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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Jul - 14 Jul
Tomorrow
14 Jul - 15 Jul
Next weekend
18 Jul - 20 Jul
In two weeks
25 Jul - 27 Jul

Filter by

Guest rating
Guest rating
Property class

1295 Cheap Hotels in Hillsmere - Specials, Reviews, & Last Minute Deals

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, (869)
"Great place"
The price is NZ$220
includes taxes & fees
24 July - 25 July
Holiday Inn Express Annapolis East-Kent Island by IHG
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, (959)
"Great stay. We have stayed multiple times throughout the years and the quality has always been excellent."
The price is NZ$281
includes taxes & fees
28 July - 29 July
Hilton Garden Inn Kent Island Marina
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, (583)
"Great place to stay. "
The price is NZ$281
includes taxes & fees
4 Aug - 5 Aug
Hyatt Place Kent Narrows & Marina
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, (1009)
"Pleasant stay!!"
The price is NZ$190
includes taxes & fees
3 Aug - 4 Aug
Courtyard by Marriott Annapolis
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, (1003)
"Easy downtown location, walkable to waterfront and great restaurants "
The price is NZ$302
includes taxes & fees
10 Aug - 11 Aug
The Westin 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
8.0 out of 10, Very good, (1006)
"Quiet safe great staff"
The price is NZ$176
includes taxes & fees
20 July - 21 July
Hampton Inn & Suites 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, (1805)
"Wonderful stay!"
Historic Inns of 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, (1000)
"I liked the spacious room and Jacuzzi. The free breakfast was good and staff was Amazing!"
The price is NZ$181
includes taxes & fees
20 July - 21 July
Hilton Garden Inn Annapolis
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, (1010)
"Great location , perfect for my family stay."
The price is NZ$192
includes taxes & fees
20 July - 21 July
Country Inn & Suites by Radisson, Annapolis, MD
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, (837)
"Front desk staff was very friendly and helpful."
The price is NZ$402
includes taxes & fees
11 Aug - 12 Aug
Annapolis Waterfront Hotel, Autograph Collection
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, (1002)
"Excellent hospitable staff made the stay even better!"
The price is NZ$194
includes taxes & fees
3 Aug - 4 Aug
DoubleTree by Hilton Hotel Annapolis
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, (1003)
"Great hotel. No bar or restaurant onsite. If you stay there go to west end sports bar. Fantastic food and bartenders!!"
The price is NZ$196
includes taxes & fees
20 July - 21 July
Holiday Inn Express & Suites Annapolis by IHG
SpringHill Suites by Marriott Annapolis
Fully equipped kitchen with dark cabinetry, white countertops, and modern appliances.

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great location , clean and friendly staff "
The price is NZ$185
includes taxes & fees
27 July - 28 July
SpringHill Suites by Marriott Annapolis
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, (106)
"Wonderful stay. "
The price is NZ$241
includes taxes & fees
20 July - 21 July
Fairfield Inn & Suites By Marriott 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, (1007)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is NZ$205
includes taxes & fees
20 July - 21 July
Crowne Plaza Annapolis by IHG
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, (51)
"Excellent stay. Very relaxing and great facilities."
The price is NZ$378
includes taxes & fees
11 Aug - 12 Aug
Wylder Tilghman Island
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, (1014)
"Really nice place to stay and enjoy Annapolis "
The price is NZ$200
includes taxes & fees
27 July - 28 July
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, (1010)
"Very nice property for a quick stay. Not luxurious, but very nice!"
The price is NZ$157
includes taxes & fees
24 July - 25 July
Best Western 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, (837)
"Room was large & bed very comfortable. Very pleasant stay"
The price is NZ$186
includes taxes & fees
20 July - 21 July
Sonesta ES Suites Annapolis
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, (401)
"Staff was very polite and friendly. "
The price is NZ$440
includes taxes & fees
22 July - 23 July
The Inn at Chesapeake Bay Beach Club
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 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.

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.