Hillsmere Hotels, Annapolis

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Guest rating
Guest rating
Property class

1213 Cheap Hotels in Hillsmere - Specials, Reviews, & Last Minute Deals

Historic Inns of Annapolis
Exterior
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1695)
"Love the hotel and stay here when I’m in town. Very happy to see the key system replaced, the old system was terrible. The WiFi still a bit slow for business and the room has no updated USB-C charging, no wireless charging and no clock. The staff is exceptional and that matters most!"
The price is NZ$258
includes taxes & fees
24 Nov - 25 Nov
Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Pool
Crowne Plaza Annapolis, an IHG Hotel
3.5 star property
8.8 out of 10, Excellent, (1001)
"I had a relaxing and enjoyable stay. The breakfast was delicious."
The price is NZ$208
includes taxes & fees
24 Nov - 25 Nov
Crowne Plaza Annapolis, an IHG Hotel
Graduate by Hilton Annapolis
View from property
Graduate by Hilton Annapolis
4.0 star property
9.4 out of 10, Exceptional, (1001)
"Very smooth checkin. The property is in a great location and is very clean. "
The price is NZ$279
includes taxes & fees
18 Dec - 19 Dec
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis
Lobby
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1003)
"Spent a night here visiting our Midshipmen. Worked out perfectly"
The price is NZ$198
includes taxes & fees
25 Nov - 26 Nov
DoubleTree by Hilton Hotel Annapolis
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Property amenity
Staybridge Suites Washington DC East - Largo, an IHG Hotel
3.0 star property
8.8 out of 10, Excellent, (496)
"Comfortable & nice."
The price is NZ$206
includes taxes & fees
17 Dec - 18 Dec
Staybridge Suites Washington DC East - Largo, an IHG Hotel
Country Inn & Suites by Radisson, Annapolis, MD
Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
9.0 out of 10, Wonderful, (1002)
"We stayed in a king bed suite. Room was very well appointed with lots of room and nice shower. Very good breakfast."
The price is NZ$178
includes taxes & fees
5 Dec - 6 Dec
Country Inn & Suites by Radisson, Annapolis, MD
Comfort Inn Conference Center
American cuisine
Comfort Inn Conference Center
2.5 star property
9.2 out of 10, Wonderful, (1003)
"Loved the location. Staff was very professional "
The price is NZ$188
includes taxes & fees
11 Dec - 12 Dec
Comfort Inn Conference Center
Microtel Inn & Suites by Wyndham Gambrills
Exterior
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
9.0 out of 10, Wonderful, (903)
"Place was clean. Staff very friendly. "
The price is NZ$143
includes taxes & fees
24 Nov - 25 Nov
Microtel Inn & Suites by Wyndham Gambrills
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, (982)
"The staff was outstanding; couldn’t have been more helpful. Enjoyed the hotel restaurant several times. Tha room was large and well appointed. The bathroom was good size with a nice walk-in shower."
The price is NZ$213
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Annapolis Downtown
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, (725)
"Great option for Annapolis. Full kitchen. Clean. "
The price is NZ$196
includes taxes & fees
3 Dec - 4 Dec
Sonesta ES Suites Annapolis
Fairfield Inn & Suites By Marriott Annapolis
Exterior
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
9.2 out of 10, Wonderful, (60)
"•"
The price is NZ$246
includes taxes & fees
25 Nov - 26 Nov
Fairfield Inn & Suites By Marriott Annapolis
Admiral Suites
Exterior
Admiral Suites
2.5 star property
6.4 out of 10, (276)
"Under remodel. Disheveled but not gross. "
The price is NZ$173
includes taxes & fees
24 Nov - 25 Nov
Admiral Suites
Annapolis Waterfront Hotel, Autograph Collection
Room, 2 Queen Beds, Balcony
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (776)
"All good "
The price is NZ$417
includes taxes & fees
3 Dec - 4 Dec
Annapolis Waterfront Hotel, Autograph Collection
The Westin Annapolis
Exterior
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1000)
"Great experience overall!"
The price is NZ$337
includes taxes & fees
30 Nov - 1 Dec
The Westin Annapolis
Courtyard by Marriott Annapolis
Exterior
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (939)
"Staff was very nice"
The price is NZ$190
includes taxes & fees
21 Dec - 22 Dec
Courtyard by Marriott Annapolis
Village Inn
TV
Village Inn
2.0 star property
6.2 out of 10, (467)
"Clean and cozy"
The price is NZ$145
includes taxes & fees
24 Nov - 25 Nov
Village Inn
Best Western Annapolis
Exterior
Best Western Annapolis
2.5 star property
7.8 out of 10, Good, (1001)
"Great breakfast. "
The price is NZ$157
includes taxes & fees
27 Nov - 28 Nov
Best Western Annapolis
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, (1000)
"We weren't ready for housekeeping when they came but assumed they would come back, but they never did so never replenished supplies - towels, cup and drinking paper cups, coffee cups."
The price is NZ$190
includes taxes & fees
22 Dec - 23 Dec
Hilton Garden Inn Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Room, 1 King Bed, Non Smoking (Whirlpool)
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 star property
8.2 out of 10, Very good, (1027)
"Clean and comfortable "
The price is NZ$191
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Candlewood Suites Annapolis, an IHG Hotel
Deluxe Studio Suite, 2 Double Beds, Non Smoking, Kitchen
Candlewood Suites Annapolis, an IHG Hotel
2.5 star property
5.8 out of 10, (808)
"This property was immaculate even though they were renovating. Staff was super kind and friendly. Only complaint is that the room next to us was up all night long and still up when we left this morning at 6am."
The price is NZ$185
includes taxes & fees
17 Dec - 18 Dec
Candlewood Suites Annapolis, an IHG Hotel
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.
Don't see what you're looking for?
See all available properties in Hillsmere
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

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?

Book one of Expedia's 9 hotels and other accommodation options in Hillsmere and start exploring everything Annapolis has to offer.

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.