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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul
No exact matches found, but these alternatives could be just right

Recommended hotels in Chestertown

Outdoor banquet area

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
7.8 out of 10, Good, (77 reviews)
"Very nice rooms, "
United States
Stephania
The price is SAR 405
SAR 463 total
includes taxes & fees
12 Apr - 13 Apr
The Lodge at Great Oak Landing
Exterior

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Every thing was great"
United States
lesia k.
The price is SAR 372
SAR 596 total
includes taxes & fees
6 Apr - 7 Apr
First Floor Studio Apartment in Historic Chestertown
Exterior

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (433 reviews)
"Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. "
United States
Linette
The price is SAR 270
SAR 300 total
includes taxes & fees
3 May - 4 May
Red Roof Inn & Suites Chestertown
Exterior

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (893 reviews)
"Best place to stay always "
United States
Robert
The price is SAR 414
SAR 459 total
includes taxes & fees
3 May - 4 May
Comfort Inn & Suites Chestertown
Exterior

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
9.8 out of 10, Exceptional, (28 reviews)
"Extremely clean, beautifully updated, and very comfortable. Perfect location—easy to walk to shops and restaurants. Would absolutely stay again!""
United States
Maggie D.
The price is SAR 1,239
SAR 1,823 total
includes taxes & fees
4 Apr - 5 Apr
Newly restored apartment in the heart of Chestertown
Front of property - evening/night

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (175 reviews)
"Rooms are clean, staf was helpful "
United States
Daryl
The price is SAR 238
SAR 265 total
includes taxes & fees
1 May - 2 May
Driftwood Inn
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is SAR 524
SAR 581 total
includes taxes & fees
22 Apr - 23 Apr
Haven Point Inn and Gallery
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (134 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is SAR 447
SAR 608 total
includes taxes & fees
14 Apr - 15 Apr
Kent Island Resort
Front of property

Flag House Inn

Flag House Inn
3.5 star property
Historic District
9.2 out of 10, Wonderful, (91 reviews)
"The room was over the garage. You couldn’t stand up in half the room as the ceiling was too low. Multiple tripping areas walking into and out of the space. No heat in bathroom. You have to walk to the front of house to enter for coffee in the morning. They have the nerve to charge you to park at the house. "
United States
Richard
The price is SAR 682
SAR 777 total
includes taxes & fees
8 Apr - 9 Apr
Flag House Inn
Exterior

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (43 reviews)
"We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay here again. Highly recommended!"
United States
Supriya V.
The price is SAR 365
SAR 1,047 total
includes taxes & fees
5 Apr - 6 Apr
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Exterior

Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is SAR 255
SAR 469 total
includes taxes & fees
8 Apr - 9 Apr
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,001 reviews)
"My visit at the Hotel was amazing & peaceful."
United States
Milton
The price is SAR 292
SAR 324 total
includes taxes & fees
3 May - 4 May
Quality Inn Smyrna
Exterior

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (38 reviews)
"Super clean place, great communication from the host, and home is exactly as described and shown in pictures. "
United States
Traci L.
The price is SAR 507
SAR 1,232 total
includes taxes & fees
5 Apr - 6 Apr
Large 2 bedroom house with private parking in a nice neighborhood
Exterior

Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!
Stevensville
9.6 out of 10, Exceptional, (35 reviews)
"Great stay, would do it again."
United States
Brandon D.
The price is SAR 365
SAR 1,059 total
includes taxes & fees
8 Apr - 9 Apr
Charming Coastal/Country Home w/3 Acres & Sauna!
Interior

Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.6 out of 10, Exceptional, (94 reviews)
"Awesome place, great location"
United States
Mark M.
The price is SAR 233
SAR 767 total
includes taxes & fees
5 Apr - 6 Apr
Hidden Fells Point Gem / Private Courtyard Patio
Exterior

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,001 reviews)
"Wonderful staff,Clean rooms and comfortable bed!!"
United States
Evette
The price is SAR 347
SAR 385 total
includes taxes & fees
9 Apr - 10 Apr
Best Western Kent Narrows Inn
Exterior

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (148 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is SAR 970
SAR 1,979 total
includes taxes & fees
9 Apr - 10 Apr
5-bedroom vacation home 5 minutes from historic Charlestown
Reception

Relax Inn Smyrna

Relax Inn Smyrna
2.0 star property
Smyrna
8.0 out of 10, Very Good, (94 reviews)
"Great location"
United States
Patrick
The price is SAR 342
SAR 380 total
includes taxes & fees
15 Apr - 16 Apr
Relax Inn Smyrna
Exterior

La Quinta Inn & Suites by Wyndham Aberdeen-APG

La Quinta Inn & Suites by Wyndham Aberdeen-APG
3.0 star property
Aberdeen
9.0 out of 10, Wonderful, (1,001 reviews)
"Near $95 and good place to stay"
United States
Thandavarayan
The price is SAR 332
SAR 372 total
includes taxes & fees
15 Apr - 16 Apr
La Quinta Inn & Suites by Wyndham Aberdeen-APG
Exterior detail

Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (538 reviews)
"As always we loved our stay! Definitely will be coming back "
United States
John
The price is SAR 458
SAR 513 total
includes taxes & fees
15 Apr - 16 Apr
Vandiver Inn
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 Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

4/10 Poor
"The hotel is worn. Our room wasn’t very clean; clump of hair(?) on the wall; sink area needed to be cleaned better. First floor hallway had odor of urine. Breakfast offerings were not kept up. (Empty coffee urns, no bacon). Not a good experience. "
Carole 1-night trip
Posted 1 hour ago
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

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