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Find hotels in Highland Beach, MD from £65

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16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
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16 Oct - 18 Oct
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23 Oct - 25 Oct

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Our top choices for Highland Beach hotels

1. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Jennifer
£99
includes taxes & fees
16 Nov - 17 Nov
Historic Inns of Annapolis

2. Lord Baltimore Hotel

Lord Baltimore Hotel
Downtown Baltimore
United States
Jacqualine
£103
includes taxes & fees
1 Nov - 2 Nov
Lord Baltimore Hotel

3. Crowne Plaza College Park - Washington DC by IHG

Crowne Plaza College Park - Washington DC by IHG
Greenbelt
United States
Brandon
£77
includes taxes & fees
16 Nov - 17 Nov
Crowne Plaza College Park - Washington DC by IHG

4. La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
Linthicum Heights
United States
Danielle
£63
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

5. Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor
Downtown West
United States
Adris
£150
includes taxes & fees
1 Nov - 2 Nov
Hyatt Regency Baltimore Inner Harbor

6. The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore
Otterbein
United States
Holly
£135
includes taxes & fees
1 Nov - 2 Nov
The Royal Sonesta Harbor Court Baltimore

7. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Kathleen K
£111
includes taxes & fees
9 Nov - 10 Nov
Rod 'N' Reel Resort

8. Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel
Inner Harbor
United States
Ronald
£143
includes taxes & fees
15 Nov - 16 Nov
Renaissance Baltimore Harborplace Hotel

9. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Mark
£127
includes taxes & fees
26 Oct - 27 Oct
Graduate by Hilton Annapolis

10. Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore
Inner Harbor
United States
ANDREA
£91
includes taxes & fees
18 Oct - 19 Oct
Pier 5 Hotel Baltimore

11. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
United States
Jose
£94
includes taxes & fees
25 Oct - 26 Oct
Crowne Plaza Annapolis by IHG

12. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Michele
£95
includes taxes & fees
19 Oct - 20 Oct
DoubleTree by Hilton Hotel Annapolis

13. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United Kingdom
petra
£91
includes taxes & fees
25 Oct - 26 Oct
Hilton Garden Inn Annapolis Downtown

14. Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor
Harbor East
United States
Elizabeth
£95
includes taxes & fees
8 Nov - 9 Nov
Hyatt Place Baltimore Inner Harbor

15. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Bobbi
£171
includes taxes & fees
25 Oct - 26 Oct
The Westin Annapolis

16. The Hotel at Arundel Preserve

The Hotel at Arundel Preserve
Arundel Mills
United States
Kenne
£111
includes taxes & fees
1 Nov - 2 Nov
The Hotel at Arundel Preserve

17. Aloft by Marriott BWI Baltimore Washington International Airport

Aloft by Marriott BWI Baltimore Washington International Airport
Linthicum Heights
United States
Kevyn
£77
includes taxes & fees
25 Oct - 26 Oct
Aloft by Marriott BWI Baltimore Washington International Airport

18. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
William
£192
includes taxes & fees
1 Nov - 2 Nov
Annapolis Waterfront Hotel, Autograph Collection

19. Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG
Mount Vernon
United States
Elizabeth
£98
includes taxes & fees
8 Nov - 9 Nov
Hotel Indigo Baltimore Downtown by IHG

20. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
United States
Catherine
£78
includes taxes & fees
15 Nov - 16 Nov
Country Inn & Suites by Radisson, Annapolis, MD
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Top Highland Beach Hotel Reviews

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"The staff was awesome. Very professional and helpful. Our room was cleaned and well maintained. The food was great and the spa service was awesome as well."
Lamont 3-night trip
Posted 14 hours ago
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Great rooom, really great service."
Brandon 1-night trip
Posted 18 hours ago
Rod 'N' Reel Resort
Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"The convenience to downtown was the biggest plus for me. The Maryland Inn is on Main street so shopping and dining are an easy walk. I was in town for the Annapolis boat show so walking to and from the show was a fairly easy commute. The hotel was very clean, my room was well maintained each day. The only issue I had was the TV was not working but upon notification, it was fixed right away. Otherwise I'd say the only other thing that visitors will be surprised with is Check in is located at another hotel (all tied to same company), so there is a short walk to this property if you are getting dropped off. Overall impression - This is an OLD historic building and hotel - actually a meeting spot for the Annapolis Ghost Tours :-). So set your expectations for that, it is not an upscale, modern resort hotel experience. For me, it was perfect, and much better than some of the rental houses I've stayed in over the years. If you're excited about historic places and buildings, this will be a great experience for you."
Robert 4-night trip
Posted 19 hours ago
Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Perfect place to stay! Classy. Clean comfortable amazing staff"
Nila 2-night trip
Posted 1 day ago
Annapolis Waterfront Hotel, Autograph Collection
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Noisy balcony"
Larry 2-night trip
Posted 3 days ago
Best Western Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

