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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, (927 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is NZ$197
includes taxes & fees
12 July - 13 July
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, (1,097 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 NZ$206
includes taxes & fees
12 July - 13 July
Microtel Inn & Suites by Wyndham Gambrills

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,003 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is NZ$179
includes taxes & fees
6 July - 7 July
St Michaels Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,005 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is NZ$309
includes taxes & fees
1 July - 2 July
Rod 'N' Reel Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (147 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is NZ$352
includes taxes & fees
5 July - 6 July
Kent Island Resort

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,010 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is NZ$192
includes taxes & fees
5 July - 6 July
DoubleTree by Hilton Hotel Annapolis

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Good hotel for the price"
United States
Brenda
The price is NZ$246
includes taxes & fees
5 July - 6 July
Best Western Kent Narrows 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, (1,002 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is NZ$276
includes taxes & fees
28 July - 29 July
Holiday Inn Express Annapolis East-Kent Island by IHG

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 NZ$195
includes taxes & fees
26 July - 27 July
Comfort Inn Conference Center

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,003 reviews)
"The hotel was clean and looked nice, the bed was very soft in the middle and uncomfortable and the $14 breakfast was no where near worth it."
United States
Sandy
The price is NZ$305
includes taxes & fees
20 July - 21 July
Hilton Garden Inn Kent Island Marina

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, (1,043 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is NZ$209
includes taxes & fees
26 July - 27 July
Country Inn & Suites by Radisson, Annapolis, MD

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,003 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is NZ$222
includes taxes & fees
5 July - 6 July
Crowne Plaza Annapolis by IHG

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,869 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is NZ$243
includes taxes & fees
5 July - 6 July
Historic Inns of Annapolis

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (466 reviews)
"Wonderful stay!"
United States
Rachel
The price is NZ$525
includes taxes & fees
28 July - 29 July
The Wildset

TownePlace Suites Bowie Town Center

TownePlace Suites Bowie Town Center
3.0 star property
Bowie
9.2 out of 10, Wonderful, (646 reviews)
"Nice place to stay "
United States
Domonique
The price is NZ$198
includes taxes & fees
21 July - 22 July
TownePlace Suites Bowie Town Center

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 NZ$360
includes taxes & fees
20 July - 21 July
Hyatt Place Kent Narrows & Marina

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,005 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is NZ$204
includes taxes & fees
1 July - 2 July
Best Western 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 NZ$478
includes taxes & fees
29 June - 30 June
Anchored Inn at Hidden Harbour Marina

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is NZ$168
includes taxes & fees
6 July - 7 July
Village Inn Annapolis MD

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,002 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is NZ$180
includes taxes & fees
5 July - 6 July
Hilton Garden Inn Annapolis
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Top Highland Beach Hotel Reviews

Recent Reviews in Highland Beach

More cheap accommodation in Highland Beach

Find out more about Highland Beach

Top reasons to visit Highland Beach

  • Stunning Beaches: Highland Beach boasts beautiful sandy shores and breathtaking water views, perfect for relaxation and family outings.
  • Outdoor Adventures: Enjoy activities like evening strolls along the boardwalk and exploring local parks and marinas.
  • Cultural Experiences: Discover historic houses and local attractions that highlight the area’s rich history and charm.
  • Diverse Accommodation: From welcoming bed and breakfasts to cosy waterfront cottages, there’s something for every traveller.
  • Friendly Atmosphere: The local community provides a warm environment, making it easy to explore and enjoy the scenic beauty.

Find great hotels near Highland Beach

Discover the charm of Highland Beach, Maryland, where a variety of accommodation options await you. From welcoming bed and breakfasts to pet-friendly hotels, there's something for every traveller. Whether you're seeking a cosy waterfront cottage or a spacious vacation rental, Highland Beach offers a unique blend of comfort and hospitality tailored for everyone, including LGBTQIA travellers. Enjoy a relaxing getaway while immersing yourself in the stunning coastal scenery and vibrant local culture.

