Driftwood Inn

Motel in Chestertown with free parking

Choose dates to view prices

Where to?

Dates

August 2025

September 2025

Rows of rooms with stone facades and windows line the building's side.

A small dining table and two chairs are set in a cozy indoor space.

Cozy retreat with a dresser, television, and comfortable seating area.

Two-story building with a gable roof and dormer windows, featuring a brick chimney and front entrance.

Relax in this traditional living room with a sofa and two armchairs arranged around a coffee table.

Overview
Rooms
Location
Policies

Popular amenities

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

Explore the area

609 Washington Avenue, Chestertown, MD, 21620

Washington College
‪2 min walk‬
Historical Society of Kent County Maryland
‪2 min drive‬
River Arts Chestertown
‪2 min drive‬
Easton, MD (ESN-Easton - Newnam)
‪59 min drive‬

Room options

Two single beds with patterned bedspreads, framed artworks, and a nightstand with a lamp.

Double Room

495 sq ft
Sleeps 4
2 Queen Beds

Enjoy a restful stay in this cozy room with a neatly made bed, bedside table, and microwave.

Classic Single Room

452 sq ft
Sleeps 2
1 King Bed

About the neighborhood

Chestertown

Located within a 5-minute walk of Washington College, Driftwood Inn is within a 15-minute stroll of Rolling Road Park. Each of the 28 rooms at this motel includes a refrigerator, a microwave, and a coffee maker.

View more Motels in Chestertown

What's nearby

Washington College - 2 min walk - 0.1 miles
Chestertown Dog Park - 13 min walk - 0.7 miles
Historical Society of Kent County Maryland - 2 min drive - 1.3 miles
River Arts Chestertown - 2 min drive - 1.5 miles
Rolphs Wharf Marina - 14 min drive - 6.9 miles

Getting around

Baltimore Washington Intl. Airport (BWI) - 79 min drive

Restaurants

‪McDonald's - ‬17 min walk
‪Dining Hall - ‬10 min walk
‪Procolino Pizza - ‬5 min walk
‪China House - ‬5 min walk
‪The Freeze - ‬6 min walk

About this property

Driftwood Inn

Motel in Chestertown with free parking

At Driftwood Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.

Guests can expect to find free WiFi and TVs with satellite channels. Bathrooms offer hair dryers and free toiletries. Other standard amenities include refrigerators, microwaves, and coffee makers.

Languages

English

Similar properties

Classic hotel room with a large bed, bedside tables, and a comfortable armchair.

Pet friendly
Parking included
Free WiFi
Air conditioning

$72 nightly

Aug 14 - Aug 15

Total includes taxes and fees

Property amenities

Internet

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

Parking and transportation

Free self parking on site

Family friendly

In-room microwave
In-room refrigerator
Soundproofed rooms

Conveniences

24-hour front desk

Guest services

Housekeeping (daily)

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

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 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

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Access methods

Staffed front desk

Pets

This property welcomes pets for USD 15 per pet, per night, plus a deposit of USD 25.00 per night
Service animals exempt from fees

Children and extra beds

Up to 2 kids 17 years old and younger stay free when using existing bedding

Property payment types

Important information

Optional extras

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

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

This list may not be comprehensive. Fees and deposits might 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

Check-in: 2 PM
Check-out: 11 AM
Minimum check-in age: 18

The front desk is open 24 hours a day, and checking in and out are easy with express services. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
This property accepts credit cards.
Onsite safety features include a fire extinguisher, a smoke detector, a security system, a first aid kit, and window guards.
Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

No cribs or infant beds are available.
No rollaway or extra beds are available.

Property is also known as

Driftwood Chestertown

Driftwood Inn Chestertown

Driftwood Inn Motel

Driftwood Inn Chestertown

Driftwood Inn Motel Chestertown

Frequently asked questions

Is a free cancellation option available at Driftwood Inn?

Driftwood Inn provides free cancellation on certain room rates. To learn more, take a look at the cancellation policy on our site.

How much does it cost to stay at Driftwood Inn?

As of Aug 8, 2025, prices found for a 1-night stay for 2 adults at Driftwood Inn on Aug 11, 2025 start from $63.5, excluding 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.

What's there to see within easy reach of Driftwood Inn?

This motel is located in Chestertown within a short 12-minute walk of Rolling Road Park. You'll also find Historical Society of Kent County Maryland and Chestertown Historic District within a short drive.

Is there parking available at Driftwood Inn?

Yes, self parking is offered for free at the motel.

Does Driftwood Inn feature a casino?

No, Driftwood Inn doesn't have a casino.

Will I find an indoor pool at Driftwood Inn?

No, there is no indoor pool at this motel.

Are there hot tubs at Driftwood Inn?

No, there isn't a spa tub at this motel.

Does Driftwood Inn have a restaurant that serves breakfast?

No, Driftwood Inn doesn't have a restaurant that serves breakfast.

Will Driftwood Inn allow pets to stay free of charge?

Although they can't stay for free, pets are welcome at Driftwood Inn for a fee of USD 15 per pet, per night. A deposit of USD 25.00 per night is collected.

Are there connecting rooms at Driftwood Inn?

No, this motel doesn't feature connecting guestrooms.

Where is the closest airport to Driftwood Inn?

The closest major airport to Driftwood Inn is Baltimore, MD (MTN-Martin State), which is about 20.3 mi away. Another top airport is Easton, MD (ESN-Easton - Newnam), which is around 28.4 mi away.

Can I book a room with a balcony at Driftwood Inn?

No, there aren't any guestrooms with balconies at Driftwood Inn.

Driftwood Inn Reviews

5.2

5.2/10

Cleanliness

5.8/10

Staff & service

5.0/10

Amenities

4.6/10

Property conditions & facilities

6.4/10

Eco-friendliness

8/10 Good

Holden

Apr 21, 2025

Stayed 1 night in Apr 2025

6/10 Okay

Holden

Mar 14, 2025

Stayed 1 night in Mar 2025

10/10 Excellent

Ronald

Mar 14, 2025

Stayed 1 night in Feb 2025

10/10 Excellent

Quiana

Oct 16, 2024

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

Traveled with group

Oct 9, 2024

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

Sep 15, 2024

Disliked: Amenities

Section 8 Housing?

Stayed 1 night in Sep 2024

8/10 Good

Carol

Traveled with family

Aug 30, 2024

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

Traveled with family

Aug 23, 2024

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

Stay somewhere else!

Stayed 3 nights in Aug 2024

10/10 Excellent

trushti

Jul 26, 2024

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

Stayed 7 nights in Jul 2024

4/10 Poor

alan

Jun 29, 2024

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

Jun 2, 2024

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

Apr 4, 2024

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

Mar 26, 2024

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

Business traveler, Traveled with family

Jan 5, 2024

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

Traveled with group, Business traveler

Oct 29, 2023

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

Oct 27, 2023

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 traveler

Oct 2, 2023

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

Sep 10, 2023

Stayed 1 night in Sep 2023

10/10 Excellent

Denise

Traveled with family

Aug 14, 2023

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 traveler

May 30, 2023

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

May 21, 2023

Stayed 1 night in May 2023

2/10 Terrible

mark

Traveled with partner

Oct 31, 2022

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

2/10 Terrible

Paula

Business traveler

Oct 23, 2022

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

10/10 Excellent

Allan

Sep 11, 2022

Stayed 1 night in Sep 2022

6/10 Okay

Paul, Silver Spring

Traveled with group

Sep 6, 2022

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