Top 10 Hotels in Highland Beach, MD from SAR 335 - Competitive Prices

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Our top choices for Highland Beach hotels

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

A hotel reception area with a reception desk, a television, and seating area.

A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

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

1. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

SAR 522

SAR 595 total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.

A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

2. Crowne Plaza Annapolis by IHG

Annapolis

Cynthia

SAR 413

SAR 471 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

A hotel entrance with a covered walkway, a flag, and a landscaped area with trees.

A modern office setup with two monitors, a keyboard, and two wooden chairs.

3. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

SAR 379

SAR 432 total

includes taxes & fees

6 Oct - 7 Oct

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

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

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

4. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

SAR 338

SAR 385 total

includes taxes & fees

4 Oct - 5 Oct

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

A swimming pool with a tiled edge, wooden chairs, and tables around it.

A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

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

Annapolis

Leslie

SAR 357

SAR 408 total

includes taxes & fees

25 Oct - 26 Oct

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

A swimming pool with lounge chairs and a brick building in the background.

A hotel lobby with a dining area, a fireplace, and a view of the outside.

A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.

6. Hampton Inn & Suites Annapolis

Annapolis

Courtney

SAR 397

SAR 453 total

includes taxes & fees

7 Oct - 8 Oct

A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

A hotel with a modern design, featuring a mix of brick and siding exteriors, a covered entrance, and a parking area.

A reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.

A modern kitchen with a white countertop, stainless steel appliances, and wooden cabinets.

7. TownePlace Suites by Marriott Annapolis

Annapolis

Nkusu Lauren

SAR 413

SAR 471 total

includes taxes & fees

7 Oct - 8 Oct

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

A modern lobby with a reception desk, seating area, and a patterned rug.

A gym with treadmills, weight machines, and dumbbells.

8. Sonesta ES Suites Annapolis

Edgewater

Philip

SAR 342

SAR 390 total

includes taxes & fees

28 Oct - 29 Oct

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

A hotel lobby with a reception desk, seating area, and dining space.

A hotel room with a large bed, a desk with a laptop, a television, and a door with a curtain.

A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

9. Best Western Annapolis

Annapolis

Sanaul

SAR 294

SAR 335 total

includes taxes & fees

4 Oct - 5 Oct

An outdoor patio with tables, chairs, and a fire feature.

A bar area with a long counter, multiple stools, and a television above.

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

A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

10. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Kirk

SAR 507

SAR 578 total

includes taxes & fees

27 Oct - 28 Oct

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

A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.

A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.

11. Courtyard by Marriott Annapolis

Annapolis

Jim

SAR 426

SAR 486 total

includes taxes & fees

7 Oct - 8 Oct

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

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

12. The Westin Annapolis

Annapolis

Bobbi

SAR 747

SAR 852 total

includes taxes & fees

25 Oct - 26 Oct

A modern lobby with a seating area, a fireplace, and a bookshelf.

A modern bar area with a long counter, bar stools, and shelves stocked with various bottles.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.

A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.

13. Hilton Garden Inn Annapolis Downtown

Annapolis

Suma

SAR 428

SAR 488 total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a reception desk, seating area, and potted plants.

A hotel dining area with multiple tables and chairs, large windows, and a chandelier.

A modern bar area with a wooden counter, bar stools, and a wine display.

A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.

14. Hilton Garden Inn Annapolis

Annapolis

Glenn

SAR 380

SAR 433 total

includes taxes & fees

29 Oct - 30 Oct

A bar area with a long counter, multiple stools, and a television screen above.

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

15. Residence Inn By Marriott Annapolis

Annapolis

Francis

SAR 571

SAR 651 total

includes taxes & fees

27 Oct - 28 Oct

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

A spacious atrium with a high ceiling, skylights, and a patterned floor.

16. Graduate by Hilton Annapolis

Annapolis

princess

SAR 551

SAR 628 total

includes taxes & fees

26 Oct - 27 Oct

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

A marina with multiple boats docked during sunset.

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

A historic brick building with a red roof, multiple windows, and a central staircase.

17. Historic Inns of Annapolis

Historic District

Ashley

SAR 374

SAR 555 total

includes taxes & fees

12 Oct - 13 Oct

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

A modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.

An outdoor patio with a brick floor, surrounded by lush greenery and trees.

A modern gym with weight racks, benches, and exercise equipment.