  • Sonesta ES Suites Annapolis: Located 8.0km from Highland Beach, Sonesta ES Suites Annapolis is a welcoming 3-star hotel that offers a home-like atmosphere for travellers. With a guest rating of 8.8, this property caters to both leisure and business guests, including those travelling with pets. Guests can enjoy spacious suites equipped with full kitchens, making it an ideal choice for longer stays. The hotel features a pet-friendly policy, ensuring your furry companions are accommodated, and offers amenities like service animal waivers and designated pet areas for their comfort.
  • Country Inn & Suites by Radisson, Annapolis, MD: Situated 9.7km from Highland Beach, this 3-star hotel boasts a guest rating of 9.0 and is particularly suited for those seeking a blend of comfort and practicality. Country Inn & Suites provides a warm, homely environment with complimentary breakfast and well-appointed rooms. The pet-friendly policy allows for a hassle-free stay with pets, featuring a dog exercise area and specific amenities for pet care, making it a great choice for families and business travellers alike.
  • Comfort Inn Conference Center: Just 22.5km from Highland Beach, Comfort Inn Conference Center is a budget-friendly option with a commendable guest rating of 9.2. This property is ideal for families, offering amenities tailored for children, such as a pool with safety features. Pets are welcome here as well, ensuring a comfortable stay for all family members. With its convenient location and family-oriented features, this hotel is perfect for those looking to explore the area while enjoying a relaxed atmosphere.

Where to stay in Highland Beach

Highland Beach, Maryland, offers a delightful getaway for those seeking sandy shores and stunning water views. This charming village is perfect for a relaxing summer resort experience, where families can unwind and couples can enjoy romantic strolls along the beach. Nearby cities and neighbourhoods provide a friendly atmosphere, making it easy to explore local attractions while soaking in the scenic beauty. Discover the best beaches and create unforgettable memories in this picturesque coastal destination.

  • Annapolis: As the state capital of Maryland, Annapolis is a vibrant city that offers a unique blend of history and modern convenience. Situated close to Highland Beach, it attracts travellers year-round, with peak visits in May and during the summer months. Visitors can enjoy a variety of family-friendly outdoor activities, shopping centres, and local attractions such as the picturesque Chesapeake Bay and the historic Academy. Annapolis is also known for its charming waterfront, making it an ideal spot for a leisurely stroll or a family outing.
  • Hillsmere Shores: Located a mere 3.2km from Highland Beach, Hillsmere Shores is a quaint village that thrives on its scenic beauty and outdoor experiences. This charming community sees a consistent flow of visitors, with the highest numbers in late spring and summer. Families flock here for its lovely parks and proximity to the beach, while the national state park nearby offers wonderful hiking and nature exploration opportunities. The local amenities include shopping centres that cater to all needs, making it a convenient stop for visitors.
  • Eastport: Just 4.8km from Highland Beach, Eastport is a neighbourhood brimming with character and charm. Known for its outdoor recreational opportunities and family-friendly atmosphere, this area attracts visitors throughout the year, peaking in the spring and summer months. Eastport features delightful shopping areas and is close to golf courses for those looking to tee off. Its proximity to the bay and beaches makes it perfect for water activities, while local academies and cultural landmarks provide enriching experiences for all ages.

Things to do in Highland Beach

Shopping

Highland Beach offers charming local shops for unique souvenirs, but if you're up for a drive, consider visiting the Westfield Annapolis Mall, about 19.3km away, for a wider selection of gifts and popular brands. You might also explore nearby markets for local crafts and treats.

Recreation

Highland Beach offers a tranquil escape with its charming wellness retreats, where you can indulge in rejuvenating spa treatments and yoga sessions by the sea. Explore the scenic shoreline for relaxing walks and immerse yourself in the natural beauty of this quaint coastal community.

Adventure

Explore the scenic shores of Highland Beach by kayaking or paddleboarding on the calm waters of the Chesapeake Bay, offering a chance to enjoy nature up close. For a different thrill, hike along nearby trails that provide stunning views and a sense of adventure amidst the natural beauty.

