Search Hotels in Hillsmere, 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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
8 Aug - 9 Aug
Tomorrow
9 Aug - 10 Aug
This weekend
8 Aug - 10 Aug
Next weekend
15 Aug - 17 Aug

Filter by

Guest rating
Guest rating
Property class

Top Trending Hotels Near Hillsmere, Annapolis

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
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
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
The Westin Annapolis
Experience the grandeur of this classic hotel, featuring a symmetrical facade with a central entrance and evenly spaced windows.

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"The Hotel was very clean and convenient to everything that we wanted to do!!!!"
The price is ฿5,136
฿5,855 total
includes taxes & fees
14 Aug - 15 Aug
The Westin Annapolis
Courtyard by Marriott Annapolis
Welcome to the Courtyard by Marriott, featuring a contemporary design and a covered entrance with a walkway leading to the main doors.

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1001)
"Great place and great staff "
The price is ฿3,236
฿3,689 total
includes taxes & fees
25 Aug - 26 Aug
Courtyard by Marriott Annapolis
Hampton Inn & Suites Annapolis
Two single beds with white linens, a flat-screen TV, and a desk with a telephone.

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1002)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is ฿3,278
฿3,737 total
includes taxes & fees
14 Aug - 15 Aug
Hampton Inn & Suites Annapolis
Hilton Garden Inn Annapolis
Relax in this stylish room with two beds, a desk, and a flat-screen TV.

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1001)
"Great staff! Super clean."
The price is ฿3,075
฿3,505 total
includes taxes & fees
12 Aug - 13 Aug
Hilton Garden Inn Annapolis
Historic Inns of Annapolis
Relax in the serene outdoor patio, surrounded by trees and equipped with comfortable seating and tables.

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1815)
"We’ve been here a few times and continue to to love the location, staff and comfortable beds. "
Historic Inns of Annapolis
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
Country Inn & Suites by Radisson, Annapolis, MD
Two large beds with white linens and dark brown headboards, a desk with a lamp and chair, and a large window with curtains.

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great visit "
The price is ฿3,130
฿3,568 total
includes taxes & fees
18 Aug - 19 Aug
Country Inn & Suites by Radisson, Annapolis, MD
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
Holiday Inn Express & Suites Annapolis by IHG
Indulge in a diverse selection of international cuisine at our buffet, featuring omelets, cheese, and more.

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1000)
"Bed was very comfortable "
The price is ฿3,004
฿3,424 total
includes taxes & fees
13 Aug - 14 Aug
Holiday Inn Express & Suites Annapolis by IHG
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
DoubleTree by Hilton Hotel Annapolis
Welcome to DoubleTree by Hilton, featuring a traditional brick facade and a distinctive peaked roof.

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"The Double Tree was a great place to stay! Great location amd the staff are very pleasant and helpful! "
The price is ฿3,183
฿3,629 total
includes taxes & fees
12 Aug - 13 Aug
DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG
Relax by the pool surrounded by lounge chairs and a skylight.

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1001)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is ฿3,941
฿4,492 total
includes taxes & fees
10 Aug - 11 Aug
Crowne Plaza Annapolis by IHG
Fairfield Inn & Suites By Marriott Annapolis
Hotel exterior with outdoor seating areas and decorative lighting.

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (129)
"The breakfast options were amazing."
The price is ฿4,368
฿4,980 total
includes taxes & fees
24 Aug - 25 Aug
Fairfield Inn & Suites By Marriott Annapolis
Sonesta ES Suites Annapolis
Relax in a spacious room with a large bed, desk, and sofa, offering a comfortable seating area and a view.

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (851)
"Great room for a great price... Very friendly staff, too."
The price is ฿3,165
฿3,609 total
includes taxes & fees
7 Sept - 8 Sept
Sonesta ES Suites Annapolis
Hilton Garden Inn Annapolis Downtown
Relax in a serene space with a comfortable seating area, flat-screen TV, and sliding glass door to a patio.

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1009)
"Really nice place to stay and enjoy Annapolis "
The price is ฿2,993
฿3,412 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Annapolis Downtown
Best Western Annapolis
Welcome to Best Western, where a warm entrance awaits, flanked by lush greenery.

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1002)
"It was very nice I will go there again"
The price is ฿2,674
฿3,049 total
includes taxes & fees
12 Aug - 13 Aug
Best Western Annapolis
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
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
Sign in
Sign up, it's free

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.