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Our top choices for Highland Beach hotels

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,099 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 Rp1.828.044
Rp2.083.970 total
includes taxes & fees
26 Jul - 27 Jul
Microtel Inn & Suites by Wyndham Gambrills

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,005 reviews)
"Great place and location."
United States
Francis
The price is Rp1.777.862
Rp2.008.984 total
includes taxes & fees
20 Jul - 21 Jul
Comfort Inn Conference Center

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,004 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is Rp1.881.810
Rp2.069.991 total
includes taxes & fees
6 Jul - 7 Jul
St Michaels Inn

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,013 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is Rp1.706.174
Rp1.945.038 total
includes taxes & fees
5 Jul - 6 Jul
DoubleTree by Hilton Hotel Annapolis

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (927 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is Rp1.792.200
Rp1.989.342 total
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Grasonville near Kent Island

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 Rp2.243.655
Rp2.490.441 total
includes taxes & fees
5 Jul - 6 Jul
Best Western Kent Narrows Inn

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, (1,044 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is Rp1.940.773
Rp2.212.482 total
includes taxes & fees
5 Jul - 6 Jul
Country Inn & Suites by Radisson, Annapolis, MD

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (777 reviews)
"Great Stay!!"
United States
Richard
The price is Rp3.371.128
Rp3.741.953 total
includes taxes & fees
2 Jul - 3 Jul
Hyatt Place Kent Narrows & Marina

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 Rp2.491.158
Rp2.765.185 total
includes taxes & fees
13 Jul - 14 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,004 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is Rp2.043.108
Rp2.329.143 total
includes taxes & fees
12 Jul - 13 Jul
Crowne Plaza Annapolis by IHG

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (149 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is Rp2.656.937
Rp3.553.395 total
includes taxes & fees
5 Jul - 6 Jul
Kent Island Resort

Hampton Inn Bowie

Hampton Inn Bowie
2.5 star property
Bowie
8.2 out of 10, Very good, (1,000 reviews)
"Great hotel "
United States
Christel
The price is Rp1.748.829
Rp1.976.177 total
includes taxes & fees
5 Jul - 6 Jul
Hampton Inn Bowie

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,004 reviews)
"Wonderful place to stay!"
United States
Michele
The price is Rp1.774.278
Rp2.022.677 total
includes taxes & fees
1 Jul - 2 Jul
Sonesta ES Suites Annapolis

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 Rp4.242.496
Rp4.836.431 total
includes taxes & fees
29 Jun - 30 Jun
Anchored Inn at Hidden Harbour Marina

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,006 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is Rp2.725.936
Rp3.563.448 total
includes taxes & fees
1 Jul - 2 Jul
Rod 'N' Reel Resort

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 Rp1.810.122
Rp2.063.538 total
includes taxes & fees
1 Jul - 2 Jul
Best Western Annapolis

Courtyard by Marriott Bowie

Courtyard by Marriott Bowie
3.0 star property
Bowie
9.4 out of 10, Exceptional, (898 reviews)
"Excellent place"
United States
Rennison
The price is Rp2.403.340
Rp2.715.775 total
includes taxes & fees
12 Jul - 13 Jul
Courtyard by Marriott Bowie

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,872 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is Rp1.615.908
Rp2.455.068 total
includes taxes & fees
5 Jul - 6 Jul
Historic Inns of Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Clean room, nice stay."
United States
Margaret
The price is Rp1.971.420
Rp2.247.419 total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express & Suites Annapolis by IHG

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (586 reviews)
"Clean and accommodating staff."
United States
Annette
The price is Rp1.693.629
Rp1.913.890 total
includes taxes & fees
29 Jun - 30 Jun
Executive Inn And Suites
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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

  • Charming Beaches: Highland Beach features stunning sandy shores and beautiful water views, perfect for a relaxing seaside escape.
  • Outdoor Activities: The area offers a variety of recreational opportunities, including scenic boardwalk strolls and urban parks for nature lovers.
  • Family-Friendly Attractions: Nearby amusement parks and charming downtown areas provide fun for visitors of all ages.
  • Rich Cultural Heritage: Explore historic houses that showcase the local culture and history of the region.
  • Diverse Accommodation: From cosy bed and breakfasts to waterfront cottages, Highland Beach has a range of welcoming lodging options.

Find great hotels near Highland Beach

Discover a variety of accommodation options in Highland Beach, Maryland, where you can choose from charming bed and breakfasts to comfortable hotels. Whether you seek pet-friendly facilities, a welcoming environment for LGBTQIA travellers, or a serene waterfront cottage, Highland Beach offers something for everyone. Enjoy the convenience of vacation rentals and house rentals, ensuring a memorable stay in this picturesque coastal destination.

