Hillsmere Shores Holidays

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Top hotels in Hillsmere Shores

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is S$110 per night from 8 Feb to 9 Feb
S$110
8 Feb - 9 Feb
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Very nice and neat hotel in good location. Staff are wonderful

Reviewed on 7 Jan, 2026

DoubleTree by Hilton Hotel 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 S$133 per night from 25 Jan to 26 Jan
S$133
25 Jan - 26 Jan
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Clean rooms, amazing staff and the breakfast was fantastic

Reviewed on 7 Jan, 2026

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 S$215 per night from 21 Jan to 22 Jan
S$215
21 Jan - 22 Jan
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
Pleasant staff. Good location to walk to restaurants, shops.

Reviewed on 30 Dec, 2025

Graduate by Hilton Annapolis
See all 1,268 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.

Popular places to visit

Kunta Kinte–Alex Haley Memorial

Kunta Kinte–Alex Haley Memorial

This moving memorial marks the spot where Kunta Kinte, the ancestor of author Alex Haley, was brought from Africa and sold into slavery.

Kunta Kinte–Alex Haley Memorial

What to do in Hillsmere Shores

Phantoms of Annapolis Ghost Tour By US Ghost Adventures

Ashes and Apparitions of Annapolis Ghost Tour

S$41
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
Food Tour Plate

Historic Annapolis Food Tour

S$103
per adult
Historic Annapolis Food Tour
Ghosts of Annapolis: Boos & Booze Haunted Pub Crawl

Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl

S$46
per adult
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
See all activities in Hillsmere Shores

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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.