Driftwood Inn

Property class: 2

Choose dates to view prices

Driftwood Inn provides everything you need. Guests can connect to free in-room WiFi.

Reviews

5.4 out of 10

Popular amenities

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

Room options

Available filters for rooms
Showing 2 of 2 rooms

View all photos for Double Room

A hotel room with two beds, a nightstand, a lamp, and two framed pictures on the wall.

Double Room

  • 495 sq ft
  • Sleeps 4
  • 2 Queen Beds

View all photos for Classic Single Room

A hotel room with a bed, a nightstand with a lamp, a small refrigerator, and a curtain.

Classic Single Room

  • 452 sq ft
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
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About the area

Chestertown is home to Driftwood Inn. The area's natural beauty can be seen at Chesapeake Bay and Rolling Road Park, while Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater are cultural highlights. Larrabee Arts Center and Schooner Sultana are also worth visiting. Visit our Chestertown travel guide
View more Motels in Chestertown
Map
609 Washington Avenue, Chestertown, MD, 21620

What's nearby

  • A field of soybeans with a barn and silos in the background.
    Washington College
    2 min walk - 0.2 km
  • Chestertown Historic District
    1 min drive - 2.1 km
  • Historical Society of Kent County Maryland
    1 min drive - 2.1 km
  • River Arts Chestertown
    2 min drive - 2.5 km
  • Wilmer Park
    2 min drive - 2.4 km

Getting around

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

Restaurants

  • McDonald's
    17 min walk
  • Royal Farms
    4 min drive
  • Dunkin
    6 min walk
  • Procolino's
    6 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

Exterior
Red Roof Inn & Suites Chestertown
Chestertown
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.2 out of 10, Good, 495 reviews
The price is CA $101
CA $112 total
includes taxes & fees
Sep 28 - Sep 29
Red Roof Inn & Suites Chestertown
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

American ExpressDiscoverMastercardVisa

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

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 does it cost to stay at Driftwood Inn?

As of Sept 21, 2026, prices found for a 1-night stay for 2 adults at Driftwood Inn on Sept 22, 2026 start from CA $89, 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.

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, Larrabee Arts Center, and Rolling Road Park. Chestertown Dog Park and Garfield Center for the Arts at the Prince Theater are also within 1 mi (2 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

Driftwood Inn Reviews

5.4

5.2

Cleanliness

6.0

Location

5.8

Staff & service

4.8

Property conditions & facilities
Rating 10 - Excellent. 27 out of 182 reviews
Rating 8 - Good. 22 out of 182 reviews
Rating 6 - Okay. 41 out of 182 reviews
Rating 4 - Poor. 37 out of 182 reviews
Rating 2 - Terrible. 55 out of 182 reviews

Reviews

Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities
It was a nice, clean place to stay the night.
Stayed 1 night in Sep 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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

6/10 Okay

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
Verified review

8/10 Good

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
Verified review

8/10 Good

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
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice clean
Stayed 1 night in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone was nice helpful and made my experience great thank you
Stayed 2 nights in Sep 2026
Verified review

8/10 Good

Liked: Staff & service
Disliked: Cleanliness, amenities
surprisingly, this place was nice, room was semi-clean. Man at counter was nice even though his tone seemed rough but overall he was just a nice man. Bed sheets were still dirty. the bed my daughter slept on had a small blood stain on it. There was little black stuff all over the bed but besides that it was quiet and thats what i needed
Stayed 1 night in May 2026
Verified review

8/10 Good

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

2/10 Terrible

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
Terrible !!! Dirty not clean the owner was rude and didn’t care about the conditions of the room. I asked for partial refund and was denied. Rat poop in the heaters. Dog hair in tubs dead bugs. Body fluids everywhere! Also drug dealers outside with guns. The owner still didn’t care what they were doing. Don’t go to this place it should be shut down !
Stayed 1 night in May 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

4/10 Poor

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

10/10 Excellent

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
Verified review

6/10 Okay

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

4/10 Poor

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

Needs a better maid to clean

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

2/10 Terrible

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

2/10 Terrible

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.
Verified review

6/10 Okay

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
Verified review

2/10 Terrible

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
Verified review

2/10 Terrible

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
Verified review

2/10 Terrible

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