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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, (885 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is Rp1.718.206
Rp1.907.209 total
includes taxes & fees
30 Mar - 31 Mar
Quality Inn Grasonville near Kent Island

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (375 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is Rp2.535.600
Rp2.789.160 total
includes taxes & fees
19 Apr - 20 Apr
Knapps Narrows Marina & Inn

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)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is Rp1.715.659
Rp1.904.382 total
includes taxes & fees
5 Apr - 6 Apr
Best Western Kent Narrows Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is Rp2.716.800
Rp2.988.480 total
includes taxes & fees
30 Mar - 31 Mar
George Brooks House B&B

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (134 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is Rp2.020.620
Rp2.752.288 total
includes taxes & fees
29 Mar - 30 Mar
Kent Island Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,005 reviews)
"Great place to stay with lovely views"
United States
David
The price is Rp1.818.558
Rp2.358.199 total
includes taxes & fees
31 Mar - 1 Apr
Rod 'N' Reel Resort

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is Rp2.620.120
Rp2.908.333 total
includes taxes & fees
21 Apr - 22 Apr
Haven Point Inn and Gallery

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is Rp2.322.864
Rp3.302.271 total
includes taxes & fees
27 Apr - 28 Apr
Wylder Tilghman Island

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (478 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is Rp2.571.098
Rp2.931.052 total
includes taxes & fees
1 Apr - 2 Apr
Anchored Inn at Hidden Harbour Marina

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
" Great place,great location, was in town for St Michael Chocolate fest "
United States
Katherine
The price is Rp2.297.224
Rp2.526.946 total
includes taxes & fees
1 Apr - 2 Apr
St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,051 reviews)
"We stayed here while visiting our kids in the area! Very nice staff and clean hotel. Good place to stay for the money! "
United States
Lonnie
The price is Rp1.451.790
Rp1.655.040 total
includes taxes & fees
19 Apr - 20 Apr
Microtel Inn & Suites by Wyndham Gambrills

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (221 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is Rp1.494.240
Rp1.787.314 total
includes taxes & fees
5 Apr - 6 Apr
Candlewood Suites Annapolis by IHG

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is Rp2.379.068
Rp2.640.899 total
includes taxes & fees
29 Mar - 30 Mar
Inn at Huntingfield Creek

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,002 reviews)
"Had a very nice stay"
United States
Laura
The price is Rp1.681.020
Rp1.899.553 total
includes taxes & fees
6 Apr - 7 Apr
Comfort Inn Conference Center

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
"What a great stay! Beautiful B&B in St Michael’s! Our hosts Connie and Edward were very welcoming. Had great suggestions for dining and tourist attractions within the town. Our room was clean, comfortable and was perfect for our stay. The Inn also offers bikes to explore the area as well. Each afternoon, there is a sweet in the pallor, with coffee and teas available. And to start your morning, a delicious breakfast is served! We will definitely stay again at the Parsonage Inn! It was...
United States
Janet
The price is Rp2.530.020
Rp2.783.022 total
includes taxes & fees
31 Mar - 1 Apr
Parsonage Inn

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (427 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is Rp3.701.976
Rp4.444.062 total
includes taxes & fees
19 Apr - 20 Apr
The Wildset

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,001 reviews)
"Staff was great and recommended good food spots to try. First room we were in smelt like cigarettes, but we were able to switch to a different room. "
United States
Marischel Vhee
The price is Rp1.419.936
Rp1.618.727 total
includes taxes & fees
29 Mar - 30 Mar
Best Western Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Beautiful area"
United States
Dan
The price is Rp2.353.088
Rp2.611.928 total
includes taxes & fees
12 Apr - 13 Apr
Hilton Garden Inn Kent Island Marina

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,002 reviews)
"Wonderful and clean accommodations "
United States
Emily
The price is Rp1.702.754
Rp1.941.139 total
includes taxes & fees
5 Apr - 6 Apr
DoubleTree by Hilton Hotel Annapolis

