
Hillsmere Shores Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿4,531 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Hillsmere Shores

Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,905 reviews)
Location perfect
Reviewed on 23 Nov 2025

DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
The price is ฿2,942 per night from 14 Dec to 15 Dec
฿2,942
฿3,325 total
14 Dec - 15 Dec
includes taxes & fees
8/10 Very Good! (1,011 reviews)
Everything was perfect
Reviewed on 26 Nov 2025

Graduate by Hilton Annapolis
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ฿3,950 per night from 21 Dec to 22 Dec
฿3,950
฿4,502 total
21 Dec - 22 Dec
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Clean rooms, lovely hotel, great location!
Reviewed on 22 Nov 2025
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.
Popular places to visit

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

Maryland State House
Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.
What to do in Hillsmere Shores

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
฿313
per traveller
80% of travellers recommend

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿943
per adult

AERIAL TRAM TOUR - HALF DAY PASS Rainforest Adventures Jacó
฿2,167
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
