Photo by Patricia Knorr
Find hotels in Chester, MD from ฿2,983
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chester
Pet friendly
Check prices for these dates
Our top choices for Chester hotels
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (937 reviews)
"Room was clean and staff took very good care of us"
Carol
The price is ฿3,448
฿3,827 total
includes taxes & fees
27 Jul - 28 Jul
Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
9.2 out of 10, Wonderful, (1,007 reviews)
"Very clean and the breakfast was delicious!"
Ruth
The price is ฿4,654
฿5,120 total
includes taxes & fees
16 Jul - 17 Jul
Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
9.0 out of 10, Wonderful, (616 reviews)
"A clean hotel and a great breakfast."
Maura
The price is ฿5,190
฿5,709 total
includes taxes & fees
19 Jul - 20 Jul
Fairfield Inn & Suites by Marriott Easton
Fairfield Inn & Suites by Marriott EastonEaston
9.6 out of 10, Exceptional, (380 reviews)
"Just went in to get some sleep. Staff booked me far from noisy areas. I was able to sleep peacefully all night"
Kerri
The price is ฿4,526
฿4,978 total
includes taxes & fees
9 Aug - 10 Aug
Quality Inn
Quality InnEaston
7.6 out of 10, Good, (899 reviews)
"A good value."
Alexander
The price is ฿3,387
฿3,726 total
includes taxes & fees
11 Aug - 12 Aug
St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very good, (1,002 reviews)
"Great for the price"
Ben
The price is ฿3,285
฿3,613 total
includes taxes & fees
22 Jul - 23 Jul
Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,005 reviews)
"Good hotel for the price"
Brenda
The price is ฿4,269
฿4,738 total
includes taxes & fees
22 Jul - 23 Jul
Econo Lodge Easton Route 50
Econo Lodge Easton Route 50Easton
6.6 out of 10, (394 reviews)
"Easy check in, clean and comfortable room. "
michael
The price is ฿2,712
฿2,983 total
includes taxes & fees
3 Aug - 4 Aug
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (787 reviews)
"Good place"
Uri
The price is ฿5,994
฿6,653 total
includes taxes & fees
21 Jul - 22 Jul
Hampton Inn Easton
Hampton Inn EastonEaston
9.0 out of 10, Wonderful, (577 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
Matthew
The price is ฿4,898
฿5,388 total
includes taxes & fees
19 Jul - 20 Jul
Village Inn Annapolis MD
Village Inn Annapolis MDAnnapolis
6.2 out of 10, (510 reviews)
"Always clean staff friendly professional used to pretty much live here years ago always worked with me treated me right.Highly recommend 👌 👍"
Stephen
The price is ฿2,779
฿3,168 total
includes taxes & fees
16 Jul - 17 Jul
Kent Island Resort
Kent Island ResortStevensville
9.4 out of 10, Exceptional, (160 reviews)
"Wonderful room, bar and food!"
Leigh
The price is ฿5,382
฿7,113 total
includes taxes & fees
6 Aug - 7 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,001 reviews)
"It's a smaller hotel but it did the job. The hotel was clean."
Scott
The price is ฿3,844
฿4,267 total
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.6 out of 10, Excellent, (1,022 reviews)
"Good location, great room, and a great staff."
Marie
The price is ฿3,974
฿4,530 total
includes taxes & fees
26 Jul - 27 Jul
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
9.4 out of 10, Exceptional, (492 reviews)
"absolutely perfect for this traveler!"
BENNY
The price is ฿7,836
฿8,933 total
includes taxes & fees
2 Aug - 3 Aug
Hummingbird Inn
Hummingbird InnEaston
10.0 out of 10, Exceptional, (92 reviews)
"
Staff is super friendly. The rooms were very clean and the breakfast was wonderful."
Lewis
The price is ฿9,915
฿10,906 total
includes taxes & fees
16 Jul - 17 Jul
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Me and my husband went for a one year anniversary. Staying at the hilton was wonderful relaxing, everyone was so pleasant and helpful.The restaurants nearby were great. I love the view we'll be coming back again."
Tammy
The price is ฿5,514
฿6,121 total
includes taxes & fees
2 Aug - 3 Aug
Best Western Annapolis
Best Western AnnapolisAnnapolis
7.8 out of 10, Good, (1,000 reviews)
"EXCELLENTE STAFF AND GREAT BREAKFAST..."
Julian
The price is ฿3,134
฿3,573 total
includes taxes & fees
20 Jul - 21 Jul
Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
9.4 out of 10, Exceptional, (388 reviews)
"Breakfast is excellent, staff very friendly"
Polina
The price is ฿5,023
฿5,525 total
includes taxes & fees
16 Jul - 17 Jul
Queenstown Harbor Golf Resort
Queenstown Harbor Golf ResortQueenstown
The price is ฿32,477
฿37,024 total
includes taxes & fees
16 Jul - 17 Jul
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Chester attractions
Learn more about Chester
Chester awaits: its island views, sunny weather, golf and more!
Photo by Patricia Knorr
Open Photo by Patricia Knorr
More cheap stays in Chester
Best Western Annapolis
2520 Riva Rd Annapolis MD
The price is ฿3,134 per night from 20 Jul to 21 Jul
฿3,134
฿3,573 total
20 Jul - 21 Jul
includes taxes & fees
7.8/10 Good! (1,000 reviews)
