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Driftwood Inn

2.0 star property
Motel in Chestertown with free parking

Choose dates to view prices

Driftwood Inn creates a relaxing atmosphere where guests connect using in-room WiFi. The property streamlines the travel experience with express check-in/check-out services. Self parking adds convenience, while the 24-hour front desk ensures help is always available.

Reviews

5.2 out of 10

Popular amenities

  • Pet-friendly
  • Housekeeping
  • Air conditioning
  • Free WiFi
  • Parking included
  • 24/7 front desk

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Double Room

Double Room

Double Room

Highlights

Soundproofed
Air conditioning
Fridge
TV
Hairdryer
Private bathroom
Microwave
Coffee/tea maker
  • 46 sq m
  • Sleeps 4
  • 2 Queen Beds

View all photos for Classic Single Room

Classic Single Room

Classic Single Room

Highlights

Soundproofed
Air conditioning
Fridge
TV
Hairdryer
Private bathroom
Microwave
Coffee/tea maker
  • 42 sq m
  • Sleeps 2
  • 1 King Bed
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About the area

Map
609 Washington Avenue, Chestertown, MD, 21620

What's nearby

  • Washington College - 2 min walk - 0.2 km
  • Historical Society of Kent County Maryland - 2 min drive - 2.1 km
  • Chestertown Historic District - 2 min drive - 2.1 km
  • Garfield Center for the Arts at the Prince Theater - 2 min drive - 2.1 km
  • River Arts Chestertown - 2 min drive - 2.1 km

Getting around

  • Baltimore Washington International Airport (BWI) - 79 min drive

Restaurants

  • ‪Royal Farms - ‬19 min walk
  • ‪McDonald's - ‬17 min walk
  • ‪Dunkin - ‬6 min walk
  • ‪Procolino's - ‬6 min walk
  • ‪Subway - ‬17 min walk

About this property

Driftwood Inn

Property highlights
Driftwood Inn provides everything that you need. Stay connected with free in-room WiFi.
You'll also find perks such as:
  • Free self-parking
  • Express check-out, express check-in and a 24-hour front desk
Room features
All guest rooms at Driftwood Inn boast comforts, such as air conditioning, as well as amenities, such as free WiFi and sound-insulated walls.
Other conveniences in all rooms include:
  • Bathrooms with baths or showers and free toiletries
  • TVs with premium channels
  • Wardrobes/cupboards, fridges and microwaves

Similar properties

Suite, Multiple Beds, Non Smoking

Red Roof Inn & Suites Chestertown

  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 414 reviews
The price is NZ$141
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn & Suites Chestertown

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Free self parking on site

Family friendly

  • In-room microwave
  • In-room refrigerator
  • Soundproofed rooms

Conveniences

  • 24-hour front desk

Guest services

  • Housekeeping (daily)

More

  • 1 floor
  • 2 buildings
  • Designated smoking areas

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Towels provided

Entertainment

  • TV with premium satellite channels

Food and drink

  • Coffee/tea maker
  • Microwave
  • Refrigerator

More

  • Air conditioning (climate-controlled)
  • Desk
  • Free local calls
  • Heating (climate-controlled)
  • Phone
  • Soundproofed rooms

Policies

Check-in

Check-in time starts at 2 PM
Contactless check-in and check-out are available
Express check-in available
Minimum check-in age - 18

Check-out

Check-out before 11 AM
Contactless check-out
Express check-out available

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

Pets are 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

Children and extra beds

Children are welcome
2 children, up to the age of 17 years, can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available.
Cots (infant beds) are not available

Payment types

Important information

Optional extras

  • 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.

You need to know

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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards
Cashless transactions are available
Safety features at this property include a fire extinguisher, a smoke detector, a security system, a first aid kit and window guards

Property is also known as

Driftwood Chestertown
Driftwood Inn Chestertown
Driftwood Inn Motel
Driftwood Inn Chestertown
Driftwood Inn Motel Chestertown

Frequently asked questions

Is Driftwood Inn pet-friendly?

Yes, pets are allowed at this property. There's a deposit of USD 25.00 per night and a fee of USD 15 per pet, per night. Service animals are exempt from fees.

How much is parking at Driftwood Inn?

Self-parking is free at this property.

What time is check-in at Driftwood Inn?

Check-in begins at 2 PM.

What time is check-out at Driftwood Inn?

Checkout is at 11 AM.

Where is Driftwood Inn located?

Situated in Chestertown, this motel is within a 15-minute walk of Washington College, Rolling Road Park and Chestertown Dog Park. Garfield Center for the Arts at the Prince Theater and River Arts Chestertown are also within 1 mile (2 km).

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Reviews

Driftwood Inn Reviews

5.2

5.2

Cleanliness

6.0

Location

5.8

Staff & service

6.2

Eco-friendliness

4.6

Property conditions & facilities
Rating 10 - Excellent. 23 out of 175 reviews
Rating 8 - Good. 20 out of 175 reviews
Rating 6 - Okay. 41 out of 175 reviews
Rating 4 - Poor. 37 out of 175 reviews
Rating 2 - Terrible. 54 out of 175 reviews

Reviews

10/10 Excellent

Quiana

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip
Stayed 1 night in Oct 2024

4/10 Poor

Donald

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Stay somewhere else!
Stayed 3 nights in Aug 2024

8/10 Good

Carol

It was fine. I have no complaint. I stayed one night.The staff was friendly.
Stayed 1 night in Aug 2024

8/10 Good

William

Liked: Cleanliness, staff & service
It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible.
Stayed 1 night in Apr 2024

