Top Hillsmere Hotels

A grassy area with two Adirondack chairs near a waterfront, a large tree, and a distant view of the sea.

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Our top choices for Hillsmere hotels

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

1. The Westin Annapolis

4 km from Hillsmere

Bobbi

₩304,052 total

includes taxes & fees

Oct 12 - Oct 13

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

2. DoubleTree by Hilton Hotel Annapolis

5.9 km from Hillsmere

Michele

₩169,138 total

includes taxes & fees

Oct 19 - Oct 20

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

3. Historic Inns of Annapolis

Historic District, 4.4 km from Hillsmere

Ashley

₩187,749 total

includes taxes & fees

Oct 30 - Oct 31

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

4. Crowne Plaza Annapolis by IHG

6.2 km from Hillsmere

Jose

₩160,429 total

includes taxes & fees

Oct 25 - Oct 26

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

5. Graduate by Hilton Annapolis

4.2 km from Hillsmere

Mark

₩224,264 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with a sofa, a desk, a bed, and a kitchenette.

6. SpringHill Suites by Marriott Annapolis

5.4 km from Hillsmere

Lisa

₩181,820 total

includes taxes & fees

Nov 1 - Nov 2

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

7. Holiday Inn Express & Suites Annapolis by IHG

5.7 km from Hillsmere

Omer

₩145,151 total

includes taxes & fees

Nov 9 - Nov 10

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

8. Fairfield Inn & Suites By Marriott Annapolis

4.4 km from Hillsmere

Imola

₩206,266 total

includes taxes & fees

Oct 27 - Oct 28

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

9. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 4.2 km from Hillsmere

William

₩341,026 total

includes taxes & fees

Oct 26 - Oct 27

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

10. Hilton Garden Inn Annapolis Downtown

4.1 km from Hillsmere

petra

₩161,621 total

includes taxes & fees

Oct 25 - Oct 26

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

11. Sonesta ES Suites Annapolis

5.5 km from Hillsmere

Philip

₩139,038 total

includes taxes & fees

Nov 1 - Nov 2

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

12. Courtyard by Marriott Annapolis

5.9 km from Hillsmere

Jim

₩153,278 total

includes taxes & fees

Nov 1 - Nov 2

13. Residence Inn By Marriott Annapolis

4.3 km from Hillsmere

Francis

₩232,241 total

includes taxes & fees

Oct 27 - Oct 28

A white two-story building with a central entrance, a staircase, and a small garden area.

14. 134 Prince - Luxury Boutique Hotel

4.5 km from Hillsmere

Chris

₩514,800 total

includes taxes & fees

Oct 12 - Oct 13

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

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

6.9 km from Hillsmere

Catherine

₩139,344 total

includes taxes & fees

Nov 1 - Nov 2

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

16. Hampton Inn & Suites Annapolis

5.5 km from Hillsmere

Courtney

₩149,092 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with a flat-screen TV, a desk with a chair, a framed picture on the wall, a lamp, and an air conditioning unit.

17. Hilton Garden Inn Annapolis

5.9 km from Hillsmere

Glenn

₩141,559 total

includes taxes & fees

Nov 9 - Nov 10

Two wooden chairs facing a calm body of water at sunset.

18. Inn at Horn Point

Eastport, 3.4 km from Hillsmere

JOHN

₩823,000 total

includes taxes & fees

Oct 30 - Oct 31

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

19. TownePlace Suites by Marriott Annapolis

5.7 km from Hillsmere

Nkusu Lauren

₩174,180 total

includes taxes & fees

Oct 19 - Oct 20

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

20. Best Western Annapolis

5.8 km from Hillsmere

Silvia

₩121,010 total

includes taxes & fees

Oct 13 - Oct 14

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Where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most.

An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

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A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

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A cityscape with historic buildings, a river, and a bridge in the background.

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland.

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A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

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Admiral Heights

Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.

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Top Hillsmere Hotel Reviews

Holiday Inn Express Baltimore-BWI Airport West by IHG

10/10 Excellent

"This is my fourth time staying at this property, and I continue to choose it over other hotels, even when there are cheaper options available. The breakfast is by far one of the best, the rooms are comfortable, and the location is excellent. What I appreciate most is that guest concerns are genuinely listened to, taken seriously, and addressed. It’s refreshing to stay somewhere that values guest feedback and actually makes changes to improve the experience. The overall experience has consistently been great, which is why I keep coming back. I truly appreciate the quality, comfort, and hospitality this property provides and look forward to staying here again!"

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"We arrived after midnight due to delayed flights home and opposed to a 2.5 hour drive, we decided to get a room nearest the airport. This place was it and the complimentary breakfast was far superior that your usual “feee breakfast”. There was an actual waiter. Great experience"

Frequently asked questions

What is Hillsmere like?

Travelers are sure to enjoy a stay in Annapolis's Hillsmere neighborhood. Be sure to check out Maryland Quiet Waters Park and Great Frogs Winery as part of your Hillsmere travel plans.

How many hotels are there in the Hillsmere area?

When you want to kick up your feet after a day of exploring the sights in Annapolis, you can choose from 11 Expedia hotels and other accommodations in Hillsmere.

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

Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the best deals in Hillsmere.

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

To find more details about changing or cancelling your trip to Hillsmere, head over to our customer service page.

What is there to do in this Annapolis neighborhood?

A few attractions you might want to check out while you're in Hillsmere are Maryland Quiet Waters Park and Great Frogs Winery. While you're out sightseeing in Annapolis, be sure to visit other sights like Bay Bridge Market Place Shopping Center or Wild Bird Center.

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Our top choices for Hillsmere hotels

1. The Westin Annapolis

2. DoubleTree by Hilton Hotel Annapolis

3. Historic Inns of Annapolis

4. Crowne Plaza Annapolis by IHG

5. Graduate by Hilton Annapolis

6. SpringHill Suites by Marriott Annapolis

7. Holiday Inn Express & Suites Annapolis by IHG

8. Fairfield Inn & Suites By Marriott Annapolis

9. Annapolis Waterfront Hotel, Autograph Collection

10. Hilton Garden Inn Annapolis Downtown

11. Sonesta ES Suites Annapolis

12. Courtyard by Marriott Annapolis

13. Residence Inn By Marriott Annapolis

14. 134 Prince - Luxury Boutique Hotel

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

16. Hampton Inn & Suites Annapolis

17. Hilton Garden Inn Annapolis

18. Inn at Horn Point

19. TownePlace Suites by Marriott Annapolis

20. Best Western Annapolis

Where to stay in Hillsmere

Historic District

Eastport

Murray Hill

Cape Saint Claire

Admiral Heights

Top Hillsmere Hotel Reviews

Holiday Inn Express Baltimore-BWI Airport West by IHG

Frequently asked questions

Explore a world of travel with Expedia