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Our top choices for Highland Beach hotels

1. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,004 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is NT$4,042
NT$4,608 total
includes taxes & fees
Nov 22 - Nov 23
SpringHill Suites by Marriott Annapolis

2. 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 NT$2,869
NT$3,270 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express & Suites Annapolis by IHG

3. 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 NT$2,914
NT$3,322 total
includes taxes & fees
Nov 10 - Nov 11
DoubleTree by Hilton Hotel Annapolis

4. 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 NT$3,292
NT$3,753 total
includes taxes & fees
Nov 10 - Nov 11
Crowne Plaza Annapolis by IHG

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 NT$2,712
NT$3,092 total
includes taxes & fees
Nov 23 - Nov 24
Country Inn & Suites by Radisson, Annapolis, MD

6. 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 NT$5,509
NT$6,280 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Annapolis

7. 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 NT$2,793
NT$4,299 total
includes taxes & fees
Dec 1 - Dec 2
Historic Inns of 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 NT$4,250
NT$4,845 total
includes taxes & fees
Nov 29 - Nov 30
Graduate by Hilton Annapolis

9. 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 NT$7,276
NT$8,294 total
includes taxes & fees
Nov 29 - Nov 30
Annapolis Waterfront Hotel, Autograph Collection

10. 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 NT$2,914
NT$3,322 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn & Suites Annapolis

11. 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 NT$3,270
NT$3,728 total
includes taxes & fees
Nov 22 - Nov 23
Courtyard by Marriott 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 NT$2,706
NT$3,084 total
includes taxes & fees
Nov 29 - Nov 30
Sonesta ES Suites Annapolis

13. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,004 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 NT$2,843
NT$3,241 total
includes taxes & fees
Nov 11 - Nov 12
Hilton Garden Inn Annapolis

14. 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 NT$3,232
NT$3,684 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Garden Inn Annapolis Downtown

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 NT$3,847
NT$4,385 total
includes taxes & fees
Nov 8 - Nov 9
TownePlace Suites by Marriott Annapolis

16. 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 NT$4,140
NT$4,720 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites By Marriott Annapolis

17. 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 NT$4,401
NT$5,017 total
includes taxes & fees
Nov 23 - Nov 24
Residence Inn By Marriott Annapolis

18. 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 NT$2,318
NT$2,643 total
includes taxes & fees
Nov 22 - Nov 23
Best Western Annapolis

19. 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 NT$6,008
NT$7,498 total
includes taxes & fees
Dec 2 - Dec 3
The Inn at Chesapeake Bay Beach Club

20. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
Annapolis
9.8 out of 10, Exceptional, (50 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is NT$6,949
NT$7,922 total
includes taxes & fees
Nov 3 - Nov 4
134 Prince - Luxury Boutique Hotel
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

Hotels in Highland Beach with star-rating

Find out more about Highland Beach

Top reasons to visit Highland Beach

  • Scenic Beaches: Highland Beach features beautiful sandy shores and stunning water views, perfect for relaxation and sunbathing.
  • Outdoor Activities: Enjoy a variety of outdoor activities, including leisurely strolls along the boardwalk and exploring urban parks.
  • Family-Friendly Atmosphere: The quaint village is ideal for families, offering a safe and welcoming environment for summer vacations.
  • Charming Accommodations: Choose from a range of lodging options, including cozy bed and breakfasts and pet-friendly hotels.
  • Nearby Attractions: Experience local culture with nearby amusement parks and historic sites, enhancing your Highland Beach adventure.

Find great hotels near Highland Beach

Discover a delightful range of accommodations in Highland Beach, Maryland, perfect for every traveler. From charming bed and breakfasts to pet-friendly hotels, you'll find a welcoming environment for all. Whether you're seeking a serene waterfront cottage or a spacious vacation rental, Highland Beach offers diverse options to ensure a memorable stay. Embrace the local charm and enjoy a vacation experience that caters to business travelers and LGBTQIA guests alike.

  • Sonesta ES Suites Annapolis: Nestled 8km from Highland Beach, Sonesta ES Suites Annapolis offers a comfortable and flexible stay for both business and leisure travelers. With a guest rating of 8.8 out of 10, this 3-star hotel is particularly pet-friendly, allowing dogs and ensuring a welcoming environment for your furry companions. Guests can take advantage of amenities such as a fully equipped kitchen in each suite, free Wi-Fi, and a fitness center, making it ideal for longer stays or those seeking a home-like atmosphere while traveling.
  • Country Inn & Suites by Radisson, Annapolis, MD: Located 10km from Highland Beach, Country Inn & Suites by Radisson boasts a guest rating of 9.0 out of 10, making it a popular choice for travelers. This 3-star hotel combines comfort with practicality, featuring a pet-friendly policy that caters to canine guests. Visitors can enjoy cozy accommodations, a complimentary breakfast, and a well-equipped business center. The inviting lobby and friendly service create a warm atmosphere, perfect for unwinding after a day of exploration.
  • Comfort Inn Conference Center: Situated 23km from Highland Beach, Comfort Inn Conference Center is a budget-friendly option with a commendable guest rating of 9.2 out of 10. This hotel is designed for families and business travelers alike, offering a range of amenities including a pool and family-friendly services. With features such as child safety gates and spacious rooms, it provides a welcoming environment for guests of all ages. Its proximity to local attractions makes it a convenient base for your vacation.

