Hillsmere Hotels, Annapolis

Chesapeake Bay Bridge with blue and orange sunset

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Where to stay in Hillsmere

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

Aerial Panoramic View Annapolis Maryland State House Capital City

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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Aerial view of colorful sailboat moorings and docks on Spa Creek, in historic downtown Annapolis Maryland on a fall day

Eastport

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

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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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Cape Saint Claire

If you're spending some time in Cape Saint Claire, Northern Chesapeake Bay and Chesapeake Bay are top sights worth seeing.

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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

Historic Inns of Annapolis

4/10 Poor

"There were numerous communication issues between me and the staff and managers at one point our room got up to 77° and stayed like that for hours because there was no one on staffed correct the issue although we got the historic room fee waved. I don’t believe that the staff truly cared about our experience in the hotel as a whole considering that it was where we were staying to get married. I wrote an email to management at 8:30 AM and it has now been 12 hours and I have yet to get a phone call back nor an email back from anybody at this hotel. I’m extremely disappointed to say the least."

Live! Casino & Hotel Maryland

6/10 Okay

"This hotel cost me over $700 for two days. Not sure if it was just my room, but the bed sheets and room itself was nice; however, the bottom walls were warped from water damage, the floors near the bed leading to the bathroom stayed wet even after wiping four times. I placed a towel on the floor and when I returned from the casino it was soaked. Water rises from in between the wood panel floors. This is with or without taking a shower. I didn't notice it the first night because thought i just tracked water from the shower myself. Make sure you check the floors and walls when you stay here and look for water damage. I now have to use my inhaler daily from the mold exposure, when I haven't had to use it at all this year. The casino is nice, but For $700+ I couldve just stayed at a cheaper hotel nearby with better rooms. The house keeper knew about the issue; impossible not to know. They shouldn't have allowed anyone to stay in that room health wise. I didnt report it because I only noticed the next night after coming back to the room because I Spent most of the day in the mall so I just stayed that one more night. A mistake on my part because my lungs are irritated. I dont usually leave reviews, even when I get bad service, but have to in this case because this can impact someones’ health. The Staff are friendly and nice but this is unacceptable."

DoubleTree by Hilton Hotel Largo/Washington DC

2/10 Terrible

"Unfortunately, our stay was not a good experience due to the condition of the hotel. The AC was not working properly, and the room smelled like there had been ongoing water leakage or moisture issues. The beds were also very uncomfortable and felt as if you would roll toward the middle. That being said, the hotel staff was very nice, welcoming, and helpful throughout our stay. The manager was also kind enough to reimburse 2 of our 4 nights, which we truly appreciated. I just wish Hilton would invest in updating this property because it definitely needs renovations and better upkeep."

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 10 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.

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 Historical Society of Talbot County.

Hillsmere Hotels near Annapolis

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Our top choices for Hillsmere hotels

Kent Island Resort

Quality Inn Grasonville near Kent Island

Rod 'N' Reel Resort

Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

The Wildset

Inn at Huntingfield Creek

Knapps Narrows Marina & Inn

Haven Point Inn and Gallery

Hilton Garden Inn Annapolis

The Tilghman Island Inn

Parsonage Inn

Idyllic Pasadena Retreat With Garden + Hot Tub!

Rips Country Inn

Candlewood Suites Annapolis by IHG

Historic Inns of Annapolis

Holiday Inn Express Annapolis East-Kent Island by IHG

DoubleTree by Hilton Hotel Annapolis

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Hilton Garden Inn Kent Island Marina

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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