Hotels in Hillsmere, Annapolis

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29 Dec - 30 Dec
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30 Dec - 31 Dec
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2 Jan - 4 Jan
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9 Jan - 11 Jan

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Our top choices for Hillsmere hotels

View from property
The Westin Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
4 km from Hillsmere
8.6 out of 10, Excellent, (1003)
"Beautiful and perfect location"
United States
Lauren
The price is RM563
RM642 total
includes taxes & fees
30 Dec - 31 Dec
The Westin Annapolis
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
22.6 km from Hillsmere
9.6 out of 10, Exceptional, (683)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is RM470
RM522 total
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Kent Narrows & Marina
Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

The Wildset
2.5 star property
29.5 km from Hillsmere
9.8 out of 10, Exceptional, (411)
"Everything was lovely. "
United States
Erin
The price is RM725
RM887 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Wildset
Living area
Hilton Garden Inn Annapolis Downtown

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, (1003)
"Great value for stay with breakfast included "
United States
Aisling
The price is RM352
RM401 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Annapolis Downtown
Indoor pool
Crowne Plaza Annapolis by IHG

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, (1013)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is RM429
RM489 total
includes taxes & fees
26 Jan - 27 Jan 2026
Crowne Plaza Annapolis by IHG
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
5.9 km from Hillsmere
8.6 out of 10, Excellent, (1009)
"Great stay "
United States
Jose Miguel
The price is RM302
RM345 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis
View from property
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
4.2 km from Hillsmere
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is RM612
RM698 total
includes taxes & fees
4 Jan - 5 Jan 2026
Graduate by Hilton Annapolis
Sports bar
Live! Casino & Hotel - Maryland

Live! Casino & Hotel - Maryland

Live! Casino & Hotel - Maryland
4.5 star property
30.9 km from Hillsmere
9.0 out of 10, Wonderful, (1002)
"We had a great time, the room was really nice. It is also great to be around all of the shops."
United States
Emily
Live! Casino & Hotel - Maryland
Free daily self-service breakfast
SpringHill Suites by Marriott Annapolis

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, (1001)
"Great location and friendly staff. "
United States
Shana
The price is RM444
RM506 total
includes taxes & fees
3 Jan - 4 Jan 2026
SpringHill Suites by Marriott Annapolis
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
5.5 km from Hillsmere
8.2 out of 10, Very good, (1005)
"Perfect "
United States
Coleen
The price is RM345
RM394 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Annapolis
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
15.9 km from Hillsmere
9.4 out of 10, Exceptional, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is RM668
RM845 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Inn at Chesapeake Bay Beach Club
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
22.9 km from Hillsmere
9.0 out of 10, Wonderful, (1002)
"Clean and friendly staff"
United States
Lisa
The price is RM495
RM549 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Kent Island Marina
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
22.9 km from Hillsmere
9.2 out of 10, Wonderful, (941)
"It was very comfortable and clean"
United States
Maria
The price is RM320
RM355 total
includes taxes & fees
25 Jan - 26 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Cambria Hotel Arundel Mills - BWI Airport

Cambria Hotel Arundel Mills - BWI Airport

Cambria Hotel Arundel Mills - BWI Airport
3.0 star property
31.6 km from Hillsmere
9.4 out of 10, Exceptional, (1003)
"We had an amazing time, and the hotel was truly beautiful.The rooms were clean and the service was exceptional"
United States
john
The price is RM573
RM654 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cambria Hotel Arundel Mills - BWI Airport
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
5.9 km from Hillsmere
8.6 out of 10, Excellent, (1000)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is RM340
RM388 total
includes taxes & fees
19 Jan - 20 Jan 2026
Courtyard by Marriott Annapolis
Terrace/patio
Historic Inns of Annapolis

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, (1898)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
22.8 km from Hillsmere
8.0 out of 10, Very good, (1002)
"Nice place "
United States
Tucker T
The price is RM338
RM375 total
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Kent Narrows Inn
Hypo-allergenic bedding, desk, blackout curtains, iron/ironing board
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
6.8 km from Hillsmere
9.0 out of 10, Wonderful, (1006)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is RM379
RM432 total
includes taxes & fees
5 Jan - 6 Jan 2026
Country Inn & Suites by Radisson, Annapolis, MD
Bar (on property)
Aloft BWI Baltimore Washington International Airport

Aloft BWI Baltimore Washington International Airport

Aloft BWI Baltimore Washington International Airport
3.0 star property
32.2 km from Hillsmere
8.2 out of 10, Very good, (1497)
"Clean room, nice staff "
United States
Nicholas
The price is RM341
RM389 total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft BWI Baltimore Washington International Airport
Terrace/patio
Courtyard Largo Medical Center Drive

Courtyard Largo Medical Center Drive

Courtyard Largo Medical Center Drive
3.0 star property
30 km from Hillsmere
8.8 out of 10, Excellent, (1002)
"Had a good healthy selections for breakfast "
United States
cheryll
The price is RM369
RM417 total
includes taxes & fees
8 Jan - 9 Jan 2026
Courtyard Largo Medical Center Drive
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.
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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

While visiting Historic District, you might make a stop by sights like Thurgood Marshall Memorial and Maryland State House.

Eastport

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

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

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

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Yes!"
Laurie 2-night trip
Posted 2 days ago
Crowne Plaza Annapolis by IHG

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 12 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 Historical Society of Talbot County.

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