The Best Hotels in Hillsmere, Annapolis - 2026 Updated Prices

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

฿7,607 total

includes taxes & fees

12 Oct - 13 Oct

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

2. SpringHill Suites by Marriott Annapolis

5.4 km from Hillsmere

Lisa

฿4,549 total

includes taxes & fees

1 Nov - 2 Nov

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

฿4,697 total

includes taxes & fees

30 Oct - 31 Oct

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

4. DoubleTree by Hilton Hotel Annapolis

5.9 km from Hillsmere

Michele

฿4,231 total

includes taxes & fees

19 Oct - 20 Oct

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

฿5,611 total

includes taxes & fees

26 Oct - 27 Oct

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

6. Fairfield Inn & Suites By Marriott Annapolis

4.4 km from Hillsmere

Imola

฿3,784 total

includes taxes & fees

13 Oct - 14 Oct

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

฿3,631 total

includes taxes & fees

9 Nov - 10 Nov

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

8. Crowne Plaza Annapolis by IHG

6.2 km from Hillsmere

Jose

฿4,014 total

includes taxes & fees

25 Oct - 26 Oct

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

฿8,532 total

includes taxes & fees

26 Oct - 27 Oct

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

10. Hilton Garden Inn Annapolis Downtown

4.1 km from Hillsmere

petra

฿4,043 total

includes taxes & fees

25 Oct - 26 Oct

11. Residence Inn By Marriott Annapolis

4.3 km from Hillsmere

Francis

฿5,810 total

includes taxes & fees

8 Nov - 9 Nov

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

12. Sonesta ES Suites Annapolis

5.5 km from Hillsmere

Philip

฿3,478 total

includes taxes & fees

1 Nov - 2 Nov

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

13. Hampton Inn & Suites Annapolis

5.5 km from Hillsmere

Courtney

฿3,730 total

includes taxes & fees

18 Oct - 19 Oct

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

14. Courtyard by Marriott Annapolis

5.9 km from Hillsmere

Jim

฿3,835 total

includes taxes & fees

1 Nov - 2 Nov

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

15. 134 Prince - Luxury Boutique Hotel

4.5 km from Hillsmere

Chris

฿12,879 total

includes taxes & fees

12 Oct - 13 Oct

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

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

6.9 km from Hillsmere

Catherine

฿3,486 total

includes taxes & fees

1 Nov - 2 Nov

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

17. TownePlace Suites by Marriott Annapolis

5.7 km from Hillsmere

Nkusu Lauren

฿4,358 total

includes taxes & fees

19 Oct - 20 Oct

A conference room with a large table, chairs, water bottles, and a flat-screen TV on the wall.

18. Hilton Garden Inn Annapolis

5.9 km from Hillsmere

Glenn

฿3,541 total

includes taxes & fees

9 Nov - 10 Nov

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

19. Best Western Annapolis

5.8 km from Hillsmere

Silvia

฿3,027 total

includes taxes & fees

13 Oct - 14 Oct

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

20. Inn at Horn Point

Eastport, 3.4 km from Hillsmere

JOHN

฿20,589 total

includes taxes & fees

30 Oct - 31 Oct

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Where to stay in Hillsmere

Find the best Hillsmere areas 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

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

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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

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

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

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

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Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

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Top Hillsmere Hotel Reviews

Historic Inns of Annapolis

8/10 Good

"Nice place with an excellent location. PARKING is a BIG problem, we were lucky to have Family nearby. 50 a night for valet parking is exorbitant. Only broadcast TV, they should have paid the cable bill. Coffee and tea service pathetic, don't offer if you can't supply it. I would stay there again, the location can't be beat."

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?

Travellers are sure to enjoy a stay in Annapolis's Hillsmere neighbourhood. Make sure that you visit Maryland Quiet Waters Park and Great Frogs Winery as part of your Hillsmere travel plans.

How many hotels should I expect to find in the Hillsmere area?

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

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

Yes, most hotel room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Hillsmere.

What is there to do in this Annapolis neighbourhood?

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, make sure that you visit other sights such as 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. SpringHill Suites by Marriott Annapolis

3. Historic Inns of Annapolis

4. DoubleTree by Hilton Hotel Annapolis

5. Graduate by Hilton Annapolis

6. Fairfield Inn & Suites By Marriott Annapolis

7. Holiday Inn Express & Suites Annapolis by IHG

8. Crowne Plaza Annapolis by IHG

9. Annapolis Waterfront Hotel, Autograph Collection

10. Hilton Garden Inn Annapolis Downtown

11. Residence Inn By Marriott Annapolis

12. Sonesta ES Suites Annapolis

13. Hampton Inn & Suites Annapolis

14. Courtyard by Marriott Annapolis

15. 134 Prince - Luxury Boutique Hotel

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

17. TownePlace Suites by Marriott Annapolis

18. Hilton Garden Inn Annapolis

19. Best Western Annapolis

20. Inn at Horn Point

Where to stay in Hillsmere

Historic District

Eastport

Murray Hill

Cape Saint Claire

Admiral Heights

Top Hillsmere Hotel Reviews

Historic Inns of Annapolis

Frequently asked questions

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