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Dec 19 - Dec 20
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Dec 20 - Dec 21
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Hillsmere hotels

Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
28 km from Hillsmere
8.4 out of 10, Very Good, (1002)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ₩134,393
₩178,702 total
includes taxes & fees
Dec 27 - Dec 28
Rod 'N' Reel Resort
Suite, 1 Bedroom, Terrace | Living area | 42-inch LED TV with digital channels, TV
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, (1000)
"Great value for stay with breakfast included "
United States
Aisling
The price is ₩129,603
₩147,747 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn Annapolis Downtown
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
28.6 km from Hillsmere
9.4 out of 10, Exceptional, (361)
"nice clean room staff very nice would stay again "
United States
mario
The price is ₩177,154
₩194,869 total
includes taxes & fees
Dec 20 - Dec 21
Knapps Narrows Marina & Inn
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
30.4 km from Hillsmere
10.0 out of 10, Exceptional, (58)
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
Inn at Huntingfield Creek
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, (935)
"It was very comfortable and clean"
United States
Maria
The price is ₩128,436
₩142,563 total
includes taxes & fees
Dec 29 - Dec 30
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior
Best Western Annapolis

Best Western Annapolis

Best Western Annapolis
2.5 star property
5.8 km from Hillsmere
7.8 out of 10, Good, (1001)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is ₩98,320
₩112,085 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Best Western Annapolis
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, (1008)
"Great place!"
United States
Tawnya
The price is ₩110,160
₩125,582 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Hotel Annapolis
Hypo-allergenic bedding, down comforters, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
5.9 km from Hillsmere
8.2 out of 10, Very Good, (1001)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is ₩109,614
₩124,960 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn 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, (1001)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is ₩198,530
₩226,324 total
includes taxes & fees
Dec 29 - Dec 30
Graduate by Hilton Annapolis
Indoor pool
The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

The Hotel at Arundel Preserve
3.5 star property
31.4 km from Hillsmere
9.4 out of 10, Exceptional, (1566)
"Great ambiance and the grillfire restaurant is always a vibe! "
United States
Lateshia
The price is ₩186,971
₩213,148 total
includes taxes & fees
Dec 20 - Dec 21
The Hotel at Arundel Preserve
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, (1002)
"Wonderful stay. "
United States
Angela
The price is ₩124,008
₩141,369 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Annapolis
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
18 km from Hillsmere
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ₩197,969
₩225,694 total
includes taxes & fees
Dec 28 - Dec 29
Anchored Inn at Hidden Harbour Marina
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, (1903)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
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, (1003)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is ₩155,009
₩176,710 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Crowne Plaza Annapolis by IHG
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
5.7 km from Hillsmere
8.2 out of 10, Very Good, (1000)
"Clean room and friendly staff! "
United States
Silvia
The price is ₩118,102
₩134,637 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Holiday Inn Express & Suites Annapolis by IHG
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 ₩243,586
₩307,937 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Inn at Chesapeake Bay Beach Club
Hypo-allergenic bedding, desk, blackout drapes, 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, (1003)
"Cookies and coffee at check in .excellent staff "
United States
Cheryl
The price is ₩140,542
₩160,217 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Country Inn & Suites by Radisson, Annapolis, MD
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, (677)
"Great view, good ambiance all around"
United States
Dianne
The price is ₩162,391
₩180,255 total
includes taxes & fees
Dec 25 - Dec 26
Hyatt Place Kent Narrows & Marina
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
25.8 km from Hillsmere
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ₩125,484
₩139,287 total
includes taxes & fees
Dec 21 - Dec 22
Quality Inn Grasonville near Kent Island
Aerial view
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
16 km from Hillsmere
9.2 out of 10, Wonderful, (129)
"Beautiful and peaceful property!"
United States
Jerry
The price is ₩211,459
₩287,466 total
includes taxes & fees
Dec 22 - Dec 23
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.
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Where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most.
Annapolis which includes street scenes and a city as well as a small group of people

Historic District

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Eastport

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

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland.

Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Admiral Heights

Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.

Top Hillsmere Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Awesone place to stay. Clean, comfortable, great location, courteous staff."
JAMES H COLMER 2-night trip
Posted 2 days ago
Historic Inns of Annapolis

Frequently asked questions

What is Hillsmere like?
Travelers are sure to enjoy a stay in Annapolis's Hillsmere neighborhood. Be sure to check out Maryland Quiet Waters Park and Great Frogs Winery as part of your Hillsmere travel plans.
How many hotels are there in the Hillsmere area?
When you want to kick up your feet after a day of exploring the sights in Annapolis, you can choose from 12 Expedia hotels and other accommodations in Hillsmere.
If I need to cancel my hotel reservation in Hillsmere, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the best deals in Hillsmere.
Where can I learn more about changing or cancelling my trip to Hillsmere?
To find more details about changing or cancelling your trip to Hillsmere, head over to our customer service page.
What is there to do in this Annapolis neighborhood?
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, be sure to visit other sights like Bay Bridge Market Place Shopping Center or Historical Society of Talbot County.

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