Default HTG hotel image

Highland Beach Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Filter by

Star rating

Guest rating

Our top choices for Highland Beach hotels

1. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
United States
Lisa
P8,101
P9,235 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites by Marriott Annapolis

2. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
Canada
Omer
P6,343
P7,231 total
includes taxes & fees
Oct 6 - Oct 7
Holiday Inn Express & Suites Annapolis by IHG

3. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Michele
P5,634
P6,422 total
includes taxes & fees
Oct 4 - Oct 5
DoubleTree by Hilton Hotel Annapolis

4. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
United States
Cynthia
P7,410
P8,448 total
includes taxes & fees
Oct 12 - Oct 13
Crowne Plaza Annapolis by IHG

5. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
P12,497
P14,247 total
includes taxes & fees
Oct 25 - Oct 26
The Westin Annapolis

6. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
United States
Leslie
P5,979
P6,816 total
includes taxes & fees
Oct 25 - Oct 26
Country Inn & Suites by Radisson, Annapolis, MD

7. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Ashley
P6,678
P9,761 total
includes taxes & fees
Oct 12 - Oct 13
Historic Inns of Annapolis

8. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
princess
P9,218
P10,508 total
includes taxes & fees
Oct 26 - Oct 27
Graduate by Hilton Annapolis

9. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United Kingdom
petra
P7,158
P8,160 total
includes taxes & fees
Nov 2 - Nov 3
Hilton Garden Inn Annapolis Downtown

10. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
United States
Philip
P5,715
P6,515 total
includes taxes & fees
Nov 1 - Nov 2
Sonesta ES Suites Annapolis

11. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
United States
Courtney
P6,643
P7,573 total
includes taxes & fees
Oct 26 - Oct 27
Hampton Inn & Suites Annapolis

12. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
United States
Jim
P7,129
P8,127 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Annapolis

13. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
United States
Glenn
P6,352
P7,242 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Annapolis

14. Best Western Annapolis

Best Western Annapolis
Annapolis
United States
Sanaul
P5,019
P5,722 total
includes taxes & fees
Oct 4 - Oct 5
Best Western Annapolis

15. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
William
P14,519
P16,552 total
includes taxes & fees
Nov 1 - Nov 2
Annapolis Waterfront Hotel, Autograph Collection

16. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
P11,983
P14,895 total
includes taxes & fees
Oct 19 - Oct 20
The Inn at Chesapeake Bay Beach Club

17. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
Annapolis
United States
Imola
P6,343
P7,231 total
includes taxes & fees
Oct 13 - Oct 14
Fairfield Inn & Suites By Marriott Annapolis

18. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Marc
P6,468
P7,180 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Annapolis East-Kent Island by IHG

19. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
Annapolis
United States
Nkusu Lauren
P7,410
P8,448 total
includes taxes & fees
Nov 1 - Nov 2
TownePlace Suites by Marriott Annapolis

20. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
P9,524
P10,571 total
includes taxes & fees
Oct 13 - Oct 14
Hyatt Place Kent Narrows & Marina
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Beach Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Late night manager was extremely helpful!"
Rodney 1-night trip
Posted 22 hours ago
St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"The staff was welcoming and very pleasant at check in. I was able to park my car next to my room so i did not have to walk a lot together to my room. The room and amenities at this hotel is amazing! Full kitchen! Easy accred walking path to the breakfast buffet. The breakfast was excellent with healthy choices . I enjoyed my stay!!"
Esther 1-night trip
Posted 2 days ago
Sonesta ES Suites Annapolis
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

10/10 Excellent
"Had a good time. Nice area"
Thomas E 3-night trip
Posted 2 days ago
Hilton Garden Inn Kent Island Marina
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Everything was perfect 👍"
PRAMIT 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Annapolis by IHG
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."
William 1-night trip
Posted 11 days ago
Best Western Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 11 days ago
The Westin Annapolis

