Find hotels in Hillsmere, Annapolis from CA $107

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Discover 1,244 Hillsmere hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (303)
"This is a very tasteful hotel, based in three buildings, and with a feeling of simple luxury. All the staff are very nice and helpful. My room was lovely, and the bed was excellent. Two tiny notes: the boat lock on the room door did not function, and one of the window blinds had a broken slat. These are trivial issues, but perhaps the management should know."
The price is CA $271
CA $329 total
includes taxes & fees
Mar 26 - Mar 27
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (335)
"Very enjoyable stay."
The price is CA $612
CA $741 total
includes taxes & fees
Mar 26 - Mar 27
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (127)
"exceptional hosts: above and beyond for service, suggestions, accommodation, effort to assist . impressive found by accident, would reccommend and visit AGAIN"
The price is CA $258
CA $284 total
includes taxes & fees
Mar 26 - Mar 27
Parsonage Inn

George Brooks House B&B

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice property, cozy and clean rooms, excellent service."
The price is CA $229
CA $252 total
includes taxes & fees
Mar 26 - Mar 27
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (739)
"Very friendly staff. Older property, but kept nice"
The price is CA $128
CA $142 total
includes taxes & fees
Mar 26 - Mar 27
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (896)
"Very convenient and clean "
The price is CA $145
CA $161 total
includes taxes & fees
Apr 6 - Apr 7
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis - Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (820)
"Absolutely wonderful service from the time of check-in and request for adapting room from what I had apparently booked through a 3rd party site. Above and beyond what would have been received through many other customer service interactions. "
The price is CA $125
CA $138 total
includes taxes & fees
Apr 6 - Apr 7
Holiday Inn Express Annapolis - Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1000)
"Friendly staff"
The price is CA $129
CA $143 total
includes taxes & fees
Apr 1 - Apr 2
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (504)
"Loved the location on the waterfront and the views from the room. Our room had a small kitchen which was convenient. "
The price is CA $156
CA $173 total
includes taxes & fees
Apr 1 - Apr 2
Hyatt Place Kent Narrows & Marina

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (49)
"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...
The price is CA $207
CA $230 total
includes taxes & fees
Mar 26 - Mar 27
Inn at Huntingfield Creek

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (88)
"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!"
The price is CA $206
CA $228 total
includes taxes & fees
Mar 26 - Mar 27
Mariners Motel

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (325)
"The room is very comfortable and I loved the location. Only issues was the Wi-Fi wasn’t good and the shower stream was weak. But was overall enjoyed the stay "
The price is CA $158
CA $173 total
includes taxes & fees
Mar 26 - Mar 27
Knapps Narrows Marina & Inn

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (29)
"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."
The price is CA $193
CA $267 total
includes taxes & fees
Mar 26 - Mar 27
Wylder Tilghman Island

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (80)
"Everything was lovely. Everyone was so friendly and it was so cozy. Breakfast was wonderful and we enjoyed the fireplace. Dinner was absolutely delicious. One of the best steaks i have ever had. Exceptional. We loved how quiet and cozy it was. Just loved it. "
The price is CA $251
CA $276 total
includes taxes & fees
Mar 26 - Mar 27
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (99)
"This is a really special property. A girlfriend and I got away for a night without the kids and found the historic property and the sprawling estate where it sits to be a perfect escape. The service was very friendly and attentive, the rooms lovely, the bar open at 12pm, and dinner delicious. We’ll definitely be back. "
The price is CA $282
CA $368 total
includes taxes & fees
Mar 26 - Mar 27
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (375)
"Great spot!"
The price is CA $251
CA $315 total
includes taxes & fees
Apr 7 - Apr 8
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1002)
"Nice beach area. Walking distance to restaurants and shopping. "
The price is CA $166
CA $213 total
includes taxes & fees
Apr 8 - Apr 9
Rod 'N' Reel Resort

Inn at Horn Point

3.0 star property
9.6 out of 10, Exceptional, (18)
"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...
The price is CA $390
CA $445 total
includes taxes & fees
Mar 26 - Mar 27
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (473)
"The road leading to the hotel was trashy and homely."
The price is CA $107
CA $122 total
includes taxes & fees
Mar 26 - Mar 27
Village Inn

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (807)
"Good "
The price is CA $274
CA $312 total
includes taxes & fees
Apr 20 - Apr 21
Annapolis Waterfront Hotel, Autograph Collection
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Find out more about Hillsmere

Find out more about Hillsmere

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.

Where is the best place to stay in Hillsmere?

For your stay in Hillsmere, Two Master Suites in this Bayview Charmer! is one of the top choices based on our traveler data.

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 12 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.

Where can I learn more about changing or cancelling my trip to Hillsmere?

To find more details about changing or cancelling your trip to Hillsmere, head over to our customer service page.

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 Historic Mount Moriah AME Church.