Chester hotels from RM373
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15 Aug - 16 AugTomorrow
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28 Aug - 30 AugOur top choices for Chester hotels
1. Laurel Grove Inn on the South
Laurel Grove Inn on the SouthAnnapolis
Ruth
RM736
RM839 total
includes taxes & fees
17 Aug - 18 Aug
2. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
William
RM682
RM757 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
RM515
RM572 total
includes taxes & fees
14 Sept - 15 Sept
4. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
Bernard
RM600
RM666 total
includes taxes & fees
23 Aug - 24 Aug
5. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
chanel
RM493
RM547 total
includes taxes & fees
23 Aug - 24 Aug
6. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
Jamie
RM881
RM1,082 total
includes taxes & fees
31 Aug - 1 Sept
7. Kent Island Resort
Kent Island ResortStevensville
Leigh
RM634
RM843 total
includes taxes & fees
10 Sept - 11 Sept
8. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
Jonathan
RM409
RM454 total
includes taxes & fees
7 Sept - 8 Sept
9. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
Margaret
RM568
RM625 total
includes taxes & fees
17 Aug - 18 Aug
10. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
eliana
RM399
RM455 total
includes taxes & fees
30 Aug - 31 Aug
11. SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
Joshua
RM486
RM554 total
includes taxes & fees
16 Sept - 17 Sept
12. Historic Inns of Annapolis
Historic Inns of AnnapolisHistoric District
Stephanie
RM375
RM568 total
includes taxes & fees
24 Aug - 25 Aug
13. Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHGAnnapolis
Jaime
RM413
RM471 total
includes taxes & fees
19 Aug - 20 Aug
14. Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott AnnapolisAnnapolis
Eileen
RM482
RM550 total
includes taxes & fees
23 Aug - 24 Aug
15. Inn at Huntingfield Creek
Inn at Huntingfield CreekRock Hall
Myrna
RM737
RM818 total
includes taxes & fees
17 Aug - 18 Aug
16. Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
Leslie
RM389
RM443 total
includes taxes & fees
13 Sept - 14 Sept
17. Village Inn Annapolis MD
Village Inn Annapolis MDAnnapolis
Stephen
RM339
RM387 total
includes taxes & fees
17 Aug - 18 Aug
18. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
Stephanie
RM552
RM607 total
includes taxes & fees
23 Aug - 24 Aug
19. Residence Inn By Marriott Annapolis
Residence Inn By Marriott AnnapolisAnnapolis
Caitlin
RM552
RM629 total
includes taxes & fees
20 Aug - 21 Aug
20. Best Western Annapolis
Best Western AnnapolisAnnapolis
George
RM327
RM373 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
Hyatt Place Kent Narrows & Marina
10/10 Excellent
"Beautiful location on a marina, very friendly and helpful staff, well-stocked breakfast, and great views made this a wonderful stay for our family."
Annapolis Waterfront Hotel, Autograph Collection
10/10 Excellent
"Wonderful view of the water and bay. Convenient walk to downtown Annapolis and area. Room was impeccable."
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"Breakfast bacon was inedible, but breakfast otherwise substantial."
Holiday Inn Express Annapolis East-Kent Island by IHG
10/10 Excellent
"The room was clean, comfortable and staff were courteous , knowledgeable and professional. I would recommend this Holiday Inn and will definitely return."
Historic Inns of Annapolis
10/10 Excellent
"Really a great experience. The location was amazing the vibe of the hotel was fantastic."
Hilton Garden Inn Kent Island Marina
10/10 Excellent
"Beautiful location. Easy access. Room clean. Staff were professional yet a bit lacking in hospitality."
Courtyard by Marriott Annapolis
10/10 Excellent
"Nice and very clean hotel in an area convenient to downtown Annapolis (maybe 7 minutes away via car). Excellent amenities - indoor pool and hot tub and nice gym. Comfortable bed. Ample parking. Very pleasant staff. We will definitely stay there again."
Graduate by Hilton Annapolis
10/10 Excellent
"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the staff was very helpful. It is a short walk or take the shuttle to the City Dock. I would stay there again in a second"
Crowne Plaza Annapolis by IHG
10/10 Excellent
"Everything was great except the pool and hot tub closed. In the summer !!!"
More cheap stays in Chester
Best Western Annapolis
2520 Riva Rd Annapolis MD
RM327
RM373 total
23 Aug - 24 Aug
includes taxes & fees
7.8/10 Good! (1,006 reviews)
St Michaels Inn
1228 S Talbot Street St. Michaels MD
RM364
RM401 total
31 Aug - 1 Sept
includes taxes & fees
Hampton Inn & Suites Annapolis
124 Womack Dr Annapolis MD
RM399
RM455 total
23 Aug - 24 Aug
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
2451 Riva Rd Annapolis MD
RM413
RM471 total
19 Aug - 20 Aug
includes taxes & fees
Best Western Kent Narrows Inn
3101 Main Street Grasonville MD
RM493
RM547 total
23 Aug - 24 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
RM515
RM572 total
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