8/10 Good
"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"
Andrea 3-night trip
Posted 3 days ago
Hilton Garden Inn Annapolis Downtown
St Michaels Inn

St Michaels Inn

10/10 Excellent
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."
Mary 1-night trip
Posted 3 days ago
St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Shalinda was the most welcoming front desk staff i have ever encountered."
Dennis 5-night trip
Posted 4 days ago
Sonesta ES Suites Annapolis

More cheap stays in Highland Beach

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
£65
1 Nov - 2 Nov
includes taxes & fees
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
£66
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (1,000 reviews)
St Michaels Inn
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
£75
8 Nov - 9 Nov
includes taxes & fees
Best Western Kent Narrows Inn
Microtel Inn & Suites by Wyndham Gambrills/Odenton

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD
£76
3 Nov - 4 Nov
includes taxes & fees
9.2/10 Wonderful! (1,152 reviews)
Microtel Inn & Suites by Wyndham Gambrills/Odenton
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
£82
15 Nov - 16 Nov
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD
£93
25 Oct - 26 Oct
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Comfort Inn Conference Center

Find out more about Highland Beach

Top reasons to visit Highland Beach

  • Stunning Beaches: Highland Beach boasts beautiful sandy shores and picturesque water views, perfect for relaxation and sunset watching.
  • Outdoor Activities: Enjoy a range of outdoor pursuits, including walking along the boardwalk and exploring urban parks and marinas.
  • Family-Friendly Attractions: The area features engaging recreational spots and nearby amusement parks suitable for all ages.
  • Cultural Experiences: Discover historic houses and local heritage, enriching your visit with unique insights into the region.
  • Diverse Accommodations: Choose from charming bed and breakfasts to modern hotels, catering to a variety of preferences and needs.

Find great hotels near Highland Beach

Experience a delightful stay in Highland Beach, Maryland, with a range of accommodation options tailored for every traveller. From charming bed and breakfasts to modern hotels, you'll find pet-friendly and LGBTQIA welcoming options that cater to both leisure and business needs. Explore vacation rentals, waterfront cottages, and well-appointed homes, all equipped with modern amenities to ensure a memorable getaway.

  • Comfort Inn Conference Center: Nestled 22.5km from Highland Beach, the Comfort Inn Conference Center is an ideal option for family and business travellers, boasting an impressive guest rating of 9.2 out of 10. With a focus on affordability and comfort, this hotel welcomes pets and offers amenities tailored for children, including a secure pool area. The property features a range of services to ensure a pleasant stay, making it perfect for those seeking a friendly and accommodating atmosphere.
  • Country Inn & Suites by Radisson, Annapolis, MD: Located a mere 9.7km away from Highland Beach, this 3-star hotel holds a commendable guest rating of 9.0 out of 10. The Country Inn & Suites provides a warm and inviting environment, ideal for both business and leisure visitors. With pet-friendly policies and amenities including a dedicated dog exercise area, it caters to furry companions as well. The hotel combines home-like comforts with convenience, ensuring a delightful stay for all guests.
  • Sonesta ES Suites Annapolis: Just 8.0km from Highland Beach, the Sonesta ES Suites Annapolis stands out with a guest rating of 8.8 out of 10. This 3-star accommodation is perfect for pet lovers, offering a welcoming environment for pets, including specific restrictions and fees. With a focus on extended stays, the hotel provides spacious suites that blend the comforts of home with business-friendly amenities, making it an excellent choice for those travelling for work or pleasure.

Where to stay in Highland Beach

Highland Beach offers a delightful escape for those seeking sun-soaked shores and scenic beauty. This charming village is perfect for relaxing on sandy beaches and enjoying picturesque water views. Nearby, you can explore family-friendly areas that radiate a warm, welcoming atmosphere. Don't miss the opportunity to visit the best beaches in the region, where summer resort vibes await and romantic sunsets paint the horizon.

