Hillsmere Hotels, Annapolis

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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 AU$242
includes taxes & fees
6 Apr - 7 Apr
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 AU$236
includes taxes & fees
31 Mar - 1 Apr
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 AU$256
includes taxes & fees
31 Mar - 1 Apr
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 AU$163
includes taxes & fees
31 Mar - 1 Apr
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 AU$240
includes taxes & fees
21 Apr - 22 Apr
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 AU$240
includes taxes & fees
7 Apr - 8 Apr
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 AU$238
includes taxes & fees
31 Mar - 1 Apr
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 AU$427
includes taxes & fees
31 Mar - 1 Apr
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 AU$226
includes taxes & fees
31 Mar - 1 Apr
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, (1,004 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is AU$163
includes taxes & fees
8 Apr - 9 Apr
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, (1,054 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 AU$134
includes taxes & fees
19 Apr - 20 Apr
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, (1,009 reviews)
"Great place to stay with lovely views"
United States
David
The price is AU$197
includes taxes & fees
31 Mar - 1 Apr
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 AU$366
includes taxes & fees
2 Apr - 3 Apr
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 B&B website and other on-line links claims "...excellent breakfast" and "the best breakfast in Annapolis". What was served were mini grocery store bought pastry, no fresh coffee, no juice, no plates, no one around. In addition, they state that for a large fee you can have valet parking on-site. There was no valet. I requested a refund for the valet parking and used that money to have a decent breakfast elsewhere. "
United States
Linda
The price is AU$289
includes taxes & fees
1 Apr - 2 Apr
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 AU$376
includes taxes & fees
1 Apr - 2 Apr
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 AU$252
includes taxes & fees
22 Apr - 23 Apr
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 AU$153
includes taxes & fees
5 Apr - 6 Apr
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, (1,021 reviews)
"Accessible, clean, friendly staff, nice room"
United States
Chenille
The price is AU$197
includes taxes & fees
5 Apr - 6 Apr
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 AU$282
includes taxes & fees
5 Apr - 6 Apr
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.

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, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

Arundel on the Bay

If you're spending some time in Arundel on the Bay, Northern Chesapeake Bay and Chesapeake Bay 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.

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?
Book one of Expedia's 9 hotels and other accommodation options 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, 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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