More cheap stays in Highland Beach

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
P5,019
P5,722 total
Oct 4 - Oct 5
includes taxes & fees
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
P5,583
P6,141 total
Oct 4 - Oct 5
includes taxes & fees
8/10 Very Good! (1,003 reviews)
St Michaels Inn
Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD
P5,925
P6,755 total
Nov 1 - Nov 2
includes taxes & fees
Microtel Inn & Suites by Wyndham Gambrills/Odenton
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
P6,343
P7,231 total
Oct 6 - Oct 7
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Holiday Inn Express & Suites Annapolis by IHG
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
P6,813
P7,562 total
Oct 4 - Oct 5
includes taxes & fees
Best Western Kent Narrows Inn
Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD
P6,830
P7,717 total
Oct 14 - Oct 15
includes taxes & fees
Comfort Inn Conference Center

Find out more about Highland Beach

Top reasons to visit Highland Beach

  • Picturesque Beaches: Highland Beach boasts stunning sandy shores and beautiful water views, perfect for relaxation and family-friendly fun.
  • Scenic Boardwalk: Enjoy leisurely strolls along the scenic boardwalk, offering a delightful way to take in the coastal atmosphere.
  • Outdoor Activities: Explore urban parks and recreational areas, providing ample opportunities for outdoor adventures.
  • Charming Accommodations: Choose from a variety of inviting lodgings, including pet-friendly hotels and quaint bed and breakfasts.
  • Local Culture: Discover historical houses and vibrant community events that immerse visitors in the local culture.

Find great hotels near Highland Beach

Discover a delightful array of accommodation options in Highland Beach, Maryland, catering to diverse preferences and needs. From charming bed and breakfasts to pet-friendly hotels, you’ll find the perfect place to unwind. Whether you're seeking a waterfront cottage or a comfortable vacation rental, Highland Beach offers inviting lodgings that promise a warm and inclusive experience for all travellers, including those on business or seeking an LGBTQIA-friendly getaway.

  • Sonesta ES Suites Annapolis: Located 8km from Highland Beach, Sonesta ES Suites Annapolis is a charming 3-star hotel designed for both business travellers and leisure seekers. With a guest rating of 8.8 out of 10, this property prides itself on its pet-friendly environment, allowing dogs to accompany their owners. The suites are spacious and equipped with kitchenettes, making it ideal for extended stays. Additionally, the hotel provides a welcoming atmosphere with amenities such as a pool and fitness centre, perfect for unwinding after a busy day.
  • Country Inn & Suites by Radisson, Annapolis, MD: Situated 10km from Highland Beach, this 3-star hotel boasts a high guest rating of 9.0 out of 10. The Country Inn & Suites by Radisson offers a blend of comfort and convenience, making it suitable for business and pet-friendly vacations. Guests can enjoy a complimentary breakfast, free Wi-Fi, and access to a fitness centre. The property features a designated dog exercise area, ensuring that your furry friends can stretch their legs. The warm hospitality and well-appointed rooms make it a delightful retreat.
  • Comfort Inn Conference Center: Approximately 23km from Highland Beach, the Comfort Inn Conference Center is a budget-friendly option with a commendable guest rating of 9.2 out of 10. This accommodation is particularly suited for families, offering amenities such as child-friendly facilities and a gated pool area for safety. The hotel is also pet-friendly, allowing guests to bring along their beloved pets. With its focus on comfort and affordability, it's an ideal choice for those seeking a pleasant stay without breaking the bank.

Where to stay in Highland Beach

Highland Beach, a charming village, offers a delightful escape for those seeking sandy shores and stunning water views. Ideal for a family-friendly, relaxing holiday, this summer resort allows visitors to unwind on its picturesque beaches while enjoying a romantic atmosphere. Nearby attractions promise a variety of experiences, from leisurely strolls along the coastline to exploring the vibrant local community. Discover the best of Highland Beach and create unforgettable memories during your stay.

