Find hotels in Hillsmere, Annapolis from NT$2,674

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Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

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Our top choices for Hillsmere hotels

Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
29.3 km from Hillsmere
9.6 out of 10, Exceptional, (371)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is NT$16,171
NT$19,566 total
includes taxes & fees
Dec 29 - Dec 30
Inn at Perry Cabin
Premium Room | 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, (409)
"Awesome! Love the room and fireplace!"
United States
Brian
The price is NT$6,208
NT$7,515 total
includes taxes & fees
Dec 17 - Dec 18
The Wildset
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, (430)
"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 NT$5,735
NT$7,159 total
includes taxes & fees
Dec 18 - Dec 19
The Inn at Chesapeake Bay Beach Club
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
28.7 km from Hillsmere
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is NT$4,773
NT$5,250 total
includes taxes & fees
Jan 1 - 2026/1/2
George Brooks House B&B
Horseback riding
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
20.3 km from Hillsmere
9.4 out of 10, Exceptional, (11)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
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
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
28.4 km from Hillsmere
9.6 out of 10, Exceptional, (120)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is NT$7,019
NT$7,721 total
includes taxes & fees
Dec 19 - Dec 20
The Tilghman Island Inn
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, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is NT$4,470
NT$6,076 total
includes taxes & fees
Dec 22 - Dec 23
Kent Island 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, (1008)
"Great value for stay with breakfast included "
United States
Aisling
The price is NT$2,471
NT$2,816 total
includes taxes & fees
Dec 22 - Dec 23
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 NT$3,743
NT$4,118 total
includes taxes & fees
Dec 19 - Dec 20
Knapps Narrows Marina & Inn
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, (1004)
"Very nice hotel. The dog park could have better lighting. "
United States
Andrew
The price is NT$4,195
NT$4,782 total
includes taxes & fees
Dec 22 - Dec 23
Graduate by Hilton Annapolis
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, (1000)
"Spectacular "
United States
Dennis
The price is NT$4,804
NT$5,476 total
includes taxes & fees
Dec 20 - Dec 21
The Westin Annapolis
Front of property
Flag House Inn

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 4.5 km from Hillsmere
9.4 out of 10, Exceptional, (83)
"The Inn is beautiful and the staff very welcoming. My room was spotless, cozy, and tastefully decorated. The location is directly across the street from the USNA. I skipped breakfast, but the offerings looked lovely. Will definitely stay here again. "
United States
Elizabeth
The price is NT$5,736
NT$6,539 total
includes taxes & fees
Dec 17 - Dec 18
Flag House Inn
Exterior
86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
2.0 star property
Historic District, 4.5 km from Hillsmere
10.0 out of 10, Exceptional, (3)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is NT$10,985
NT$12,523 total
includes taxes & fees
Dec 17 - Dec 18
86 State Circle - Luxury Boutique Hotel
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, (1005)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is NT$3,431
NT$3,912 total
includes taxes & fees
Dec 19 - Dec 20
Crowne Plaza Annapolis by IHG
Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
29.3 km from Hillsmere
9.2 out of 10, Wonderful, (130)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is NT$6,239
NT$6,863 total
includes taxes & fees
Jan 1 - 2026/1/2
Parsonage Inn
Exterior
134 Prince - Luxury Boutique Hotel

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, (31)
"Wonderful place to go, especially during the Annapolis boat show... easy access to everything beautiful property and staff"
United States
Ian
134 Prince - Luxury Boutique Hotel
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, (1902)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis
Room, 2 Queen Beds, Balcony | Premium bedding, down comforters, pillowtop beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

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, (882)
"Great location, nice and clean "
United States
Micah
The price is NT$5,542
NT$6,317 total
includes taxes & fees
Dec 22 - Dec 23
Annapolis Waterfront Hotel, Autograph Collection
Basic Single Room | Desk, laptop workspace, blackout drapes, free WiFi
Rips Country Inn

Rips Country Inn

Rips Country Inn
2.5 star property
18.5 km from Hillsmere
6.6 out of 10, (60)
"Good stay"
United States
David
Rips Country Inn
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

Country Inn & Suites by Radisson, BWI Airport (Baltimore), MD

Country Inn & Suites by Radisson, BWI Airport (Baltimore), MD

10/10 Excellent
"Clean, Quiet, comfortable. "
Betty 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, BWI Airport (Baltimore), MD

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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.