Chester, MD

Travel Guide

Photo by Patricia Knorr
Photo by Patricia Knorr
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! (1,859 reviews)
"So the entire experience was amazing. There was so much in walking distance. It was kind of weird because there were actually 3 inns and we didn't know which one we were in"

Reviewed on 2025/9/28

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Historic Inns of Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
The price is NT$3,413 per night from Oct 16 to Oct 17
NT$3,413
NT$3,891 total
Oct 16 - Oct 17
includes taxes & fees
Book a stay at this business-friendly hotel in Parole. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (895 reviews)
"Nice location"

Reviewed on 2025/9/24

Sonesta ES Suites Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road, Annapolis, MD
Fully refundable
The price is NT$3,079 per night from Oct 15 to Oct 16
NT$3,079
NT$3,511 total
Oct 15 - Oct 16
includes taxes & fees
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,023 reviews)
"This was a convenient property for visiting the Naval Academy and historic Annapolis. The property seemed to be well taken care of. The breakfast was the usual breakfast area with a waffle maker, oatmeal, a hot serving dish of an egg product, a meat, and a potato product. Nothing fancy. The room ..."

Reviewed on 2025/9/22

Country Inn & Suites by Radisson, Annapolis, MD
See all 1,247 properties in Chester
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.
Majestic Hotel & Apartments

Majestic Hotel & Apartments

2.5 out of 5
7th St & Boardwalk, Ocean City, MD
Book a stay at this beach aparthotel in Ocean City. Enjoy an outdoor pool, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff ...
6/10 (327 reviews)
"The property was beachfront but our particular room only had a view of the building next door."

Reviewed on 2025/9/28

Majestic Hotel & Apartments
Coconut Malorie Resort Hotel, an Ascend Collection Hotel

Coconut Malorie Resort Hotel, an Ascend Collection Hotel

3 out of 5
200 59th Street on the Bay, Ocean City, MD
Stay at this 3-star aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
7.2/10 Good! (1,288 reviews)
"Nice view from balcony"

Reviewed on 2025/9/4

Coconut Malorie Resort Hotel, an Ascend Collection Hotel
WhyHotel by Placemakr Columbia

WhyHotel by Placemakr Columbia

4 out of 5
6200 Valencia Ln, Columbia, MD
Stay at this 4-star aparthotel in Columbia. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (765 reviews)
"Floyd made my entire experience. Assisted me through mt interaction"

Reviewed on 2025/9/21

WhyHotel by Placemakr Columbia
See all 14,401 properties in Maryland
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

Chesapeake Exploration Center

Learn about the events happening at Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.

Chesapeake Exploration Center

Cities near Chester

Photo by Jennifer Crim

Stevensville