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Find hotels in Highland Beach, MD from ¥12,126

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Our top choices for Highland Beach hotels

1. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,268 reviews)
"Excellent staff & service!"
United States
Michele
The price is ¥14,083
¥16,055 total
includes taxes & fees
Nov 10 - Nov 11
DoubleTree by Hilton Hotel Annapolis

2. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Great location"
United States
Jose
The price is ¥15,914
¥18,142 total
includes taxes & fees
Nov 10 - Nov 11
Crowne Plaza Annapolis by IHG

3. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.4 out of 10, Very good, (1,001 reviews)
"We stayed for 3 nights and we had a good experience."
Canada
Omer
The price is ¥13,865
¥15,806 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express & Suites Annapolis by IHG

4. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,003 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is ¥19,537
¥22,272 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites by Marriott Annapolis

5. 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, (1,056 reviews)
"Breakfast and parking was great"
United States
Isidore
The price is ¥13,109
¥14,943 total
includes taxes & fees
Nov 23 - Nov 24
Country Inn & Suites by Radisson, Annapolis, MD

6. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (2,065 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is ¥12,690
¥19,855 total
includes taxes & fees
Dec 3 - Dec 4
Historic Inns of Annapolis

7. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is ¥26,628
¥30,356 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Annapolis

8. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,005 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is ¥20,543
¥23,419 total
includes taxes & fees
Nov 29 - Nov 30
Graduate by Hilton Annapolis

9. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,003 reviews)
"The room was clean, the staff were wonderful, we didn't do breakfast and we were charged $8.00 a day for parking."
United States
Walter
The price is ¥13,739
¥15,662 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Garden Inn Annapolis

10. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"We good stay"
United States
Mike
The price is ¥15,806
¥18,020 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott Annapolis

11. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,002 reviews)
"Great location, many shops, restaurants, the breakfast at this location is the best we experienced in many Hampton Inns. The lady that takes care of breakfast there is the best"
United States
Christopher
The price is ¥14,083
¥16,055 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Annapolis

12. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Very quiet great location."
United States
Panagiotis
The price is ¥13,077
¥14,908 total
includes taxes & fees
Nov 29 - Nov 30
Sonesta ES Suites Annapolis

13. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
"Great location, friendly staff."
United States
Joel
The price is ¥15,594
¥17,778 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Annapolis Downtown

14. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,002 reviews)
"Easy access to downtown, Great waterside restaurants."
United States
John
The price is ¥35,167
¥40,091 total
includes taxes & fees
Nov 29 - Nov 30
Annapolis Waterfront Hotel, Autograph Collection

15. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.2 out of 10, Wonderful, (141 reviews)
"It was AMAZING to stay there !!!"
United States
Nkusu Lauren
The price is ¥18,592
¥21,195 total
includes taxes & fees
Nov 9 - Nov 10
TownePlace Suites by Marriott Annapolis

16. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (505 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is ¥29,038
¥36,240 total
includes taxes & fees
Dec 2 - Dec 3
The Inn at Chesapeake Bay Beach Club

17. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,002 reviews)
"Clean comfy bed"
United States
Dawnmarie
The price is ¥10,637
¥12,126 total
includes taxes & fees
Nov 23 - Nov 24
Best Western Annapolis

18. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (249 reviews)
"Nice hotel"
United States
Imola
The price is ¥20,010
¥22,812 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites By Marriott Annapolis

19. Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,009 reviews)
"Clean room, great staff, good breakfast and enjoyable pool would stay here again."
United States
Gloria
The price is ¥17,174
¥19,407 total
includes taxes & fees
Nov 15 - Nov 16
Comfort Inn Conference Center

20. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (94 reviews)
"Amazing stay!"
United States
Caitlin
The price is ¥21,271
¥24,248 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn By Marriott Annapolis
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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: Enjoy beautiful sandy beaches and picturesque water views perfect for relaxation and romantic strolls.
  • Outdoor Activities: Highland Beach is ideal for outdoor enthusiasts with boardwalk strolls, urban parks, and recreational areas.
  • Cultural Experiences: Discover local history and charm through nearby attractions and historic houses.
  • Family-Friendly Atmosphere: The village is welcoming for families, offering a variety of activities for all ages.
  • Diverse Accommodations: Choose from cozy bed & breakfasts, pet-friendly hotels, and waterfront cottages for a perfect getaway.

Find great hotels near Highland Beach

Highland Beach, Maryland, offers a delightful selection of accommodations, including hotels and charming bed & breakfasts. Whether you're seeking pet-friendly options, a welcoming environment for LGBTQIA travelers, or spacious vacation rentals by the water, you'll find the perfect place to unwind. With a variety of waterfront cottages and house rentals available, your ideal getaway awaits in this serene coastal town.

  • Sonesta ES Suites Annapolis: Situated 8km from Highland Beach, Sonesta ES Suites Annapolis offers a welcoming atmosphere for both business and leisure travelers. This 3-star hotel features pet-friendly accommodations, making it an excellent choice for guests traveling with canine companions. Enjoy spacious suites equipped with kitchenettes, allowing for convenient meal preparations. The property also boasts a complimentary breakfast, fitness center, and outdoor space for relaxation. With a guest rating of 8.8 out of 10, visitors appreciate the friendly service and comfortable environment.
  • Country Inn & Suites by Radisson, Annapolis, MD: Located 10km from Highland Beach, this 3-star hotel is ideal for those seeking both comfort and convenience. Country Inn & Suites by Radisson features pet-friendly policies, including a designated dog exercise area, catering to travelers with furry friends. Guests can unwind in well-appointed rooms and enjoy amenities such as a complimentary breakfast and an inviting lobby. With a guest rating of 9.0 out of 10, the hotel is noted for its attentive staff and easy access to local attractions.
  • Comfort Inn Conference Center: For budget-conscious travelers, the Comfort Inn Conference Center, located 23km from Highland Beach, offers a family-friendly environment with a guest rating of 9.2 out of 10. This hotel is well-suited for families and business travelers alike, featuring amenities designed for children, including safety features like a pool gate. Guests can take advantage of complimentary breakfast and spacious accommodations, making it a comfortable base for exploring the area.

