Find hotels in Chester, MD from ￥14,450
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Aug 21 - Aug 22Tomorrow
Aug 22 - Aug 23This weekend
Aug 21 - Aug 23Next weekend
Aug 28 - Aug 30Our top choices for Chester hotels
1. Laurel Grove Inn on the South
Laurel Grove Inn on the SouthAnnapolis
Ruth
￥28,481
￥32,468 total
includes taxes & fees
Sep 8 - Sep 9
2. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
Karen
￥26,546
￥29,466 total
includes taxes & fees
Sep 8 - Sep 9
3. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
Jackie
￥20,188
￥22,409 total
includes taxes & fees
Sep 1 - Sep 2
4. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
chanel
￥20,135
￥22,350 total
includes taxes & fees
Aug 27 - Aug 28
5. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
roney
￥23,225
￥25,781 total
includes taxes & fees
Sep 2 - Sep 3
6. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
Jamie
￥34,122
￥41,900 total
includes taxes & fees
Aug 31 - Sep 1
7. SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott AnnapolisAnnapolis
Joshua
￥20,412
￥23,270 total
includes taxes & fees
Sep 13 - Sep 14
8. Kent Island Resort
Kent Island ResortStevensville
Leigh
￥24,451
￥32,520 total
includes taxes & fees
Sep 10 - Sep 11
9. Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
Faezeh
￥15,943
￥17,698 total
includes taxes & fees
Sep 10 - Sep 11
10. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
eliana
￥15,511
￥17,683 total
includes taxes & fees
Aug 30 - Aug 31
11. St Michaels Inn
St Michaels InnSt. Michaels
Karen
￥13,455
￥14,801 total
includes taxes & fees
Aug 31 - Sep 1
12. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
Margaret
￥21,994
￥24,193 total
includes taxes & fees
Aug 23 - Aug 24
13. Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
Stephanie
￥21,385
￥23,524 total
includes taxes & fees
Sep 6 - Sep 7
14. Historic Inns of Annapolis
Historic Inns of AnnapolisHistoric District
Stephanie
￥14,648
￥22,109 total
includes taxes & fees
Aug 27 - Aug 28
15. Quality Inn
Quality InnEaston
Karen
￥17,970
￥19,767 total
includes taxes & fees
Aug 23 - Aug 24
16. Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
Leslie
￥15,063
￥17,172 total
includes taxes & fees
Sep 13 - Sep 14
17. Best Western Annapolis
Best Western AnnapolisAnnapolis
George
￥12,676
￥14,450 total
includes taxes & fees
Sep 13 - Sep 14
18. Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
Alicia
￥25,159
￥27,675 total
includes taxes & fees
Aug 26 - Aug 27
19. Village Inn Annapolis MD
Village Inn Annapolis MDAnnapolis
Stephen
￥13,133
￥14,972 total
includes taxes & fees
Aug 25 - Aug 26
20. Courtyard by Marriott Annapolis
Courtyard by Marriott AnnapolisAnnapolis
Phyllis
￥14,624
￥16,671 total
includes taxes & fees
Aug 30 - Aug 31
Stay near popular Chester attractions
Chesapeake Exploration Center
Learn about the events happening at 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
DoubleTree by Hilton Hotel Annapolis
10/10 Excellent
"Great staff everywhere on the property."
Historic Inns of Annapolis
10/10 Excellent
"Great location, spacious room, quiet, helpful staff."
Country Inn & Suites by Radisson, Annapolis, MD
10/10 Excellent
"A"
Sonesta ES Suites Annapolis
10/10 Excellent
"I reserve two rooms for me and my family. We had an amazing time and the temperature was perfect. After being outside at the beach all day. The bathrooms were small but clean and the areas were all clean a lot of fresh tiles and wash rags and the bed was also clean breakfast in the morning was very nice. They had a pancake maker cereal, and there was something for everybody, including eggs and sausage I would definitely recommend and come again easy check-in process Miss D made everything enjoyable and check out with smooth as well."
Holiday Inn Express & Suites Annapolis by IHG
10/10 Excellent
"Perfect for what I needed"
The Wildset
10/10 Excellent
"Stayed before and will stay again. Love it because of location, staff and food."
Crowne Plaza Annapolis by IHG
10/10 Excellent
"Rooms where clean, staff was nice"
Annapolis Waterfront Hotel, Autograph Collection
10/10 Excellent
"Top notch staff from the front desk, housekeeping and valet. My only real complaint was the early AM construction in the hallway. But all the workers were friendly and courteous to me passing by to get to the elevator."
Hyatt Place Kent Narrows & Marina
10/10 Excellent
"Property was well maintained and clean. Room was spacious and with a nice view. Parking is somewhat limited. Location is also central to area,attractions."
More cheap stays in Chester
Best Western Annapolis
2520 Riva Rd Annapolis MD
￥12,676
￥14,450 total
Sep 13 - Sep 14
includes taxes & fees
7.8/10 Good! (1,009 reviews)
St Michaels Inn
1228 S Talbot Street St. Michaels MD
￥13,455
￥14,801 total
Aug 31 - Sep 1
includes taxes & fees
Hampton Inn & Suites Annapolis
124 Womack Dr Annapolis MD
￥15,570
￥17,750 total
Sep 16 - Sep 17
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
Holiday Inn Express & Suites Annapolis by IHG
2451 Riva Rd Annapolis MD
￥15,981
￥18,218 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Best Western Kent Narrows Inn
3101 Main Street Grasonville MD
￥20,135
￥22,350 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Holiday Inn Express Annapolis East-Kent Island by IHG
1020 Kent Narrows Rd Grasonville MD
￥20,188
￥22,409 total
Sep 1 - Sep 2
includes taxes & fees
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