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Top 10 Highland Beach hotels and places to stay

Our top choices for Highland Beach hotels

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (894)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is £114
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Great place to stay"
The price is £77
includes taxes & fees
1 Oct - 2 Oct
St Michaels Inn

Quality Inn

2.5 star property
7.8 out of 10, Good, (818)
"Conveniently located with overall great value."
The price is £80
includes taxes & fees
17 Sept - 18 Sept
Quality Inn

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1026)
"It was a nice stay "
The price is £83
includes taxes & fees
7 Sept - 8 Sept
Comfort Inn Conference Center

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1016)
"Great place to stay "
The price is £65
includes taxes & fees
15 Sept - 16 Sept
Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1003)
"Excellent location"
The price is £89
includes taxes & fees
7 Sept - 8 Sept
Best Western Kent Narrows Inn

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is £128
includes taxes & fees
2 Sept - 3 Sept
Mariners Motel

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is £168
includes taxes & fees
11 Sept - 12 Sept
Inn at Haven Harbour

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (66)
"Good service and good options to enjoy the stays. "
The price is £171
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island

Red Roof Inn Annapolis

2.0 star property
7.2 out of 10, Good, (381)
"I liked the landscaping, the greeting of the lobby staff upon check in, and 2 staff members in the lobby when checking out. The room was very nice and quiet. I am very pleased with this hotel. Thank you for making my stay great."
The price is £64
includes taxes & fees
2 Sept - 3 Sept
Red Roof Inn Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1003)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is £96
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express & Suites Annapolis by IHG

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1023)
"Nice location. "
The price is £85
includes taxes & fees
8 Sept - 9 Sept
Country Inn & Suites by Radisson, Annapolis, MD

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1007)
"Great place to stay."
The price is £117
includes taxes & fees
7 Sept - 8 Sept
Rod 'N' Reel Resort

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Clean room, Good breakfast and friendly staff."
The price is £96
includes taxes & fees
15 Sept - 16 Sept
SpringHill Suites by Marriott Annapolis

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (447)
"The staff specifically Victoria was impeccable! "
The price is £151
includes taxes & fees
2 Sept - 3 Sept
Anchored Inn at Hidden Harbour Marina

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (521)
"Beautiful property and lovely hosts."
The price is £152
includes taxes & fees
2 Oct - 3 Oct
Laurel Grove Inn on the South

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (618)
"Great location"
The price is £133
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Kent Narrows & Marina

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (111)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is £162
includes taxes & fees
2 Sept - 3 Sept
Kent Island Resort

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (105)
"Great staff and food!"
The price is £171
includes taxes & fees
2 Sept - 3 Sept
The Tilghman Island Inn

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (53)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
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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Accommodation near Highland Beach attractions

Maryland Quiet Waters Park
Maryland Quiet Waters Park which includes a garden

Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.

Annapolis City Dock

Annapolis City Dock

You can enjoy retail therapy at Annapolis City Dock during your trip to Annapolis. Stroll along the area's waterfront or simply savour its top-notch restaurants.

Annapolis Landing Marina

Annapolis Landing Marina

Explore the waterfront in Annapolis with a trip to Annapolis Landing Marina. Stroll along the riverfront or experience the area's live music.

Top Highland Beach Hotel Reviews

More cheap stays in Highland Beach

More cheap stays in Highland Beach

Find out more about Highland Beach

Find out more about Highland Beach

Top reasons to visit Highland Beach

  • Stunning Beaches: Highland Beach boasts beautiful sandy shores, perfect for relaxation and family outings.
  • Outdoor Activities: Enjoy a range of outdoor adventures, including leisurely strolls along the scenic boardwalk and engaging in water sports.
  • Cultural Experiences: Explore historic houses and urban parks that offer a glimpse into the local heritage and community.
  • Welcoming Accommodation: Choose from charming bed and breakfasts to oceanfront hotels, catering to all travellers.
  • Tranquil Atmosphere: Experience a peaceful retreat with a vibrant local culture, ideal for unwinding and rejuvenation.

Find great hotels near Highland Beach

Discover the charm of Highland Beach, Maryland, where a variety of accommodation options await to make your stay memorable. From inviting bed and breakfasts to oceanfront hotels, you’ll find the perfect retreat to suit your needs. With a focus on pet-friendly services and an inclusive atmosphere for all travellers, Highland Beach offers a welcoming experience alongside stunning coastal views. Your ideal beach getaway is just a booking away!

