Hillsmere Hotels, Annapolis

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
11 Nov - 12 Nov
Tomorrow
12 Nov - 13 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Filter by

Property class

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Our top choices for Hillsmere hotels

An outdoor patio with tables, chairs, and a fire feature.

1. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
4.4 km from Hillsmere
8.8 out of 10, Excellent, (250 reviews)
"Nice hotel"
United States
Imola
The price is NZ$257
includes taxes & fees
15 Nov - 16 Nov
Fairfield Inn & Suites By Marriott Annapolis
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

2. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
5.4 km from Hillsmere
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is NZ$241
includes taxes & fees
29 Nov - 30 Nov
SpringHill Suites by Marriott Annapolis
A historic brick building with a corner turret and multiple windows, located on a city street with flags and street lamps.

3. Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District, 4.4 km from Hillsmere
9.0 out of 10, Wonderful, (2,070 reviews)
"Great location, excellent stay"
United States
Christiaan
The price is NZ$205
includes taxes & fees
17 Nov - 18 Nov
Historic Inns of Annapolis
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

4. The Westin Annapolis

The Westin Annapolis
4.0 star property
4 km from Hillsmere
8.8 out of 10, Excellent, (1,005 reviews)
"Excellent location, Very nice Hotel"
United States
Loraine
The price is NZ$332
includes taxes & fees
15 Nov - 16 Nov
The Westin Annapolis
A hotel with a covered entrance, large columns, and a brick facade.

5. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
5.7 km from Hillsmere
8.4 out of 10, Very good, (1,004 reviews)
"Great breakfast and hot tub"
United States
Marc
The price is NZ$192
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express & Suites Annapolis by IHG
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

6. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
4.2 km from Hillsmere
9.2 out of 10, Wonderful, (1,013 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is NZ$264
includes taxes & fees
29 Nov - 30 Nov
Graduate by Hilton Annapolis
A swimming pool with a clear blue water, surrounded by lounge chairs and a glass wall.

7. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
6.2 km from Hillsmere
8.8 out of 10, Excellent, (1,014 reviews)
"Great location"
United States
Jose
The price is NZ$208
includes taxes & fees
9 Dec - 10 Dec
Crowne Plaza Annapolis by IHG
An outdoor patio with tables, chairs, and a fire feature.

8. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
3.0 star property
4.3 km from Hillsmere
9.0 out of 10, Wonderful, (95 reviews)
"Amazing stay!"
United States
Caitlin
The price is NZ$273
includes taxes & fees
23 Nov - 24 Nov
Residence Inn By Marriott Annapolis
A modern lounge area with a sofa, chairs, a coffee table, and a bookshelf.

9. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
4.1 km from Hillsmere
8.6 out of 10, Excellent, (1,009 reviews)
"Great location, friendly staff."
United States
Joel
The price is NZ$197
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Annapolis Downtown
A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

10. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
5.5 km from Hillsmere
8.2 out of 10, Very good, (1,008 reviews)
"Great location, many shops, restaurants, the breakfast at this location is the best we experienced in many Hampton Inns. The lady that takes care of breakfast there is the best"
United States
Christopher
The price is NZ$178
includes taxes & fees
17 Nov - 18 Nov
Hampton Inn & Suites Annapolis
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

11. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
5.5 km from Hillsmere
8.8 out of 10, Excellent, (1,010 reviews)
"Very quiet great location."
United States
Panagiotis
The price is NZ$172
includes taxes & fees
23 Nov - 24 Nov
Sonesta ES Suites Annapolis
A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

12. Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
5.9 km from Hillsmere
8.6 out of 10, Excellent, (1,001 reviews)
"We good stay"
United States
Mike
The price is NZ$203
includes taxes & fees
29 Nov - 30 Nov
Courtyard by Marriott Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

13. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
5.9 km from Hillsmere
8.8 out of 10, Excellent, (1,275 reviews)
"Excellent staff & service!"
United States
Michele
The price is NZ$181
includes taxes & fees
22 Nov - 23 Nov
DoubleTree by Hilton Hotel Annapolis
A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

14. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
3.0 star property
5.7 km from Hillsmere
9.0 out of 10, Wonderful, (145 reviews)
"It was AMAZING to stay there !!!"
United States
Nkusu Lauren
The price is NZ$204
includes taxes & fees
22 Nov - 23 Nov
TownePlace Suites by Marriott Annapolis
A modern living room with a large window, a dining area, and a kitchen in the background.

15. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
5.2 km from Hillsmere
8.8 out of 10, Excellent, (330 reviews)
"Good choice for a quick trip"
United States
Jose
The price is NZ$170
includes taxes & fees
15 Nov - 16 Nov
Candlewood Suites Annapolis by IHG
A modern lobby with a reception desk, seating area, and potted plants.

16. Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
5.9 km from Hillsmere
8.2 out of 10, Very good, (1,003 reviews)
"The room was clean, the staff were wonderful, we didn't do breakfast and we were charged $8.00 a day for parking."
United States
Walter
The price is NZ$176
includes taxes & fees
17 Nov - 18 Nov
Hilton Garden Inn Annapolis
A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

17. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
6.9 km from Hillsmere
9.0 out of 10, Wonderful, (1,064 reviews)
"Quiet and very convenient hotel. Staff was great, hotel was clean, good breakfast. Will definitely stay here whenever I’m back in Annapolis."
United States
Joel
The price is NZ$185
includes taxes & fees
30 Nov - 1 Dec
Country Inn & Suites by Radisson, Annapolis, MD
A white two-story building with a central entrance, a staircase, and a small garden area.

18. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
2.5 star property
4.5 km from Hillsmere
9.8 out of 10, Exceptional, (52 reviews)
"Great property and super friendly staff!!"
United States
Chris
The price is NZ$431
includes taxes & fees
15 Nov - 16 Nov
134 Prince - Luxury Boutique Hotel
A balcony with a table set for two, overlooking a marina with boats.

19. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District, 4.2 km from Hillsmere
8.8 out of 10, Excellent, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
United States
Donna
The price is NZ$435
includes taxes & fees
23 Nov - 24 Nov
Annapolis Waterfront Hotel, Autograph Collection
A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

20. Best Western Annapolis

Best Western Annapolis
2.5 star property
5.8 km from Hillsmere
7.8 out of 10, Good, (1,009 reviews)
"When I pulled up I was concerned because the hotel was kind of hidden and looked older. To my surprise the room was very updated, clean, quiet, and the breakfast was fantastic. I would stay here again."
United States
Alison
The price is NZ$160
includes taxes & fees
22 Nov - 23 Nov
Best Western Annapolis
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.
View all properties

Compare popular hotels in Hillsmere

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0
Wonderful
1,000 reviews
View
An outdoor patio with tables, chairs, and a fire feature.
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
8.8
Excellent
250 reviews
View
A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.
Graduate by Hilton Annapolis
4.0 star property
9.2
Wonderful
1,013 reviews
View
A white two-story building with a central entrance, a staircase, and a small garden area.
134 Prince - Luxury Boutique Hotel
2.5 star property
9.8
Exceptional
52 reviews
View
An outdoor patio with tables, chairs, and a fire feature.
Residence Inn By Marriott Annapolis
3.0 star property
9.0
Wonderful
95 reviews
View

Our guide on where to stay in Hillsmere

Find the best Hillsmere areas for the activities you enjoy most.
An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Historic District

While visiting Historic District, you might make a stop by sights like Maryland State House and William Paca House.

A marina with numerous sailboats docked, surrounded by residential houses and a backdrop of trees and a distant shoreline.

Eastport

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

A cityscape with historic buildings, a river, and a bridge in the background.

Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

A suspension bridge over a body of water with a sunset in the background.

Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

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

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis

10/10 Excellent

Great hotel. Booked room with balcony and valet parking included and well worth it, spacious. Walking distance to Main Street, fabulous happy hour at O’Briens Oyster Bar would highly recommend. Staff friendly and helpful. You won’t regret it.
Australia
Bridget
Reviewed April 8, 2023
Graduate by Hilton Annapolis

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 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 Wild Bird Center.