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Hotels in Chester

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Choose from 1199 Chester Hotel Deals

Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 out of 5
58 State Circle, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $152 per night from Mar 30 to Mar 31
$152
includes taxes & fees
Mar 30 - Mar 31
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! (1,724 reviews)
"Superb location. Very nice rooms with ample space and great decor. Friendly and responsive staff. There were a couple items that kept it from 5 star. The hotel hosts many outside events in their ballroom during the day and the only access is through the main lobby. Attendees walk through the small ..."

Reviewed on Feb 26, 2025

Historic Inns of Annapolis
Crowne Plaza Annapolis, an IHG Hotel
Crowne Plaza Annapolis, an IHG Hotel
3.5 out of 5
173 Jennifer Rd, Annapolis, MD
  • 14 min drive from Chesapeake Exploration Center
The price is $101 per night from Mar 9 to Mar 10
$101
includes taxes & fees
Mar 9 - Mar 10
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 ...
8.6/10 Excellent! (1,006 reviews)
"Stayed for one night here at the Crowne and had a great stay. The room was nice with comfy beds. The hotel was near lots of restaurants and had its own bar restaurant as well. Food was decent. Downtown Annapolis is only about 10 minutes away. Would definitely stay here again when in Annapolis."

Reviewed on Mar 2, 2025

Crowne Plaza Annapolis, an IHG Hotel
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4 out of 5
210 Holiday Court, Annapolis, MD
  • 14 min drive from Chesapeake Exploration Center
The price is $106 per night from Mar 16 to Mar 17
$106
includes taxes & fees
Mar 16 - Mar 17
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 ...
8.4/10 Very Good! (1,002 reviews)
"Shuttle service to the harbor area is a big plus"

Reviewed on Mar 1, 2025

DoubleTree by Hilton Hotel Annapolis
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $173 per night from Mar 16 to Mar 17
$173
includes taxes & fees
Mar 16 - Mar 17
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 ...
9.4/10 Exceptional! (1,005 reviews)
"Front desk staff very nice, room was clean & comfortable."

Reviewed on Mar 2, 2025

Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3 out of 5
174 West Street, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $104 per night from Mar 16 to Mar 17
$104
includes taxes & fees
Mar 16 - Mar 17
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 ...
8.6/10 Excellent! (1,007 reviews)
"Very convenient--walk to everything from here, and also on a bus line. You don't need a car."

Reviewed on Mar 3, 2025

Hilton Garden Inn Annapolis Downtown
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3 out of 5
189 Admiral Cochrane Drive, Annapolis, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $124 per night from Mar 9 to Mar 10
$124
includes taxes & fees
Mar 9 - Mar 10
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 ...
9/10 Wonderful! (1,001 reviews)
"Very clean and spacious rooms! Staff is incredibly friendly!"

Reviewed on Feb 25, 2025

SpringHill Suites by Marriott Annapolis
The Westin Annapolis
The Westin Annapolis
4 out of 5
100 Westgate Cir, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
The price is $147 per night from Mar 7 to Mar 8
$147
includes taxes & fees
Mar 7 - Mar 8
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. ...
8.6/10 Excellent! (1,003 reviews)
Comfortable room and friendly staff
"We enjoyed our 2 nights at the Weston. They were undergoing renovations but it well away from our room. I didn’t like that we were expected to pay $10/a night for WiFi and $8 for a bottle of Fiji water!"

Reviewed on Mar 2, 2025

The Westin Annapolis
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
  • 11 min walk from Chesapeake Exploration Center
The price is $141 per night from Mar 13 to Mar 14
$141
includes taxes & fees
Mar 13 - Mar 14
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 ...
9.4/10 Exceptional! (491 reviews)
"Location"

Reviewed on Mar 3, 2025

Hyatt Place Kent Narrows & Marina
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $108 per night from Mar 13 to Mar 14
$108
includes taxes & fees
Mar 13 - Mar 14
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 ...
8.8/10 Excellent! (770 reviews)
"Spacious rooms for family! Breakfast is nice perk. We recommend it!"

Reviewed on Mar 4, 2025

Sonesta ES Suites Annapolis
Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MD
3 out of 5
2600 Housley Road, Annapolis, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $101 per night from Mar 13 to Mar 14
$101
includes taxes & fees
Mar 13 - Mar 14
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 ...
8.8/10 Excellent! (1,005 reviews)
Great choice!
"This hotel is conveniently located close to shopping, government and historic sites yet offers a quaint and quiet stay."

Reviewed on Mar 2, 2025

Country Inn & Suites by Radisson, Annapolis, MD
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3 out of 5
2559 Riva Rd, Edgewater, MD
  • 15 min drive from Chesapeake Exploration Center
The price is $106 per night from Mar 16 to Mar 17
$106
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (980 reviews)
"Nice & Clean"

Reviewed on Feb 23, 2025

Courtyard by Marriott Annapolis
Holiday Inn Express & Suites Annapolis, an IHG Hotel
Holiday Inn Express & Suites Annapolis, an IHG Hotel
2.5 out of 5
2451 Riva Rd, Annapolis, MD
  • 14 min drive from Chesapeake Exploration Center
The price is $106 per night from Mar 9 to Mar 10
$106
includes taxes & fees
Mar 9 - Mar 10
Book a stay at this business-friendly hotel in Annapolis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,003 reviews)
"Breakfast"

Reviewed on Feb 24, 2025

Holiday Inn Express & Suites Annapolis, an IHG Hotel
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.

Find cheap hotels in Chester

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