
Hillsmere Shores Packages (Flight + Hotel)
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- Better togetherSave up to ฿4,531 when you book a flight and hotel together*
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Top hotels in Hillsmere Shores

DoubleTree by Hilton Hotel Largo/Washington DC
9100 Basil Court Upper Marlboro MD
Fully refundableReserve now, pay when you stay
The price is ฿2,882 per night from 1 Feb to 2 Feb
฿2,882
฿3,257 total
1 Feb - 2 Feb
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Loved food
Reviewed on 15 Jan 2026

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is ฿3,334 per night from 18 Feb to 19 Feb
฿3,334
฿3,801 total
18 Feb - 19 Feb
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
The room was great and the staff was super nice.
Reviewed on 13 Jan 2026

Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ฿4,687 per night from 20 Jan to 21 Jan
฿4,687
฿6,419 total
20 Jan - 21 Jan
includes taxes & fees
9/10 Wonderful! (1,894 reviews)
Clean room, staff was very friendly and kept in touch throughout stay, to see if I needed anything. Highly recommended staying here
Reviewed on 12 Jan 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.
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
฿310
per traveller
80% of travellers recommend

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
฿1,258
per adult

Ashes and Apparitions of Annapolis Ghost Tour
฿1,007
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.
