Book Cheap Hotels in Chester
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Chester
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 $156 per night
CA $156
CA $224 total
includes taxes & fees
25 Nov - 26 Nov
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 $188 per night
CA $188
CA $214 total
includes taxes & fees
25 Dec - 26 Dec
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
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 $141 per night
CA $141
CA $161 total
includes taxes & fees
15 Dec - 16 Dec
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
Crowne Plaza Annapolis, an IHG Hotel
173 Jennifer Rd, Annapolis, MD
Free cancellation
22.05 km from city centre
The price is CA $144 per night
CA $144
CA $164 total
includes taxes & fees
25 Nov - 26 Nov
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 $143 per night
CA $143
CA $163 total
includes taxes & fees
30 Nov - 1 Dec
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
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 $141 per night
CA $141
CA $161 total
includes taxes & fees
1 Dec - 2 Dec
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 rooms in our reviews. Popular attractions Annapolis Harbor Center Shopping Center and Annapolis Harbour Center are located nearby.
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 $290 per night
CA $290
CA $330 total
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this business-friendly 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 Kunta Kinte Plaque & Alex Haley Memorial are located nearby.
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 $243 per night
CA $243
CA $277 total
includes taxes & fees
30 Nov - 1 Dec
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.
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
22 Dec - 23 Dec
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
Breakfast included
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 | 1,186 hotels |
---|---|
Lowest Price | CA $129 |
Highest Price | CA $290 |
Popular hotels | Historic Inns of Annapolis, Graduate by Hilton Annapolis, Hilton Garden Inn Annapolis Downtown, Crowne Plaza Annapolis, an IHG Hotel, DoubleTree by Hilton Hotel Annapolis, Sonesta ES Suites Annapolis, Annapolis Waterfront Hotel, Autograph Collection, The Westin Annapolis, Country Inn & Suites by Radisson, Annapolis, MD |
Frequently asked questions
Recent Chester hotel reviews by fellow wanderers
Courtyard by Marriott Annapolis
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Nicely maintained hotel. Comfortable stay."
A verified traveller stayed at Courtyard by Marriott Annapolis
Types of hotels
Hotels near…
Hotels by star rating
Areas of Chester
Most popular
Hotels
Flights
Cars