  • Comfort Inn Conference Center: Positioned 8.7km from Highland Beach, Comfort Inn Conference Center offers a versatile stay for families and business travellers alike. This pet-friendly establishment boasts an array of business amenities, including multiple meeting rooms and a 24-hour business centre, catering to the needs of professionals on the go. Families will appreciate the child-friendly features, such as a pool with safety gates and services suited for younger guests. With a welcoming pet policy that allows for service animals and general pet stays, this hotel ensures that your furry companions can join in on the adventure.
  • Country Inn & Suites by Radisson, Annapolis, MD: Located a mere 3.7km from Highland Beach, this 3-star hotel combines comfort with inclusivity, welcoming both LGBTQIA travellers and pets. With multiple meeting rooms and a 24-hour accessible business centre, it caters to the needs of business guests while providing a homely atmosphere. The hotel’s dog exercise area and relaxed pet policy make it a perfect choice for those travelling with pets. Guests appreciate the warm, inviting environment, which is enhanced by a commitment to outstanding service and hospitality.
  • Graduate by Hilton Annapolis: Just 2.5km from Highland Beach, Graduate by Hilton Annapolis offers a sophisticated stay with a distinct nod to local charm. This 4-star hotel is ideal for both business and leisure travellers, with meeting spaces and a prime business district location. Pet-friendly amenities ensure that your furry friends are well catered for, including food and water bowls and a flexible pet policy. The hotel’s stylish design and commitment to inclusivity make it a top choice for those seeking a memorable experience in Annapolis.

Where to stay near Highland Beach

Highland Beach, a charming village on the Atlantic coast, offers a delightful blend of outdoor adventures and family-friendly activities. Explore the stunning sandy beaches and immerse yourself in the relaxing atmosphere of nearby Delray Beach. With its welcoming community and romantic settings, Highland Beach is perfect for those seeking both tranquillity and vibrant local culture. Experience the best of coastal living as you unwind in this picturesque destination.

  • Annapolis: Situated a mere 2.5km from Highland Beach, Annapolis is a charming city steeped in maritime history. Known for its vibrant waterfront, visitors can enjoy an array of outdoor activities, from sailing on the Chesapeake Bay to exploring beautifully maintained parks. The city’s historic district boasts cobbled streets and colonial architecture, perfect for leisurely strolls. With a peak in visitors during May and the summer months, Annapolis offers a bustling atmosphere filled with family-friendly attractions like the United States Naval Academy and numerous shopping centres for those looking to indulge in retail therapy.
  • Hillsmere Shores: Just 1.2km from Highland Beach, the quaint village of Hillsmere Shores is a hidden gem that beckons nature enthusiasts. This picturesque area is renowned for its stunning scenery, making it an ideal spot for outdoor activities such as hiking and picnicking in the nearby national state park. Families flock here in July and August, seeking the tranquillity of the local beaches and lakes. The community spirit is palpable, with recreational areas that host various events, creating a welcoming environment for all visitors.
  • Historic District: Located 2.5km away from Highland Beach, the Historic District is a delightful neighbourhood that combines rich history with contemporary charm. Visitors can immerse themselves in the area’s cultural heritage while exploring educational venues and local shopping areas. The peak tourism months mirror those of Annapolis, with families drawn to its scenic docks and vibrant tourist precinct. The Historic District is perfect for those wanting to experience the essence of city life while enjoying outdoor activities along the waterfront.

Things to do near Highland Beach

Highland Beach offers a delightful getaway for families and outdoor enthusiasts, featuring a scenic recreational area and a charming boardwalk perfect for leisurely strolls. Visitors can enjoy various activities, including skiing at the nearby ski field, making it an ideal destination for a memorable vacation filled with natural beauty and fun experiences.

Shopping

For shopping in Highland Beach, visit the Wild Bird Center, just 1.9km away, for unique gifts. If you're up for a drive, Westfield Annapolis Mall, 3.7km distant, offers a variety of shops, while Marlboro Crossroads, 10.6km away, is great for family and business shopping vibes.

Recreation

Navy-Marine Corps Memorial Stadium, a mere 2.5km from Highland Beach, offers an energetic atmosphere perfect for sports enthusiasts. Just 621m away, Annapolis Golf Club invites you to enjoy outdoor golfing amidst beautiful landscapes, while the Ballet Theater of Maryland, also 2.5km away, showcases captivating performances steeped in culture and romance.

