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Hotels in Chester

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Choose from 1242 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
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! (1,789 reviews)
"Perfect for those that love American history"

Reviewed on Jun 29, 2025

Historic Inns of Annapolis
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
Stay at this 4-star 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! (1,000 reviews)
"N/a"

Reviewed on Jun 30, 2025

DoubleTree by Hilton Hotel 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
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 ...
8.4/10 Very Good! (1,015 reviews)
"walking distance to shopping, quiet, clean and safe."

Reviewed on Jul 2, 2025

Hilton Garden Inn Annapolis Downtown
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4 out of 5
80 Compromise St, Annapolis, MD
  • 11 min drive from Chesapeake Exploration Center
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 ...
8.8/10 Excellent! (830 reviews)
"The room was very nice. But the staff who serviced the room was not very good. Many days we did not have a shower mat, or extra toilet paper, or extra towels."

Reviewed on Jun 21, 2025

Annapolis Waterfront Hotel, Autograph Collection
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
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! (830 reviews)
"I enjoyed my stay here. I would have given 5 stars, but the maintenance guys came and banged on my door a few times."

Reviewed on Jun 30, 2025

Sonesta ES Suites Annapolis
Best Western Annapolis
Best Western Annapolis
2.5 out of 5
2520 Riva Rd, Annapolis, MD
  • 14 min drive from Chesapeake Exploration Center
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 ...
7.8/10 Good! (1,007 reviews)
Comfortable Stay
"Beds were very comfortable. Location close to everything."

Reviewed on Jun 29, 2025

Best Western 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
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 ...
9/10 Wonderful! (1,009 reviews)
"Property was clean. Staff was friendly. Beds and pillows were not very comfortable. Breakfast had a good variety but stayed the same. Good location."

Reviewed on Jun 30, 2025

Country Inn & Suites by Radisson, Annapolis, MD
Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4 out of 5
126 West St, Annapolis, MD
  • 12 min drive from Chesapeake Exploration Center
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! (1,010 reviews)
"We enjoyed our stay. Friendly. Comfortable. Parking is pricey."

Reviewed on Jun 28, 2025

Graduate by Hilton Annapolis
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
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)
"Clean. Pool closed a little early"

Reviewed on Jun 27, 2025

SpringHill Suites by Marriott 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
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! (569 reviews)
"Great property with great views and area."

Reviewed on Jun 29, 2025

Hyatt Place Kent Narrows & Marina
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
  • 35 min drive from Chesapeake Exploration Center
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,001 reviews)
Nice but aging
"This place is nice large and convenient, but is aging a little now. The breakfast is a nice to have but quite limited and bland compared with other places."

Reviewed on Jun 30, 2025

St Michaels Inn
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3 out of 5
305 Harry S Truman Pkwy, Annapolis, MD
  • 15 min drive from Chesapeake Exploration Center
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 ...
8.2/10 Very Good! (1,001 reviews)
"nice staff. Building was noisy"

Reviewed on Jul 1, 2025

Hilton Garden Inn Annapolis
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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