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Highland Beach Hotels

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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, (929 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is P6,143
P6,819 total
includes taxes & fees
Jul 29 - Jul 30
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, (1,101 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 P6,005
P6,845 total
includes taxes & fees
Jul 12 - Jul 13
Microtel Inn & Suites by Wyndham Gambrills

Motel 6 Odenton, MD - Fort Meade

Motel 6 Odenton, MD - Fort Meade
2.0 star property
Odenton
5.8 out of 10, (532 reviews)
"Parking was secure & room was good "
United States
Stephen
The price is P4,176
P4,761 total
includes taxes & fees
Jul 14 - Jul 15
Motel 6 Odenton, MD - Fort Meade

Executive Inn And Suites

Executive Inn And Suites
2.0 star property
Upper Marlboro
7.2 out of 10, Good, (588 reviews)
"Clean and accommodating staff."
United States
Annette
The price is P5,805
P6,560 total
includes taxes & fees
Jul 6 - Jul 7
Executive Inn And Suites

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 P5,099
P5,812 total
includes taxes & fees
Jul 19 - Jul 20
Village Inn Annapolis MD

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 P6,450
P7,095 total
includes taxes & fees
Jul 13 - Jul 14
St Michaels Inn

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (779 reviews)
"Great Stay!!"
United States
Richard
The price is P10,934
P12,137 total
includes taxes & fees
Jul 19 - Jul 20
Hyatt Place Kent Narrows & Marina

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,005 reviews)
"Good hotel for the price"
United States
Brenda
The price is P7,690
P8,536 total
includes taxes & fees
Jul 13 - Jul 14
Best Western Kent Narrows Inn

Rips Country Inn

Rips Country Inn
2.5 star property
Bowie
6.6 out of 10, (70 reviews)
"Convenient, quiet, and a restaurant right next door."
United States
Robin
The price is P4,975
P5,622 total
includes taxes & fees
Jul 6 - Jul 7
Rips Country Inn

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place and location."
United States
Francis
The price is P6,736
P7,611 total
includes taxes & fees
Jul 27 - Jul 28
Comfort Inn Conference Center

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 P11,002
P14,258 total
includes taxes & fees
Jul 7 - Jul 8
Rod 'N' Reel Resort

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is P5,848
P6,667 total
includes taxes & fees
Jul 5 - Jul 6
DoubleTree by Hilton Hotel Annapolis

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, (1,003 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is P8,538
P9,478 total
includes taxes & fees
Jul 23 - Jul 24
Holiday Inn Express Annapolis East-Kent Island by IHG

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (152 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is P8,922
P11,969 total
includes taxes & fees
Jul 5 - Jul 6
Kent Island Resort

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (491 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is P14,872
P16,954 total
includes taxes & fees
Jul 7 - Jul 8
Anchored Inn at Hidden Harbour Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 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 P9,016
P10,008 total
includes taxes & fees
Aug 2 - Aug 3
Hilton Garden Inn Kent Island Marina

Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.2 out of 10, Good, (449 reviews)
"I am a repeat customer at this location. Staff is always personable and helpful."
United States
John
The price is P5,037
P5,742 total
includes taxes & fees
Jul 5 - Jul 6
Red Roof Inn Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,001 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is P5,929
P6,759 total
includes taxes & fees
Jul 7 - Jul 8
Best Western 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, (1,040 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is P7,211
P8,221 total
includes taxes & fees
Jul 26 - Jul 27
Country Inn & Suites by Radisson, Annapolis, MD

Queenstown Harbor Golf Resort

Queenstown Harbor Golf Resort
2.5 star property
Queenstown
The price is P61,367
P68,117 total
includes taxes & fees
Jul 5 - Jul 6
Queenstown Harbor Golf Resort
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

  • Picturesque Beaches: Highland Beach boasts stunning sandy shores and beautiful water views, perfect for relaxation and family-friendly fun.
  • Scenic Boardwalk: Enjoy leisurely strolls along the scenic boardwalk, offering a delightful way to take in the coastal atmosphere.
  • Outdoor Activities: Explore urban parks and recreational areas, providing ample opportunities for outdoor adventures.
  • Charming Accommodations: Choose from a variety of inviting lodgings, including pet-friendly hotels and quaint bed and breakfasts.
  • Local Culture: Discover historical houses and vibrant community events that immerse visitors in the local culture.