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Clean room, pleasant staff"
United States
LEONIDAS
The price is Rp1.512.918
Rp1.724.828 total
includes taxes & fees
29 Mar - 30 Mar
Sonesta ES Suites Annapolis
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

  • Scenic Outdoor Activities: Highland Beach offers stunning views and a range of outdoor pursuits, perfect for nature enthusiasts.
  • Historic Significance: Explore the area's rich African American history and historic houses that add cultural depth to your visit.
  • Family-Friendly Attractions: Enjoy various family-oriented activities and recreational areas that cater to all ages.
  • Charming Accommodations: Experience a variety of lodging options, from quaint bed and breakfasts to modern hotels, ensuring a comfortable stay.
  • Tranquil Beach Escape: Indulge in relaxing beach activities and peaceful strolls along the picturesque boardwalk.

Find great hotels near Highland Beach

Experience a delightful stay in Highland Beach, Maryland, where a range of hotel accommodations await. From charming bed and breakfasts to modern hotels, you’ll find options catering to various preferences, including pet-friendly and LGBTQIA welcoming environments. Whether you’re on business or leisure, discover accessible rooms and exceptional services that ensure a comfortable and enjoyable visit.

  • Best Western Annapolis: Located 9.7km away from Highland Beach, Best Western Annapolis offers a welcoming atmosphere for both business and leisure travellers. This hotel prides itself on being pet-friendly, allowing guests to bring their furry companions along for the stay. With amenities such as a waived fee for service animals and specific pet policies in place, it caters to those who travel with pets. The hotel’s convenient location and comfortable accommodations make it an excellent choice for those seeking a relaxing getaway with their pets.
  • Hampton Inn Baltimore/Glen Burnie: Situated 32.2km from Highland Beach, Hampton Inn Baltimore/Glen Burnie stands out for its inclusive environment, welcoming LGBTQIA travellers alongside business guests. The hotel features a pet-friendly policy that includes amenities like food and water bowls for pets and a variable fee structure. This property is known for its commitment to providing a safe and friendly atmosphere, ensuring all guests feel at home. Its convenient location makes it easy to explore the surrounding area while enjoying comfortable accommodations.
  • Holiday Inn Express Annapolis East-Kent Island by IHG: Just 19.3km from Highland Beach, the Holiday Inn Express Annapolis East-Kent Island is ideal for adventure seekers. With a focus on outdoor activities, this hotel offers access to nearby kayaking, hiking, swimming, and fishing opportunities, making it perfect for guests looking to explore the great outdoors. It also welcomes pets, ensuring that your four-legged friends can join in on the fun. The hotel combines comfort with adventure, promising an unforgettable stay for active travellers.

Where to stay in Highland Beach

Highland Beach offers a delightful blend of outdoor adventures and serene landscapes, perfect for a romantic getaway. Explore the vibrant community with its African American beaches, rich American history, and friendly atmosphere. Nearby, discover family-friendly activities and relaxing spots that enhance your holiday experience. Whether you're seeking a weekend of adventure or a quiet retreat, Highland Beach and its surrounding areas provide a captivating escape for every traveller.

  • Annapolis: As the capital of Maryland, Annapolis is a charming city steeped in history and maritime culture. Located adjacent to Highland Beach, it is renowned for its picturesque waterfront, historic architecture, and vibrant arts scene. Visitors can enjoy educational tours at the United States Naval Academy, indulge in shopping at local boutiques, or simply stroll along the scenic streets lined with colonial-era buildings. The city's outdoor activities are perfect for families, with parks and beaches that provide ample opportunities for relaxation and recreation. The summer months bring a lively atmosphere, making it an ideal time to explore its many attractions.
  • Oyster Harbor: Just 644m from Highland Beach, Oyster Harbor is a delightful neighbourhood that offers a peaceful retreat while still being close to urban attractions. It boasts easy access to recreational areas and is perfect for families looking to enjoy outdoor activities. The local beaches and nearby national state park provide stunning natural landscapes ideal for picnicking, hiking, and water sports. With its welcoming community vibe and a range of educational and shopping facilities, Oyster Harbor is a lovely place to explore and unwind.
  • Arundel on the Bay: Situated 1.3km from Highland Beach, Arundel on the Bay is a quaint neighbourhood known for its stunning views and serene environment. This area is perfect for families and couples seeking outdoor adventures or romantic getaways. Visitors can explore beautiful beaches and tranquil lakes, and enjoy the local historic college university nearby. The community is rich in charm and offers a selection of shopping and educational opportunities, making it an inviting destination for all types of travellers.

