Chester hotels from HK$725
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13 Aug - 14 AugTomorrow
14 Aug - 15 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for Chester hotels
1. Laurel Grove Inn on the South
Laurel Grove Inn on the SouthAnnapolis
Ruth
HK$1,412
HK$1,610 total
includes taxes & fees
16 Aug - 17 Aug
2. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
William
HK$1,310
HK$1,455 total
includes taxes & fees
8 Sept - 9 Sept
3. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
Jackie
HK$997
HK$1,106 total
includes taxes & fees
1 Sept - 2 Sept
4. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
Tammy
HK$1,152
HK$1,278 total
includes taxes & fees
24 Aug - 25 Aug
5. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
chanel
HK$946
HK$1,050 total
includes taxes & fees
19 Aug - 20 Aug
6. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
Jamie
HK$1,692
HK$2,078 total
includes taxes & fees
31 Aug - 1 Sept
7. Kent Island Resort
Kent Island ResortStevensville
Leigh
HK$1,218
HK$1,618 total
includes taxes & fees
10 Sept - 11 Sept
8. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
Jonathan
HK$785
HK$871 total
includes taxes & fees
2 Sept - 3 Sept
9. SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
Joshua
HK$934
HK$1,065 total
includes taxes & fees
30 Aug - 31 Aug
10. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
eliana
HK$766
HK$873 total
includes taxes & fees
30 Aug - 31 Aug
11. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
Margaret
HK$1,091
HK$1,200 total
includes taxes & fees
24 Aug - 25 Aug
12. Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
Annapurna
HK$747
HK$852 total
includes taxes & fees
2 Sept - 3 Sept
13. Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
Maura
HK$1,248
HK$1,372 total
includes taxes & fees
24 Aug - 25 Aug
14. The Westin Annapolis
The Westin AnnapolisAnnapolis
Jessica
HK$1,326
HK$1,512 total
includes taxes & fees
16 Aug - 17 Aug
15. Historic Inns of Annapolis
Historic Inns of AnnapolisHistoric District
Stephanie
HK$721
HK$1,090 total
includes taxes & fees
25 Aug - 26 Aug
16. Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
Douglas and Lori
HK$832
HK$948 total
includes taxes & fees
13 Sept - 14 Sept
17. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
Myrna
HK$1,416
HK$1,572 total
includes taxes & fees
18 Aug - 19 Aug
18. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
Stephanie
HK$1,060
HK$1,167 total
includes taxes & fees
30 Aug - 31 Aug
19. Courtyard by Marriott Annapolis
Courtyard by Marriott AnnapolisAnnapolis
Margaret
HK$694
HK$791 total
includes taxes & fees
30 Aug - 31 Aug
20. Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott AnnapolisAnnapolis
Eileen
HK$926
HK$1,056 total
includes taxes & fees
23 Aug - 24 Aug
Stay near popular Chester attractions
Chesapeake Exploration Center
Learn about the events happening in Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.
Learn more about Chester
Chester awaits: its island views, sunny weather, golf and more!
See all hotels in Chester
Photo by Patricia Knorr
Top Chester Hotel Reviews
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"Great stay"
Courtyard by Marriott Annapolis
8/10 Good
"Clean rooms hot tub no jets but clean staff was helpful and friendly"
Hyatt Place Kent Narrows & Marina
10/10 Excellent
"Staff was extremely kind and helpful."
Sonesta ES Suites Annapolis
10/10 Excellent
"The room was perfect for the little time we were there. Breakfast was great. Very nice pool area, clean."
St Michaels Inn
10/10 Excellent
"When we arrived at breakfast, there really wasn’t a selection of anything healthy. No hot food at all. We were told by another guest that there was no hot food on Monday and Tuesday. Would have thought that would’ve been mentioned by hotel staff. The rooms were clean and our interaction with staff was pleasant. However, we skipped breakfast both days we stayed here and ate at a restaurant down the road. "
Holiday Inn Express & Suites Annapolis by IHG
10/10 Excellent
"Staff was excellent & helpful. Good service. Breakfast was excellent with many choices. Loved the coffee brewer."
The Tidewater Inn
10/10 Excellent
"This is a lovely hotel in the heart of Easton. The location was perfect for walking to all the shops and restaurants. We were able to lock up our bikes in one of the two racks we saw on the property. I was even offered the use of a shed if I was worried about leaving them outside, which I wasn't. The room was clean, bed was comfortable, bathroom spacious with a beautiful shower, and amenities were all good. We chose to stay on a Saturday night since there is live outdoor music In Easton throughout the summer, and it is right outside the Tidewater. It was a perfect evening all the way around."
Graduate by Hilton Annapolis
10/10 Excellent
"Location, staff and cleanliness were above and beyond!"
Holiday Inn Express Annapolis East-Kent Island by IHG
10/10 Excellent
"The staff was very welcoming. The room and common areas were clean and well kept. The breakfast was done well also. The pool and views were wonderful."
More cheap stays in Chester
Best Western Annapolis
2520 Riva Rd Annapolis MD
HK$636
HK$725 total
13 Sept - 14 Sept
includes taxes & fees
St Michaels Inn
1228 S Talbot Street St. Michaels MD
HK$699
HK$769 total
31 Aug - 1 Sept
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
Hampton Inn & Suites Annapolis
124 Womack Dr Annapolis MD
HK$766
HK$873 total
25 Aug - 26 Aug
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
2451 Riva Rd Annapolis MD
HK$793
HK$903 total
18 Aug - 19 Aug
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
Best Western Kent Narrows Inn
3101 Main Street Grasonville MD
HK$946
HK$1,050 total
19 Aug - 20 Aug
includes taxes & fees
8/10 Very good! (1,002 reviews)
Holiday Inn Express Annapolis East-Kent Island by IHG
1020 Kent Narrows Rd Grasonville MD
HK$997
HK$1,106 total
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Hotels in Chester with star-rating
3 Star Hotels
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