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8 Aug - 9 Aug
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Top Trending Hotels Near Hillsmere, Annapolis

The Wildset
Relax in a spacious room with a large bed and sliding glass door leading to a balcony with a view.

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (354)
"This is where we stay everytime we come to St. Michaels - Top Knotch!"
The price is ฿6,366
฿7,714 total
includes taxes & fees
26 Aug - 27 Aug
The Wildset
Parsonage Inn
Experience the charm of this historic bed and breakfast, featuring a traditional gabled roof and wrap-around porch.

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (129)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is ฿7,397
฿8,136 total
includes taxes & fees
12 Aug - 13 Aug
Parsonage Inn
George Brooks House B&B
Enjoy a relaxing stay in this two-story house with a spacious patio area and a swimming pool perfect for leisure activities.

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is ฿7,558
฿8,314 total
includes taxes & fees
12 Aug - 13 Aug
George Brooks House B&B
Quality Inn
Relax in a comfortable seating area with a sofa and armchairs, and enjoy a view of the outside from the large window.

Quality Inn

2.5 star property
7.8 out of 10, Good, (803)
"Conveniently located with overall great value."
The price is ฿3,163
฿3,511 total
includes taxes & fees
10 Aug - 11 Aug
Quality Inn
Hilton Garden Inn Kent Island Marina
Relax on the outdoor terrace with a view of the marina, surrounded by wicker furniture and beautiful flowers.

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (978)
"Friendly staff, nice environment"
The price is ฿4,974
฿5,521 total
includes taxes & fees
17 Aug - 18 Aug
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis East-Kent Island by IHG
Welcome to the Holiday Inn Express, where guests can check in and enjoy a convenient stay.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (878)
"Great stay beautiful view"
The price is ฿4,110
฿4,562 total
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
Two single beds with white linens and dark wood headboard, flat-screen TV, and a dresser with drawers.

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"All around a good place to rest"
The price is ฿3,514
฿3,900 total
includes taxes & fees
19 Aug - 20 Aug
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Relax by the fire pit in this scenic waterfront seating area, overlooking the marina with boats docked.

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (603)
"Great place to stay. "
The price is ฿5,372
฿5,962 total
includes taxes & fees
21 Aug - 22 Aug
Hyatt Place Kent Narrows & Marina
Inn at Huntingfield Creek
Relax on the lakeside deck with a comfortable lounge chair, surrounded by lush greenery.

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (52)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
Mariners Motel
Docked in the marina, a sleek yacht awaits your arrival.

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is ฿5,015
฿5,566 total
includes taxes & fees
18 Aug - 19 Aug
Mariners Motel
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
10.0 out of 10, Exceptional, (2)
"We recently had the pleasure of staying at the Inn at Haven Harbour, specifically at their south location, and can't say enough good things about our experience! From the moment we arrived, we were captivated by the immaculate property and stunning surroundings. The views of the water were breathtaking, and having access to a private beach made our stay feel even more special. The amenities were top-notch, with a pool available for those who prefer a swim to the beach. The staff were incredibly...
The price is ฿6,765
฿8,155 total
includes taxes & fees
12 Aug - 13 Aug
Inn at Haven Harbour
Knapps Narrows Marina & Inn
Boats dock at the marina, surrounded by lush greenery and a building with a sloping roof.

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (338)
"Our room overlooked the channel at Knapp's Narrows. The staff is friendly and helpful. We will definitely stay here again."
The price is ฿7,106
฿7,817 total
includes taxes & fees
31 Aug - 1 Sept
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Relax by the serene pool surrounded by comfortable sun loungers and umbrellas, set in an and secure area.

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (59)
"Good service and good options to enjoy the stays. "
The price is ฿5,523
฿7,497 total
includes taxes & fees
27 Aug - 28 Aug
Wylder Tilghman Island
The Tilghman Island Inn
Enjoy al fresco dining with a view of the water and a warm fire pit.

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (99)
"Beautiful location on the water. The staff are super nice and helpful. The restaurant is very good. We had an excellent house smoked pulled pork sandwich and a shrimp po boy."
The price is ฿6,634
฿7,297 total
includes taxes & fees
24 Aug - 25 Aug
The Tilghman Island Inn
Kent Island Resort
Surrounded by lush greenery and a serene lake, this historic property offers a picturesque setting with a spacious parking area and a circular driveway.

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (107)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is ฿5,494
฿7,287 total
includes taxes & fees
1 Sept - 2 Sept
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
Welcome to our hotel, featuring a modern entrance with a covered area and lush greenery.

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (406)
"Staff was very polite and friendly. "
The price is ฿6,622
฿8,172 total
includes taxes & fees
24 Aug - 25 Aug
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Enjoy the serene waterfront view from this deck, featuring a picnic table and two Adirondack chairs.

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1001)
"Great place to stay."
The price is ฿4,331
฿5,454 total
includes taxes & fees
10 Aug - 11 Aug
Rod 'N' Reel Resort
Inn at Horn Point
Relax on the shore with two comfortable chairs and a small table, overlooking the calm waters and a picturesque pier.

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is ฿11,105
฿12,659 total
includes taxes & fees
10 Aug - 11 Aug
Inn at Horn Point
Village Inn
Relax in a spacious room with a large bed, nightstand, and comfortable armchair.

Village Inn

2.0 star property
6.2 out of 10, (490)
"The staff is super friendly and there is a convenient store to buy drinks and snacks within walking distance."
The price is ฿2,882
฿3,286 total
includes taxes & fees
11 Aug - 12 Aug
Village Inn
Annapolis Waterfront Hotel, Autograph Collection
Relax in this serene room with a large bed, a comfortable armchair, and a floor lamp, offering a view of the nearby water.

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (852)
"Front desk staff was very friendly and helpful."
The price is ฿7,660
฿8,732 total
includes taxes & fees
17 Aug - 18 Aug
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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Where to stay in Hillsmere

Find the best Hillsmere areas for the activities you enjoy most.
Annapolis featuring a city and street scenes as well as a small group of people
Historic District map

Historic District

1 out of top 10 points of interest in this area

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

Eastport map

Eastport

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

Murray Hill map

Murray Hill

If you're spending some time in Murray Hill, Ballet Theater of Maryland and Spa Creek are top sights worth seeing.

Cape Saint Claire map

Cape Saint Claire

Though Cape Saint Claire may not have many top sights, you can venture to the surrounding area to see attractions like Sandy Point State Park and Chesapeake Bay Bridge.

Arundel on the Bay map

Arundel on the Bay

While Arundel on the Bay may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Bay Ridge Beach and Maryland Quiet Waters Park.

Top Hillsmere Hotel Reviews

Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport

Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport

10/10 Excellent
"Efficient "
Stephen 1-night trip
Posted 10 hours ago
Red Roof Inn PLUS+ Baltimore-Washington DC/BWI Airport

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?

When you want to put your feet up after a day of exploring the sights in Annapolis, you can choose from 10 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.