Hillsmere Shores Travel Guide

Tourist Guide

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,811 reviews)
"This property is perfectly located within short walking distance of the USNA, downtown shopping/dining and the State House. It could not be in a better location. The property is historic, beautiful and well maintained. The room was spacious, clean and did not feel tired or in need of a refresh. We ..."

Reviewed on 23 Jul. 2025

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Historic Inns of Annapolis
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

3 out of 5
9421 Largo Drive West, Upper Marlboro, MD
The price is NZ$133 per night from 3 Aug to 4 Aug
NZ$133
3 Aug - 4 Aug
includes taxes & fees
Book a stay at this business-friendly hotel in Upper Marlboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.6/10 Good! (126 reviews)
"Staff was great!"

Reviewed on 21 Jul. 2025

Comfort Inn Largo-Washington DC East
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
The price is NZ$293 per night from 3 Aug to 4 Aug
NZ$293
3 Aug - 4 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and ...
9.4/10 Exceptional! (1,003 reviews)
"Excellent!"

Reviewed on 21 Jul. 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.
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
8/10 Very Good! (4 reviews)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby."

Reviewed on 7 Jun. 2025

Floating 2 bed 2 bath condo stunning views of the bay
The Heron's Nest at Atlantic Marina

The Heron's Nest at Atlantic Marina

Pasadena
Stay at this cottage in Pasadena. Enjoy free WiFi, a garden, and balconies or patios. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.8/10 Exceptional! (296 reviews)
"Our 2nd time at Herons nest and it was just awesome. The kids loved the storybook look of the bedroom attic and i loved the comfy bed!!A great playground and area to play...water view with 2 bald eagles, a Heron and lots of ducks and geese!The pool was awesome and only 4' at the high part. Opening ..."

Reviewed on 17 Jul. 2025

The Heron's Nest at Atlantic Marina
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis
Stay at this vacation home in Annapolis. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions Annapolis City Dock and John Smith House ...
10/10 Exceptional! (209 reviews)
Phenomenal Stay in Annapolis!
"This wonderful home is cozy and inviting! Unbeatable location and very accommodating in so many ways! John was an excellent host - 5 Stars!"

Reviewed on 10 Jul. 2025

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
See all 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

U.S. Naval Academy featuring heritage architecture, interior views and military items

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.

U.S. Naval Academy
Chesapeake Bay Bridge

Chesapeake Bay Bridge

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

Chesapeake Bay Bridge
Sandy Point State Park

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Sandy Point State Park
Maryland Quiet Waters Park featuring 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
Maryland State House showing heritage architecture and an administrative building

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.

Maryland State House
William Paca House

William Paca House

Learn about the life and explore the historic home of 18th-century lawyer and signer of the Declaration of Independence, William Paca.

William Paca House

Activities

Food Tour Plate

Historic Annapolis Food Tour

NZ$132
per adult
Historic Annapolis Food Tour
Step into the shadows and discover the haunting tales of our city's past.

Haunted Annapolis: Ghosts of the Harbor & Old Town Tour

NZ$43
per adult
100% of travellers recommend
Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

NZ$67
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
See all activities in Hillsmere Shores