Adventure

Experience the thrill of sailing at Annapolis Sailing School, located 1.9km from Highland Beach, where adventure meets the sea. For tennis enthusiasts, the Tose Family Tennis Center, 2.5km away, offers an exciting sporting atmosphere. For family fun, the Chesapeake Beach Water Park, 10.6km distant, provides entertainment and adventure.

Nightlife

In Highland Beach, The Colonial Players offers a charming theatre experience, just 2.5km away, perfect for culture and romance. For a fun-filled family night, head to Annapolis Bowl, 3.7km distant, featuring arcade games. Regal Waugh Chapel, 12.5km away, presents the latest films in a cosy cinema setting.

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. Booking your stay for a Monday can also help, as it's the cheapest day. Use Expedia to find budget-friendly hotels by filtering for eco-certified options and sorting by price. Additionally, look for package deals that combine flights, hotels, and activities for further savings. Explore free local activities and utilise public transport to keep costs down while enjoying your visit to this charming beach destination.

  • 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 choices based on your budget, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the most affordable options and special offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay at 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 and family vacations, offering beautiful scenery and a variety of attractions. Visitors can explore marinas, urban parks, and historic houses that cater to those seeking cultural experiences and outdoor activities. Whether you're enjoying a leisurely stroll or engaging in family-friendly outings, Highland Beach has a delightful mix of experiences to ensure a memorable holiday.

  • Maryland Quiet Waters Park: Nestled only 1.2km from Highland Beach, this urban park offers a serene escape with its picturesque trails, art galleries, and peaceful picnic spots, perfect for families seeking outdoor leisure.
  • Annapolis Landing Marina: Located 1.9km away, this charming marina invites adventure lovers to enjoy boating, kayaking, and stunning waterfront views, making it an ideal spot for beach outings and outdoor activities.
  • Six Flags America: A thrilling 17-mile journey will take you to this renowned amusement park, where families can revel in exhilarating rides and entertaining shows, ensuring an action-packed day filled with fun and 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.

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 SunnyAverageSlightly Low
April55.0°F (12.8°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnyHighAverage
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 SunnyLowSlightly High
November48.7°F (9.3°C)Light RainMostly SunnyLowAverage
December41.5°F (5.3°C)Light RainMostly SunnyLowAverage

The nearest major airports for your trip to Highland Beach

When travelling to Highland Beach, Maryland, you have several airport options. Ronald Reagan Washington National Airport (DCA) is located 19.3km away, with nearby five-star hotels such as Salamander Washington DC and InterContinental Washington D.C. - The Wharf, both 1.2km from the airport. Washington Dulles International Airport (IAD) is 32.9km away, with good hotel options like the Hyatt Regency Dulles, just 621m from the airport. Baltimore Washington International Thurgood Marshall Airport (BWI) is the closest at 12.4km away, offering luxury stays at Sagamore Pendry Baltimore and The Ivy Hotel, both within 5.6km. Convenient transportation services are available from these hotels to their respective airports.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

When is the best time to go to Highland Beach?
The most popular time to visit Highland Beach is during the month of March. This period offers warm temperatures averaging around 25°C, providing the great backdrop for beach activities and relaxation. March is particularly inviting, as the pleasant weather encourages visitors to enjoy the sun, sand, and surf.

During the peak season, which typically spans from December to April, Highland Beach attracts a vibrant crowd seeking sun-soaked adventures. This bustling atmosphere is ideal for those who appreciate outdoor activities such as swimming, paddleboarding, and beach volleyball, all set against the stunning backdrop of the Atlantic Ocean. The local community thrives during this time, with numerous events and festivals celebrating the coastal lifestyle, enhancing your experience with live music, food stalls, and art displays.

For families and couples alike, March is especially attractive due to the abundance of family-friendly resorts and activities. You can easily find accommodations that cater to your needs, whether you're seeking luxury or a more budget-friendly option. The nearby nature reserves and parks also provide fantastic opportunities for hiking and wildlife spotting, ensuring that outdoor enthusiasts have plenty to explore.

If you're looking for a more budget-conscious time to visit, consider coming in November. This month offers a quieter experience, with lower accommodation rates and fewer crowds, allowing you to enjoy the tranquillity of Highland Beach while still benefiting from the area's natural beauty.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Highland Beach.
How can I save on a Highland Beach hotel booking with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Highland Beach hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
How much is the nightly rate at a Highland Beach hotel?
Prices for hotels in Highland Beach often vary, but you can find a great deal from £65 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.