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Our top choices for Highland Beach hotels

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (893 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is £87
includes taxes & fees
22 Apr - 23 Apr
Quality Inn Grasonville near Kent Island

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,063 reviews)
"We stayed here while visiting our kids in the area! Very nice staff and clean hotel. Good place to stay for the money! "
United States
Lonnie
The price is £76
includes taxes & fees
10 May - 11 May
Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is £88
includes taxes & fees
23 Apr - 24 Apr
Best Western Kent Narrows Inn

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, (1,003 reviews)
"I had a great stay & everything was great"
United States
Timothy L
The price is £85
includes taxes & fees
3 May - 4 May
Country Inn & Suites by Radisson, Annapolis, MD

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"Very nice room and staff"
United States
Tara
The price is £95
includes taxes & fees
3 May - 4 May
SpringHill Suites by Marriott Annapolis

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,002 reviews)
"Had a very nice stay"
United States
Laura
The price is £82
includes taxes & fees
20 Apr - 21 Apr
Comfort Inn Conference Center

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (988 reviews)
"Very nice hotel, good breakfast selection, clean rooms."
United States
Linda
The price is £102
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (740 reviews)
"Clean hotel all around. Friendly stafff and comfortable environment."
United States
Jillian
The price is £124
includes taxes & fees
23 Apr - 24 Apr
Hyatt Place Kent Narrows & Marina

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay with lovely views"
United States
David
The price is £129
includes taxes & fees
26 Apr - 27 Apr
Rod 'N' Reel Resort

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (481 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is £128
includes taxes & fees
19 Apr - 20 Apr
Anchored Inn at Hidden Harbour Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"Beautiful area"
United States
Dan
The price is £113
includes taxes & fees
22 Apr - 23 Apr
Hilton Garden Inn Kent Island Marina

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (569 reviews)
"Na"
United States
Alexander
The price is £77
includes taxes & fees
23 Apr - 24 Apr
Executive Inn And Suites

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Staff was great and recommended good food spots to try. First room we were in smelt like cigarettes, but we were able to switch to a different room. "
United States
Marischel Vhee
The price is £68
includes taxes & fees
19 Apr - 20 Apr
Best Western Annapolis

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (194 reviews)
"Would stay here again! Everyone and everything including location was excellent!"
United States
Paul
The price is £113
includes taxes & fees
21 Apr - 22 Apr
Fairfield Inn & Suites By Marriott Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,000 reviews)
"Room was specious and the kitchen was a plus the buffet breakfast was great"
United States
Jesus
The price is £92
includes taxes & fees
19 Apr - 20 Apr
Sonesta ES Suites Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,002 reviews)
"Wonderful and clean accommodations "
United States
Emily
The price is £103
includes taxes & fees
23 Apr - 24 Apr
DoubleTree by Hilton Hotel Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Everything was absolutely great there! Had an amazing stay"
United States
Jaran
The price is £92
includes taxes & fees
26 Apr - 27 Apr
Holiday Inn Express & Suites Annapolis by IHG

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,844 reviews)
"Great location "
United States
Betsy
The price is £153
includes taxes & fees
19 Apr - 20 Apr
Historic Inns of Annapolis

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (127 reviews)
"A wonderful property with a fantastic location. Super friendly staff. Couldn't ask for a more pleasant stay anywhere. You should book right now."
United States
Timothy
The price is £191
includes taxes & fees
23 Apr - 24 Apr
The Tilghman Island Inn

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"Everything was excellent "
United States
Antoine
The price is £96
includes taxes & fees
3 May - 4 May
Courtyard by Marriott Annapolis
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

  • Stunning Beaches: Highland Beach boasts beautiful sandy shores and picturesque water views, perfect for relaxation and sunset watching.
  • Outdoor Activities: Enjoy a range of outdoor pursuits, including walking along the boardwalk and exploring urban parks and marinas.
  • Family-Friendly Attractions: The area features engaging recreational spots and nearby amusement parks suitable for all ages.
  • Cultural Experiences: Discover historic houses and local heritage, enriching your visit with unique insights into the region.
  • Diverse Accommodations: Choose from charming bed and breakfasts to modern hotels, catering to a variety of preferences and needs.

