Hillsmere Hotels, Annapolis

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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 NZ$400
includes taxes & fees
10 Feb - 11 Feb
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 NZ$938
includes taxes & fees
11 Feb - 12 Feb
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, (435 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is NZ$330
includes taxes & fees
10 Feb - 11 Feb
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 NZ$311
includes taxes & fees
10 Feb - 11 Feb
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 NZ$272
includes taxes & fees
10 Feb - 11 Feb
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 NZ$257
includes taxes & fees
10 Feb - 11 Feb
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 NZ$330
includes taxes & fees
10 Feb - 11 Feb
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 NZ$183
includes taxes & fees
10 Feb - 11 Feb
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 NZ$293
includes taxes & fees
12 Feb - 13 Feb
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 NZ$254
includes taxes & fees
10 Feb - 11 Feb
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, (1,005 reviews)
"An amazing cozy place to stay during this snow storm!"
United States
zhanna
The price is NZ$181
includes taxes & fees
12 Feb - 13 Feb
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, (1,010 reviews)
"Nice hotel"
United States
Jane
The price is NZ$208
includes taxes & fees
15 Feb - 16 Feb
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, (1,003 reviews)
"Clean room staff and accommodations were great"
United States
Delvon
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 NZ$305
includes taxes & fees
23 Feb - 24 Feb
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 NZ$480
includes taxes & fees
10 Feb - 11 Feb
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 NZ$385
includes taxes & fees
22 Feb - 23 Feb
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, (1,001 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 NZ$191
includes taxes & fees
12 Feb - 13 Feb
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.

Our guide on where to stay in Hillsmere

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

Historic District

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

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 Historical Society of Talbot County.

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