Things to do near Highland Beach

Highland Beach is perfect for outdoor enthusiasts seeking scenic views and romantic getaways. Visitors can enjoy various activities including leisurely strolls along the boardwalk, exploring the recreational areas, and indulging in shopping. Beach activities and a tranquil beach escape are essential experiences to savour during your stay, ensuring a fulfilling and delightful holiday.

Shopping

For a delightful shopping experience, visit the Wild Bird Center, located only 4.8km from Highland Beach, offering unique gifts for nature lovers. If you're up for a drive, the Queenstown Premium Outlets and Saint Michaels Village, both 27.4km away, provide a variety of shopping options and charming atmospheres.

Recreation

At Navy-Marine Corps Memorial Stadium, immerse yourself in a vibrant sports atmosphere while enjoying recreational activities. The Annapolis Golf Club offers a serene outdoor setting for golf enthusiasts. Experience the romance and culture at the Ballet Theater of Maryland, where dance performances captivate and entertain.

Adventure

Chesapeake Beach Water Park offers thrilling water slides and family-friendly attractions 27.4km from Highland Beach, perfect for a splash-filled day. For a taste of adventure, the Annapolis Sailing School, located 4.8km away, provides exhilarating sailing experiences, while Tose Family Tennis Center, 6.4km away, offers exciting tennis matches.

Nightlife

Experience the charming nightlife in Highland Beach by visiting The Colonial Players for a romantic theatre performance, or enjoy some fun at Annapolis Bowl's arcadeAdventureZone. For a family-friendly film experience, head to Regal Waugh Chapel cinema to unwind with your loved ones.

*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 offers a delightful blend of outdoor activities, stunning scenery, and romantic getaways. Visitors can explore a variety of points of interest, including marinas, urban parks, and historic houses. These attractions cater to those seeking cultural experiences, family-friendly outings, and opportunities to immerse themselves in nature, making it an ideal destination for diverse travellers.

  • U.S. Naval Academy: Explore the rich history and stunning architecture of the U.S. Naval Academy, located a mere 6.4km from Highland Beach. Discover its significance in American naval history while enjoying the beautiful campus scenery.
  • Chesapeake Bay Bridge: Experience the impressive Chesapeake Bay Bridge, 9.7km away, showcasing modern engineering marvels. The bridge offers breathtaking views of the bay and a vibrant city atmosphere, making it a perfect stop for photographs.
  • Sandy Point State Park: Just 11.3km from Highland Beach, Sandy Point State Park invites you to immerse yourself in nature. Enjoy outdoor activities, picturesque landscapes, and adventurous trails, ideal for families and nature enthusiasts alike.

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

Reaching Highland Beach, Maryland, is convenient with three major airports nearby. Washington, DC (DCA-Ronald Reagan Washington National) is situated 49.9km away, with luxurious hotels like The Ritz-Carlton, Pentagon City just 1.6km from the airport. Washington, DC (IAD-Washington Dulles International) is 85.3km distant, offering options such as the Hyatt Regency Dulles, located 1.6km from the airport. Lastly, Baltimore, MD (BWI-Baltimore Washington International Thurgood Marshall) lies 32.2km from Highland Beach, featuring elegant accommodations like The Ivy Hotel, 14.5km away. Each hotel provides easy access to its respective airport, ensuring a smooth travel experience.

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 3.7 mi (6 km) from the heart of Highland Beach, Graduate by Hilton Annapolis is a top choice for your stay, based on our traveller data. Two other options for your stay in the area are Crowne Plaza Annapolis by IHG and Historic Inns of Annapolis. 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 1197 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 Bay Ridge Beach and Carrs Beach 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.