18. Candlewood Suites Annapolis by IHG

Annapolis

Darren

SAR 349

SAR 417 total

includes taxes & fees

1 Nov - 2 Nov

Two Adirondack chairs facing a calm body of water with a clear sky above.

A reception desk with a modern design, a digital display, and a check-in counter.

A modern food court with a central island, various food stations, and a yogurt display.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

19. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Marc

SAR 387

SAR 429 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a table set for two, overlooking a marina with boats.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

20. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

SAR 868

SAR 990 total

includes taxes & fees

1 Nov - 2 Nov

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Top Highland Beach Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"All good. Great location and nice/clean rooms."

Sonesta ES Suites Annapolis

10/10 Excellent

"The staff was welcoming and very pleasant at check in. I was able to park my car next to my room so i did not have to walk a lot together to my room. The room and amenities at this hotel is amazing! Full kitchen! Easy accred walking path to the breakfast buffet. The breakfast was excellent with healthy choices . I enjoyed my stay!!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Beautiful views, great food options, and free bikes! My mom, sister and I had a great little getaway. Will be back."

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Had a good time. Nice area"

St Michaels Inn

8/10 Good

"Clean and breakfast was provided. It was in the right location that we needed for our weekend. Stay."

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"Everything was perfect 👍"

Crowne Plaza Annapolis by IHG

10/10 Excellent

"convenient"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Excellent location. Marriott has renovated the bar downstairs; one side is a Mexican restaurant and the other is Italian. Both have great food and service."

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent

"I stay here when I’m flying home because it’s close enough to the airport, friendly staff, clean rooms, quiet at night and lots of dining choices close by!"

More cheap stays in Highland Beach

Best Western Annapolis

2520 Riva Rd Annapolis MD

SAR 294

SAR 335 total

4 Oct - 5 Oct

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

SAR 335

SAR 368 total

7 Oct - 8 Oct

includes taxes & fees

8/10 Very Good! (1,002 reviews)

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

SAR 351

SAR 400 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,160 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

SAR 379

SAR 432 total

6 Oct - 7 Oct

includes taxes & fees

8.4/10 Very Good! (1,001 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

SAR 407

SAR 452 total

4 Oct - 5 Oct

includes taxes & fees

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD

SAR 409

SAR 462 total

7 Oct - 8 Oct

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Highland Beach?

Located 5.6 mi (9 km) from the heart of Highland Beach, DoubleTree by Hilton Hotel Annapolis is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Highland Beach.

What are some of the best vacation rentals in Highland Beach?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental near Highland Beach is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Highland Beach.

If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it 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.

Where can I learn more about changing or cancelling my trip to Highland Beach?

For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.

What is staying in Highland Beach like?

Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1231 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.

What should I see while I'm in 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 Maryland Quiet Waters Park in the area. Check out what more to see and do in Expedia's Highland Beach guide.

What's the seasonal weather like in Highland Beach?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.

Find hotels in Highland Beach, MD from SAR 335

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Highland Beach

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Highland Beach hotels

1. SpringHill Suites by Marriott Annapolis

2. Crowne Plaza Annapolis by IHG

3. Holiday Inn Express & Suites Annapolis by IHG

4. DoubleTree by Hilton Hotel Annapolis

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

6. Hampton Inn & Suites Annapolis

7. TownePlace Suites by Marriott Annapolis

8. Sonesta ES Suites Annapolis

9. Best Western Annapolis

10. Fairfield Inn & Suites By Marriott Annapolis

11. Courtyard by Marriott Annapolis

12. The Westin Annapolis

13. Hilton Garden Inn Annapolis Downtown

14. Hilton Garden Inn Annapolis

15. Residence Inn By Marriott Annapolis

16. Graduate by Hilton Annapolis

17. Historic Inns of Annapolis

18. Candlewood Suites Annapolis by IHG

19. Holiday Inn Express Annapolis East-Kent Island by IHG

20. Annapolis Waterfront Hotel, Autograph Collection

Top Highland Beach Hotel Reviews

Historic Inns of Annapolis

Sonesta ES Suites Annapolis

The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Kent Island Marina

St Michaels Inn

Holiday Inn Express & Suites Annapolis by IHG

Crowne Plaza Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

Microtel Inn & Suites by Wyndham Gambrills/Odenton

More cheap stays in Highland Beach

Best Western Annapolis

St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Holiday Inn Express & Suites Annapolis by IHG

Best Western Kent Narrows Inn

Comfort Inn Conference Center

Frequently asked questions

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