Hillsmere Hotels near 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
Star rating

Top Trending Hotels Near Hillsmere, Annapolis

Our top choices for Hillsmere hotels

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is P6,781
P7,527 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (612)
"Great place to stay. "
The price is P9,459
P10,500 total
includes taxes & fees
Sep 16 - Sep 17
Hyatt Place Kent Narrows & Marina

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Great place! "
The price is P10,770
P12,277 total
includes taxes & fees
Aug 22 - Aug 23
The Westin Annapolis

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (986)
"How clean and polite the staff was "
The price is P8,976
P9,963 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Garden Inn Kent Island Marina

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1000)
"Great place and great staff "
The price is P5,983
P6,821 total
includes taxes & fees
Aug 27 - Aug 28
Courtyard by Marriott Annapolis

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1815)
"Great stay"
Historic Inns of Annapolis

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1002)
"Property is in a nice location, staff were courteous and nice."
The price is P5,967
P6,803 total
includes taxes & fees
Aug 26 - Aug 27
Hilton Garden Inn Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great visit "
The price is P5,522
P6,295 total
includes taxes & fees
Aug 27 - Aug 28
Country Inn & Suites by Radisson, Annapolis, MD

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (856)
"Great location and staff! The hotel is nice - wish that they had a bar and restaurant on site but plenty of options within walking distance though. Nice view of the water and updated rooms."
The price is P13,545
P15,441 total
includes taxes & fees
Sep 1 - Sep 2
Annapolis Waterfront Hotel, Autograph Collection

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1005)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is P5,636
P6,424 total
includes taxes & fees
Aug 27 - Aug 28
Hampton Inn & Suites Annapolis

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 P5,541
P6,317 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Hotel Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is P12,821
P15,681 total
includes taxes & fees
Sep 1 - Sep 2
The Inn at Chesapeake Bay Beach Club

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great place"
The price is P5,279
P6,018 total
includes taxes & fees
Aug 26 - Aug 27
SpringHill Suites by Marriott Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1004)
"Good location"
The price is P5,926
P6,756 total
includes taxes & fees
Aug 28 - Aug 29
Crowne Plaza Annapolis by IHG

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (135)
"complimentry breakfast is good ,friendly staff,clean and quite "
The price is P7,237
P8,250 total
includes taxes & fees
Aug 26 - Aug 27
Fairfield Inn & Suites By Marriott Annapolis

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (110)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is P9,369
P12,484 total
includes taxes & fees
Sep 1 - Sep 2
Kent Island Resort

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is P9,652
P13,124 total
includes taxes & fees
Sep 18 - Sep 19
Wylder Tilghman Island

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (863)
"Great room for a great price... Very friendly staff, too."
The price is P5,413
P6,171 total
includes taxes & fees
Sep 10 - Sep 11
Sonesta ES Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is P5,540
P6,316 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express & Suites Annapolis by IHG

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 P11,681
P12,849 total
includes taxes & fees
Aug 26 - Aug 27
The Tilghman Island 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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most.

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

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Cape Saint Claire

While Cape Saint Claire might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sandy Point State Park and Chesapeake Bay Bridge.

Admiral Heights

Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.

Top Hillsmere Hotel Reviews

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.

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.