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

1. SpringHill Suites by Marriott Annapolis

5.4 km from Hillsmere

Joshua

RM551 total

includes taxes & fees

13 Sept - 14 Sept

2. DoubleTree by Hilton Hotel Annapolis

5.9 km from Hillsmere

eliana

RM452 total

includes taxes & fees

30 Aug - 31 Aug

3. The Westin Annapolis

4 km from Hillsmere

Jessica

RM782 total

includes taxes & fees

6 Sept - 7 Sept

In-room safe, desk, laptop workspace, blackout curtains

4. Holiday Inn Express & Suites Annapolis by IHG

5.7 km from Hillsmere

Jaime

RM467 total

includes taxes & fees

23 Aug - 24 Aug

5. Hilton Garden Inn Annapolis Downtown

4.1 km from Hillsmere

Nelson

RM474 total

includes taxes & fees

30 Aug - 31 Aug

6. Historic Inns of Annapolis

Historic District, 4.4 km from Hillsmere

Stephanie

RM568 total

includes taxes & fees

26 Aug - 27 Aug

7. Courtyard by Marriott Annapolis

5.9 km from Hillsmere

Cynthia

RM426 total

includes taxes & fees

31 Aug - 1 Sept

8. Fairfield Inn & Suites By Marriott Annapolis

4.4 km from Hillsmere

Tola

RM546 total

includes taxes & fees

24 Aug - 25 Aug

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

6.9 km from Hillsmere

Leslie

RM441 total

includes taxes & fees

13 Sept - 14 Sept

10. Sonesta ES Suites Annapolis

5.5 km from Hillsmere

John

RM449 total

includes taxes & fees

30 Aug - 31 Aug

11. Residence Inn By Marriott Annapolis

4.3 km from Hillsmere

Caitlin

RM625 total

includes taxes & fees

24 Aug - 25 Aug

12. Graduate by Hilton Annapolis

4.2 km from Hillsmere

Patricia

RM648 total

includes taxes & fees

30 Aug - 31 Aug

13. Crowne Plaza Annapolis by IHG

6.2 km from Hillsmere

Heather

RM491 total

includes taxes & fees

16 Sept - 17 Sept

14. Hilton Garden Inn Annapolis

5.9 km from Hillsmere

Glenn

RM452 total

includes taxes & fees

13 Sept - 14 Sept

Premium bedding, down duvets, pillow-top beds, in-room safe

15. Annapolis Waterfront Hotel, Autograph Collection

Historic District, 4.2 km from Hillsmere

Kevin

RM959 total

includes taxes & fees

30 Aug - 31 Aug

16. Hampton Inn & Suites Annapolis

5.5 km from Hillsmere

Meghalee

RM456 total

includes taxes & fees

16 Sept - 17 Sept

17. Best Western Annapolis

5.8 km from Hillsmere

George

RM371 total

includes taxes & fees

23 Aug - 24 Aug

18. TownePlace Suites by Marriott Annapolis

5.7 km from Hillsmere

Jamila

RM509 total

includes taxes & fees

26 Aug - 27 Aug

19. Candlewood Suites Annapolis by IHG

5.2 km from Hillsmere

Javier

RM474 total

includes taxes & fees

13 Sept - 14 Sept

20. 134 Prince - Luxury Boutique Hotel

4.5 km from Hillsmere

Chris

RM987 total

includes taxes & fees

23 Aug - 24 Aug

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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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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

Comfort Inn Largo-Washington DC East

10/10 Excellent

"Great stay"

Graduate by Hilton Annapolis

10/10 Excellent

"This was our (husband, myself and 2 kids) first time to Annapolis- the Graduate Hotel was in a great location. We walked to City Dock to be by the water, to the Naval Academy to explore the campus and to great restaurants for both breakfast and dinner. The front desk staff were very friendly, Mike from the valet staff was very personable and kind. Our room was a 2 queen room, plenty of space and plugs/outlets. Everything was very clean, I loved the decor and the beautiful atrium with all of the photos and lights. I would absolutely stay here again without hesitation."

Hilton Garden Inn Annapolis Downtown

10/10 Excellent

"The location is great- not in the heart of the crowds down around the city dock, but close enough to walk down there in only a few minutes. The only negative is that the elevators were showing some grit/grime (gum stuck to the elevator floor) and the AC filter in the room was so filthy that we had to take it out and rinse it clean in the shower (not something you wanna do when you’re on your trip)."

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?

Book one of Expedia's 9 hotels and other accommodation options in Hillsmere and start exploring everything Annapolis has to offer.

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 Historical Society of Talbot County.

Hotels in Hillsmere, Annapolis

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Our top choices for Hillsmere hotels

1. SpringHill Suites by Marriott Annapolis

2. DoubleTree by Hilton Hotel Annapolis

3. The Westin Annapolis

4. Holiday Inn Express & Suites Annapolis by IHG

5. Hilton Garden Inn Annapolis Downtown

6. Historic Inns of Annapolis

7. Courtyard by Marriott Annapolis

8. Fairfield Inn & Suites By Marriott Annapolis

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

10. Sonesta ES Suites Annapolis

11. Residence Inn By Marriott Annapolis

12. Graduate by Hilton Annapolis

13. Crowne Plaza Annapolis by IHG

14. Hilton Garden Inn Annapolis

15. Annapolis Waterfront Hotel, Autograph Collection

16. Hampton Inn & Suites Annapolis

17. Best Western Annapolis

18. TownePlace Suites by Marriott Annapolis

19. Candlewood Suites Annapolis by IHG

20. 134 Prince - Luxury Boutique Hotel

Where to stay in Hillsmere

Historic District

Eastport

Murray Hill

Cape Saint Claire

Admiral Heights

Top Hillsmere Hotel Reviews

Comfort Inn Largo-Washington DC East

Frequently asked questions

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