Annapolis, MD

Travel Guide

Annapolis
Annapolis
U.S. Naval Academy which includes heritage architecture, military items and interior views
Annapolis as well as a couple
Annapolis

Where to stay in Annapolis

Annapolis which includes street scenes and a city as well as a small group of people

Historic District

5/5(83 area reviews)

Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy.

Historic District
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Eastport

5/5(1 area review)

While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor.

Eastport
The BEST farm to table restaurant in downtown Annapolis.  The liquor bar and specialty cocktails can't be beat. Hometown fave, for sure!

Murray Hill

While visiting Murray Hill, you might make a stop by sights like Ballet Theater of Maryland and Spa Creek.

Murray Hill
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Cape Saint Claire

Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50.

Cape Saint Claire
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Admiral Heights

Admiral Heights might not have many top sights, but Navy-Marine Corps Memorial Stadium and Maryland Hall for Creative Arts are two attractions nearby that you can check out.

Admiral Heights
Maryland Quiet Waters Park featuring a garden and a house

Hillsmere

If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing.

Hillsmere
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is AED 276 per night from Feb 8 to Feb 9
AED 276
AED 315 total
8 Feb - 9 Feb
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.6/10 Excellent! (1,000 reviews)
Staff was amazing!!! The place was clean!!! Bathroom was out dated and had a couple holes in the ceiling by the fan. Pillows were tiny, that was probably my biggest issue. Had a restaurant inside, didn’t stop in during the evening. Had breakfast, price was reasonable. Got the buffet, food was ...

Reviewed on 6 January 2026

DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
The price is AED 539 per night from Jan 18 to Jan 19
AED 539
AED 615 total
18 Jan - 19 Jan
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 ...
9.2/10 Wonderful! (1,004 reviews)
Pleasant staff. Good location to walk to restaurants, shops.

Reviewed on 30 December 2025

Graduate by Hilton Annapolis
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! (1,909 reviews)
Valet parking was excellent. The men doing it were friendly and professional. The room was just the right temperature.

Reviewed on 3 January 2026

Historic Inns of Annapolis
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.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Ellen O. Moyer Nature Park at Back ...
10/10 Exceptional! (34 reviews)
Excellent location and large house! Would love to stay again.

Reviewed on 16 November 2025

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Sandy Point State Park and Bay Hills Golf ...
10/10 Exceptional! (40 reviews)
Wow! What a great home. Plenty of space for a larger group. The open floor plan was perfect - lots of areas for people to hang out without feeling crowded. We will be back!

Reviewed on 1 December 2025

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Charming Historic Annapolis Home With Two Off-street Parking Places!

Charming Historic Annapolis Home With Two Off-street Parking Places!

Annapolis MD
Stay at this vacation home in Annapolis. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions John Smith House and William Paca ...
10/10 Exceptional! (201 reviews)
Wonderful weekend in a great location! House was perfect for 3 couples looking to get away for the weekend

Reviewed on 24 November 2025

Charming Historic Annapolis Home With Two Off-street Parking Places!
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