Find great hotels near Highland Beach

Discover a delightful array of accommodation options in Highland Beach, Maryland, catering to diverse preferences and needs. From charming bed and breakfasts to pet-friendly hotels, you’ll find the perfect place to unwind. Whether you're seeking a waterfront cottage or a comfortable vacation rental, Highland Beach offers inviting lodgings that promise a warm and inclusive experience for all travellers, including those on business or seeking an LGBTQIA-friendly getaway.

  • Sonesta ES Suites Annapolis: Located 8km from Highland Beach, Sonesta ES Suites Annapolis is a charming 3-star hotel designed for both business travellers and leisure seekers. With a guest rating of 8.8 out of 10, this property prides itself on its pet-friendly environment, allowing dogs to accompany their owners. The suites are spacious and equipped with kitchenettes, making it ideal for extended stays. Additionally, the hotel provides a welcoming atmosphere with amenities such as a pool and fitness centre, perfect for unwinding after a busy day.
  • Country Inn & Suites by Radisson, Annapolis, MD: Situated 10km from Highland Beach, this 3-star hotel boasts a high guest rating of 9.0 out of 10. The Country Inn & Suites by Radisson offers a blend of comfort and convenience, making it suitable for business and pet-friendly vacations. Guests can enjoy a complimentary breakfast, free Wi-Fi, and access to a fitness centre. The property features a designated dog exercise area, ensuring that your furry friends can stretch their legs. The warm hospitality and well-appointed rooms make it a delightful retreat.
  • Comfort Inn Conference Center: Approximately 23km from Highland Beach, the Comfort Inn Conference Center is a budget-friendly option with a commendable guest rating of 9.2 out of 10. This accommodation is particularly suited for families, offering amenities such as child-friendly facilities and a gated pool area for safety. The hotel is also pet-friendly, allowing guests to bring along their beloved pets. With its focus on comfort and affordability, it's an ideal choice for those seeking a pleasant stay without breaking the bank.

Where to stay in Highland Beach

Highland Beach, a charming village, offers a delightful escape for those seeking sandy shores and stunning water views. Ideal for a family-friendly, relaxing holiday, this summer resort allows visitors to unwind on its picturesque beaches while enjoying a romantic atmosphere. Nearby attractions promise a variety of experiences, from leisurely strolls along the coastline to exploring the vibrant local community. Discover the best of Highland Beach and create unforgettable memories during your stay.

  • Annapolis: Nestled along the Chesapeake Bay, Annapolis is a vibrant city that serves as the state capital of Maryland. The historical charm of this city is evident in its colonial architecture and rich maritime heritage. Visitors flock here for a blend of family-friendly activities, outdoor adventures, and urban experiences. Highlights include the United States Naval Academy, picturesque waterfront views, and a variety of shopping centres and malls. The peak travel months of May and July to August promise lively events and an energetic atmosphere, while winter months offer a quieter charm to explore its landmarks.
  • Annapolis Cove: Just 1km from Highland Beach, Annapolis Cove is a captivating neighbourhood that combines suburban tranquillity with urban accessibility. Known for its outdoor spaces, families will find plenty to engage in, from parks to golf courses. The community features educational facilities along with shopping options that cater to all needs. Travellers will appreciate the scenic urban parks and historic sites nearby, making it a delightful spot for leisurely exploration, especially during peak seasons in May and July to August.
  • Hillsmere Shores: Located 3km from Highland Beach, Hillsmere Shores is a quaint village that offers stunning scenery and a relaxed atmosphere. Ideal for families and outdoor enthusiasts, this area provides access to beautiful beaches, the bay, and nearby national state parks. The community is well-equipped with shopping centres and educational resources, ensuring a convenient visit. With a peak travel season similar to its neighbours, Hillsmere Shores promises a peaceful retreat while still being close to all the attractions that the surrounding areas have to offer.

