Top 10 Hotels in Highland Beach, MD in 2026 (from $78)

Q: What accommodations do travelers recommend in Highland Beach?

Guests like DoubleTree by Hilton Hotel Annapolis , Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG .

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Where to stay in Highland Beach?

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

1. DoubleTree by Hilton Hotel Annapolis

Annapolis

$102 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel lobby with a sectional sofa, round ottomans, a chandelier, and large windows.

2. Hilton Garden Inn Annapolis

Annapolis

$95 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with a covered entrance, large columns, and a brick facade.

3. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

$108 total

includes taxes & fees

Nov 22 - Nov 23

A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

4. Hampton Inn & Suites Annapolis

Annapolis

$102 total

includes taxes & fees

Nov 22 - Nov 23

A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

5. Crowne Plaza Annapolis by IHG

Annapolis

$113 total

includes taxes & fees

Dec 16 - Dec 17

A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

6. Sonesta ES Suites Annapolis

Edgewater

$91 total

includes taxes & fees

Nov 24 - Nov 25

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

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

Annapolis

$104 total

includes taxes & fees

Dec 6 - Dec 7

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

8. Best Western Annapolis

Annapolis

$90 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with a large window, a dining area, and a kitchen in the background.

9. Candlewood Suites Annapolis by IHG

Annapolis

$96 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel room with a sofa set, armchairs, a coffee table, and a TV mounted on the wall.

10. TownePlace Suites by Marriott Annapolis

Annapolis

$115 total

includes taxes & fees

Nov 22 - Nov 23

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

11. Historic Inns of Annapolis

Historic District

$123 total

includes taxes & fees

Nov 22 - Nov 23

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

12. SpringHill Suites by Marriott Annapolis

Annapolis

$136 total

includes taxes & fees

Nov 29 - Nov 30

A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

13. Courtyard by Marriott Annapolis

Annapolis

$114 total

includes taxes & fees

Dec 6 - Dec 7

A modern lounge area with a sofa, chairs, a coffee table, and a bookshelf.

14. Hilton Garden Inn Annapolis Downtown

Annapolis

$116 total

includes taxes & fees

Dec 2 - Dec 3

A modern living room with a fireplace, a sofa, and a coffee table.

15. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

$136 total

includes taxes & fees

Nov 22 - Nov 23

A hotel lobby with a long bar area, seating, and a projection screen.

16. Comfort Inn Conference Center

Bowie

$98 total

includes taxes & fees

Nov 30 - Dec 1

A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

17. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Gambrills

$100 total

includes taxes & fees

Nov 29 - Nov 30

18. Village Inn Annapolis MD

Annapolis

$95 total

includes taxes & fees

Nov 16 - Nov 17

A hotel with a parking lot, multiple rooms, and a streetlight.

19. Red Roof Inn Annapolis

Annapolis

$84 total

includes taxes & fees

Nov 16 - Nov 17

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

20. The Westin Annapolis

Annapolis

$181 total

includes taxes & fees

Nov 29 - Nov 30

View all properties

Go beyond your typical stay in Highland Beach

Check out reviews of Highland Beach hotels guests love

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

10/10 Exceptional

Anonymous traveler

SpringHill Suites by Marriott Annapolis

Annapolis

10/10 Exceptional

Julie

DoubleTree by Hilton Hotel Annapolis

Annapolis

10/10 Exceptional

Celina

Sonesta ES Suites Annapolis

Edgewater

10/10 Exceptional

This was my first time at this brand of hotel so I didn’t have any expectations. I was surprised in a good way. The room was well appointed for a short stay and very clean. The kitchen was fully stocked. The gym was small but had everything I needed for a couple of workouts. There was also a very well stocked breakfast in the morning. I have special food needs and I found plenty to eat. The entire staff was pleasant and helpful. I had never been there before but will definitely go back.

Sheree

A two-story white building with a central entrance, steps, and a pink door.

134 Prince - Luxury Boutique Hotel

Annapolis

10/10 Exceptional

Reyna

Historic Inns of Annapolis

Historic District

10/10 Exceptional

Robert

Fairfield Inn & Suites By Marriott Annapolis

Annapolis

10/10 Exceptional

Property opened 5/2024. Still pristine when I visited with my fam. Free breakfast was very good. Gym is as you would expect in a Marriott- great. Staff working out some kinks in the check in process. Understandable to me as this is a new team. Nasty surprise when we checked in to learn there was a $30 parking fee. The lot is self park and an open lot. This was not disclosed when I booked on Expedia. I will not return to this property for this reason.

ronald

Courtyard by Marriott Annapolis

Annapolis

10/10 Exceptional

This hotel is incredible, from the service to the amenities. We visit Annapolis to see family every single summer, and this was the first time that we stayed at the Courtyard by Marriott, and it will not be the last. We had some issues with the hotel that we normally stay at, and had to change hotels last minute. We were about 2 hours from Annapolis and were desperate for rooms, and they were more than catering to our needs. We were traveling in a party of five and upon arrival, after hearing...

Lillian

Hampton Inn & Suites Annapolis

Annapolis

10/10 Exceptional

Anonymous traveler

A church with a spire, surrounded by trees and illuminated by warm lights.

86 State Circle - Luxury Boutique Hotel

Historic District

10/10 Exceptional

Randall

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Gambrills

10/10 Exceptional

Anonymous traveler

A large, multi-story building with a prominent red cylindrical tower, a covered patio area, and a well-maintained garden.

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Exceptional

Chuck

Frequently Asked Questions

What accommodations do travelers recommend in Highland Beach?

Guests like DoubleTree by Hilton Hotel Annapolis, Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG.

Can I book a refundable hotel in Highland Beach?

If you're looking for the flexibility to change your travel plans to Highland Beach, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Highland Beach be like during my visit?

July and August are typically the warmest months in Highland Beach when the average temp is 75°F. January and February are the coldest months when the average temperature is 40°F. July and September are the months with the most rain.

Why should I book my Highland Beach accommodation with Hotels.com?

There are lots of reasons to book your Highland Beach trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.