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  • Excellent7%
  • Very good4%
  • Average11%
  • Poor13%
  • Terrible65%
  • May 15, 2018
    “Bad experience”
  • Oct 1, 2017
    “Better than expected”
609 Washington Ave, Chestertown, MD 21620-1219 See on map
Free Wifi
Free Parking
Air Conditioning
Non-Smoking Hotel
Pets Allowed
Wheelchair access
2 Star accommodation
Oct 7Oct 8
1 room, 2 adults, 0 children
Standard Room
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Reviews (45)
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1 - 5 of 45 reviews
Reviewed May 15, 2018

Came home with a case of bed bugs. Did not feel safe sleeping at night as there was no sliding lock on the door that opened to the outside. Room was dirty and toilet had wrong size seat on it. Bathtub was painted and the...More

Thank TeriKing
Reviewed October 1, 2017 via mobile

I stayed here the night before racing a half Ironman triathlon. My race schedule takes me to some pretty 'interesting' places off the well trodden path and I've spent the night in some motels and hotels that barely deserve the title. So truthfully I wasn't...More

2  Thank Glenn A
Response from Jay D, Manager at Driftwood InnResponded January 8, 2018

Thank you for choosing our establishment for your stay while in Chestertown. We have done a major renovation to the motel from the past and have also upgraded our wifi infrastructure. We have updated our pictures online from the past and we are happy we...More

Reviewed September 5, 2017

Management is friendly, and you can tell they are upgrading and improving. Room was clean and housekeeping came daily. Plenty of parking. Town is very close and shopping center, including Acme for food in plaza right next door.

Thank Charles W
Response from Jay D, Manager at Driftwood InnResponded January 8, 2018

Thank you for choosing our establishment during your stay in Chestertown. We have uploaded new pictures of our motel and are continuing more improvements. We hope to see you again soon! Thanks!

Reviewed August 28, 2017

I wanted to review this hotel because most of the reviews are so awful. I needed a place to stay in the Chestertown area on short notice - just an overnight crash. Despite the ratings, I booked the Driftwood. I don't think it is as...More

Thank LateStart01
Reviewed June 25, 2017

We were worried after reading some of the other reviews. The facility has new paint and new carpet. The owners are trying to improve the property. The room was clean. Not everything was perfect, though. The curtains, for example, let in too much light and...More

Thank bikinglibrarian2017
Response from Jay D, Manager at Driftwood InnResponded June 27, 2017

Thank you for taking the time to write a review for the Driftwood Inn. We have tremendously made many changes to the motel and are striving to do more. The next stages are new curtains and furniture. Once all of the items are complete we...More

View more reviews
We offer guests outstanding service and a comfortable stay all at the most affordable prices in town. We are the most budget friendly motel in town to give you the most bang for your buck while visiting Chestertown. ...More This 28-room Inn conveniently located in peaceful Chestertown, a historic colonial town by the sparkling waters of the Chester River. This motel is located just within walking distance from Washington College. It offers free Wi-Fi and a 24-hour front desk. Downtown Chestertown, Maryland is 1 mile from the motel. The Driftwood Inn has colonial rooms decorated in rustic wood and soft neutral colors. All rooms include a cable TV with HBO channels, a microwave, refrigerator, and free parking right in front of your room. Less
Hotel class
Hotel Amenities
Free Parking
Free High Speed Internet (WiFi)
Air Conditioning
Non-Smoking Hotel
Pets Allowed ( Dog / Pet Friendly )
Refrigerator in room
Wheelchair access
Room types
Suites, Non-Smoking Rooms, Family Rooms, Smoking rooms available
Hotel class
Room types
Suites, Non-Smoking Rooms, Family Rooms, Smoking rooms available
Number of rooms
Price range
$73 - $150 (Based on Average Rates for a Standard Room)
United States > Maryland > Chestertown
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Nearby RestaurantsSee all 51 restaurants in Chestertown
Luisa's Cucina Italiana
232 reviews
.51 miles away
Uncle Charlie's Bistro
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.62 miles away
Procolino's Pizza
67 reviews
.43 miles away
Cafe' Sado C-Town
38 reviews
.69 miles away
Nearby AttractionsSee all 29 attractions in Chestertown
Historical Society of Kent County
13 reviews
.96 miles away
Kent County Visitors Center
8 reviews
.86 miles away
Garfield Center for the Arts at the Prince Theatre
7 reviews
1.00 miles away
Book Plate
24 reviews
.98 miles away
Questions & Answers
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Evette M
August 6, 2015|
Response from Jay D | Property representative |
Hello, We do no have a pool at our establishment anymore as the demand did not suffice for the amount of pool users. There are numerous restaraunts within walkin distance from delis to an italian restaurant to pubs.
Room Tips
"I had room 21 on the end. It was a little bigger, I think and in good condition."
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"You're better off sleeping in your car at the strip mall up the road."
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"It is a good place to sleep,shower and move on. Not for long term or business stays."
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"Don't stay here. And if you do, bring a sleeping bag for on-top of the beds. And don't bring..."
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