Driftwood Inn | Hotel in Chestertown

5.2 (174 Reviews) |  1 Bathroom
Chestertown Hotel | Driftwood Inn

Hotel in Chestertown

Motel in Chestertown with free parking
Along with a 24-hour front desk, this motel has express check-in and express check-out. Free WiFi in public areas and free self parking are also provided.
Driftwood Inn offers 28 accommodations with coffee/tea makers and hair dryers. Premium satellite television is provided. Guests can make use of the in-room refrigerators and microwaves. Bathrooms include bathtubs or showers and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Housekeeping is provided daily.

Show more

Amenities

Air Conditioner
Parking
Designated Smoking Area
TV
Bedding/Linens
Wellness Facilities
Toiletries
Guest Services
Child Friendly
Internet
Kitchen

Policies

Check-in
Check-in time starts at 2 pm contactless check-in available express check-in available minimum check-in age: 18
Check-out
Check-out before 11 am contactless check-out available express check-out available
Child Policy
Children are welcome. kids stay free! up to 2 children 17 years old and younger stay free when using existing bedding. rollaway/extra beds are not available. cribs (infant beds) are not available.
Payment Policy
Pet deposit: usd 25.00 per night pet fee: usd 15 per pet, per night service animals are exempt from fees the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Pet Policy
Pets allowed for an extra charge of usd 15 per pet, per night, plus a deposit of usd 25.00 per night service animals are welcome, and are exempt from fees

Cashless transactions are available extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges safety features at this property include a fire extinguisher, a smoke detector, a security system, a first aid kit, and window guards special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts credit cards

Reviews

Taran
Aug 8, 2025 09:03:55 PM
Review Score:   4
Summary: The photos on the Hotels.com website do NOT accurately show what this place looks like now! A dude 3months ago said the lobby coffee machine was broken; it STILL is! The rooms haven't been maintained in years and were done poorly to begin with anyway. The wallpaper, that's already peeling has random pain marks all over like who ever was painting the rooms was trying out a brush. The first room I got had mildew ALL over the carpet. I alerted the woman at the front desk and they tried to say it was carpet shampoo. Yall, it was fuzzy. I'm from VA, and any southerner knows you're going to get mildew if your place isn't properly dehumidified in the summer. You could smell it. They moved me to a new room. It clearly wasn't cleaned after the last person left because there was hair all in the sink, bugs all on the bathroom floor (alive and dead). The used shampoo tubs were still on the toilet, someone left their shoes under the desk and the bed sheets had dirt in them. I noticed that the rooms had cups full of shampoo and soap bars which tells me that cleaning staff doesn't check the rooms after each guest. One of the outlets had caught on fire at some point, was never repaired and the smoke detector was pulled from the wall. And they had the audacity to ask multiple times for tips for the "cleaning staff". I probably cleaned that room better than it's seen in 30 years. I checked out early and just left the key in the room. I'm sure the place was cute in 1940, but not anymore.
See All Reviews
Check Hotel Availability
Nightly rates from:
USD $70
You will be redirected to  
Hot Deal - It has been viewed 26 times today
Not the right fit? Check out our other properties in Chestertown
Property Image From $137
         

|
5.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Internet
Property Image From $240
         

|
10.0 (84 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Pool
  • TV
Property Image From $86
         

8.0 (79 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Child Friendly
Property Image From $344
         

|
10.0 (82 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $291
         

Property Image From $173
         

|
10.0 (56 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Property Image From $157
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $738
         

|
10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $177
         

|
8.7 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From $226
         

|
9.6 (997 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $134
         

|
8.0 (1 Review)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Property Image From $141
         

|
9.6 (132 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From $275
         

10.0 (89 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From $386
         

|
9.6 (21 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From $224
         

|
10.0 (31 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Property Image From $167
         

|
9.4 (516 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From $236
         

|
10.0 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View
Property Image From $991
         

|
10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $538
         

|
10.0 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From $365
         

|
10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Property Image From $267
         

|
10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $836
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $428
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety