Hillsmere Shores Vacations

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Find the Best Hillsmere Shores Vacation Packages

Hillsmere Shores Hotel Deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,902 reviews)
Location perfect

Reviewed on Nov 23, 2025

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Historic Inns of Annapolis
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
The price is ₩134,485 per night from Dec 15 to Dec 16
₩134,485
₩151,968 total
Dec 15 - Dec 16
includes taxes & fees
8/10 Very Good! (1,013 reviews)
Everything was perfect

Reviewed on Nov 26, 2025

DoubleTree by Hilton Hotel Largo/Washington DC
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ₩180,527 per night from Dec 21 to Dec 22
₩180,527
₩205,801 total
Dec 21 - Dec 22
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Clean rooms, comfortable beds, friendly staff.

Reviewed on Nov 28, 2025

Graduate by Hilton Annapolis
See all 1,260 properties in Hillsmere Shores
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 which includes military items, interior views and heritage architecture

U.S. Naval Academy

4.5/5(446 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.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

4/5(270 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Chesapeake Bay Bridge
Maryland Quiet Waters Park which includes a garden

Maryland Quiet Waters Park

Stroll along miles of trails through grassy parkland, hardwood forests and riverfront promenades and check out the visitor center at this pretty park.

Maryland Quiet Waters Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.