Find great hotels near Highland Beach

Experience a delightful stay in Highland Beach, Maryland, with a range of accommodation options tailored for every traveller. From charming bed and breakfasts to modern hotels, you'll find pet-friendly and LGBTQIA welcoming options that cater to both leisure and business needs. Explore vacation rentals, waterfront cottages, and well-appointed homes, all equipped with modern amenities to ensure a memorable getaway.

  • Comfort Inn Conference Center: Nestled 22.5km from Highland Beach, the Comfort Inn Conference Center is an ideal option for family and business travellers, boasting an impressive guest rating of 9.2 out of 10. With a focus on affordability and comfort, this hotel welcomes pets and offers amenities tailored for children, including a secure pool area. The property features a range of services to ensure a pleasant stay, making it perfect for those seeking a friendly and accommodating atmosphere.
  • Country Inn & Suites by Radisson, Annapolis, MD: Located a mere 9.7km away from Highland Beach, this 3-star hotel holds a commendable guest rating of 9.0 out of 10. The Country Inn & Suites provides a warm and inviting environment, ideal for both business and leisure visitors. With pet-friendly policies and amenities including a dedicated dog exercise area, it caters to furry companions as well. The hotel combines home-like comforts with convenience, ensuring a delightful stay for all guests.
  • Sonesta ES Suites Annapolis: Just 8.0km from Highland Beach, the Sonesta ES Suites Annapolis stands out with a guest rating of 8.8 out of 10. This 3-star accommodation is perfect for pet lovers, offering a welcoming environment for pets, including specific restrictions and fees. With a focus on extended stays, the hotel provides spacious suites that blend the comforts of home with business-friendly amenities, making it an excellent choice for those travelling for work or pleasure.

Where to stay in Highland Beach

Highland Beach offers a delightful escape for those seeking sun-soaked shores and scenic beauty. This charming village is perfect for relaxing on sandy beaches and enjoying picturesque water views. Nearby, you can explore family-friendly areas that radiate a warm, welcoming atmosphere. Don't miss the opportunity to visit the best beaches in the region, where summer resort vibes await and romantic sunsets paint the horizon.

  • Annapolis: As the capital of Maryland, Annapolis is a vibrant city known for its rich history and picturesque waterfront. Located in close proximity to Highland Beach, this city offers a delightful blend of cultural experiences and outdoor adventures. Visitors can enjoy a variety of activities including educational tours, shopping at local centres, and exploring the stunning Chesapeake Bay. The local landmarks, such as the United States Naval Academy and the beautiful beaches, provide a perfect backdrop for family outings and outdoor pursuits. The peak travel seasons in July to August and October bring a lively atmosphere, making it an ideal time to explore the city's charm.
  • Hillsmere Shores: Just 3.2km from Highland Beach, Hillsmere Shores is a quaint village that offers a serene escape with its scenic views and outdoor activities. This area is perfect for families seeking a relaxing getaway while enjoying the natural beauty of Maryland. With easy access to shopping centres and educational facilities, Hillsmere Shores provides a well-rounded experience for visitors. The nearby beach and the stunning landscapes of the national state park invite exploration and adventure, making it a delightful destination in the warmer months.
  • Historic District: Located 6.4km from Highland Beach, the Historic District is a charming neighbourhood that showcases the rich heritage of Annapolis. Visitors flock here for family-friendly activities and a city-themed experience, with an abundance of educational sites and shopping areas to explore. Notable attractions include the historic academy and the bustling tourist precinct, where visitors can immerse themselves in local culture. The scenic dock port adds to the area’s appeal, making it a lovely spot to stroll and take in the waterfront views.

Things to do near Highland Beach

Highland Beach offers a delightful blend of outdoor activities and scenic views, perfect for a holiday escape. Visitors can enjoy the boardwalk, explore the recreational areas, and engage in educational experiences. Ideal for a day trip, guests can wander through downtown attractions, take leisurely evening strolls, and even visit nearby amusement parks for added fun.

Shopping

Highland Beach offers charming local shops for unique gifts and souvenirs. For a wider selection, head to Westfield Annapolis Mall, approximately 19.3km away, where you can explore various brands. If you're up for a drive, check out the vibrant shopping scene at Annapolis Towne Centre, around 22.5km away.

Recreation

Old South Country Club, located 20.9km from Highland Beach, offers a luxurious atmosphere perfect for relaxation. Enjoy scenic views while participating in wellness activities such as yoga sessions or leisurely strolls around the impeccably manicured grounds, providing an ideal retreat for rejuvenation and tranquillity.

