Western Shore of Maryland Travel Guide

Tourist 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 NZ$306 per night from 17 Aug to 18 Aug
NZ$306
17 Aug - 18 Aug
includes taxes & fees
Stay at this historic hotel in Baltimore. Enjoy free Wi-Fi, 2 bars/lounges and breakfast (surcharge). Our guests praise the restaurant and the helpful staff ...
Lord Baltimore Hotel
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
The price is NZ$196 per night from 30 Aug to 31 Aug
NZ$196
30 Aug - 31 Aug
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
DoubleTree by Hilton Hotel Annapolis
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
711 Eastern Avenue Baltimore MD
The price is NZ$196 per night from 31 Aug to 1 Sept
NZ$196
31 Aug - 1 Sept
includes taxes & fees
Stay at this business-friendly hotel in Baltimore. Enjoy free Wi-Fi, 2 restaurants and a marina. Our guests praise the helpful staff and the clean rooms in their ...
8.2/10 Very good! (1,342 reviews)
"Great location, wonderful room. A fitness room would be nice, but I doubt there's a better spot in Baltimore to say."

Reviewed on 6 Aug 2026

Pier 5 Hotel Baltimore
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.
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis MD
Stay at this holiday home in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a garden. Popular attractions Annapolis City Dock and Bay Ridge Beach are ...
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Rollingside Guest Suite

Rollingside Guest Suite

Catonsville MD
Stay at this apartment in Catonsville. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Patapsco Valley State Park and B&O Railroad Station ...
10/10 Exceptional! (74 reviews)
"Enjoyed our stay. We plan to return"

Reviewed on 24 July 2026

Rollingside Guest Suite
Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star

Annapolis MD
Stay at this apartment in Annapolis. Enjoy free Wi-Fi, private pools and cable/satellite TV service. Popular attractions Annapolis City Dock and Sandy Point ...
10/10 Exceptional! (87 reviews)
"Couldn’t recommend any more. Beth & Andy are great hosts."

Reviewed on 2 Aug 2026

Waterfront Oasis of Annapolis Star
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

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