Western Shore of Maryland

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 P7,480 per night from Aug 13 to Aug 14
P7,480
P8,789 total
Aug 13 - Aug 14
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 ...
8.4/10 Very Good! (3,203 reviews)
"Front desk- miserable old bald man running the front desk.hardly spoke-not helpful. Valet literally missing for almost 1/2 hour when we checked in..NOT busy..just not around. Bed was hard Queen-no decent blanket Food was excellent. I was robbed of a $300 package in the lobby-no one cared to help-1 ..."

Reviewed on Aug 8, 2026

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 P5,948 per night from Aug 30 to Aug 31
P5,948
P6,781 total
Aug 30 - Aug 31
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 ...
8.8/10 Excellent! (1,084 reviews)
"It was a great stay but I was charged for something and never explained. Have no idea what it was. Never asked for any extras or purchased anything from the front desk yet paid an extra 40$ smh check your receipts!"

Reviewed on Aug 8, 2026

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 P5,965 per night from Aug 17 to Aug 18
P5,965
P7,009 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this business-friendly hotel in Baltimore. Enjoy free WiFi, 2 restaurants, and a marina. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,350 reviews)
"The room was clean and everything was as it should be, expect I did have a balcony but with a view of the roof and the ac units. Very loud and not enjoyable would rather not have the balcony at all."

Reviewed on Aug 8, 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.
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