Hillsmere Hotels, Annapolis

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Property class

1299 Cheap Hotels in Hillsmere - Specials, Reviews, & Last Minute Deals

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (341)
"At check in we were notified our room was upgraded for our anniversary. The room was beautiful, right within walking distance to restaurants, shopping and even the water. The included breakfast was great, staff was sweet, and property was just amazing! We would love to return! "
The price is AU$366
includes taxes & fees
11 Aug - 12 Aug
The Wildset

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (128)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is AU$386
includes taxes & fees
23 July - 24 July
Parsonage Inn

Quality Inn

2.5 star property
7.8 out of 10, Good, (792)
"The place was clean and quiet, staff was great, not much nearby to see and do. It’s a fishing town. "
The price is AU$167
includes taxes & fees
17 Aug - 18 Aug
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (963)
"Great spot with beautiful views. "
The price is AU$273
includes taxes & fees
28 July - 29 July
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (874)
"Great place"
The price is AU$237
includes taxes & fees
20 Aug - 21 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1006)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
The price is AU$214
includes taxes & fees
17 Aug - 18 Aug
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (593)
"Great place to stay. "
The price is AU$259
includes taxes & fees
4 Aug - 5 Aug
Hyatt Place Kent Narrows & Marina

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

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 AU$264
includes taxes & fees
18 Aug - 19 Aug
Mariners Motel

Inn at Haven Harbour

3.0 star property
The price is AU$408
includes taxes & fees
31 July - 1 Aug
Inn at Haven Harbour

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (335)
"This is a wonderful place "
The price is AU$371
includes taxes & fees
23 July - 24 July
Knapps Narrows Marina & Inn

Wylder Tilghman Island

2.0 star property
8.8 out of 10, Excellent, (55)
"Good service and good options to enjoy the stays. "
The price is AU$348
includes taxes & fees
11 Aug - 12 Aug
Wylder Tilghman Island

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (97)
"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 AU$379
includes taxes & fees
23 July - 24 July
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (105)
"Welcoming and well-staffed property, in a lovely and tranquil setting. Staff was friendly and helpful. Restaurant/bar service and food were outstanding. Great quiet getaway weekend spot. "
The price is AU$409
includes taxes & fees
5 Aug - 6 Aug
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (402)
"Staff was very polite and friendly. "
The price is AU$405
includes taxes & fees
20 Aug - 21 Aug
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1004)
"Great place to stay."
The price is AU$351
includes taxes & fees
24 July - 25 July
Rod 'N' Reel Resort

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 AU$601
includes taxes & fees
4 Aug - 5 Aug
Inn at Horn Point

Village Inn

2.0 star property
6.2 out of 10, (488)
"The staff is super friendly and there is a convenient store to buy drinks and snacks within walking distance."
The price is AU$156
includes taxes & fees
24 July - 25 July
Village Inn

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (841)
"Front desk staff was very friendly and helpful."
The price is AU$385
includes taxes & fees
17 Aug - 18 Aug
Annapolis Waterfront Hotel, Autograph Collection

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (72)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is AU$244
includes taxes & fees
23 July - 24 July
Flag House Inn
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.

Our guide on where to stay in Hillsmere

Find the best Hillsmere areas for the activities you enjoy most.
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 Carrs Beach.

Top Hillsmere Hotel Reviews

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.

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 traveller data.

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.