
Hillsmere Shores Holidays
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Hillsmere Shores Holiday
Our pick of the best Hillsmere Shores Hotel Deals

Comfort Inn Largo-Washington DC East
9421 Largo Drive West Upper Marlboro MD
Fully refundable
The price is NZ$188 per night from 4 June to 5 June
NZ$188
4 June - 5 June
includes taxes & fees
8/10 Very Good! (591 reviews)
"Hallways had funny smell, the floors are tile and felt slippery especially when I took a shower."
Reviewed on 28 May 2026

Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$285 per night from 8 June to 9 June
NZ$285
8 June - 9 June
includes taxes & fees
9/10 Wonderful! (1,846 reviews)
"There were numerous communication issues between me and the staff and managers at one point our room got up to 77° and stayed like that for hours because there was no one on staffed correct the issue although we got the historic room fee waved. I don’t believe that the staff truly cared about our ..."
Reviewed on 28 May 2026

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NZ$220 per night from 3 June to 4 June
NZ$220
3 June - 4 June
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Staff was very help."
Reviewed on 25 May 2026
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.
Discover the most popular places to visit in Hillsmere Shores

U.S. Naval Academy
4/5(3 reviews)
See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

Chesapeake Bay Bridge
5/5(1 review)
Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.
What to do in Hillsmere Shores

Annapolis Highlights Self-Guided Walking Audio Tour
NZ$8
per traveller

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
NZ$67
per adult

Ashes and Apparitions of Annapolis Ghost Tour
NZ$44
per adult
100% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
