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Our top choices for Highland Beach hotels

1. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
United States
Joshua
NT$4,099
NT$4,673 total
includes taxes & fees
Sep 27 - Sep 28
SpringHill Suites by Marriott Annapolis

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Chereis
NT$2,636
NT$3,005 total
includes taxes & fees
Sep 27 - Sep 28
DoubleTree by Hilton Hotel Annapolis

3. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
United States
Cynthia
NT$3,495
NT$3,985 total
includes taxes & fees
Sep 27 - Sep 28
Crowne Plaza Annapolis by IHG

4. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
United States
Wilma
NT$3,209
NT$3,659 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express & Suites Annapolis by IHG

5. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
Annapolis
United States
Phyllis
NT$3,188
NT$3,634 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Annapolis

6. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
NT$5,688
NT$6,484 total
includes taxes & fees
Sep 27 - Sep 28
The Westin Annapolis

7. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Amy
NT$3,168
NT$4,699 total
includes taxes & fees
Oct 12 - Oct 13
Historic Inns of Annapolis

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

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
United States
Leslie
NT$3,025
NT$3,449 total
includes taxes & fees
Oct 12 - Oct 13
Country Inn & Suites by Radisson, Annapolis, MD

9. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United States
Jeffrey
NT$3,882
NT$4,426 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Garden Inn Annapolis Downtown

10. Best Western Annapolis

Best Western Annapolis
Annapolis
United States
George
NT$2,409
NT$2,747 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Annapolis

11. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Boryana
NT$4,726
NT$5,387 total
includes taxes & fees
Sep 27 - Sep 28
Graduate by Hilton Annapolis

12. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
Annapolis
United States
Francis
NT$4,576
NT$5,216 total
includes taxes & fees
Sep 27 - Sep 28
Residence Inn By Marriott Annapolis

13. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
United States
Philip
NT$3,082
NT$3,514 total
includes taxes & fees
Oct 1 - Oct 2
Sonesta ES Suites Annapolis

14. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
Annapolis
United States
Gary
NT$4,290
NT$4,890 total
includes taxes & fees
Sep 27 - Sep 28
Fairfield Inn & Suites By Marriott Annapolis

15. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
Annapolis
United States
Glenn
NT$2,970
NT$3,386 total
includes taxes & fees
Sep 27 - Sep 28
Hilton Garden Inn Annapolis

16. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
NT$4,844
NT$5,377 total
includes taxes & fees
Oct 4 - Oct 5
Hyatt Place Kent Narrows & Marina

17. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
United States
Earnest
NT$3,101
NT$3,535 total
includes taxes & fees
Sep 24 - Sep 25
Hampton Inn & Suites Annapolis

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
jayne
NT$3,750
NT$4,162 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Annapolis East-Kent Island by IHG

19. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
William
NT$7,624
NT$8,691 total
includes taxes & fees
Sep 30 - Oct 1
Annapolis Waterfront Hotel, Autograph Collection

20. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton
Gambrills
United States
Mark
NT$3,079
NT$3,511 total
includes taxes & fees
Oct 12 - Oct 13
Microtel Inn & Suites by Wyndham Gambrills/Odenton
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Top Highland Beach Hotel Reviews

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"Place was perfect."
Jim 1-night trip
Posted 10 hours ago
Best Western Kent Narrows Inn
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Clean rooms beautiful property!"
Heather 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hotel Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"We liked the history and location. A very unique property. A big fault is the TV, lack of ease to operate, too many stations off line, lack of HD."
Roger 2-night trip
Posted 12 hours ago
Historic Inns of Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great burger in restaurant"
JONATHAN 2-night trip
Posted 15 hours ago
Graduate by Hilton Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"The pool was a lot smaller than the picture showed🙁"
Monica 1-night trip
Posted 16 hours ago
Crowne Plaza Annapolis by IHG
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

8/10 Good
"Room was clean and staff were helpful. The breakfast was a bit disappointing. The pool was nice. The jacuzzi was underwhelming."
Larry 1-night trip
Posted 1 day ago
Courtyard by Marriott Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"This is a fabulous resort! Very clean, great location and the staff is great!"
Bobbi 1-night trip
Posted 2 days ago
The Westin Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"This is a great hotel in a great location two great restaurants."
William 1-night trip
Posted 2 days ago
Annapolis Waterfront Hotel, Autograph Collection
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

8/10 Good
"Could do better with parking it should be inclusive for handicapped people."
Fowler 2-night trip
Posted 2 days ago
Hilton Garden Inn Annapolis Downtown

More cheap stays in Highland Beach

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
NT$2,409
NT$2,747 total
Sep 27 - Sep 28
includes taxes & fees
7.8/10 Good! (1,006 reviews)
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
NT$3,003
NT$3,303 total
Sep 20 - Sep 21
includes taxes & fees
8/10 Very Good! (1,000 reviews)
St Michaels Inn
Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD
NT$3,079
NT$3,511 total
Oct 12 - Oct 13
includes taxes & fees
Microtel Inn & Suites by Wyndham Gambrills
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
NT$3,209
NT$3,659 total
Sep 27 - Sep 28
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Holiday Inn Express & Suites Annapolis by IHG
Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD
NT$3,464
NT$3,914 total
Oct 7 - Oct 8
includes taxes & fees
Comfort Inn Conference Center
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
NT$3,697
NT$4,103 total
Sep 28 - Sep 29
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Best Western Kent Narrows Inn

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 1234 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 Maritime Museum 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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