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Most frequently booked Chester hotels

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road, Annapolis, MD
Free cancellation
23.1 km from city centre
The price is CA $129 per night
CA $129
CA $147 total
includes taxes & fees
Apr 20 - Apr 21
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

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 $202 per night
CA $202
CA $277 total
includes taxes & fees
Apr 20 - Apr 21
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

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 $208 per night
CA $208
CA $237 total
includes taxes & fees
Apr 14 - Apr 15
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.
Pool
Spa

Annapolis Waterfront Hotel, Autograph Collection
80 Compromise St, Annapolis, MD
Free cancellation
Reserve now, pay when you stay
17.01 km from city centre
The price is CA $267 per night
CA $267
CA $304 total
includes taxes & fees
Apr 20 - Apr 21
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

Crowne Plaza Annapolis by IHG
173 Jennifer Rd, Annapolis, MD
Free cancellation
22.02 km from city centre
The price is CA $140 per night
CA $140
CA $159 total
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3.5-star 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.
Parking included
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 $130 per night
CA $130
CA $148 total
includes taxes & fees
Apr 20 - Apr 21
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

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 $130 per night
CA $130
CA $148 total
includes taxes & fees
Apr 14 - Apr 15
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

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 $198 per night
CA $198
CA $220 total
includes taxes & fees
Apr 20 - Apr 21
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

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 $165 per night
CA $165
CA $188 total
includes taxes & fees
Apr 22 - Apr 23
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
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
10/10 Exceptional! (3 reviews)
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 | 1,205 hotels |
---|---|
Lowest Price | CA $129 |
Highest Price | CA $267 |
Popular hotels | Country Inn & Suites by Radisson, Annapolis, MD, Historic Inns of Annapolis, The Westin Annapolis, Annapolis Waterfront Hotel, Autograph Collection, Crowne Plaza Annapolis by IHG, DoubleTree by Hilton Hotel Annapolis, Hilton Garden Inn Annapolis Downtown, Hyatt Place Kent Narrows & Marina, SpringHill Suites by Marriott Annapolis |
Frequently asked questions
Recent Chester hotel reviews by fellow wanderers

Historic Inns of Annapolis
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"The Governor Calvert House is a beautiful, historic hotel that is in a perfect location. Lots of great restaurants, shopping and the Naval Academy are easy walks. The staff was fabulous and the rooms well appointed. Would I stay again? Absolutely!"
A verified traveller stayed at Historic Inns of Annapolis
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