Nightlife

In Highland Beach, the local nightlife features cozy beach bars and intimate live music venues. Enjoy laid-back evenings with ocean views, where you can sip cocktails and listen to local musicians while soaking in the vibrant atmosphere of this charming coastal community.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Highland Beach

Highland Beach offers a delightful escape for those seeking outdoor adventures, stunning scenery, and cultural experiences. Visitors can explore urban parks, marinas, and historic houses, making it a perfect destination for family outings and beachside relaxation. Whether you're keen on soaking up the sun or delving into local history, there's plenty to keep you entertained in and around Highland Beach.

  • Chesapeake Bay Bridge: Experience the thrill of crossing this impressive modern bridge, which spans the stunning Chesapeake Bay. With its sweeping views of the water and city vibes, it's an iconic sight that connects you to the beauty of Maryland.
  • Maryland State House: Immerse yourself in history at the Maryland State House, the oldest state capitol still in continuous legislative use. Admire its beautiful architecture and learn about the rich culture and heritage of Maryland through its exhibits and guided tours.
  • Sandy Point State Park: Enjoy the great outdoors at Sandy Point State Park, where adventure awaits. With picturesque scenery, hiking trails, and opportunities for swimming and picnicking, it's an ideal spot to soak up nature's beauty and unwind.

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

Flying into Highland Beach, Maryland, offers several airport options. Philadelphia International Airport (PHL) is situated 149.7km away, with luxury accommodations like the W Philadelphia and The Ritz-Carlton, both around 6 to 11.3km from the airport. Ronald Reagan Washington National Airport (DCA) is closer at 49.9km, featuring excellent hotels such as the InterContinental Washington D.C. - The Wharf and Pendry Washington DC - The Wharf, both within 3.2km. Washington Dulles International Airport (IAD) is located 85.3km away, with options like the Hyatt Regency Dulles International Airport and The Westin Washington Dulles Airport, both just 1.6km from the airport, ensuring convenient access to your Highland Beach destination.

Frequently asked questions

What is the best area to stay in Highland Beach?
The best area to stay in Highland Beach is directly along the beachfront, where most of the premier accommodation options are situated.

This small, exclusive community is primarily residential, offering a peaceful and private setting. Properties here typically boast direct access to the beach, providing stunning views of the Chesapeake Bay. The main street, Bayfront Drive, runs parallel to the water, connecting the various homes and a few select luxury rentals.

Couples seeking a tranquil and romantic getaway will find Highland Beach ideal. The focus here is on relaxation, enjoying the natural beauty of the bay, and spending unhurried time together. Long walks on the beach, watching the sunrise over the water, and dining in private settings are key activities.

For families, the beachfront properties offer a wonderful escape. Children can enjoy playing directly on the sand and in the gentle bay waters, while parents appreciate the calm environment and the convenience of having the beach just steps from their accommodation.
When is the best time to go to Highland Beach?
The best time to visit Highland Beach is during the summer months, from June to August, when the weather is ideal for enjoying the beach and outdoor activities.

During this period, you'll find warm temperatures superb for swimming in the Atlantic Ocean and relaxing on the sand. The town truly comes alive with a pleasant buzz, as many locals and visitors enjoy the coastal setting. It's a great time for couples looking for a romantic seaside escape, with opportunities for sunset strolls along the shore and dining with ocean views.

Families will also find summer an excellent time to visit. The calm waters are suitable for children, and there are often community events and ice cream parlours open, adding to the holiday feel. Most of the local shops and eateries are fully operational, offering convenience and a wide range of options.

While summer is peak season, the shoulder months of May and September also offer pleasant weather with fewer crowds, which can be appealing if you prefer a quieter experience.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Highland Beach with Expedia?
One Keyā„¢ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Highland Beach hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Highland Beach?
Prices for hotels in Highland Beach often vary, but you can find a great deal from NZ$158 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 our cheapest rates.

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