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Find hotels in Highland Beach, MD from ¥15,907

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Our top choices for Highland Beach hotels

1. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,005 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is ¥16,420
¥18,062 total
includes taxes & fees
Jul 6 - Jul 7
St Michaels Inn

2. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,007 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is ¥20,977
¥28,124 total
includes taxes & fees
Jun 29 - Jun 30
Rod 'N' Reel Resort

3. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (922 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is ¥16,130
¥17,905 total
includes taxes & fees
Jul 6 - Jul 7
Quality Inn Grasonville near Kent Island

4. Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (70 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is ¥11,045
¥12,481 total
includes taxes & fees
Jun 25 - Jun 26
Rips Country Inn

5. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (145 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is ¥25,282
¥33,534 total
includes taxes & fees
Jun 29 - Jun 30
Kent Island Resort

6. Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,095 reviews)
"Perfect for a weekend stay while going to the let's go music fest. Our 2nd year staying here"
United States
Erin
The price is ¥15,767
¥17,974 total
includes taxes & fees
Jul 5 - Jul 6
Microtel Inn & Suites by Wyndham Gambrills

7. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (386 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is ¥24,195
¥26,615 total
includes taxes & fees
Jun 23 - Jun 24
Knapps Narrows Marina & Inn

8. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,865 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is ¥14,544
¥22,097 total
includes taxes & fees
Jul 1 - Jul 2
Historic Inns of Annapolis

9. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,004 reviews)
"Good hotel for the price"
United States
Brenda
The price is ¥17,678
¥19,623 total
includes taxes & fees
Jul 6 - Jul 7
Best Western Kent Narrows Inn

10. Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,009 reviews)
"Great place and location."
United States
Francis
The price is ¥15,761
¥17,810 total
includes taxes & fees
Jul 19 - Jul 20
Comfort Inn Conference Center

11. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (65 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
The price is ¥28,724
¥31,882 total
includes taxes & fees
Jun 24 - Jun 25
Inn at Huntingfield Creek

12. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (269 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is ¥17,743
¥21,025 total
includes taxes & fees
Jul 6 - Jul 7
Candlewood Suites Annapolis by IHG

13. 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, (1,046 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is ¥18,935
¥21,585 total
includes taxes & fees
Jul 5 - Jul 6
Country Inn & Suites by Radisson, Annapolis, MD

14. 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, (1,002 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is ¥21,614
¥23,992 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express Annapolis East-Kent Island by IHG

15. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,001 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is ¥16,211
¥18,481 total
includes taxes & fees
Jul 6 - Jul 7
Hilton Garden Inn Annapolis

16. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (464 reviews)
"Wonderful stay!"
United States
Rachel
The price is ¥41,777
¥49,504 total
includes taxes & fees
Jul 22 - Jul 23
The Wildset

17. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (489 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is ¥35,926
¥40,955 total
includes taxes & fees
Jun 30 - Jul 1
Anchored Inn at Hidden Harbour Marina

18. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
10.0 out of 10, Exceptional, (3 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is ¥20,415
¥22,661 total
includes taxes & fees
Jun 30 - Jul 1
Haven Point Inn and Gallery

19. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,006 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is ¥15,646
¥17,837 total
includes taxes & fees
Jun 23 - Jun 24
Best Western Annapolis

20. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is ¥13,388
¥15,263 total
includes taxes & fees
Jun 23 - Jun 24
Village Inn Annapolis MD
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: 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 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 traveler data. Two other options for your stay in the area are DoubleTree by Hilton Hotel 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?
St. Michaels Escape | Pool, Hot Tub & Fire Pit: This vacation home near Highland Beach is located on a river 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 1214 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 Maryland Quiet Waters Park and Annapolis Landing Marina 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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