping experience, visit the Wild Bird Center, located only 4.8km from Highland Beach, offering unique gifts for nature lovers. If you're up for a drive, the Queenstown Premium Outlets and Saint Michaels Village, both 27.4km away, provide a variety of shopping options and charming atmospheres.

Recreation

At Navy-Marine Corps Memorial Stadium, immerse yourself in a vibrant sports atmosphere while enjoying recreational activities. The Annapolis Golf Club offers a serene outdoor setting for golf enthusiasts. Experience the romance and culture at the Ballet Theater of Maryland, where dance performances captivate and entertain.

Adventure

Chesapeake Beach Water Park offers thrilling water slides and family-friendly attractions 27.4km from Highland Beach, perfect for a splash-filled day. For a taste of adventure, the Annapolis Sailing School, located 4.8km away, provides exhilarating sailing experiences, while Tose Family Tennis Center, 6.4km away, offers exciting tennis matches.

Nightlife

Experience the charming nightlife in Highland Beach by visiting The Colonial Players for a romantic theatre performance, or enjoy some fun at Annapolis Bowl's arcadeAdventureZone. For a family-friendly film experience, head to Regal Waugh Chapel cinema to unwind with your loved ones.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Highland Beach

To save money on your trip to Highland Beach, consider visiting between December and February for lower accommodation rates. Opt for a Monday stay, as it's the cheapest day, while Saturday tends to be the priciest. Use Expedia to refine your search based on budget and location, and sort results by price for the best deals. Look for package options that combine flights, hotels, and activities for additional savings. Don't forget to check for app deals and booking fees that could affect your overall costs.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in 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, stunning scenery, and romantic getaways. Visitors can explore a variety of points of interest, including marinas, urban parks, and historic houses. These attractions cater to those seeking cultural experiences, family-friendly outings, and opportunities to immerse themselves in nature, making it an ideal destination for diverse travellers.

  • U.S. Naval Academy: Explore the rich history and stunning architecture of the U.S. Naval Academy, located a mere 6.4km from Highland Beach. Discover its significance in American naval history while enjoying the beautiful campus scenery.
  • Chesapeake Bay Bridge: Experience the impressive Chesapeake Bay Bridge, 9.7km away, showcasing modern engineering marvels. The bridge offers breathtaking views of the bay and a vibrant city atmosphere, making it a perfect stop for photographs.
  • Sandy Point State Park: Just 11.3km from Highland Beach, Sandy Point State Park invites you to immerse yourself in nature. Enjoy outdoor activities, picturesque landscapes, and adventurous trails, ideal for families and nature enthusiasts alike.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.4°F (1.9°C)Light RainMostly SunnyAverageSlightly Low
February37.9°F (3.3°C)Light RainMostly SunnyAverageSlightly Low
March44.6°F (7.0°C)Light RainMostly SunnyAverageAverage
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnyHighSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyHighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnyHighAverage
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September70.7°F (21.5°C)Light RainMostly SunnyAverageSlightly High
October60.4°F (15.8°C)Light RainMostly SunnyLowAverage
November48.7°F (9.3°C)Light RainMostly SunnyLowAverage
December41.5°F (5.3°C)Light RainMostly SunnyLowSlightly Low

The nearest major airports for your trip to Highland Beach

Reaching Highland Beach, Maryland, is convenient with three major airports nearby. Washington, DC (DCA-Ronald Reagan Washington National) is situated 49.9km away, with luxurious hotels like The Ritz-Carlton, Pentagon City just 1.6km from the airport. Washington, DC (IAD-Washington Dulles International) is 85.3km distant, offering options such as the Hyatt Regency Dulles, located 1.6km from the airport. Lastly, Baltimore, MD (BWI-Baltimore Washington International Thurgood Marshall) lies 32.2km from Highland Beach, featuring elegant accommodations like The Ivy Hotel, 14.5km away. Each hotel provides easy access to its respective airport, ensuring a smooth travel experience.

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 3.6 mi (5.8 km) from the heart of Highland Beach, Historic Inns of Annapolis is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Graduate by Hilton Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Highland Beach.
If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?
Yes, most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland Beach.
What is staying in Highland Beach like?
Visitors to Highland Beach will definitely find plenty to explore and enjoy. There are 1226 hotels and other accommodation options in the surrounding area. Find out more about Highland Beach.
What should I do while I'm visiting Highland Beach?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Bay Ridge Beach and Maryland Quiet Waters Park in the area. Take a look at what more there is to see and do in Expedia's Highland Beach guide.
What's the seasonal weather in Highland Beach?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Highland Beach is 1313 mm.