2/10 Terrible

Paula

Liked: Staff & service
Disliked: Property conditions & facilities, room comfort
The room was very old looking. Rust in the tub, paint peeling, old furniture. No peep hole on the door. Didn’t seem very secure.
Stayed 1 night in Oct 2022

6/10 Okay

Evelyn

Dusty floor . Shower curtain didn’t close . Spiders on the ceiling
Stayed 1 night in Nov 2025

8/10 Good

Daryl

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Rooms are clean, staf was helpful
Stayed 2 nights in Aug 2025

4/10 Poor

Taran

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

yall need to do better

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.
Stayed 1 night in Aug 2025

10/10 Excellent

Christina

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Mrs Mae is very friendly and helpful. Checks on you to make sure everything is ok. I’d recommend it - stayed 3 weeks for work. Loved my little room!! Mrs Mae was a bonus!!
Stayed 3 nights in Apr 2025

4/10 Poor

Bill

Disliked: Cleanliness, amenities, property conditions & facilities
I just needed place to stsy before hunting trip. Guy knocked on door for a jump start to his car. Made me bit nervous, but he was ok. Room was dirty, smelled like car air fresheners, bathroom looked like it was from 60's, green & yellow tiles. The door looked like it was busted into a few times, latch was busted, i felt unsafe to sleep so i put a chair under the handle. Could hear neighbor business all night. Will not be staying there again. So the saying goes, "you get what you paid for"
Stayed 1 night in Oct 2024

2/10 Terrible

Kelley

Disliked: Amenities
Section 8 Housing?
Stayed 1 night in Sep 2024

4/10 Poor

alan

Disliked: Cleanliness, staff & service, property conditions & facilities

Needs a better maid to clean

Like a1950 motel. Dirty Bathroom
Stayed 1 night in Jun 2024

8/10 Good

John

Liked: Staff & service, property conditions & facilities, room comfort

Very good budget option

I decided to go low-budget for my two-night stay in Chestertown (in town for the Rock Hall Triathlons). This place is convenient and an excellent choice for someone who doesn't plan to spend a lot of time in their room. Rooms are spare w/no frills. Basically four lights in the entire room (overhead, wall, bathroom, shower). Bed was reasonably comfortable. I did notice that the shower temperature control looked a little grungy on the inside; otherwise, the room was clean and fit for purpose. I would stay here again if I were seeking to economize.
Stayed 2 nights in May 2024

2/10 Terrible

Kristen

Disliked: Cleanliness, staff & service, property conditions & facilities
I have never bailed on a motel booking. Smelly room, dodgy neighborhood, broken equipment and cig butts everywhere… no way.

10/10 Excellent

Michael

Liked: Amenities, property conditions & facilities
May was very pleasant and helpful. Will certainly return when we are in the area
Stayed 1 night in Jan 2024

10/10 Excellent

Denise

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Will continue to visit

Nice older motel, clean and priced reasonably. A place to lay your head and take a shower. Have been 3 times now and they do a great job
Stayed 1 night in Oct 2023

10/10 Excellent

DENNIS

Very well lit up at night after returning from dinner with friends. Also please thank “May” the wonderful lady who welcomed me th the drift wood inn.
Stayed 1 night in Oct 2023

6/10 Okay

kyla

Liked: Staff & service
Disliked: Property conditions & facilities

Keep your socks on - great for the price!

Our floor was very sticky, so keep your socks on. Everything else was really lovely, for the price we paid. Service was amazing, very kind and accommodating. Bathroom is old, but clean. Beds are comfy. Fridge and microwave are new and useful. If you’re looking for affordable and you won’t spend a lot of time there, Driftwood Inn is perfect.
Stayed 1 night in Sep 2023

10/10 Excellent

Denise

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Older motel, clean quiet and price is great. Have been here twice and coming back in Oct. Beds were new and comfy.
Stayed 2 nights in Aug 2023

4/10 Poor

Verified traveller

Disliked: Cleanliness, staff & service, property conditions & facilities, room comfort

Back in 15 minutes !?!

Went to check in. Front lobby locked. Sign says “back in 15 minutes”. Check-in after receptionist returns. Go to room. Prepare to take shower and realize there are no towels. Front lobby locked. Sign says “back in 15 minutes”. Go back numerous times over several hours. Front lobby locked. Sign says “back in 15 minutes”. Skip the shower. Next morning go to check out. Front lobby locked. Sign says “back in 15 minutes”.
Stayed 1 night in May 2023

2/10 Terrible

mark

Disliked: Cleanliness, amenities, property conditions & facilities
Room smelled really bad. There was hair in the bathroom and only wiring where the smoke detector used to be. We used our own sheets and opted not to use the shower.
Stayed 1 night in Oct 2022

6/10 Okay

Paul

Disliked: Amenities, property conditions & facilities
For the price, I guess OK but the place is neglected- broken soap racks in bathroom, and not clean, the previous occupier had spilt coffee on the bedside table that was just left to coagulate. So not an inviting place.
Stayed 1 night in Sep 2022

2/10 Terrible

Paul

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was terrible. The area was terrible location. There were no toiletries in the room. We were told by the staff not to be outside late because of the prostitutes and the drug dealers in the area. The doors didnt work right on the room or batroom. Worst hotel ive ever stayed at.
Stayed 1 night in Jul 2022

10/10 Excellent

Vincent

Liked: Cleanliness, amenities
Very cleaned and reasonable
Stayed 1 night in May 2022

6/10 Okay

John

Disliked: Amenities, property conditions & facilities
The reservation was for a king bed but the room had 3 queen beds. The furnishings were tacky.
Stayed 1 night in Jan 2022