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Our top choices for Hillsmere hotels

The Wildset

The Wildset
2.5 star property
29.5 km from Hillsmere
9.8 out of 10, Exceptional, (417 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is ₩261,185
₩319,387 total
includes taxes & fees
Feb 16 - Feb 17
The Wildset

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
29.5 km from Hillsmere
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is ₩748,118
₩822,930 total
includes taxes & fees
Feb 18 - Feb 19
Inn at Perry Cabin

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, (436 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is ₩227,425
₩289,550 total
includes taxes & fees
Feb 16 - Feb 17
The Inn at Chesapeake Bay Beach Club

George Brooks House B&B

George Brooks House B&B
3.0 star property
28.7 km from Hillsmere
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ₩247,914
₩272,705 total
includes taxes & fees
Feb 16 - Feb 17
George Brooks House B&B

Parsonage Inn

Parsonage Inn
3.5 star property
29.4 km from Hillsmere
9.2 out of 10, Wonderful, (131 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ₩217,290
₩239,019 total
includes taxes & fees
Feb 16 - Feb 17
Parsonage Inn

Kent Island Resort

Kent Island Resort
3.5 star property
16 km from Hillsmere
9.2 out of 10, Wonderful, (132 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is ₩175,279
₩245,321 total
includes taxes & fees
Feb 15 - Feb 16
Kent Island Resort

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
30.4 km from Hillsmere
10.0 out of 10, Exceptional, (59 reviews)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 4.5 km from Hillsmere
9.4 out of 10, Exceptional, (86 reviews)
"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 ₩264,816
₩301,901 total
includes taxes & fees
Feb 16 - Feb 17
Flag House Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
28.6 km from Hillsmere
9.4 out of 10, Exceptional, (368 reviews)
"Always a great time. "
United States
Randolph
The price is ₩131,249
₩144,374 total
includes taxes & fees
Feb 13 - Feb 14
Knapps Narrows Marina & Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
28.4 km from Hillsmere
9.6 out of 10, Exceptional, (121 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ₩233,331
₩256,664 total
includes taxes & fees
Feb 15 - Feb 16
The Tilghman Island Inn

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, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ₩195,561
₩222,948 total
includes taxes & fees
Feb 15 - Feb 16
Anchored Inn at Hidden Harbour Marina

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, (34 reviews)
"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

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)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is ₩135,711
₩154,711 total
includes taxes & fees
Feb 16 - Feb 17
Hilton Garden Inn Annapolis Downtown

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)
"Nice hotel"
United States
Jane
The price is ₩160,415
₩182,873 total
includes taxes & fees
Feb 15 - Feb 16
Crowne Plaza Annapolis by IHG

Live! Casino & Hotel - Maryland

Live! Casino & Hotel - Maryland
4.5 star property
30.9 km from Hillsmere
9.0 out of 10, Wonderful, (1,000 reviews)
"Room was clean , and food was great. "
United States
Aquisha
Live! Casino & Hotel - Maryland

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, (12 reviews)
"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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
4.2 km from Hillsmere
9.4 out of 10, Exceptional, (1,006 reviews)
"Room was clean, great location"
United States
Brian
The price is ₩236,890
₩270,055 total
includes taxes & fees
Feb 22 - Feb 23
Graduate by Hilton Annapolis

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 reviews)
"Amazing hotel, friendly staff, super clean and comfortable. My best hotel ever, and I have been in 100 + hotels."
Norway
Jo
The price is ₩430,059
₩490,268 total
includes taxes & fees
Feb 15 - Feb 16
86 State Circle - Luxury Boutique Hotel

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, (901 reviews)
"Great location, nice and clean "
United States
Micah
The price is ₩296,258
₩337,733 total
includes taxes & fees
Feb 23 - Feb 24
Annapolis Waterfront Hotel, Autograph Collection

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, (1,000 reviews)
" The rooms where clean, staff where so helpful. The cafe with a hot bar breakfast was excellent it was always clean and replenished with Great Coffee. "
United States
Sherri
The price is ₩153,124
₩174,562 total
includes taxes & fees
Feb 15 - Feb 16
Holiday Inn Express & Suites Annapolis by IHG
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.

Where to stay in Hillsmere

Find the best Hillsmere areas and neighborhoods for the activities you enjoy most.

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 Ballet Theater of Maryland and Spa Creek.

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

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 11 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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