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Most frequently booked Chester hotels

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 $198 per night
CA $198
CA $273 total
includes taxes & fees
Jun 1 - Jun 2
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

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 $213 per night
CA $213
CA $243 total
includes taxes & fees
Jun 15 - Jun 16
Stay at this 4-star 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 Asbury United Methodist Church are located nearby.
Pet-friendly
Free WiFi

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Free cancellation
23.1 km from city centre
The price is CA $141 per night
CA $141
CA $161 total
includes taxes & fees
May 27 - May 28
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 staff in our reviews. Popular attractions Annapolis Bowl and Westfield Annapolis Mall are located nearby.
Pool
Hot tub

Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S, Grasonville, MD
Free cancellation
Reserve now, pay when you stay
3.99 km from city centre
The price is CA $209 per night
CA $209
CA $232 total
includes taxes & fees
Jun 24 - Jun 25
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chesapeake Bay Environmental Center and Paul Reed Smith Guitars are located nearby.
Pool
Pet-friendly

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 $136 per night
CA $136
CA $155 total
includes taxes & fees
May 26 - May 27
Stay at this 3-star 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 Asbury United Methodist Church are located nearby.
Pet-friendly
Free WiFi

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 $145 per night
CA $145
CA $165 total
includes taxes & fees
May 29 - May 30
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

Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St, Annapolis, MD
17.01 km from city centre
The price is CA $323 per night
CA $323
CA $368 total
includes taxes & fees
Jun 8 - Jun 9
Stay at this 4-star eco-certified hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ego Alley and Susan Campbell Park are located nearby.
Pet-friendly
Free WiFi

SpringHill Suites by Marriott Annapolis
189 Admiral Cochrane Drive, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
22.47 km from city centre
The price is CA $163 per night
CA $163
CA $186 total
includes taxes & fees
May 28 - May 29
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are located nearby.
Pool
Hot tub

The Westin Annapolis
100 Westgate Cir, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
18.57 km from city centre
The price is CA $205 per night
CA $205
CA $233 total
includes taxes & fees
Jun 1 - Jun 2
Stay at this 4-star spa hotel in Annapolis. Enjoy a full-service spa, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Maryland Hall for Creative Arts and Ballet Theater of Maryland are located nearby.
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
Top hotels in Chester for Extended Stay

Town View King Apartment with Private Beach - Walk to shops and restaurants
Oxford
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.
Chester hotels essential information
Accommodation | 1,245 hotels |
---|---|
Lowest Price | CA $136 |
Highest Price | CA $323 |
Popular hotels | Historic Inns of Annapolis, Graduate by Hilton Annapolis, Country Inn & Suites by Radisson, Annapolis, MD, Hyatt Place Kent Narrows & Marina, Hilton Garden Inn Annapolis Downtown, DoubleTree by Hilton Hotel Annapolis, Annapolis Waterfront Hotel, Autograph Collection, SpringHill Suites by Marriott Annapolis, The Westin Annapolis |
Frequently asked questions
Recent Chester hotel reviews by fellow wanderers

Historic Inns of Annapolis
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Love the walking into town for dinner and shopping "
A verified traveller stayed at Historic Inns of Annapolis
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