Chester, MD

Travel Guide

Photo by Patricia Knorr
Photo by Patricia Knorr
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is NT$2,354 per night from Jan 4 to Jan 5
NT$2,354
NT$2,683 total
Jan 4 - 2026/1/5
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 ...
8.6/10 Excellent! (1,011 reviews)
Staff and amenities

Reviewed on 2025/12/14

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
The price is NT$3,312 per night from Jan 3 to Jan 4
NT$3,312
NT$3,775 total
Jan 3 - 2026/1/4
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 ...
8.6/10 Excellent! (1,005 reviews)
Amenities and staff were good for our stay. Thanks to the housekeeping staff for staying on our requests.

Reviewed on 2025/12/16

Crowne Plaza Annapolis by IHG
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
The price is NT$4,384 per night from Jan 11 to Jan 12
NT$4,384
NT$6,076 total
Jan 11 - 2026/1/12
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 ...
8.8/10 Excellent! (1,901 reviews)
Awesone place to stay. Clean, comfortable, great location, courteous staff.

Reviewed on 2025/12/17

Historic Inns of Annapolis
See all 1,193 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 (350 reviews)
Clean and very friendly staff

Reviewed on 2025/11/8

Majestic Hotel & Apartments
Convention Center corporate apartments

Convention Center corporate apartments

4 out of 5
100 Water St Baltimore MD
Stay at this apartment in Baltimore. Enjoy free WiFi, in-room washers/dryers, and climate control. Popular attractions Baltimore Inner Harbor Marina and CFG ...
Convention Center corporate apartments
Coconut Malorie Resort Ocean City, Ascend Collection Hotel

Coconut Malorie Resort Ocean City, 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! (1,297 reviews)
Scenic area with wonderful wooden bridges and view of water. There was no hot water to shower, but not a deal breaker.

Reviewed on 2025/11/18

Coconut Malorie Resort Ocean City, Ascend Collection Hotel
See all 14,143 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