  • Annapolis: As the capital of Maryland, Annapolis is a vibrant city known for its rich history and picturesque waterfront. Located in close proximity to Highland Beach, this city offers a delightful blend of cultural experiences and outdoor adventures. Visitors can enjoy a variety of activities including educational tours, shopping at local centres, and exploring the stunning Chesapeake Bay. The local landmarks, such as the United States Naval Academy and the beautiful beaches, provide a perfect backdrop for family outings and outdoor pursuits. The peak travel seasons in July to August and October bring a lively atmosphere, making it an ideal time to explore the city's charm.
  • Hillsmere Shores: Just 3.2km from Highland Beach, Hillsmere Shores is a quaint village that offers a serene escape with its scenic views and outdoor activities. This area is perfect for families seeking a relaxing getaway while enjoying the natural beauty of Maryland. With easy access to shopping centres and educational facilities, Hillsmere Shores provides a well-rounded experience for visitors. The nearby beach and the stunning landscapes of the national state park invite exploration and adventure, making it a delightful destination in the warmer months.
  • Historic District: Located 6.4km from Highland Beach, the Historic District is a charming neighbourhood that showcases the rich heritage of Annapolis. Visitors flock here for family-friendly activities and a city-themed experience, with an abundance of educational sites and shopping areas to explore. Notable attractions include the historic academy and the bustling tourist precinct, where visitors can immerse themselves in local culture. The scenic dock port adds to the area’s appeal, making it a lovely spot to stroll and take in the waterfront views.

Things to do near Highland Beach

Highland Beach offers a delightful blend of outdoor activities and scenic views, perfect for a holiday escape. Visitors can enjoy the boardwalk, explore the recreational areas, and engage in educational experiences. Ideal for a day trip, guests can wander through downtown attractions, take leisurely evening strolls, and even visit nearby amusement parks for added fun.

Shopping

Highland Beach offers charming local shops for unique gifts and souvenirs. For a wider selection, head to Westfield Annapolis Mall, approximately 19.3km away, where you can explore various brands. If you're up for a drive, check out the vibrant shopping scene at Annapolis Towne Centre, around 22.5km away.

Recreation

Old South Country Club, located 20.9km from Highland Beach, offers a luxurious atmosphere perfect for relaxation. Enjoy scenic views while participating in wellness activities such as yoga sessions or leisurely strolls around the impeccably manicured grounds, providing an ideal retreat for rejuvenation and tranquillity.

Adventure

Explore the scenic trails of the Chesapeake Bay Critical Area for a thrilling hike, where you can spot diverse wildlife and enjoy beautiful water views. Alternatively, try kayaking in the calm waters, allowing you to experience the serene surroundings from a unique perspective.

Nightlife

Highland Beach offers a charming nightlife with quaint bars and lively beachside gatherings. Enjoy a refreshing drink at the local tavern, where friendly locals share stories, or take a leisurely stroll along the shore, soaking in the tranquil evening atmosphere under the stars.

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

Booking tips and Expedia advantages for Highland Beach

  • 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 specify your budget, chosen location, and additional preferences. You can arrange your search results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Furthermore, you can refine your options by hotel category; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your hotel booking in Highland Beach with your flights and activities through an Expedia package.

Find the best attractions near Highland Beach

Highland Beach, Maryland, is perfect for an outdoor getaway, offering stunning beach scenery and a variety of attractions. Visitors can explore urban parks, marinas, and historic houses, making it ideal for those seeking cultural experiences and family-friendly activities. Whether you are after relaxation by the beach or a taste of local history, Highland Beach promises a delightful holiday for every traveller.

  • Maryland Quiet Waters Park: A serene urban park located 3.2km from Highland Beach, it offers a tranquil escape with scenic trails, lush greenery, and art installations. Perfect for families and outdoor enthusiasts, the park's peaceful atmosphere invites relaxation and exploration.
  • Annapolis Landing Marina: Situated 4.8km away, this vibrant marina is a hub for adventure seekers. With opportunities for boating, fishing, and beach lounging, it embodies the spirit of outdoor fun and waterfront charm, making it an ideal spot for a lively day out.
  • Chesapeake Bay Bridge: A modern engineering marvel located 9.7km from Highland Beach, this iconic bridge offers stunning views of the bay. Experience the bustling city vibes while enjoying the scenic drive, perfect for capturing memorable photos of the impressive structure.

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

When planning your trip to Highland Beach, Maryland, you can conveniently fly into several major airports. Philadelphia International Airport (PHL) is located 149.7km away, with nearby hotels such as the luxurious W Philadelphia and The Rittenhouse, both around 9.7km from the airport. Ronald Reagan Washington National Airport (DCA) is much closer at 49.9km, with top-rated options like the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both just 3.2km away. Additionally, Washington Dulles International Airport (IAD) is 85.3km from Highland Beach, offering comfortable stays at The Westin and Hyatt Regency, each only 1.6km from the airport.

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, 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 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.

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