Hillsmere Hotels, Annapolis

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1306 Cheap Hotels in Hillsmere - Specials, Reviews, & Last Minute Deals

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (358)
"Fantastic place for a couple getaway. "
The price is AU$398
includes taxes & fees
18 Aug - 19 Aug
The Wildset

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is AU$388
includes taxes & fees
17 Aug - 18 Aug
Parsonage Inn

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 AU$366
includes taxes & fees
17 Aug - 18 Aug
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (808)
"Conveniently located with overall great value."
The price is AU$167
includes taxes & fees
14 Sept - 15 Sept
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (983)
"Great spot with beautiful views. "
The price is AU$261
includes taxes & fees
15 Sept - 16 Sept
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, (887)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is AU$224
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
8.0 out of 10, Very good, (1003)
"Excellent location"
The price is AU$186
includes taxes & fees
24 Aug - 25 Aug
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (606)
"Great place to stay. "
The price is AU$278
includes taxes & fees
15 Sept - 16 Sept
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$265
includes taxes & fees
19 Aug - 20 Aug
Mariners Motel

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is AU$403
includes taxes & fees
17 Aug - 18 Aug
Inn at Haven Harbour

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (339)
"Our room overlooked the channel at Knapp's Narrows. The staff is friendly and helpful. We will definitely stay here again."
The price is AU$372
includes taxes & fees
31 Aug - 1 Sept
Knapps Narrows Marina & Inn

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 AU$357
includes taxes & fees
24 Aug - 25 Aug
Wylder Tilghman Island

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (101)
"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$347
includes taxes & fees
24 Aug - 25 Aug
The Tilghman Island Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (109)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is AU$347
includes taxes & fees
1 Sept - 2 Sept
Kent Island Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (410)
"Great location and amenities"
The price is AU$424
includes taxes & fees
25 Aug - 26 Aug
The Inn at Chesapeake Bay Beach Club

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1001)
"Great place to stay."
The price is AU$253
includes taxes & fees
20 Aug - 21 Aug
Rod 'N' Reel Resort

Village Inn

2.0 star property
6.2 out of 10, (492)
"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
7 Sept - 8 Sept
Village Inn

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (854)
" Very clean, spacious room, friendly staff"
The price is AU$416
includes taxes & fees
24 Aug - 25 Aug
Annapolis Waterfront Hotel, Autograph Collection

Flag House Inn

3.5 star property
9.6 out of 10, Exceptional, (75)
"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$245
includes taxes & fees
17 Aug - 18 Aug
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.

Admiral Heights map

Admiral Heights

If you're looking for some top things to see and do in Admiral Heights and surrounding area, you can visit Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts.

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.