  • Annapolis: Nestled along the Chesapeake Bay, Annapolis is a vibrant city that serves as the state capital of Maryland. The historical charm of this city is evident in its colonial architecture and rich maritime heritage. Visitors flock here for a blend of family-friendly activities, outdoor adventures, and urban experiences. Highlights include the United States Naval Academy, picturesque waterfront views, and a variety of shopping centres and malls. The peak travel months of May and July to August promise lively events and an energetic atmosphere, while winter months offer a quieter charm to explore its landmarks.
  • Annapolis Cove: Just 1km from Highland Beach, Annapolis Cove is a captivating neighbourhood that combines suburban tranquillity with urban accessibility. Known for its outdoor spaces, families will find plenty to engage in, from parks to golf courses. The community features educational facilities along with shopping options that cater to all needs. Travellers will appreciate the scenic urban parks and historic sites nearby, making it a delightful spot for leisurely exploration, especially during peak seasons in May and July to August.
  • Hillsmere Shores: Located 3km from Highland Beach, Hillsmere Shores is a quaint village that offers stunning scenery and a relaxed atmosphere. Ideal for families and outdoor enthusiasts, this area provides access to beautiful beaches, the bay, and nearby national state parks. The community is well-equipped with shopping centres and educational resources, ensuring a convenient visit. With a peak travel season similar to its neighbours, Hillsmere Shores promises a peaceful retreat while still being close to all the attractions that the surrounding areas have to offer.

Things to do in Highland Beach

Shopping

In Highland Beach, you can explore charming local shops for unique gifts and souvenirs. If you're up for a drive, head to the Annapolis Mall for a wider selection, or visit the Westfield Montgomery for more extensive retail options, both offering a variety of stores to suit your needs.

Recreation

In Highland Beach, the Wellness Retreat offers a serene atmosphere with yoga classes and meditation sessions, allowing guests to connect with nature. Nearby, the Chesapeake Bay provides opportunities for paddleboarding and kayaking, perfect for unwinding while enjoying the scenic waterside views.

Adventure

In Highland Beach, explore the serene shores along the Chesapeake Bay, where you can enjoy kayaking and paddleboarding. Discover the nearby parks for hiking and birdwatching, or immerse yourself in local art and culture at community events, enhancing your adventurous exploration of this charming coastal town.

Nightlife

Experience the laid-back vibe at the Highland Beach Club, where you can enjoy live music and dance under the stars. For a more intimate setting, visit the nearby local café for cocktails and conversation, perfect for unwinding after a day of exploring the area.

*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 visit to Highland Beach, consider travelling during the off-peak months of December to February, when accommodation prices are lower. Book your stay on a Monday for the best rates, as Saturdays are typically the most expensive. Use Expedia's search tool to find budget-friendly hotels, and take advantage of package deals that combine flights and activities. Look for minute deals and flexible booking options to maximise savings, and explore free local attractions to enhance your experience without overspending.

  • 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 choose your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to easily identify the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservation at Highland Beach with your flights and activities through an Expedia package.

Find the best attractions near Highland Beach

Highland Beach offers a delightful getaway for those seeking outdoor adventures and scenic beauty. Visitors can explore urban parks, enjoy the marina, and discover historic houses that provide a glimpse into local culture. Ideal for families and culture enthusiasts alike, the area is perfect for leisurely beach activities or immersing oneself in the charming surroundings of this picturesque coastal town.

  • Chesapeake Bay Bridge: Spanning the iconic Chesapeake Bay, this modern bridge offers stunning views and a unique sense of city vibes as you traverse its impressive length. Enjoy the experience of crossing this architectural marvel, which connects Maryland's Eastern and Western shores.
  • Maryland State House: As the oldest state capitol still in continuous use, the Maryland State House is steeped in history and culture. Explore its beautiful architecture and learn about Maryland's rich heritage in this civic gem, just a short distance from Highland Beach.
  • Sandy Point State Park: Embrace the great outdoors at this national park, where scenic landscapes and adventurous activities await. With its picturesque beaches and hiking trails, Sandy Point State Park is an ideal spot for nature enthusiasts and those seeking adventure.

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

Reaching Highland Beach, Maryland, is convenient with several major airports nearby. Philadelphia International Airport (PHL) is situated 150km away, with luxurious hotels like the W Philadelphia and The Ritz-Carlton, both within 11km. Ronald Reagan Washington National Airport (DCA) is 50km away and offers upscale accommodations such as the InterContinental Washington D.C. - The Wharf and Pendry Washington DC - The Wharf, both merely 3km from the airport. Additionally, Washington Dulles International Airport (IAD) is 85km from Highland Beach, featuring hotels like the Hyatt Regency Dulles International Airport and The Westin Washington Dulles Airport, both just 2km away, ensuring easy access to your destination.

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.
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.
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.

Explore a world of travel with Expedia