Hillsmere Hotels: 2026 Top 10 Hillsmere Hotels with Limited-Time Deals @Expedia

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Our top choices for Hillsmere hotels

In-room safe, iron/ironing board, free WiFi, bed sheets

Quality Inn Grasonville near Kent Island

25.8 km from Hillsmere

Carol

HK$924 total

includes taxes & fees

17 Jun - 18 Jun

The Tilghman Island Inn

28.4 km from Hillsmere

Tracey

HK$2,198 total

includes taxes & fees

1 Jul - 2 Jul

Anchored Inn at Hidden Harbour Marina

18 km from Hillsmere

BENNY

HK$2,115 total

includes taxes & fees

7 Jun - 8 Jun

George Brooks House B&B

28.7 km from Hillsmere

MENBERE

HK$2,931 total

includes taxes & fees

26 Jun - 27 Jun

Rod 'N' Reel Resort

28 km from Hillsmere

Travis

HK$1,558 total

includes taxes & fees

7 Jun - 8 Jun

Holiday Inn Baltimore BWI Airport by IHG

32.4 km from Hillsmere

Jeffery

HK$1,054 total

includes taxes & fees

21 Jun - 22 Jun

The Wildset

29.5 km from Hillsmere

Rachel

HK$2,319 total

includes taxes & fees

17 Jun - 18 Jun

Knapps Narrows Marina & Inn

28.6 km from Hillsmere

Polina

HK$1,293 total

includes taxes & fees

4 Jun - 5 Jun

Microtel Inn & Suites by Wyndham Gambrills

18.8 km from Hillsmere

Sean

HK$909 total

includes taxes & fees

7 Jun - 8 Jun

Inn at Huntingfield Creek

30.4 km from Hillsmere

Sandra

HK$1,549 total

includes taxes & fees

4 Jun - 5 Jun

Hyatt Place Kent Narrows & Marina

22.6 km from Hillsmere

Richard

HK$1,652 total

includes taxes & fees

16 Jun - 17 Jun

Kent Island Resort

16 km from Hillsmere

Kiana

HK$1,622 total

includes taxes & fees

16 Jun - 17 Jun

Holiday Inn Express Annapolis East-Kent Island by IHG

22.9 km from Hillsmere

Michele

HK$1,166 total

includes taxes & fees

29 Jun - 30 Jun

Best Western Kent Narrows Inn

22.8 km from Hillsmere

Brenda

HK$1,001 total

includes taxes & fees

10 Jun - 11 Jun

Wylder Tilghman Island

29.4 km from Hillsmere

Jennifer

HK$3,177 total

includes taxes & fees

10 Jun - 11 Jun

The Hotel at Arundel Preserve

31.4 km from Hillsmere

Dawn

HK$1,136 total

includes taxes & fees

11 Jun - 12 Jun

Parsonage Inn

29.4 km from Hillsmere

Katie

HK$1,888 total

includes taxes & fees

7 Jun - 8 Jun

Breakfast, lunch, dinner and brunch served

Inn at Perry Cabin

29.5 km from Hillsmere

Craig

HK$5,198 total

includes taxes & fees

21 Jun - 22 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

The Inn at Tacaro Estate

20.3 km from Hillsmere

James

HK$2,950 total

includes taxes & fees

10 Jun - 11 Jun

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

32.6 km from Hillsmere

Carlos

HK$729 total

includes taxes & fees

4 Jun - 5 Jun

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Where to stay in Hillsmere

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

Aerial Panoramic View Annapolis Maryland State House Capital City

Historic District

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

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Aerial view of colorful sailboat moorings and docks on Spa Creek, in historic downtown Annapolis Maryland on a fall day

Eastport

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

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Murray Hill

If you're spending some time in Murray Hill, Spa Creek and Ballet Theater of Maryland are top sights worth seeing.

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Cape Saint Claire

While visiting Cape Saint Claire, you might make a stop by sights like Northern Chesapeake Bay and Chesapeake Bay.

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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.

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Top Hillsmere Hotel Reviews

Courtyard by Marriott New Carrollton

8/10 Good

"No"

Comfort Inn Largo-Washington DC East

10/10 Excellent

"hihi this was my first time booking a hotel ever and having one for myself so there was a bit of worry, I stayed here for 2 nights with my partner, we absolutely enjoyed our stay, the staff are so nice and accommodating, the room was clean, sheets were clean, surfaces were clean, some things in the room are a little older which can give the look of uncleanliness but there was no dust indicating it is routinely cleaned like the ac and shower, the tv has airplay and can use fire stick.the bed was really comfortable, the room itself just had a nice feel. Where the building is at and where our room was at we had a really nice view and felt secluded from the area. You couldnt see surrounding stores even tho they are insanely close for convenience which I like a lot. The breakfast is very decent it just goes fast so if you want some try to get it within the first 2 hours.Also if you’re worried about suspicious suds in the pool,that is from inactivity I went in and they went away instantly with movement. Quick double back I REALLY enjoyed the In unit ac, being able to dictate the temp of the room at any point in time made my stay really comfortable as well and it works really quick. Shower has nice pressure just a little bit small but most are.The elevator works a little slow but it works fine and was a good help going up and down ( tho I did use stairs here and there for the experience but be careful you can’t get in certain floors ) overall I enjoyed my stay 10/10 would come again"

DoubleTree by Hilton Hotel Annapolis

8/10 Good

"It would have been a nicer stay if they weren’t ripping up flooring and had the awful headache causing smell of epoxy everywhere. The hotel room we were in was in another wing- and you had to pass all around the convention rooms to get there. Thankfully we were able to use the shuttle to go into downtown Annapolis and enjoy the nice weather. We tried to spend as much time outside as possible."

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"The hotel staff were very helpful during my stay. I saved money by taking my rental car back during the day and Darrell from the hotel picked me up at Alamo. The convenience of being the closest hotel to the airport allowed us to leave a little later. The room was immaculate and spacious. I will stay here if traveling to Baltimore in the future."

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 10 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.

Hillsmere hotels in Annapolis

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Our top choices for Hillsmere hotels

Quality Inn Grasonville near Kent Island

The Tilghman Island Inn

Anchored Inn at Hidden Harbour Marina

George Brooks House B&B

Rod 'N' Reel Resort

Holiday Inn Baltimore BWI Airport by IHG

The Wildset

Knapps Narrows Marina & Inn

Microtel Inn & Suites by Wyndham Gambrills

Inn at Huntingfield Creek

Hyatt Place Kent Narrows & Marina

Kent Island Resort

Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

Wylder Tilghman Island

The Hotel at Arundel Preserve

Parsonage Inn

Inn at Perry Cabin

The Inn at Tacaro Estate

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Where to stay in Hillsmere

Historic District

Eastport

Murray Hill

Cape Saint Claire

Arundel on the Bay

Top Hillsmere Hotel Reviews

Courtyard by Marriott New Carrollton

Frequently asked questions

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