Photo by Patricia Knorr
Find hotels in Chester, MD from 2.611.012 ₫
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Chester
Family friendly
Check prices for these dates
Our top choices for Chester hotels
The Tilghman Island Inn
The Tilghman Island InnTilghman
9.6 out of 10, Exceptional, (135 reviews)
"The inn is very lovely. The views are spectacular.
Very easy access to restaurants and shopping.
"
Tracey
The price is 6.713.130 ₫
7.384.443 ₫ total
includes taxes & fees
29 Jun - 30 Jun
Village Inn Annapolis MD
Village Inn Annapolis MDAnnapolis
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
William
The price is 2.185.058 ₫
2.490.967 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Quality Inn
Quality InnEaston
7.6 out of 10, Good, (889 reviews)
"A good value."
Alexander
The price is 2.662.875 ₫
2.929.162 ₫ total
includes taxes & fees
20 Jul - 21 Jul
St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very good, (1,004 reviews)
"Great location, modern rooms compared to area offerings."
Shruti
The price is 3.066.189 ₫
3.372.808 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (920 reviews)
"Room was clean and staff took very good care of us"
Carol
The price is 2.632.600 ₫
2.922.186 ₫ total
includes taxes & fees
15 Jul - 16 Jul
Kent Island Resort
Kent Island ResortStevensville
9.4 out of 10, Exceptional, (145 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
Sue
The price is 4.449.094 ₫
5.839.501 ₫ total
includes taxes & fees
23 Jun - 24 Jun
Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,002 reviews)
"Good hotel for the price"
Brenda
The price is 2.885.330 ₫
3.202.717 ₫ total
includes taxes & fees
6 Jul - 7 Jul
Econo Lodge Easton Route 50
Econo Lodge Easton Route 50Easton
6.6 out of 10, (392 reviews)
"Love overnight staff"
Ivvory
The price is 2.369.077 ₫
2.605.985 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
9.2 out of 10, Wonderful, (1,000 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
David
The price is 3.659.314 ₫
4.025.245 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Express Easton by IHG
Holiday Inn Express Easton by IHGEaston
9.0 out of 10, Wonderful, (610 reviews)
The price is 3.659.314 ₫
4.025.245 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
9.4 out of 10, Exceptional, (386 reviews)
"Breakfast is excellent, staff very friendly"
Polina
The price is 3.948.900 ₫
4.343.790 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
9.4 out of 10, Exceptional, (488 reviews)
"absolutely perfect for this traveler!"
BENNY
The price is 5.863.590 ₫
6.684.435 ₫ total
includes taxes & fees
30 Jun - 1 Jul
Hampton Inn Easton
Hampton Inn EastonEaston
9.0 out of 10, Wonderful, (572 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
Matthew
The price is 3.850.967 ₫
4.236.116 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,005 reviews)
"Very big room. Comfortable."
Sue
The price is 4.083.426 ₫
4.532.603 ₫ total
includes taxes & fees
8 Jul - 9 Jul
Sandaway Suites & Beach
Sandaway Suites & BeachOxford
9.4 out of 10, Exceptional, (171 reviews)
"It was a beautiful stay!"
Eliza
The price is 4.588.622 ₫
5.047.484 ₫ total
includes taxes & fees
6 Jul - 7 Jul
The Tidewater Inn
The Tidewater InnEaston
8.8 out of 10, Excellent, (890 reviews)
"Loved everything about this beautiful hotel."
Diane
The price is 4.712.354 ₫
5.183.589 ₫ total
includes taxes & fees
28 Jun - 29 Jun
Best Western Annapolis
Best Western AnnapolisAnnapolis
7.8 out of 10, Good, (1,002 reviews)
"Clean, reasonably priced , great staff and excellent breakfast!"
Brian
The price is 2.290.362 ₫
2.611.012 ₫ total
includes taxes & fees
21 Jun - 22 Jun
The Wildset
The WildsetDowntown St. Michaels
9.8 out of 10, Exceptional, (464 reviews)
"Wonderful stay!"
Rachel
The price is 7.081.694 ₫
8.369.035 ₫ total
includes taxes & fees
30 Jun - 1 Jul
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.6 out of 10, Excellent, (1,004 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
Diane
The price is 2.927.451 ₫
3.337.294 ₫ total
includes taxes & fees
5 Jul - 6 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,000 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
Michele
The price is 3.290.750 ₫
3.652.733 ₫ total
includes taxes & fees
6 Jul - 7 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
Top Chester Hotel Reviews
Hilton Garden Inn Annapolis Downtown
8/10 Good
More cheap stays in Chester
Best Western Annapolis
2520 Riva Rd Annapolis MD
The price is 2.290.362 ₫ per night from 21 Jun to 22 Jun
2.290.362 ₫
2.611.012 ₫ total
21 Jun - 22 Jun
includes taxes & fees
7.8/10 Good! (1,002 reviews)
Hotels in Chester with star rating
5 Star Hotels
3 properties
