Name: Hilton Garden Inn Annapolis Downtown
Price range: CA $175
Rating: 8.6

Graduate by Hilton Annapolis

126 West St Annapolis MD

CA $257

CA $293 total

May 3 - May 4

includes taxes & fees

Book a stay at this 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! (1,013 reviews)

Outstanding

Reviewed on Apr 11, 2026

Historic Inns of Annapolis

58 State Circle Annapolis MD

CA $208

CA $284 total

Apr 19 - Apr 20

includes taxes & fees

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 ...

9/10 Wonderful! (1,845 reviews)

Room was clean, but never cleaned during my stay. Staff was polite and helpful. Parking and check in was most inconvenient. Going from one location to another was not what I expected.

Reviewed on Apr 16, 2026

Hilton Garden Inn Annapolis Downtown

174 West Street Annapolis MD

CA $175

CA $200 total

May 3 - May 4

includes taxes & fees

Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...

8.6/10 Excellent! (1,015 reviews)

Friendly, excellent service, very clean, and great location (very close to downtown.

Reviewed on Apr 14, 2026

See all 1,203 properties in Highland Beach

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.

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD

Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...

10/10 Exceptional! (52 reviews)

Absolutely Lovely, Julia was very sweet and the home had everything you could have thought of or forgotten to bring.

Reviewed on Apr 13, 2026

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Stevensville MD

Book a stay at this golf vacation home in Stevensville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Matapeake State Park and Northern ...

10/10 Exceptional! (17 reviews)

It’s beautiful place inside and out!

Reviewed on Apr 8, 2026

Sweet Bamboo Beach Cottage

north beach MD

Stay at this vacation home in North Beach. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Bayside History Museum and Chesapeake ...

9.8/10 Exceptional! (84 reviews)

It was chilly, but we had a nice stay.

Reviewed on Mar 9, 2026

See all properties in Highland Beach

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.

Check Highland Beach hotel availability

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.

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.

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 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.