Driftwood Inn

Travelers enjoy relaxation with express check-in, convenient self-parking, and 24-hour front desk assistance.

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Where to?

Dates

February 2026

5

March 2026

Front of property - evening/night - Driftwood Inn (Chestertown)

Room | Desk, soundproofing, free WiFi, bed sheets - Driftwood Inn (Chestertown)

Front of property - Driftwood Inn (Chestertown)

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.

Popular amenities

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

Check prices for these days

Room options

All rooms

2 beds

1 bed

Showing 2 of 2 rooms

Double Room

Highlights

Soundproofed

Air conditioning

Refrigerator

TV

Private bathroom

Hair dryer

Microwave

Coffee/tea maker

495 sq ft
Sleeps 4
2 Queen Beds

Classic Single Room

Highlights

Soundproofed

Air conditioning

Refrigerator

TV

Private bathroom

Hair dryer

Microwave

Coffee/tea maker

452 sq ft
Sleeps 2
1 King Bed

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About the neighborhood

Chestertown is home to Driftwood Inn. The area's natural beauty can be seen at Rolling Road Park and Chestertown Historic District, while Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater are cultural highlights. Crumpton Auction and Hazel Miner Monument are also worth visiting. Visit our Chestertown travel guide

View more Motels in Chestertown

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
Garfield Center for the Arts at the Prince Theater
2 min drive - 2.1 km
Chestertown Historic District
2 min drive - 2.1 km
River Arts Chestertown
2 min drive - 2.1 km

Getting around

Baltimore Washington Intl. Airport (BWI)
79 min drive

Restaurants

Milano's Pizzeria
5 min drive
Dunkin
6 min walk
Royal Farms
4 min drive
McDonald's
17 min walk
Royal Farms
19 min walk

About this property

Driftwood Inn

Property highlights

Driftwood Inn provides everything you need. Stay connected with free in-room WiFi.

You'll also find perks like:

Free self parking
Express check-out, express check-in, and a 24-hour front desk

Room features

All guestrooms at Driftwood Inn feature perks such as air conditioning, as well as amenities like free WiFi and sound-insulated walls.

Extra conveniences in all rooms include:

Bathrooms with tubs or showers and free toiletries
TVs with premium channels
Wardrobes/closets, refrigerators, and microwaves

Similar properties

Pet friendly
Parking included
Free WiFi
Air conditioning

NT$2,519 total

includes taxes & fees

Feb 11 - Feb 12

Compare similar properties

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)

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 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

Information provided by the property may be translated using automated translation tools

Access methods

Staffed front desk

Pets

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

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

Cribs (infant beds) are not available

Property 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?

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?

Check-out 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 mi (2 km).

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Driftwood Inn Reviews

5.2

Cleanliness

6.0

Location

5.8

Staff & service

4.6

Property conditions & facilities

10/10 Excellent

Christina

2025/5/24

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

10/10 Excellent

Denise

2023/8/14

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

10/10 Excellent

Quiana

2024/10/16

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

8/10 Good

Carol

2024/8/30

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

2024/4/4

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

6/10 Okay

kyla

2023/10/2

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

John

2024/6/2

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

Daryl

2025/8/18

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

Rooms are clean, staf was helpful

Stayed 2 nights in Aug 2025

4/10 Poor

Donald

2024/8/23

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

Stay somewhere else!

Stayed 3 nights in Aug 2024

10/10 Excellent

Denise

2023/10/29

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

Michael

2024/1/5

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

DENNIS

2023/10/27

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

2/10 Terrible

Kelley

2024/9/15

Disliked: Amenities

Section 8 Housing?

Stayed 1 night in Sep 2024

2/10 Terrible

Kristen

2024/3/26

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.

6/10 Okay

Paul

2022/9/6

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

Paula

2022/10/23

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

2/10 Terrible

mark

2022/10/31

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

4/10 Poor

Bill

2024/10/9

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

Paul

2022/8/1

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

4/10 Poor

Verified traveler

2023/5/30

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

4/10 Poor

Taran

2025/8/8

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.