Driftwood Inn

Motel in Chestertown with free parking

Choose dates to view prices

Where to?

Dates

October 2025

25

November 2025

Front of property - evening/night - 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

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

Room options

Check availability for these dates

Tonight

Oct 25 - Oct 26

Tomorrow

Oct 26 - Oct 27

All rooms

1 bed

2 beds

Showing 2 of 2 rooms

Double Room

Highlights

Soundproofed

Air conditioning

Refrigerator

TV

Hair dryer

Private bathroom

Microwave

Coffee/tea maker

495 sq ft
Sleeps 4
2 Queen Beds

Classic Single Room

Highlights

Soundproofed

Air conditioning

Refrigerator

TV

Hair dryer

Private bathroom

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. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Rolling Road Park and Chestertown Historic District. 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 - 0.1 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

‪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 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

Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes

Pet friendly
Parking included
Free WiFi
Air conditioning

$81 nightly

Nov 2 - Nov 3

Total with 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)

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

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 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?

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).