Chester, MD

Travel Guide

A coastal town with a marina, a bridge, and a highway.
A calm lake with reflections of the sky, surrounded by a forested area.
A boat docked at a pier during twilight with a city skyline in the background.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is NT$2,792 per night from Nov 10 to Nov 11
NT$2,792
NT$4,297 total
Nov 10 - Nov 11
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 ...
Historic Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
The price is NT$3,226 per night from Nov 24 to Nov 25
NT$3,226
NT$3,678 total
Nov 24 - Nov 25
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 helpful staff and the ...
8.8/10 Excellent! (1,006 reviews)
"The one thing that I am so impressed with is how quiet the property is. So many hotels are noisy all night and day. This one, even though it's right next to a busy highway, is pin drop quiet. So much appreciated."

Reviewed on 2026/10/26

Crowne Plaza Annapolis by IHG
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr Edgewater MD
The price is NT$2,770 per night from Nov 16 to Nov 17
NT$2,770
NT$3,158 total
Nov 16 - Nov 17
includes taxes & fees
Book a stay at this business-friendly hotel in Edgewater. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,006 reviews)
"Average staff."

Reviewed on 2026/10/26

Sonesta ES Suites Annapolis
See all 1,206 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.
Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel

3 out of 5
200 59th Street on the Bay Ocean City MD
Stay at this aparthotel in Ocean City. Enjoy free WiFi, an outdoor pool, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.4/10 Good! (1,331 reviews)
"I would've given the resort a 5 but it was unusually cold last night and the heat was not turned on. Patricia at the front desk was very friendly and professional. I would visit there again."

Reviewed on 2026/10/22

Coconut Malorie Resort Ocean City, an Ascend Collection Hotel
Shore Point Cottages

Shore Point Cottages

3 out of 5
9543 Stephen Decatur Hwy Berlin MD
Stay at this cottage in Berlin. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ocean ...
Shore Point Cottages
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
1211 Baltimore Avenue Ocean City MD
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and a garden. Popular attractions Ocean City Boardwalk and Ocean City Beach are located ...
Ocean Terrace Family Apartments
See all 14,336 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.

Stay near popular Chester attractions

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.
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Cities near Chester

A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.

Stevensville