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Our top choices for Highland Beach hotels

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (906 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is Rp1.850.238
Rp2.053.765 total
includes taxes & fees
26 May - 27 May
Quality Inn Grasonville near Kent Island

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,088 reviews)
"Always great stay "
United States
Damani
The price is Rp1.698.735
Rp1.936.558 total
includes taxes & fees
25 May - 26 May
Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"It is a nice Hotel."
United States
Dale
The price is Rp2.017.237
Rp2.239.133 total
includes taxes & fees
21 May - 22 May
Best Western Kent Narrows Inn

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is Rp2.716.995
Rp3.015.865 total
includes taxes & fees
19 May - 20 May
Haven Point Inn and Gallery

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,002 reviews)
"Nice location "
United States
Duan
The price is Rp2.350.639
Rp2.959.789 total
includes taxes & fees
17 May - 18 May
Rod 'N' Reel Resort

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is Rp2.268.428
Rp2.495.253 total
includes taxes & fees
1 Jun - 2 Jun
St Michaels Inn

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, (1,000 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
The price is Rp2.454.060
Rp2.724.007 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express Annapolis East-Kent Island by IHG

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 Rp1.564.463
Rp1.783.488 total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Annapolis

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, (1,006 reviews)
"Great location with good breakfast. 👍"
United States
David
The price is Rp1.808.993
Rp2.062.251 total
includes taxes & fees
7 Jun - 8 Jun
Country Inn & Suites by Radisson, Annapolis, MD

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (244 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is Rp1.770.429
Rp2.104.882 total
includes taxes & fees
24 May - 25 May
Candlewood Suites Annapolis by IHG

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is Rp3.137.691
Rp4.087.148 total
includes taxes & fees
14 May - 15 May
Kent Island Resort

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,000 reviews)
"Had a very nice stay"
United States
Laura
The price is Rp1.744.837
Rp1.971.665 total
includes taxes & fees
8 Jun - 9 Jun
Comfort Inn Conference Center

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is Rp1.482.953
Rp1.690.567 total
includes taxes & fees
24 May - 25 May
Best Western Annapolis

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is Rp3.121.564
Rp3.464.782 total
includes taxes & fees
17 May - 18 May
Inn at Huntingfield Creek

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,021 reviews)
"Great location, pet-friendly with a very welcoming staff."
United States
Lisa
The price is Rp2.098.046
Rp2.391.773 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Annapolis Downtown

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
"Great stay!"
United States
Jehane
The price is Rp2.049.841
Rp2.336.818 total
includes taxes & fees
26 May - 27 May
DoubleTree by Hilton Hotel Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,003 reviews)
"Wonderful place to stay!"
United States
Michele
The price is Rp1.845.804
Rp2.104.181 total
includes taxes & fees
25 May - 26 May
Sonesta ES Suites Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful area"
United States
Dan
The price is Rp2.716.644
Rp3.015.475 total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Kent Island Marina

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (441 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is Rp4.014.141
Rp4.801.193 total
includes taxes & fees
26 May - 27 May
The Wildset

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (486 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is Rp4.243.771
Rp4.838.004 total
includes taxes & fees
18 May - 19 May
Anchored Inn at Hidden Harbour Marina
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

  • Scenic Outdoor Activities: Highland Beach offers stunning views and a range of outdoor pursuits, perfect for nature enthusiasts.
  • Historic Significance: Explore the area's rich African American history and historic houses that add cultural depth to your visit.
  • Family-Friendly Attractions: Enjoy various family-oriented activities and recreational areas that cater to all ages.
  • Charming Accommodations: Experience a variety of lodging options, from quaint bed and breakfasts to modern hotels, ensuring a comfortable stay.
  • Tranquil Beach Escape: Indulge in relaxing beach activities and peaceful strolls along the picturesque boardwalk.

