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Driftwood Inn

2.0 star property
Motel in Chestertown with free parking

Photo gallery for Driftwood Inn

Front of property – evening/night
TV
TV
Exterior
Lobby

Reviews

5.2 out of 10

Popular amenities

  • Pet-friendly
  • Free WiFi
  • Housekeeping
  • Air conditioning
  • Parking included
  • 24/7 front desk
The current price is NZ$123
includes taxes & fees
29 Dec - 30 Dec

Explore the area

View map
609 Washington Avenue, Chestertown, MD, 21620
  • Place, Washington College
    ‪2 min walk‬
  • Place, Chestertown Historic District
    ‪2 min drive‬
  • Place, Historical Society of Kent County Maryland
    ‪2 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪48 min drive‬

Room options

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

About the area

Chestertown

At Driftwood Inn you'll be within just a 5-minute stroll of Washington College and within 15 minutes of Rolling Road Park. Highlights at this motel include free in-room WiFi. .This pet-friendly motel offers free WiFi in public areas, a 24-hour front desk and express check-in. Added amenities include express check-out. There's also the convenience of free self parking. .Sights within a 30-minute walk of this Chestertown motel include Chestertown Dog Park and Garfield Center for the Arts at the Prince Theater.
View more Motels in ChestertownOpens in a new window

What's nearby

  • Washington College - 2 min walk - 0.2 km
  • Chestertown Dog Park - 13 min walk - 1.1 km
  • Chestertown Historic District - 2 min drive - 2.1 km
  • Historical Society of Kent County Maryland - 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

Motel in Chestertown with free parking
As a guest of Driftwood Inn, you'll find express check-in and express check-out. Public spaces have free WiFi. Self parking is free.

Smoking is allowed in designated areas at this Chestertown motel.

  • 1 floor
  • 28 guestrooms or units
  • 2 buildings
  • Front desk (24 hours)
  • Express check-in
  • Express check-out
  • Smoking in designated areas
Driftwood Inn offers 28 accommodations with coffee/tea makers and a hairdryer. Premium satellite televisions are provided. Guests can make use of the in-room fridges and microwaves. Bathrooms include baths or showers and complimentary toiletries.

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

Similar properties

Lobby
Comfort Inn & Suites Chestertown
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
4.3 out of 5, Excellent, 857 reviews
The price is NZ$198
includes taxes & fees
30 Nov - 1 Dec
Comfort 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
Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

  • Pets: USD 15 per pet, per night, plus a deposit of USD 25.00 per night
    • Service animals are exempt from fees.

Children and extra beds

  • 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.
  • Cots (infant beds) are not available.

Payment types

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet deposit: USD 25.00 per night
  • Pet fee: USD 15 per pet, per night
  • Service animals are exempt from fees

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express and Discover. For guests' safety, the property includes a fire extinguisher, a smoke detector, a security system, a first aid kit and window guards in all accommodation. Cashless payment methods are available for all transactions.

We should mention

  • Up to 2 children aged 17 years old and younger stay free in the same room as the parent or guardian when using existing bedding.

Property is also known as

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

Frequently asked questions

What is the cancellation policy at Driftwood Inn?

Driftwood Inn offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at Driftwood Inn?

As of 28 Nov 2025, prices found for a 1-night stay for 2 adults at Driftwood Inn on 29 Dec 2025 start from NZ$123.03, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available at Driftwood Inn?

Yep, Driftwood Inn has a free self car park.

Are there any beaches close to Driftwood Inn?

The closest beach to Driftwood Inn is Betterton Beach (16.5 km).

Is there a free airport shuttle available at Driftwood Inn?

No, Driftwood Inn does not offer an airport shuttle service.

What time are check-in & check-out at Driftwood Inn?

Check-in begins at 2 PM. Check-out time is 11 AM.

Reviews

Driftwood Inn Reviews

5.2

5.2/10

Cleanliness

5.8/10

Staff & service

5.0/10

Amenities

4.6/10

Property conditions & facilities

6.2/10

Eco-friendliness
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

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

Business traveller
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

Willy, Indianapolis

Stayed 1 night in Aug 2025

10/10 Excellent

Christina

Business traveller
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

8/10 Good

Holden

Stayed 1 night in Apr 2025

6/10 Okay

Holden

Stayed 1 night in Mar 2025

10/10 Excellent

Ronald

Stayed 1 night in Feb 2025

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

Bill

Travelled with group
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

8/10 Good

Carol

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

4/10 Poor

Donald

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

10/10 Excellent

trushti

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 7 nights in Jul 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

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

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

Travelled with family, Business traveller
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

Business traveller, Travelled with group
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

Business traveller
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

8/10 Good

Allan

Stayed 1 night in Sep 2023

10/10 Excellent

Denise

Travelled with family
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

10/10 Excellent

Robert

Stayed 1 night in May 2023