Where to stay in Highland Beach

Highland Beach, Maryland, is a hidden gem perfect for those seeking a relaxing beach getaway. With its sandy shores and stunning water views, this quaint village offers a family-friendly atmosphere ideal for summer vacations. Explore the charming surroundings, bask in the sun, or take romantic sunset strolls along the best beach spots. Nearby attractions provide a delightful blend of leisure and scenic beauty, making Highland Beach a wonderful destination for your next adventure.

  • Annapolis: As the capital of Maryland, Annapolis is rich in history and charm. Located conveniently close to Highland Beach, it offers a vibrant city experience with a blend of outdoor activities and cultural landmarks. Visitors flock here for its family-friendly atmosphere and numerous shopping options. The picturesque waterfront, historic academy buildings, and the beautiful Annapolis Bay make it a prime destination. Don't miss the chance to explore the local shops, enjoy waterfront dining, and soak in the scenic views that enhance your travel experience.
  • Oyster Harbor: Just 644m from Highland Beach, Oyster Harbor is a delightful neighborhood perfect for outdoor enthusiasts and families seeking a beach getaway. The area boasts access to stunning beaches and tranquil lakes, making it ideal for sunbathing, picnicking, or simply enjoying nature. With a laid-back vibe, visitors can partake in various recreational activities, while also exploring nearby shopping centers for some retail therapy. Oyster Harbor’s close proximity to the bay ensures a relaxing environment with plenty of water-based fun.
  • Arundel on the Bay: Located 1km from Highland Beach, Arundel on the Bay is a scenic neighborhood renowned for its natural beauty and outdoor experiences. Visitors are drawn here for its breathtaking views and serene atmosphere, perfect for a leisurely stroll along the beaches. The area offers recreational spaces and educational opportunities, making it suitable for families. Be sure to visit the local beaches and enjoy the captivating scenery that makes this neighborhood a tranquil retreat away from the hustle and bustle.

Things to do in Highland Beach

Shopping

In Highland Beach, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, visit Westfield Annapolis Mall, about 16km away, where you'll find a variety of retailers from fashion to home goods.

Recreation

Highland Beach offers tranquil wellness retreats such as the Ocean Spa, where you can enjoy rejuvenating massages and holistic treatments. For outdoor recreation, the nearby Chesapeake Bay provides opportunities for kayaking and fishing, allowing you to connect with nature while enjoying the serene coastal views.

Adventure

In Highland Beach, explore the serene shores of the Chesapeake Bay, where you can enjoy kayaking and paddleboarding. Nearby, the scenic trails of the Chesapeake Beach Railway Trail invite hiking and biking enthusiasts to immerse themselves in nature while taking in beautiful views of the coastline.

Nightlife

For a lively night in Highland Beach, explore the local bar scene with a drink at the charming Bayfront Bar & Grill. If you're in the mood for some live music, check out nearby venues offering local bands to enjoy a relaxed evening by the water.

*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 when accommodation prices are lower, and aim for a Monday stay to avoid high Saturday rates. Use Expedia's search tool to filter by budget and sort by price, ensuring you find the best hotel deals, including eco-friendly options. Look for package deals that combine flights, hotels, and activities for additional savings. Lastly, keep an eye out for last-minute deals and flexible booking options to maximize your budget while enjoying free local attractions.

  • 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 lets you customize your travel preferences by budget, location, and additional criteria. You can easily organize your results from the lowest to the highest prices, ensuring you find the most affordable hotel options first. Additionally, you have the ability to refine your search by hotel type; for instance, checking the Eco-certified filter will display hotels that are both sustainable and environmentally friendly for your booking.
  • Consider bundling your trip: You can save money by combining your hotel stay in Highland Beach with your flights and activities through an Expedia package deal.

Find the best attractions near Highland Beach

Highland Beach is perfect for outdoor enthusiasts and families seeking scenic beach experiences. Visitors can enjoy various attractions, including urban parks, marinas, and historic houses, all of which highlight the area's cultural richness. Whether you're looking for adventure or a relaxing getaway, Highland Beach offers a blend of natural beauty and engaging activities that cater to all types of travelers.

  • Chesapeake Bay Bridge: This modern bridge, located 10km from Highland Beach, offers stunning views of the Chesapeake Bay. As you cross, you'll experience a vibrant atmosphere that connects the Eastern and Western Shore, perfect for capturing memorable photos and enjoying the local ambiance.
  • Maryland State House: Situated 6km away, this historic civic building is rich in culture and history. As the oldest state capitol still in continuous legislative use, it showcases beautiful architecture and engaging exhibits that tell the story of Maryland's governance.
  • Sandy Point State Park: Just 11km from Highland Beach, this national park is a haven for outdoor enthusiasts. With picturesque landscapes, hiking trails, and sandy beaches, it's an excellent spot for adventure and relaxation amidst nature's beauty.

Best time to go to Highland Beach

The best time to visit Highland Beach is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 easy with several major airports nearby. Philadelphia International Airport (PHL) is located 150km away, with luxurious hotel options such as W Philadelphia and The Ritz-Carlton, both within 11km. Ronald Reagan Washington National Airport (DCA) is only 50km away, offering nearby 5-star accommodations like InterContinental Washington D.C. - The Wharf, just 3km from the airport. Washington Dulles International Airport (IAD) is 85km from Highland Beach, with convenient options like Hyatt Regency Dulles International Airport, located 2km away. Each airport provides accessible transportation options to these hotels, ensuring a seamless travel experience.

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.
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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