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Aug 29 - Aug 31
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Sep 19 - Sep 21
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Browse Select Chester Cabin Rentals

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Recommended hotels in Chester

Adorable two-bedroom retreat close to Easton, Denton, Centreville
Property grounds

Adorable two-bedroom retreat close to Easton, Denton, Centreville

10.0 out of 10, Exceptional, (26)
"This home was perfect for a quiet getaway. Relaxing to come back to after a busy day out."
The price is CA $262
CA $495 total
includes taxes & fees
Aug 22 - Aug 23
Adorable two-bedroom retreat close to Easton, Denton, Centreville
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Exterior

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

9.8 out of 10, Exceptional, (11)
"Great overnight stay for a wedding nearby. Would highly recommend!"
The price is CA $345
CA $578 total
includes taxes & fees
Aug 21 - Aug 22
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Best Western Plus Easton Inn & Suites
Lobby

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1004)
"Nice comfortable stay."
The price is CA $179
CA $197 total
includes taxes & fees
Aug 21 - Aug 22
Best Western Plus Easton Inn & Suites
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (890)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is CA $182
CA $202 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG
Quality Inn
Exterior

Quality Inn

2.5 star property
7.6 out of 10, Good, (773)
"Comfortable and reasonably priced we stay at this clean hotel when we are here in this area. "
The price is CA $128
CA $141 total
includes taxes & fees
Aug 27 - Aug 28
Quality Inn
Best Western Kent Narrows Inn
In-room safe, individually decorated, individually furnished, desk

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Excellent location"
The price is CA $151
CA $167 total
includes taxes & fees
Aug 27 - Aug 28
Best Western Kent Narrows Inn
Quality Inn
Suite, 1 Queen Bed, Non Smoking

Quality Inn

2.5 star property
7.8 out of 10, Good, (813)
"Conveniently located with overall great value."
The price is CA $135
CA $150 total
includes taxes & fees
Sep 14 - Sep 15
Quality Inn
Fairfield Inn & Suites by Marriott Easton
View from property

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (357)
"Great place! "
The price is CA $211
CA $232 total
includes taxes & fees
Aug 28 - Aug 29
Fairfield Inn & Suites by Marriott Easton
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (610)
"Great place to stay. "
The price is CA $220
CA $245 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Place Kent Narrows & Marina
The Tidewater Inn
Terrace/patio

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (817)
"Very nice hotel and area. Would stay again. "
The price is CA $262
CA $288 total
includes taxes & fees
Aug 21 - Aug 22
The Tidewater Inn
St Michaels Inn
Front of property

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Very nice stay"
The price is CA $138
CA $152 total
includes taxes & fees
Sep 1 - Sep 2
St Michaels Inn
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is CA $290
CA $353 total
includes taxes & fees
Aug 24 - Aug 25
Inn at Haven Harbour
Mariners Motel
Marina

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is CA $215
CA $239 total
includes taxes & fees
Aug 24 - Aug 25
Mariners Motel
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1000)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is CA $134
CA $153 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express & Suites Annapolis by IHG
SpringHill Suites by Marriott Annapolis
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great place"
The price is CA $128
CA $146 total
includes taxes & fees
Aug 26 - Aug 27
SpringHill Suites by Marriott Annapolis
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (98)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
The price is CA $124
CA $205 total
includes taxes & fees
Aug 21 - Aug 22
First Floor Studio Apartment in Historic Chestertown
Hampton Inn Easton
Exterior

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (528)
"Check in staff is very helpful"
The price is CA $194
CA $214 total
includes taxes & fees
Aug 27 - Aug 28
Hampton Inn Easton
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is CA $235
CA $319 total
includes taxes & fees
Sep 18 - Sep 19
Wylder Tilghman Island
Fairfield Inn & Suites By Marriott Annapolis
Property amenity

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (135)
"complimentry breakfast is good ,friendly staff,clean and quite "
The price is CA $176
CA $201 total
includes taxes & fees
Aug 25 - Aug 26
Fairfield Inn & Suites By Marriott Annapolis
Best Western Annapolis
Exterior

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1000)
"Clean updated great location "
The price is CA $106
CA $121 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Annapolis
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.
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Top Chester Hotel Reviews

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Cool place, cool vibe! Loved all the pictures and the strong decor. Front desk check in and out was quick & efficient. The parking valets were quick and very friendly. Walking distance to shopping, restaurants and bars! The bed was super comfy! We would definitely stay here again!"
Hollie 1-night trip
Posted 9 hours ago
Graduate by Hilton Annapolis