Find great hotels near Highland Beach

Experience a delightful stay in Highland Beach, Maryland, where a range of hotel accommodations await. From charming bed and breakfasts to modern hotels, you’ll find options catering to various preferences, including pet-friendly and LGBTQIA welcoming environments. Whether you’re on business or leisure, discover accessible rooms and exceptional services that ensure a comfortable and enjoyable visit.

  • Best Western Annapolis: Located 9.7km away from Highland Beach, Best Western Annapolis offers a welcoming atmosphere for both business and leisure travellers. This hotel prides itself on being pet-friendly, allowing guests to bring their furry companions along for the stay. With amenities such as a waived fee for service animals and specific pet policies in place, it caters to those who travel with pets. The hotel’s convenient location and comfortable accommodations make it an excellent choice for those seeking a relaxing getaway with their pets.
  • Hampton Inn Baltimore/Glen Burnie: Situated 32.2km from Highland Beach, Hampton Inn Baltimore/Glen Burnie stands out for its inclusive environment, welcoming LGBTQIA travellers alongside business guests. The hotel features a pet-friendly policy that includes amenities like food and water bowls for pets and a variable fee structure. This property is known for its commitment to providing a safe and friendly atmosphere, ensuring all guests feel at home. Its convenient location makes it easy to explore the surrounding area while enjoying comfortable accommodations.
  • Holiday Inn Express Annapolis East-Kent Island by IHG: Just 19.3km from Highland Beach, the Holiday Inn Express Annapolis East-Kent Island is ideal for adventure seekers. With a focus on outdoor activities, this hotel offers access to nearby kayaking, hiking, swimming, and fishing opportunities, making it perfect for guests looking to explore the great outdoors. It also welcomes pets, ensuring that your four-legged friends can join in on the fun. The hotel combines comfort with adventure, promising an unforgettable stay for active travellers.

Where to stay in Highland Beach

Highland Beach offers a delightful blend of outdoor adventures and serene landscapes, perfect for a romantic getaway. Explore the vibrant community with its African American beaches, rich American history, and friendly atmosphere. Nearby, discover family-friendly activities and relaxing spots that enhance your holiday experience. Whether you're seeking a weekend of adventure or a quiet retreat, Highland Beach and its surrounding areas provide a captivating escape for every traveller.

  • Annapolis: As the capital of Maryland, Annapolis is a charming city steeped in history and maritime culture. Located adjacent to Highland Beach, it is renowned for its picturesque waterfront, historic architecture, and vibrant arts scene. Visitors can enjoy educational tours at the United States Naval Academy, indulge in shopping at local boutiques, or simply stroll along the scenic streets lined with colonial-era buildings. The city's outdoor activities are perfect for families, with parks and beaches that provide ample opportunities for relaxation and recreation. The summer months bring a lively atmosphere, making it an ideal time to explore its many attractions.
  • Oyster Harbor: Just 644m from Highland Beach, Oyster Harbor is a delightful neighbourhood that offers a peaceful retreat while still being close to urban attractions. It boasts easy access to recreational areas and is perfect for families looking to enjoy outdoor activities. The local beaches and nearby national state park provide stunning natural landscapes ideal for picnicking, hiking, and water sports. With its welcoming community vibe and a range of educational and shopping facilities, Oyster Harbor is a lovely place to explore and unwind.
  • Arundel on the Bay: Situated 1.3km from Highland Beach, Arundel on the Bay is a quaint neighbourhood known for its stunning views and serene environment. This area is perfect for families and couples seeking outdoor adventures or romantic getaways. Visitors can explore beautiful beaches and tranquil lakes, and enjoy the local historic college university nearby. The community is rich in charm and offers a selection of shopping and educational opportunities, making it an inviting destination for all types of travellers.

Things to do near Highland Beach

Highland Beach is perfect for outdoor enthusiasts seeking scenic views and romantic getaways. Visitors can enjoy various activities including leisurely strolls along the boardwalk, exploring the recreational areas, and indulging in shopping. Beach activities and a tranquil beach escape are essential experiences to savour during your stay, ensuring a fulfilling and delightful holiday.