Adventure

Explore the scenic trails of the Chesapeake Bay Critical Area for a thrilling hike, where you can spot diverse wildlife and enjoy beautiful water views. Alternatively, try kayaking in the calm waters, allowing you to experience the serene surroundings from a unique perspective.

Nightlife

Highland Beach offers a charming nightlife with quaint bars and lively beachside gatherings. Enjoy a refreshing drink at the local tavern, where friendly locals share stories, or take a leisurely stroll along the shore, soaking in the tranquil evening atmosphere under the stars.

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

Booking tips and Expedia advantages for Highland Beach

  • 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 specify your budget, chosen location, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you can refine your options by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel booking in Highland Beach with your flights and activities through an Expedia package.

Find the best attractions near Highland Beach

Highland Beach, Maryland, is perfect for an outdoor getaway, offering stunning beach scenery and a variety of attractions. Visitors can explore urban parks, marinas, and historic houses, making it ideal for those seeking cultural experiences and family-friendly activities. Whether you are after relaxation by the beach or a taste of local history, Highland Beach promises a delightful holiday for every traveller.

  • Maryland Quiet Waters Park: A serene urban park located 3.2km from Highland Beach, it offers a tranquil escape with scenic trails, lush greenery, and art installations. Perfect for families and outdoor enthusiasts, the park's peaceful atmosphere invites relaxation and exploration.
  • Annapolis Landing Marina: Situated 4.8km away, this vibrant marina is a hub for adventure seekers. With opportunities for boating, fishing, and beach lounging, it embodies the spirit of outdoor fun and waterfront charm, making it an ideal spot for a lively day out.
  • Chesapeake Bay Bridge: A modern engineering marvel located 9.7km from Highland Beach, this iconic bridge offers stunning views of the bay. Experience the bustling city vibes while enjoying the scenic drive, perfect for capturing memorable photos of the impressive structure.

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

When planning your trip to Highland Beach, Maryland, you can conveniently fly into several major airports. Philadelphia International Airport (PHL) is located 149.7km away, with nearby hotels such as the luxurious W Philadelphia and The Rittenhouse, both around 9.7km from the airport. Ronald Reagan Washington National Airport (DCA) is much closer at 49.9km, with top-rated options like the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both just 3.2km away. Additionally, Washington Dulles International Airport (IAD) is 85.3km from Highland Beach, offering comfortable stays at The Westin and Hyatt Regency, each only 1.6km from the airport.

Frequently asked questions

What is the best area to stay in Highland Beach?
The best area to stay in Highland Beach is directly along the beachfront, where most of the premier accommodation options are situated.

This small, exclusive community is primarily residential, offering a peaceful and private setting. Properties here typically boast direct access to the beach, providing stunning views of the Chesapeake Bay. The main street, Bayfront Drive, runs parallel to the water, connecting the various homes and a few select luxury rentals.

Couples seeking a tranquil and romantic getaway will find Highland Beach ideal. The focus here is on relaxation, enjoying the natural beauty of the bay, and spending unhurried time together. Long walks on the beach, watching the sunrise over the water, and dining in private settings are key activities.

For families, the beachfront properties offer a wonderful escape. Children can enjoy playing directly on the sand and in the gentle bay waters, while parents appreciate the calm environment and the convenience of having the beach just steps from their accommodation.
When is the best time to go to Highland Beach?
The best time to visit Highland Beach is during the summer months, from June to August, when the weather is ideal for enjoying the beach and outdoor activities.

During this period, you'll find warm temperatures superb for swimming in the Atlantic Ocean and relaxing on the sand. The town truly comes alive with a pleasant buzz, as many locals and visitors enjoy the coastal setting. It's a great time for couples looking for a romantic seaside escape, with opportunities for sunset strolls along the shore and dining with ocean views.

Families will also find summer an excellent time to visit. The calm waters are suitable for children, and there are often community events and ice cream parlours open, adding to the holiday feel. Most of the local shops and eateries are fully operational, offering convenience and a wide range of options.

While summer is peak season, the shoulder months of May and September also offer pleasant weather with fewer crowds, which can be appealing if you prefer a quieter experience.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Beach.
How can I save on a Highland Beach hotel booking with Expedia?
Members always get our best prices. Find our best Highland Beach hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Highland Beach hotel?
Prices for hotels in Highland Beach often vary, but you can find a great deal from £68 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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