  • Sonesta ES Suites Annapolis: Located approximately 8km from Highland Beach, Sonesta ES Suites Annapolis is a welcoming 3-star hotel tailored for both business and leisure travellers. With a commendable guest rating of 8.8 out of 10, this property prides itself on its pet-friendly policies, allowing specific breeds of dogs. Guests will appreciate the spacious suite-style accommodations that provide a home-like atmosphere, complete with kitchen facilities. The hotel also offers amenities geared toward business travellers, making it an ideal choice for those needing to balance work and leisure.
  • Country Inn & Suites by Radisson, Annapolis, MD: Situated 10km from Highland Beach, the Country Inn & Suites by Radisson enjoys a higher guest rating of 9.0 out of 10. This 3-star hotel combines comfort with convenience, offering pet-friendly accommodations for those travelling with furry companions. The property features a warm and inviting atmosphere, with amenities that cater to both business and leisure visitors. Guests can take advantage of the on-site facilities, including a fitness centre and a complimentary breakfast, ensuring a pleasant stay for families and professionals alike.
  • Comfort Inn Conference Center: Just 23km from Highland Beach, the Comfort Inn Conference Center is a budget-friendly option boasting a remarkable guest rating of 9.2 out of 10. This hotel is particularly suited for families, offering child-friendly amenities such as a pool with a safety gate. Its pet-friendly policy allows for a relaxed stay for those travelling with pets. With an emphasis on comfort and convenience, the property is well-equipped for business travellers, making it an excellent choice for those seeking value without compromising on quality.

Where to stay in Highland Beach

Highland Beach is a charming village perfect for those seeking a relaxing seaside escape. With its sandy beaches and stunning water views, it serves as an ideal summer resort. Nearby attractions offer a family-friendly atmosphere, making it a delightful destination for everyone. Explore the surrounding areas to enjoy the friendly community and romantic settings that enhance your vacation experience. Whether you're lounging on the beach or taking in the scenic beauty, Highland Beach promises unforgettable moments.

  • Annapolis: Nestled in the heart of Maryland, Annapolis is a vibrant city renowned for its rich maritime heritage and historic charm. As Highland Beach's host city, it offers a variety of family-friendly and outdoor activities year-round. Visitors can explore the picturesque waterfront, indulge in shopping at local centres, and savour delicious dining options. Key attractions include the United States Naval Academy, the scenic Chesapeake Bay, and beautiful sandy beaches, making it a perfect blend of culture and leisure.
  • Oyster Harbor: Located a mere 644m from Highland Beach, Oyster Harbor is a quaint neighbourhood that embodies the relaxed coastal lifestyle. This area attracts families and outdoor enthusiasts alike, providing opportunities for beach outings and nature exploration. Residents and visitors can enjoy the nearby lakes and bays, along with a selection of educational venues and shopping centres. The close-knit community atmosphere and beautiful surroundings make Oyster Harbor an inviting destination for a peaceful getaway.
  • Arundel on the Bay: Just 1km from Highland Beach, Arundel on the Bay is a charming neighbourhood that invites visitors to bask in its natural beauty and scenic views. This area is particularly popular among those seeking outdoor adventures, with its stunning beaches and recreational spaces. Guests will find opportunities for relaxation and exploration, as well as access to local educational facilities and shopping centres. The perfect setting for scenic strolls, Arundel on the Bay offers a tranquil escape and a glimpse into coastal living.

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, head to Westfield Annapolis Mall, around 19km away, where you'll find a variety of retailers and dining options to enhance your shopping experience.

Recreation

Explore the tranquil surroundings of the Highland Beach Wellness Retreat, where you can indulge in yoga sessions and mindfulness workshops. For outdoor enthusiasts, take a leisurely stroll along the beach or engage in kayaking, enjoying the serene atmosphere and natural beauty of the area.

Adventure

Highland Beach offers a tranquil escape along the Chesapeake Bay, where you can enjoy kayaking amidst scenic views. Explore local history at the nearby Banneker-Douglass Museum, showcasing African American heritage, or take a leisurely stroll along the shoreline for a peaceful experience with nature.

Nightlife

Highland Beach offers a relaxed nightlife atmosphere with beachfront bars where you can sip cocktails while enjoying the ocean breeze. Local music venues showcase live performances, creating an inviting vibe for socialising. The nearby town also features quaint restaurants and lounges for a laid-back evening out.

*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 is an ideal destination for outdoor enthusiasts and those seeking scenic beauty. Visitors can explore urban parks, marinas, and historic houses that showcase the area's rich culture. The attractions cater to families and travellers looking for a blend of outdoor activities and cultural experiences, making it a delightful spot for a memorable holiday.

  • Chesapeake Bay Bridge: Spanning 10km from Highland Beach, this modern marvel offers stunning views of the bay. Its impressive architecture and urban atmosphere create a striking backdrop for a scenic drive or leisurely stroll.
  • Maryland State House: Located 6km away, this historic civic building is steeped in culture and history. Visitors can admire its beautiful dome and explore the rich heritage of Maryland, making it a compelling stop for history enthusiasts.
  • Sandy Point State Park: 11km from Highland Beach, this national park invites outdoor lovers to revel in its picturesque scenery. With opportunities for adventure amidst nature, it's an ideal setting for picnics, hiking, and water activities.

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

Reaching Highland Beach, Maryland, is convenient via its major airports. Washington, DC (DCA-Ronald Reagan Washington National) is located 50km away, with excellent hotel options like the 5-star InterContinental Washington D.C. - The Wharf and Pendry Washington DC, both 3km from the airport. Washington, DC (IAD-Washington Dulles Intl.) is 85km away, featuring the 4-star Hyatt Regency Dulles International Airport, just 2km from the terminal. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is the closest at 32km, with luxurious stays like the Four Seasons Hotel Baltimore, 13km away. Transportation services are readily available from these hotels to their respective airports.

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 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, 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 1212 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 Maryland Quiet Waters Park and Annapolis Landing Marina 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.