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 12 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 Historic Mount Moriah AME Church.

Top 10 Hillsmere Hotels of 2025

Top 10 Hotels in Hillsmere, Annapolis

Frette Italian sheets, premium bedding, iron/ironing board, free WiFi

"Beautifully appointed with fireplace, big tub, deck & firepit. Would definitely come back!"

RM1,064 total

includes taxes & fees

3 Mar - 4 Mar

Breakfast, lunch, dinner served; sea views

"The property is beautiful and, the atmosphere is relaxing. I loved the fresh floral Christmas decorations."

RM1,780 total

includes taxes & fees

23 Feb - 24 Feb

"Great stay. We will be returning"

RM851 total

includes taxes & fees

23 Feb - 24 Feb

"Very nice property, cozy and clean rooms, excellent service."

RM778 total

includes taxes & fees

24 Feb - 25 Feb

In-room safe, iron/ironing board, rollaway beds, free WiFi

"Clean"

RM413 total

includes taxes & fees

23 Feb - 24 Feb

"Alex was incredibly professional, kind, and helpful throughout our recent stay during a wonderful winter storm where power was intermittent. He kept calm and provided excellent service as an exemplary representative for Hilton."

RM538 total

includes taxes & fees

26 Feb - 27 Feb

"Good location for access to Rt. 50. Lot of restaurants. But all access is by car. Beautiful site, I imagine, in summer on the large patio overlooking water."

RM407 total

includes taxes & fees

3 Mar - 4 Mar

In-room safe, individually decorated, individually furnished, desk

"Easy check in, clean room "

RM441 total

includes taxes & fees

2 Mar - 3 Mar

"Even thought staff were Eagle’s fans, visit was very enjoyable!"

RM623 total

includes taxes & fees

2 Mar - 3 Mar

"We had a great stay at this nice inn. It is exactly what we are looking for: a quiet place on the eastern shore surrounded by nature. The cottage (one of seven) is spacious and well appointed. The bed is very comfortable. The tranquility of sitting on the back porch looking at the golden sunset beyond the vast field and tree line!! We took many walks across the 70 plus acre property to the shore and just absorbed the peace and sound of the wind blowing over the water. It’s amazing. The living...

RM709 total

includes taxes & fees

2 Mar - 3 Mar

"Great location and very well cared for older motel. Updating extremely well done. We enjoyed the complimentary bikes, being so close to the water and the many good restaurants nearby. We will be back!"

RM705 total

includes taxes & fees

2 Mar - 3 Mar

"Hidden Jem!!! Absolutely loved our stay . Such a laid back warm island vibe. Will be back soon! "

RM437 total

includes taxes & fees

25 Feb - 26 Feb

"Check in was incredible. The room was awesome. Dinner was great. There were a couple of problems but they were quickly remedied. We plan on staying again. Awesome stay."

RM824 total

includes taxes & fees

2 Mar - 3 Mar

"Loved our secluded it was and right in the water. Very peaceful. "

RM765 total

includes taxes & fees

23 Feb - 24 Feb

"Nice property. Would like to return when the weather is warm to enjoy the property more. "

RM661 total

includes taxes & fees

24 Feb - 25 Feb

"Great spot!"

RM1,039 total

includes taxes & fees

23 Feb - 24 Feb

"Overall, I enjoy staying at the resort. The staff is usually friendly and helpful and the room is pretty clean and smells nice. TV viewing seems to be limited to a lot of news channels."

RM658 total

includes taxes & fees

25 Mar - 26 Mar

"I booked the trip to celebrate an anniversary weekend away with my husband. The property came up through a Yelp review so I checked it out. I was impressed with the location, the detail to cleanliness, and the commitment to the environment. Once I booked the room, the innkeepers were very helpful in offering things to do and places to eat, as well as offering to help make our anniversary stay more memorable. Once we arrived, Cory took the time to greet us as we came in and share some of the...

RM1,805 total

includes taxes & fees

4 Mar - 5 Mar