Things to do in Highland Beach

Shopping

In Highland Beach, you can explore charming local shops for unique gifts and souvenirs. If you're up for a drive, head to the Annapolis Mall for a wider selection, or visit the Westfield Montgomery for more extensive retail options, both offering a variety of stores to suit your needs.

Recreation

In Highland Beach, the Wellness Retreat offers a serene atmosphere with yoga classes and meditation sessions, allowing guests to connect with nature. Nearby, the Chesapeake Bay provides opportunities for paddleboarding and kayaking, perfect for unwinding while enjoying the scenic waterside views.

Adventure

In Highland Beach, explore the serene shores along the Chesapeake Bay, where you can enjoy kayaking and paddleboarding. Discover the nearby parks for hiking and birdwatching, or immerse yourself in local art and culture at community events, enhancing your adventurous exploration of this charming coastal town.

Nightlife

Experience the laid-back vibe at the Highland Beach Club, where you can enjoy live music and dance under the stars. For a more intimate setting, visit the nearby local café for cocktails and conversation, perfect for unwinding after a day of exploring the area.

*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 visit to Highland Beach, consider travelling during the off-peak months of December to February, when accommodation prices are lower. Book your stay on a Monday for the best rates, as Saturdays are typically the most expensive. Use Expedia's search tool to find budget-friendly hotels, and take advantage of package deals that combine flights and activities. Look for minute deals and flexible booking options to maximise savings, and explore free local attractions to enhance your experience without overspending.

  • 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 enables you to choose your budget, desired location, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to easily identify the most affordable hotels first. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel reservation at Highland Beach with your flights and activities through an Expedia package.

Find the best attractions near Highland Beach

Highland Beach offers a delightful getaway for those seeking outdoor adventures and scenic beauty. Visitors can explore urban parks, enjoy the marina, and discover historic houses that provide a glimpse into local culture. Ideal for families and culture enthusiasts alike, the area is perfect for leisurely beach activities or immersing oneself in the charming surroundings of this picturesque coastal town.

  • Chesapeake Bay Bridge: Spanning the iconic Chesapeake Bay, this modern bridge offers stunning views and a unique sense of city vibes as you traverse its impressive length. Enjoy the experience of crossing this architectural marvel, which connects Maryland's Eastern and Western shores.
  • Maryland State House: As the oldest state capitol still in continuous use, the Maryland State House is steeped in history and culture. Explore its beautiful architecture and learn about Maryland's rich heritage in this civic gem, just a short distance from Highland Beach.
  • Sandy Point State Park: Embrace the great outdoors at this national park, where scenic landscapes and adventurous activities await. With its picturesque beaches and hiking trails, Sandy Point State Park is an ideal spot for nature enthusiasts and those seeking 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.

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 with several major airports nearby. Philadelphia International Airport (PHL) is situated 150km away, with luxurious hotels like the W Philadelphia and The Ritz-Carlton, both within 11km. Ronald Reagan Washington National Airport (DCA) is 50km away and offers upscale accommodations such as the InterContinental Washington D.C. - The Wharf and Pendry Washington DC - The Wharf, both merely 3km from the airport. Additionally, Washington Dulles International Airport (IAD) is 85km from Highland Beach, featuring hotels like the Hyatt Regency Dulles International Airport and The Westin Washington Dulles Airport, both just 2km away, ensuring easy access to your destination.

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 3.6 mi (5.8 km) from the heart of Highland Beach, Historic Inns of Annapolis is a top choice for your stay based on our traveler data. Two other options for your stay in the area are DoubleTree by Hilton Hotel 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.
What is staying in Highland Beach like?
Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1214 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 Landing Marina 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.