Find hotels in Highland Beach, MD from CA $132

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Our top choices for Highland Beach hotels

1. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,007 reviews)
"Good hotel for the price"
United States
Brenda
The price is CA $153
CA $170 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Kent Narrows Inn

2. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (917 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is CA $148
CA $164 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Grasonville near Kent Island

3. Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.2 out of 10, Wonderful, (1,100 reviews)
"Breakfast was great"
United States
Sean
The price is CA $142
CA $162 total
includes taxes & fees
Jun 28 - Jun 29
Microtel Inn & Suites by Wyndham Gambrills

4. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,013 reviews)
"It was one of the nicest places we've stayed in our travels."
United States
William
The price is CA $148
CA $169 total
includes taxes & fees
Jun 10 - Jun 11
DoubleTree by Hilton Hotel Annapolis

5. Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,006 reviews)
"Great place and location."
United States
Francis
The price is CA $159
CA $179 total
includes taxes & fees
Jul 7 - Jul 8
Comfort Inn Conference Center

6. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (142 reviews)
"We loved the quaintness of the room, complete with a gas fireplace and floor to ceiling drapes. Having a restaurant right on site was incredible. I especially loved the girl dinner deal! We enjoyed the stay and the property was beautiful."
United States
Kiana
The price is CA $214
CA $284 total
includes taxes & fees
Jun 10 - Jun 11
Kent Island Resort

7. 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, (1,001 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is CA $187
CA $207 total
includes taxes & fees
Jun 15 - Jun 16
Holiday Inn Express Annapolis East-Kent Island by IHG

8. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,001 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is CA $175
CA $193 total
includes taxes & fees
Jun 15 - Jun 16
St Michaels Inn

9. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,007 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is CA $191
CA $254 total
includes taxes & fees
Jun 23 - Jun 24
Rod 'N' Reel Resort

10. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,004 reviews)
"Very big room. Comfortable."
United States
Sue
The price is CA $205
CA $227 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Garden Inn Kent Island Marina

11. Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,008 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
United States
Brian
The price is CA $115
CA $132 total
includes taxes & fees
Jun 14 - Jun 15
Best Western Annapolis

12. 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, (1,032 reviews)
"Friendly staff, easy parking, great breakfast"
United States
Theresa
The price is CA $141
CA $161 total
includes taxes & fees
Jun 21 - Jun 22
Country Inn & Suites by Radisson, Annapolis, MD

13. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (386 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is CA $209
CA $230 total
includes taxes & fees
Jun 9 - Jun 10
Knapps Narrows Marina & Inn

14. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1,866 reviews)
"Great hotel..will definitely be back"
United States
Randy
The price is CA $144
CA $212 total
includes taxes & fees
Jun 15 - Jun 16
Historic Inns of Annapolis

15. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
9.0 out of 10, Wonderful, (263 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is CA $146
CA $174 total
includes taxes & fees
Jun 15 - Jun 16
Candlewood Suites Annapolis by IHG

16. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,013 reviews)
"Great place to stay for a short visit to Annapolis."
United States
Jeffrey
The price is CA $164
CA $187 total
includes taxes & fees
Jul 5 - Jul 6
Crowne Plaza Annapolis by IHG

17. Hampton Inn Bowie

Hampton Inn Bowie
2.5 star property
Bowie
8.2 out of 10, Very good, (1,009 reviews)
"Great hotel "
United States
Christel
The price is CA $125
CA $141 total
includes taxes & fees
Jun 21 - Jun 22
Hampton Inn Bowie

18. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (454 reviews)
"Wonderful stay!"
United States
Rachel
The price is CA $319
CA $382 total
includes taxes & fees
Jul 6 - Jul 7
The Wildset

19. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (766 reviews)
"Great Stay!!"
United States
Richard
The price is CA $250
CA $277 total
includes taxes & fees
Jun 30 - Jul 1
Hyatt Place Kent Narrows & Marina

20. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,003 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is CA $151
CA $173 total
includes taxes & fees
Jun 16 - Jun 17
Hilton Garden Inn Annapolis
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Top Highland Beach Hotel Reviews

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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 can I save on a Highland Beach hotel booking with Expedia?
Members always get our best prices. Find our best Highland Beach hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
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 $132 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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