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

￥35,921 total

includes taxes & fees

Oct 25 - Oct 26

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

￥19,094 total

includes taxes & fees

Oct 18 - Oct 19

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

3. Crowne Plaza Annapolis by IHG

6.2 km from Hillsmere

Jose

￥19,893 total

includes taxes & fees

Oct 25 - Oct 26

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

4. SpringHill Suites by Marriott Annapolis

5.4 km from Hillsmere

Lisa

￥21,480 total

includes taxes & fees

Nov 1 - Nov 2

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

5. Historic Inns of Annapolis

Historic District, 4.4 km from Hillsmere

Ashley

￥20,881 total

includes taxes & fees

Nov 9 - Nov 10

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

6. Graduate by Hilton Annapolis

4.2 km from Hillsmere

Mark

￥26,545 total

includes taxes & fees

Oct 26 - Oct 27

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

￥18,231 total

includes taxes & fees

Oct 18 - Oct 19

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

8. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 4.2 km from Hillsmere

William

￥40,288 total

includes taxes & fees

Nov 2 - Nov 3

9. Hilton Garden Inn Annapolis Downtown

4.1 km from Hillsmere

petra

￥19,094 total

includes taxes & fees

Nov 11 - Nov 12

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

10. Sonesta ES Suites Annapolis

5.5 km from Hillsmere

Dennis

￥17,148 total

includes taxes & fees

Nov 8 - Nov 9

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

11. Fairfield Inn & Suites By Marriott Annapolis

4.4 km from Hillsmere

Imola

￥24,369 total

includes taxes & fees

Oct 28 - Oct 29

12. Residence Inn By Marriott Annapolis

4.3 km from Hillsmere

Francis

￥27,437 total

includes taxes & fees

Oct 28 - Oct 29

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

￥17,614 total

includes taxes & fees

Oct 21 - Oct 22

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

￥18,109 total

includes taxes & fees

Nov 1 - Nov 2

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

15. Hilton Garden Inn Annapolis

5.9 km from Hillsmere

Glenn

￥16,724 total

includes taxes & fees

Nov 9 - Nov 10

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

16. Best Western Annapolis

5.8 km from Hillsmere

Silvia

￥14,297 total

includes taxes & fees

Oct 20 - Oct 21

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

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

6.9 km from Hillsmere

Catherine

￥16,464 total

includes taxes & fees

Nov 9 - Nov 10

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

18. 134 Prince - Luxury Boutique Hotel

4.5 km from Hillsmere

Chris

￥53,874 total

includes taxes & fees

Oct 25 - Oct 26

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

19. Inn at Horn Point

Eastport, 3.4 km from Hillsmere

JOHN

￥92,909 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.

20. TownePlace Suites by Marriott Annapolis

5.7 km from Hillsmere

Nkusu Lauren

￥20,578 total

includes taxes & fees

Oct 21 - Oct 22

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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

Days Inn by Wyndham Lanham Washington DC

10/10 Excellent

"My stay here was a good one. It was a last minute booking. Now at first I wasn't sure what was goiThe room was nice."

The Hotel at Arundel Preserve

10/10 Excellent

"As always, our room was super clean and ready upon check in. Staff at the desk were five-star. We normally eat away from the hotel, but decided to try the restaurant for breakfast the next day. Very good, hot, and priced pretty good for a hotel restaurant. The ONLY thing that I found bogus, was the pay to park thing. I hadn't been down there since 2024, so it was obviously implemented after that. I don't usually stay at hotels where you have to pay parking."

Holiday Inn Express Baltimore-BWI Airport West by IHG

10/10 Excellent

"My husband and I stayed here and the location was great. The shuttles run to more than just the airport and the staff is very polite and helpful. The breakfast was as good as I expected. The room wasn’t as updated as some properties we’ve stayed at, but they’re not shabby. The beds were very hard though."

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. Crowne Plaza Annapolis by IHG

4. SpringHill Suites by Marriott Annapolis

5. Historic Inns of Annapolis

6. Graduate by Hilton Annapolis

7. Holiday Inn Express & Suites Annapolis by IHG

8. Annapolis Waterfront Hotel, Autograph Collection

9. Hilton Garden Inn Annapolis Downtown

10. Sonesta ES Suites Annapolis

11. Fairfield Inn & Suites By Marriott Annapolis

12. Residence Inn By Marriott Annapolis

13. Hampton Inn & Suites Annapolis

14. Courtyard by Marriott Annapolis

15. Hilton Garden Inn Annapolis

16. Best Western Annapolis

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

18. 134 Prince - Luxury Boutique Hotel

19. Inn at Horn Point

20. TownePlace Suites by Marriott Annapolis

Where to stay in Hillsmere

Historic District

Eastport

Murray Hill

Cape Saint Claire

Admiral Heights

Top Hillsmere Hotel Reviews

Days Inn by Wyndham Lanham Washington DC

Frequently asked questions

Explore a world of travel with Expedia