Shopping

For a delightful shopping experience, visit the Wild Bird Center, located only 4.8km from Highland Beach, offering unique gifts for nature lovers. If you're up for a drive, the Queenstown Premium Outlets and Saint Michaels Village, both 27.4km away, provide a variety of shopping options and charming atmospheres.

Recreation

At Navy-Marine Corps Memorial Stadium, immerse yourself in a vibrant sports atmosphere while enjoying recreational activities. The Annapolis Golf Club offers a serene outdoor setting for golf enthusiasts. Experience the romance and culture at the Ballet Theater of Maryland, where dance performances captivate and entertain.

Adventure

Chesapeake Beach Water Park offers thrilling water slides and family-friendly attractions 27.4km from Highland Beach, perfect for a splash-filled day. For a taste of adventure, the Annapolis Sailing School, located 4.8km away, provides exhilarating sailing experiences, while Tose Family Tennis Center, 6.4km away, offers exciting tennis matches.

Nightlife

Experience the charming nightlife in Highland Beach by visiting The Colonial Players for a romantic theatre performance, or enjoy some fun at Annapolis Bowl's arcadeAdventureZone. For a family-friendly film experience, head to Regal Waugh Chapel cinema to unwind with your loved ones.

*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 for lower accommodation rates. Opt for a Monday stay, as it's the cheapest day, while Saturday tends to be the priciest. Use Expedia to refine your search based on budget and location, and sort results by price for the best deals. Look for package options that combine flights, hotels, and activities for additional savings. Don't forget to check for app deals and booking fees that could affect your overall costs.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as budget, desired location, and preferred type of accommodation. To find the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your hotel reservation in Highland Beach with your flights and activities through an Expedia package.

Find the best attractions near Highland Beach

Highland Beach offers a delightful blend of outdoor activities, stunning scenery, and romantic getaways. Visitors can explore a variety of points of interest, including marinas, urban parks, and historic houses. These attractions cater to those seeking cultural experiences, family-friendly outings, and opportunities to immerse themselves in nature, making it an ideal destination for diverse travellers.

  • U.S. Naval Academy: Explore the rich history and stunning architecture of the U.S. Naval Academy, located a mere 6.4km from Highland Beach. Discover its significance in American naval history while enjoying the beautiful campus scenery.
  • Chesapeake Bay Bridge: Experience the impressive Chesapeake Bay Bridge, 9.7km away, showcasing modern engineering marvels. The bridge offers breathtaking views of the bay and a vibrant city atmosphere, making it a perfect stop for photographs.
  • Sandy Point State Park: Just 11.3km from Highland Beach, Sandy Point State Park invites you to immerse yourself in nature. Enjoy outdoor activities, picturesque landscapes, and adventurous trails, ideal for families and nature enthusiasts alike.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 three major airports nearby. Washington, DC (DCA-Ronald Reagan Washington National) is situated 49.9km away, with luxurious hotels like The Ritz-Carlton, Pentagon City just 1.6km from the airport. Washington, DC (IAD-Washington Dulles International) is 85.3km distant, offering options such as the Hyatt Regency Dulles, located 1.6km from the airport. Lastly, Baltimore, MD (BWI-Baltimore Washington International Thurgood Marshall) lies 32.2km from Highland Beach, featuring elegant accommodations like The Ivy Hotel, 14.5km away. Each hotel provides easy access to its respective airport, ensuring a smooth 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 traveller data. Two other options for your stay in the area are Historic Inns of Annapolis and Sonesta ES Suites Annapolis. 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, most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel 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 will definitely find plenty to explore and enjoy. There are 1220 hotels and other accommodation options in the surrounding area. Find out more about Highland Beach.
What should I do while I'm visiting 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 Carrs Beach in the area. Take a look at what more there is to see and do in Expedia's Highland Beach guide.
What's the seasonal weather in Highland Beach?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Highland Beach is 1313 mm.