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 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

"Loved the overall appearance. Modern but still quaint"

RM1,077 total

includes taxes & fees

2 Feb - 3 Feb

Breakfast, lunch, dinner served; sea views

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

RM1,541 total

includes taxes & fees

10 Feb - 11 Feb

"Great stay. We will be returning"

RM886 total

includes taxes & fees

23 Jan - 24 Jan

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

RM787 total

includes taxes & fees

28 Jan - 29 Jan

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

"Very clean rooms and polite staff."

RM439 total

includes taxes & fees

23 Jan - 24 Jan

"Excellent front desk team, even under a stressful situation like the room key maker not working. They were super accommodating and gave us a free breakfast ticket for the trouble. "

RM523 total

includes taxes & fees

27 Jan - 28 Jan

"it need a little bit of cleaning in the bathroom (bath and floor corners) "

RM516 total

includes taxes & fees

3 Feb - 4 Feb

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

"Easy check in, clean room "

RM446 total

includes taxes & fees

30 Jan - 31 Jan

"We enjoyed our overnight stay! Our room was very clean, spacious and comfy. Even managed to have a beautiful sunset from our balcony before the snowstorm rolled in the next day. "

RM630 total

includes taxes & fees

28 Jan - 29 Jan

"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...

RM606 total

includes taxes & fees

2 Feb - 3 Feb

"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!"

RM714 total

includes taxes & fees

27 Jan - 28 Jan

"It is located approximately 15 min outside St. Michael’s. We had a waterfront bungalow and did not have a minimum 2 or more night stay which we prefer. Restaurant has water views and food was very good. The rooms very clean, beautiful property, quiet and staff very accommodating. Also they had a waterfront fire pit blazing and ready for us to enjoy. There are beautiful views and fresh air and outdoor pit games, too. Will definitely book here again. "

RM828 total

includes taxes & fees

28 Jan - 29 Jan

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

RM819 total

includes taxes & fees

28 Jan - 29 Jan

"Historic charm and clean."

RM995 total

includes taxes & fees

26 Jan - 27 Jan

"We stayed one night for New Year’s Eve. And everything was awesome. We also had a great dinner in your restaurant"

RM1,102 total

includes taxes & fees

29 Jan - 30 Jan

"The check in was awesome. Caleb was so knowledgeable and gave me so much good information. He gave me the room details that was staying in. The bonus details he gave was future places to fish from. He made my 10th anniversary with my significant other a great stay. Also his colleague that was with him was great. "

RM550 total

includes taxes & fees

2 Feb - 3 Feb

"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...

RM1,701 total

includes taxes & fees

29 Jan - 30 Jan