Top 10 Hillsmere Hotels of 2026

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

1. DoubleTree by Hilton Hotel Annapolis

5.9 km from Hillsmere

Michele

includes taxes & fees

27 Sept - 28 Sept

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

2. Sonesta ES Suites Annapolis

5.5 km from Hillsmere

Philip

includes taxes & fees

1 Oct - 2 Oct

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

3. Hilton Garden Inn Annapolis Downtown

4.1 km from Hillsmere

Jeffrey

includes taxes & fees

30 Sept - 1 Oct

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

4. Holiday Inn Express & Suites Annapolis by IHG

5.7 km from Hillsmere

Wilma

includes taxes & fees

27 Sept - 28 Sept

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

ian

includes taxes & fees

12 Oct - 13 Oct

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

6. Crowne Plaza Annapolis by IHG

6.2 km from Hillsmere

Cynthia

includes taxes & fees

30 Sept - 1 Oct

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

7. Graduate by Hilton Annapolis

4.2 km from Hillsmere

Boryana

includes taxes & fees

30 Sept - 1 Oct

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

8. Hilton Garden Inn Annapolis

5.9 km from Hillsmere

Glenn

includes taxes & fees

29 Sept - 30 Sept

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

9. Fairfield Inn & Suites By Marriott Annapolis

4.4 km from Hillsmere

Imola

includes taxes & fees

30 Sept - 1 Oct

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

10. Hampton Inn & Suites Annapolis

5.5 km from Hillsmere

Earnest

includes taxes & fees

30 Sept - 1 Oct

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

11. Courtyard by Marriott Annapolis

5.9 km from Hillsmere

Phyllis

includes taxes & fees

28 Sept - 29 Sept

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

12. Best Western Annapolis

5.8 km from Hillsmere

Sanaul

includes taxes & fees

27 Sept - 28 Sept

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

13. SpringHill Suites by Marriott Annapolis

5.4 km from Hillsmere

FRANK

includes taxes & fees

27 Sept - 28 Sept

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

14. The Westin Annapolis

4 km from Hillsmere

Bobbi

includes taxes & fees

27 Sept - 28 Sept

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

Leslie

includes taxes & fees

13 Oct - 14 Oct

16. Residence Inn By Marriott Annapolis

4.3 km from Hillsmere

Francis

includes taxes & fees

27 Sept - 28 Sept

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

17. Candlewood Suites Annapolis by IHG

5.2 km from Hillsmere

Stacy

includes taxes & fees

4 Oct - 5 Oct

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

18. TownePlace Suites by Marriott Annapolis

5.7 km from Hillsmere

Nkusu Lauren

includes taxes & fees

30 Sept - 1 Oct

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

19. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 4.2 km from Hillsmere

William

includes taxes & fees

30 Sept - 1 Oct

A cozy bar area with a brick archway, wooden cabinets, and a dining table with chairs.

20. 86 State Circle - Luxury Boutique Hotel

Historic District, 4.5 km from Hillsmere

includes taxes & fees

23 Sept - 24 Sept

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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, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

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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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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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Top Hillsmere Hotel Reviews

Comfort Inn Largo-Washington DC East

10/10 Excellent

"Room was super clean, AC was good, breakfast was better than expected. The staff were top-notch, friendly and professional."

Live! Casino & Hotel Maryland

8/10 Good

"We arrived early around 1pm and wanted to check-in. The front desk told us that there were no clean rooms available. So we waited until 3pm for check in and there were still no rooms available. An employee named Mrs. Tye was very helpful and got us the same room we made a reservation for. Please tell her that she the epitome of customer service and will be held in high regard."

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"We always enjoy our stay! This is our **third year staying at the Holiday Inn** when we come to Baltimore for football games, and they never disappoint! From the delicious food and cleanliness of the hotel to the amazing and friendly staff, the service is always top-notch. And the restaurant deserves a special shout-out **10/10!** 🙌 The food and service are absolutely awesome! We look forward to coming back every year! ❤️🏈"

La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway

10/10 Excellent

"The parking is free, clean rooms although it’s not what appears on websites the staff were excellent and I would recommend more travelers to have the same convenience and connection closer to Washington DC , I enjoyed the Hotel."

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.

Hotels in Hillsmere

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Our top choices for Hillsmere hotels

1. DoubleTree by Hilton Hotel Annapolis

2. Sonesta ES Suites Annapolis

3. Hilton Garden Inn Annapolis Downtown

4. Holiday Inn Express & Suites Annapolis by IHG

5. Historic Inns of Annapolis

6. Crowne Plaza Annapolis by IHG

7. Graduate by Hilton Annapolis

8. Hilton Garden Inn Annapolis

9. Fairfield Inn & Suites By Marriott Annapolis

10. Hampton Inn & Suites Annapolis

11. Courtyard by Marriott Annapolis

12. Best Western Annapolis

13. SpringHill Suites by Marriott Annapolis

14. The Westin Annapolis

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

16. Residence Inn By Marriott Annapolis

17. Candlewood Suites Annapolis by IHG

18. TownePlace Suites by Marriott Annapolis

19. Annapolis Waterfront Hotel, Autograph Collection

20. 86 State Circle - Luxury Boutique Hotel

Where to stay in Hillsmere

Historic District

Eastport

Murray Hill

Admiral Heights

Cape Saint Claire

Top Hillsmere Hotel Reviews

Comfort Inn Largo-Washington DC East

Frequently asked questions

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