Western Shore of Maryland, MD

Travel Guide

A crowd of people at an indoor event with blue lighting and hanging decorations.
A dragon boat with green and red details on a calm body of water.
A lighthouse named Concord Point Lighthouse with a clear view of the surrounding landscape.
A red lighthouse with a balcony, surrounded by a park with benches and flower beds.
A tall ship docked at a harbor with a city skyline in the background.

Visit big cities such as Baltimore and Annapolis, charming towns and beautiful seaside parks in this region of Maryland.

Western Chesapeake is the unofficial region of Maryland west of the Chesapeake Bay. The region includes the city of Baltimore, Harford County, Baltimore County, Anne Arundel County, Calvert County and Saint Mary's County. Enjoy the cultural offerings of the region’s metropolises and the wild beauty of the Chesapeake Bay.

As the largest city in Maryland, Baltimore is Western Chesapeake’s cultural and commercial hub. See works by Matisse, Picasso and other renowned artists at the Baltimore Museum of Art or enjoy outdoor shopping at Broadway Market. Don't miss Fort McHenry National Monument, where Francis Scott Key saw the flying American flag that inspired him to write the national anthem of the United States, The Star-Spangled Banner.

Visit the picturesque port town of Annapolis, the capital city of Maryland. The Annapolis Maritime Museum gives visitors insight into the maritime history of Chesapeake Bay. Go crabbing off the museum's piers or explore the bay area by kayak. Watch future officers conduct a perfectly synchronized noon formation at the United States Naval Academy, which has a campus in the heart of the city. 

Stroll some of the miles of shoreline in Western Chesapeake. Just outside Baltimore, North Point State Park is a serene oceanfront park. Consisting of preserved and farmed land, it is one of the finest examples of tidal marshland in the Chesapeake area. In the southern part of the region, enjoy miles of hiking, biking and equestrian trails at Greenwell State Park. At the head of the Patuxent River, Merkle Wildlife Sanctuary is the resting grounds of thousands of migrating Canadian geese each year.

Rent a car to explore everything Western Chesapeake has to offer, from small oceanfront villages and national parks to large cities. Temperatures in Western Chesapeake are rarely extreme but you can expect hot summers and chilly winters. Summer is peak visitor season. 

Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
20 W Baltimore St Baltimore MD
The price is ₩160,005 per night from Jul 20 to Jul 21
₩160,005
₩188,005 total
Jul 20 - Jul 21
includes taxes & fees
Book a stay at this historic hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
Lord Baltimore Hotel
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is ₩167,232 per night from Jul 19 to Jul 20
₩167,232
₩241,621 total
Jul 19 - Jul 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! (1,875 reviews)
"I loved the historic building- upgraded with 21stC amenities of course- like electricity and an elevator. Bed was very cozy. Bathroom window faced St. Mary's church and bedroom faced Capitol bldg. A short 2 block walk to a city owned parking garage, $24 for 24 hours. Not bad. And the restaurants ..."

Reviewed on Jul 15, 2026

Historic Inns of Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is ₩176,922 per night from Jul 26 to Jul 27
₩176,922
₩201,683 total
Jul 26 - Jul 27
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 ...
DoubleTree by Hilton Hotel 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.
Distinguished Apartment Rooftop Deck

Distinguished Apartment Rooftop Deck

3.5 out of 5
10 Light St Baltimore MD
Stay at this apartment in Baltimore. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions National Aquarium in Baltimore and Oriole ...
10/10 Exceptional! (20 reviews)
"Great place"

Reviewed on Jun 16, 2026

Distinguished Apartment Rooftop Deck
Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown

3 out of 5
891 W Lombard St Baltimore MD
Stay at this apartment in Baltimore. Enjoy free WiFi and free parking. Popular attractions Oriole Park at Camden Yards and M&T Bank Stadium are located ...
7.8/10 Good! (14 reviews)
"Typical urban area. It's street stuck parking limited. Nice layout, felt secure. Price is right. Didn't even spend a full day there but in the evening when I got back I took a shower and I didn't notice because of the shower curtain that they had resurfaced the bathtub at some very past point and ..."

Reviewed on Jul 9, 2026

Entire House 1BD King Bed near Downtown
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.

Stay near popular Western Shore of Maryland attractions

Cities near Western Shore of Maryland