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Our top choices for Hillsmere hotels

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
29.4 km from Hillsmere
8.8 out of 10, Excellent, (93 reviews)
"We were"
United States
Guevara
The price is ₩173,404
₩257,236 total
includes taxes & fees
Apr 8 - Apr 9
Wylder Tilghman Island

Kent Island Resort

Kent Island Resort
3.5 star property
16 km from Hillsmere
9.2 out of 10, Wonderful, (134 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is ₩180,631
₩246,037 total
includes taxes & fees
Apr 1 - Apr 2
Kent Island Resort

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, (70 reviews)
"A beautiful renovated historical house with charm, clean rooms, decorative furnishings and a wonderful hot breakfast. What we enjoyed the most was the warm hospitality of Willard, Valerie, and the other staff. Very close to downtown St. Michael’s, but just far enough away to give a nice feel of natural serenity. Great for a quick getaway from the city. We will be back. "
United States
Charles
The price is ₩256,896
₩282,586 total
includes taxes & fees
Apr 1 - Apr 2
George Brooks House B&B

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, (885 reviews)
"Staff was nice and room was clean "
United States
Lauren
The price is ₩160,560
₩178,221 total
includes taxes & fees
Apr 13 - Apr 14
Quality Inn Grasonville near Kent Island

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
31 km from Hillsmere
The price is ₩234,228
₩259,993 total
includes taxes & fees
Apr 21 - Apr 22
Haven Point Inn and Gallery

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
28.6 km from Hillsmere
9.4 out of 10, Exceptional, (375 reviews)
"Such a marvelous retreat! And the balcony facing the boats and the Bay at sunset is so welcome after exploring St Michael’s (a short 17 mins drive). Extremely friendly staff and good breakfast. Highly recommend to any nature lovers."
United States
Nadia
The price is ₩226,673
₩249,340 total
includes taxes & fees
Apr 15 - Apr 16
Knapps Narrows Marina & Inn

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 ₩256,527
₩282,180 total
includes taxes & fees
Apr 3 - Apr 4
Parsonage Inn

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 price is ₩391,181
₩445,947 total
includes taxes & fees
Apr 7 - Apr 8
The Inn at Tacaro Estate

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
30.4 km from Hillsmere
10.0 out of 10, Exceptional, (62 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is ₩211,727
₩235,029 total
includes taxes & fees
Apr 1 - Apr 2
Inn at Huntingfield Creek

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, (1,000 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is ₩153,370
₩170,241 total
includes taxes & fees
Apr 12 - Apr 13
Best Western Kent Narrows Inn

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
18.8 km from Hillsmere
9.0 out of 10, Wonderful, (1,055 reviews)
"We stayed here while visiting our kids in the area! Very nice staff and clean hotel. Good place to stay for the money! "
United States
Lonnie
The price is ₩129,781
₩147,950 total
includes taxes & fees
Apr 19 - Apr 20
Microtel Inn & Suites by Wyndham Gambrills

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
28 km from Hillsmere
8.4 out of 10, Very Good, (1,000 reviews)
"Great place to stay with lovely views"
United States
David
The price is ₩229,846
₩285,352 total
includes taxes & fees
Apr 29 - Apr 30
Rod 'N' Reel Resort

The Wildset

The Wildset
2.5 star property
29.5 km from Hillsmere
9.8 out of 10, Exceptional, (429 reviews)
"Best HOTEL EVER!!!"
United States
Ama
The price is ₩330,942
₩397,281 total
includes taxes & fees
Apr 19 - Apr 20
The Wildset

Flag House Inn

Flag House Inn
3.5 star property
Historic District, 4.5 km from Hillsmere
9.2 out of 10, Wonderful, (91 reviews)
"The room was over the garage. You couldn’t stand up in half the room as the ceiling was too low. Multiple tripping areas walking into and out of the space. No heat in bathroom. You have to walk to the front of house to enter for coffee in the morning. They have the nerve to charge you to park at the house. "
United States
Richard
The price is ₩264,298
₩301,305 total
includes taxes & fees
Apr 1 - Apr 2
Flag House Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
28.4 km from Hillsmere
9.6 out of 10, Exceptional, (126 reviews)
"A wonderful property with a fantastic location. Super friendly staff. Couldn't ask for a more pleasant stay anywhere. You should book right now."
United States
Timothy
The price is ₩355,120
₩390,632 total
includes taxes & fees
Apr 9 - Apr 10
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, (478 reviews)
"The Anchored Inn at Hidden Harbour Marina is a small gem of a hotel in Deale, Maryland. The staff was incredibly kind and professional. We were there "off season" and enjoyed the quiet. The room was a little small, but the bed was very comfortable. We would stay at the Anchored Inn again in a heartbeat!"
United States
Katey
The price is ₩229,846
₩262,033 total
includes taxes & fees
Apr 9 - Apr 10
Anchored Inn at Hidden Harbour Marina

Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly!
3.0 star property
24.2 km from Hillsmere
6.0 out of 10, (1 review)
"The property needs a severe cleaning. The floors were filthy. "
United States
Lacy
Updated North Beach Cottage: Pet Friendly!

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
5.2 km from Hillsmere
8.8 out of 10, Excellent, (223 reviews)
"Hotel was clean staff was friendly"
United States
Kim
The price is ₩133,576
₩159,774 total
includes taxes & fees
Apr 6 - Apr 7
Candlewood Suites Annapolis by IHG

Hilton Baltimore BWI Airport

Hilton Baltimore BWI Airport
3.5 star property
32.3 km from Hillsmere
8.8 out of 10, Excellent, (1,023 reviews)
"Room was clean staff was awesome "
United States
Tanicka
The price is ₩180,146
₩205,367 total
includes taxes & fees
Apr 5 - Apr 6
Hilton Baltimore BWI Airport

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
The price is ₩280,902
₩320,228 total
includes taxes & fees
Apr 5 - Apr 6
134 Prince - Luxury Boutique Hotel
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 Spa Creek and Ballet Theater of Maryland.

Arundel on the Bay

Former post village turned residential area, Arundel-on-the-Bay boasts a private beach, pier, boat ramp, and boat launch for community use, with the picturesque Thomas Point Lighthouse just a short boat ride away.

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.

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?
Book one of Expedia's 9 hotels and other accommodations in Hillsmere and start exploring everything Annapolis has to offer.
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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