Hillsmere Hotels, Annapolis

Start date: Check-in selected.
End date: Check-out
    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
5 Sept - 6 Sept
Tomorrow
6 Sept - 7 Sept
This weekend
5 Sept - 7 Sept
Next weekend
12 Sept - 14 Sept

Filter by

Guest rating
Guest rating
Star rating

1321 Cheap Hotels in Hillsmere - Specials, Reviews, & Last Minute Deals

Our top choices for Hillsmere hotels

Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (895)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is AU$223
includes taxes & fees
14 Sept - 15 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (994)
"Hotel was great, beautiful location near the water"
The price is AU$268
includes taxes & fees
14 Sept - 15 Sept
Hilton Garden Inn Kent Island Marina
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (623)
"Great location"
The price is AU$271
includes taxes & fees
14 Sept - 15 Sept
Hyatt Place Kent Narrows & Marina
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Would stay there again very soon "
The price is AU$348
includes taxes & fees
7 Sept - 8 Sept
The Westin Annapolis
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1001)
"Friendly staff and clean room "
The price is AU$199
includes taxes & fees
22 Sept - 23 Sept
Courtyard by Marriott Annapolis
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1815)
"We really enjoyed our stay there."
Historic Inns of Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
1 bedroom, hypo-allergenic bedding, desk, blackout curtains

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Nice location. "
The price is AU$176
includes taxes & fees
15 Sept - 16 Sept
Country Inn & Suites by Radisson, Annapolis, MD
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1003)
"Property is in a nice location, staff were courteous and nice."
The price is AU$183
includes taxes & fees
14 Sept - 15 Sept
Hilton Garden Inn Annapolis
Hampton Inn & Suites Annapolis
Premium bedding, pillow-top beds, in-room safe, individually furnished

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1001)
"Very nice hotel and exactly what I needed for the night. "
The price is AU$189
includes taxes & fees
15 Sept - 16 Sept
Hampton Inn & Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Non Smoking, Balcony

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (860)
"Easy check in, clean and close to everything "
The price is AU$415
includes taxes & fees
28 Sept - 29 Sept
Annapolis Waterfront Hotel, Autograph Collection
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1000)
"Nice clean hotel. Disappointed the hottub was not operational. Restaurant/bar on premises-food reasonably priced and tasty. "
The price is AU$196
includes taxes & fees
16 Sept - 17 Sept
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"Nice hotel, convenient location with easy parking. "
The price is AU$194
includes taxes & fees
10 Sept - 11 Sept
DoubleTree by Hilton Hotel Annapolis
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (111)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is AU$346
includes taxes & fees
24 Sept - 25 Sept
Kent Island Resort
Sonesta ES Suites Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (874)
"The breakfast buffet was awesome. "
The price is AU$191
includes taxes & fees
16 Sept - 17 Sept
Sonesta ES Suites Annapolis
SpringHill Suites by Marriott Annapolis
Free daily self-service breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Clean room, Good breakfast and friendly staff."
The price is AU$198
includes taxes & fees
15 Sept - 16 Sept
SpringHill Suites by Marriott Annapolis
The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (105)
"Great staff and food!"
The price is AU$346
includes taxes & fees
17 Sept - 18 Sept
The Tilghman Island Inn
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1003)
"Friendly staff with a good breakfast"
The price is AU$151
includes taxes & fees
11 Sept - 12 Sept
Best Western Annapolis
Hilton Garden Inn Annapolis Downtown
Suite, 1 Bedroom, Terrace | Living area

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1014)
"Great Location "
The price is AU$207
includes taxes & fees
21 Sept - 22 Sept
Hilton Garden Inn Annapolis Downtown
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (417)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is AU$422
includes taxes & fees
1 Oct - 2 Oct
The Inn at Chesapeake Bay Beach Club
Village Inn
TV

Village Inn

2.0 star property
6.2 out of 10, (494)
"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
29 Sept - 30 Sept
Village 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.
Annapolis featuring street scenes and a city as well as a small group of people

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

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

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

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

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

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 13 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 Historical Society of Talbot County.