Where to stay in Highland Beach

Highland Beach offers a serene escape with its stunning sandy beaches and picturesque water views, perfect for a relaxing vacation. Explore the charming atmosphere of this family-friendly village, where you can unwind on the best beach or enjoy romantic strolls along the shoreline. Nearby attractions enhance your experience, making Highland Beach a delightful summer resort for travelers seeking both adventure and tranquility.

  • Annapolis: As the capital of Maryland, Annapolis boasts a rich maritime history and vibrant waterfront. Located in close proximity to Highland Beach, this city is a haven for outdoor enthusiasts and families alike. Visitors can explore the charming streets lined with historic homes, visit the United States Naval Academy, or relax along the scenic Chesapeake Bay. With a variety of shopping centers and local boutiques, Annapolis caters to all tastes. From May to August, the city buzzes with activity, making it an excellent time to experience its lively atmosphere.
  • Hillsmere Shores: Just 3km from Highland Beach, Hillsmere Shores is a quaint village known for its stunning scenery and outdoor activities. This community is perfect for families looking to enjoy nature, with access to beautiful beaches and the nearby national state park. Hillsmere Shores invites visitors to partake in various recreational activities, including hiking and picnicking. With a steady stream of visitors year-round, particularly during the warmer months, this village offers a peaceful retreat with family-friendly amenities and local shopping options.
  • Eastport: Situated 5km away from Highland Beach, Eastport is a vibrant neighborhood that embodies the spirit of coastal living. Known for its picturesque views of the bay, Eastport is popular among families and outdoor enthusiasts. The area features charming shops, educational venues, and even a golf course for those looking to play a round. Peak visitor times are in April and July, making it an ideal spot for those seeking a blend of city life and outdoor adventure. Don't miss the chance to enjoy fresh seafood at local restaurants while soaking in the stunning waterfront sights.

Things to do in Highland Beach

Shopping

In Highland Beach, you can browse local shops for unique gifts and souvenirs. If you're up for a drive, visit the Westfield Annapolis Mall, about 16km away, where you'll find a variety of stores, including popular brands and specialty shops.

Recreation

Highland Beach offers a tranquil wellness retreat experience with its peaceful waterfront views and yoga sessions. Enjoy leisurely strolls along the beach, indulge in spa treatments, and participate in meditation workshops, all while surrounded by the calming sounds of nature and the gentle ocean breeze.

Adventure

Explore the scenic Chesapeake Bay by kayaking or paddleboarding, offering a chance to enjoy the tranquil waters and local wildlife. For a unique experience, visit nearby parks for hiking trails that showcase the area’s natural beauty and provide opportunities for birdwatching and photography.

Nightlife

Highland Beach offers a relaxed nightlife scene with cozy bars and waterfront views. Enjoy a drink at the local tavern or unwind by the beach under the stars. The atmosphere is laid-back, perfect for enjoying good company and conversation after a day of exploration.

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

Find the best attractions near Highland Beach

Highland Beach, Maryland, is a fantastic destination for outdoor enthusiasts and beach lovers. Visitors can explore a variety of attractions, including urban parks, marinas, and historic houses. Whether you're seeking cultural experiences, family-friendly activities, or simply enjoying the scenic beauty, Highland Beach offers something for everyone. Make the most of your vacation by discovering all the local points of interest in and around this charming coastal area.

  • Chesapeake Bay Bridge: Experience stunning views as you travel across this impressive engineering feat, which connects the Eastern and Western Shores of Maryland. Spanning 10km, the bridge offers a unique blend of modern architecture and breathtaking bay scenery, making it a popular spot for photos.
  • Annapolis Maritime Museum: Located 5km away, this museum highlights the rich maritime heritage of Annapolis and the Chesapeake Bay. Explore interactive exhibits and learn about local history, boat building, and the environment in a culturally immersive setting.
  • London Town: Just 6km from Highland Beach, this historic site showcases colonial-era structures and gardens. Discover the history of early Maryland life and enjoy guided tours that bring the past to life in an engaging atmosphere.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Traveling to Highland Beach, Maryland, is convenient with several major airports nearby. Philadelphia International Airport (PHL) is 150km away, with luxurious hotel options like the W Philadelphia and The Ritz-Carlton, both within 11km of the airport. Ronald Reagan Washington National Airport (DCA) is closer at 50km, featuring top hotels such as the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both just 3km away. Washington Dulles International Airport (IAD) is 85km from Highland Beach, with great accommodations like the Hyatt Regency Dulles and The Westin, each about 2km from the airport. Transportation services are readily available from these hotels to the airports.

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 5.6 mi (9 km) from the heart of Highland Beach, DoubleTree by Hilton Hotel Annapolis is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best vacation rentals in Highland Beach?
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental near Highland Beach is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Highland Beach.
If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it 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.
Where can I learn more about changing or cancelling my trip to Highland Beach?
For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.
What is staying in Highland Beach like?
Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1231 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.
What should I see while I'm in 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. Check out what more to see and do in Expedia's Highland Beach guide.
What's the seasonal weather like in Highland Beach?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.

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