Book Cheap Hotels in Chester
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Most frequently booked Chester hotels

Waterfront Sunset Bayview: sleeps 6
Chester MD
6.18 km from city centre
Stay at this vacation home in Chester. Enjoy laundry facilities, patios, and an in-room coffeemaker. Popular attractions Bodkin Island and Chesapeake Bay Environmental Center are located nearby.
Kitchen
Washer

Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester MD
3.06 km from city centre
Book a stay at this family-friendly vacation home in Chester. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Northern Chesapeake Bay and Matapeake State Park are located nearby.
Kitchen
Washer

Graduate by Hilton Annapolis
126 West St Annapolis MD
Free cancellation
Reserve now, pay when you stay
18.04 km from city centre
The price is CA $239 per night
CA $239
CA $273 total
Apr 19 - Apr 20
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are located nearby.
Pet-friendly
Free WiFi

Historic Inns of Annapolis
58 State Circle Annapolis MD
Free cancellation
Reserve now, pay when you stay
17.34 km from city centre
The price is CA $180 per night
CA $180
CA $252 total
Apr 6 - Apr 7
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 rooms in our reviews. Popular attractions The Colonial Players and 97, 99 and 101 East Street are located nearby.
Pet-friendly
Free WiFi

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Free cancellation
22.02 km from city centre
The price is CA $146 per night
CA $146
CA $166 total
Apr 5 - Apr 6
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 clean rooms in our reviews. Popular attractions Westfield Annapolis Mall and Annapolis Mall Shopping Center are located nearby.
Pool
Parking included

Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
Free cancellation
Reserve now, pay when you stay
18.24 km from city centre
The price is CA $146 per night
CA $146
CA $166 total
Apr 2 - Apr 3
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are located nearby.
Pet-friendly
Free WiFi

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
Free cancellation
Reserve now, pay when you stay
22.62 km from city centre
The price is CA $124 per night
CA $124
CA $141 total
Mar 31 - Apr 1
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 rooms in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are located nearby.
Pool
Breakfast included

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Free cancellation
Reserve now, pay when you stay
22.18 km from city centre
The price is CA $124 per night
CA $124
CA $142 total
Apr 5 - Apr 6
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 helpful staff in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Westfield Annapolis Mall are located nearby.
Pet-friendly
Parking included

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road Annapolis MD
Free cancellation
Reserve now, pay when you stay
23.15 km from city centre
The price is CA $129 per night
CA $129
CA $147 total
Apr 5 - Apr 6
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Annapolis Bowl and Westfield Annapolis Mall are located nearby.
Pool
Hot tub
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.
Hotels in Chester with star rating
Check Chester hotel room prices by star rating

5 Star Hotels
3 properties
Chester hotels essential information
Accommodation | 1,175 hotels |
|---|---|
Lowest Price | CA $141 |
Highest Price | CA $273 |
Popular hotels | Waterfront Sunset Bayview: sleeps 6, Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!, Graduate by Hilton Annapolis, Historic Inns of Annapolis, Crowne Plaza Annapolis by IHG, Hilton Garden Inn Annapolis Downtown, Sonesta ES Suites Annapolis, DoubleTree by Hilton Hotel Annapolis, Country Inn & Suites by Radisson, Annapolis, MD |
Frequently asked questions
Recent Chester hotel reviews by fellow wanderers

Historic Inns of Annapolis
4 out of 5
Posted 2 hours ago
Travelocity Verified Review
"perfect location and fair price with friendly staff."
A verified traveller stayed at Historic Inns of Annapolis






