Default HTG hotel image

Find hotels in Highland Beach, MD from CA $126

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland Beach hotels

1. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"Location was very clean, front desk staff on the check-in were great, they do have comp breakfast and coffee lots of parking. this is my second visit there in that area and do recommend it to any one !!!!"
United States
Jaime
The price is CA $129
CA $147 total
includes taxes & fees
Jul 29 - Jul 30
Holiday Inn Express & Suites Annapolis by IHG

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,055 reviews)
"Beautiful hotel. Very clean and amazing staff."
United States
Lena
The price is CA $144
CA $165 total
includes taxes & fees
Aug 23 - Aug 24
DoubleTree by Hilton Hotel Annapolis

3. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,010 reviews)
"Amazing location and clean room."
United States
Ava
The price is CA $170
CA $193 total
includes taxes & fees
Aug 2 - Aug 3
Hilton Garden Inn Annapolis Downtown

4. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"The rooms were clean and modern, and my kids loved the pool. The breakfast was excellent, and we thoroughly enjoyed our stay"
United States
Zhun Wha
The price is CA $182
CA $207 total
includes taxes & fees
Jul 29 - Jul 30
SpringHill Suites by Marriott Annapolis

5. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,004 reviews)
"EXCELLENTE STAFF AND GREAT BREAKFAST..."
United States
Julian
The price is CA $110
CA $126 total
includes taxes & fees
Jul 27 - Jul 28
Best Western Annapolis

6. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,900 reviews)
"In the heart of Annapolis with history and easy accessibility to many shops & restaurants!"
United States
Leesha
The price is CA $189
CA $263 total
includes taxes & fees
Jul 27 - Jul 28
Historic Inns of Annapolis

7. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1,006 reviews)
"Very nice hotel, great staff. Loved the convenient location."
United States
Marie
The price is CA $137
CA $157 total
includes taxes & fees
Jul 30 - Jul 31
Hampton Inn & Suites Annapolis

8. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,008 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is CA $166
CA $189 total
includes taxes & fees
Aug 12 - Aug 13
Crowne Plaza Annapolis by IHG

9. 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, (1,050 reviews)
"Clean room, good breakfast, and nice staff."
United States
Jing
The price is CA $151
CA $172 total
includes taxes & fees
Aug 23 - Aug 24
Country Inn & Suites by Radisson, Annapolis, MD

10. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,005 reviews)
"Always a pleasant stay at this hotel."
United States
Daniela
The price is CA $150
CA $171 total
includes taxes & fees
Jul 28 - Jul 29
Sonesta ES Suites Annapolis

11. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,001 reviews)
"we did not stay in the hotel much and did not use the extra amenities, but the rooms were clean. The staff helpful and friendly. The weekday made-to-order breakfast was great and the weekend buffet was mire than adequate. Both were reasonably priced."
United States
Susan
The price is CA $137
CA $157 total
includes taxes & fees
Aug 4 - Aug 5
Hilton Garden Inn Annapolis

12. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Clean room, great customer service and very nice people. The hotel is stunning"
United States
Jessica
The price is CA $238
CA $271 total
includes taxes & fees
Jul 26 - Jul 27
The Westin Annapolis

13. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
8.8 out of 10, Excellent, (220 reviews)
"Overall very nice and comfortable place to stay!"
United States
Eileen
The price is CA $190
CA $217 total
includes taxes & fees
Jul 29 - Jul 30
Fairfield Inn & Suites By Marriott Annapolis

14. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (286 reviews)
"Very nice room and lovely staff"
United States
Enzo
The price is CA $124
CA $148 total
includes taxes & fees
Aug 17 - Aug 18
Candlewood Suites Annapolis by IHG

15. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,006 reviews)
"Wonderfully decorated, felt like Annapolis all over"
United States
Gabriela
The price is CA $238
CA $272 total
includes taxes & fees
Aug 2 - Aug 3
Graduate by Hilton Annapolis

16. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,002 reviews)
"Pretty standard marriott stay. Clean, quiet, helpful, pricy."
United States
Tyriek
The price is CA $182
CA $207 total
includes taxes & fees
Jul 26 - Jul 27
Courtyard by Marriott Annapolis

17. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (82 reviews)
"Amazing stay!"
United States
Caitlin
The price is CA $214
CA $244 total
includes taxes & fees
Aug 9 - Aug 10
Residence Inn By Marriott Annapolis

18. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (949 reviews)
"Definitely the view of the harbor from our room and how all the stores and restaurants were in walking distance"
United States
Salvatore
The price is CA $316
CA $360 total
includes taxes & fees
Aug 9 - Aug 10
Annapolis Waterfront Hotel, Autograph Collection

19. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
Annapolis
9.2 out of 10, Wonderful, (115 reviews)
"Room was clean, staff were very accommodating, breakfast was delicious and had a variety of options for everyone. I would highly recommend this hotel."
United States
Jamila
The price is CA $166
CA $189 total
includes taxes & fees
Aug 2 - Aug 3
TownePlace Suites by Marriott Annapolis

20. Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (512 reviews)
"Always clean staff friendly professional used to pretty much live here years ago always worked with me treated me right.Highly recommend 👌 👍"
United States
Stephen
The price is CA $117
CA $133 total
includes taxes & fees
Jul 27 - Jul 28
Village Inn Annapolis MD
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Beach Hotel Reviews

More cheap stays in Highland Beach

Hotels in Highland Beach with star rating

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 CA $126 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.

Explore a world of travel with Expedia