Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From57US$ /night
Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

609 Washington Avenue, Chestertown, Maryland, United States, 21620
-
Near cultural landmarks
Guest rating
4.2
6.1
/10
3.6
2.2
/5

Providing 18 rooms, the 2-star Driftwood Inn Chestertown is about 25 minutes' walk from Chestertown Historic District. Wi-Fi is offered in public areas and a car park is available on site.

Location

The centre of Chestertown is a 20 minutes' walk of the hotel. This Chestertown motel also lies a mere 1.8 km from the Twigs & Teacups shop.

There is the Cassinelli Winery & Distillery within 20 minutes' walk of the Driftwood Inn Chestertown.

Rooms

The rooms comprise a dressing area and a seating area complete with an ironing set and an air conditioner, as well as a cable TV with HBO and HBO channels. A walk-in closet, along with an alarm clock, are provided in the bedrooms. Guests will find a hair dryer and bath sheets in bathrooms fitted with a separate toilet and a shower. Looking onto the sea, the apartment features kitchenette with a microwave, a coffeemaker, and refrigerators.

Eat & Drink

The pizzeria Domino's Pizza is located just around the corner from Driftwood Inn.

Leisure & Business

With a golf club, guests can stay fit at the property.

Must-do experiences

  • Taste the crab cakes at The Narragansett Grill for local flavor.
  • Visit the Chestertown Farmers Market on Saturdays for fresh produce.
  • Take a scenic stroll along the Chester River waterfront for beauty.
  • Explore the historical exhibits at the Kent County Historical Society.
  • Don't miss the hidden gem of the Custom House for local heritage.
View all

Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
King Room
2 persons
230 sq. feet 
1 King-size bed
Shower
Heating
Double Room Two Double Beds
2 persons
230 sq. feet 
2 Double beds
Shower
Heating
Queen Room
2 persons
230 sq. feet 
1 King-size bed
Shower
Heating

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • Non-smoking rooms
  • Free Wi-Fi
  • Parking
  • 24-hour reception
  • VIP check-in/ -out
  • Express check-in/ -out
  • Pets allowed
  • 24-hour security
  • Smoke detectors
  • Fire extinguishers
  • Key card access

Services

  • Housekeeping

Business

  • Fax/Photocopying

Room features

  • Air conditioning
  • Heating
  • Soundproofed rooms
  • Sitting area
  • Dressing area
  • Tea and coffee facilities
  • Ironing facilities

Bathroom

  • Free toiletries

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Carpeted floor
Show more

Location

609 Washington Avenue, Chestertown, Maryland, United States, 21620
Map view
609 Washington Avenue, Chestertown, Maryland, United States, 21620
Nearby
Trinity Lutheran Church
1200 ft
Gallery
Kohl Gallery at Gibson Center for the Arts
1200 ft
Gibson Center and Tawes Theatre
1200 ft
Restaurants
Beverly's Family Restaurant
3200 ft
11 Washington Sq
Getting around
City Centre
Chestertown20 min  ·  1.0 mi
Airports
New Castle Airport (ILG)115 min  ·  47.5 mi
Baltimore, MD (MTN)201 min  ·  83.2 mi
Interested in Nearby Hotel Rates?
Live prices. No outdated rates
Check Rates
Property information and rules
Check-in
from 14:00-23:59
Check-out
until 11 am
Guest Parking
Public parking is possible on site for free.
Internet
is available in for free.
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets are allowed on request.
Year renovated:
2011
Number of rooms:
18
Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Need more options?
Check Top hotels near Driftwood Inn
Comfort Inn & Suites Chestertown Exterior photo
Mobile-only price

Comfort Inn & Suites Chestertown

8.1
Great239 reviews
538m from property
USD 92USD 82
per night
Quality Suites Chestertown Exterior photo
Mobile-only price

Quality Suites Chestertown

8.3
Great57 reviews
558m from property
USD 75USD 67
per night
Brampton 1860 Bed & Breakfast Chestertown Exterior photo
Mobile-only price

Brampton 1860 Bed & Breakfast Chestertown

9.6
Perfect14 reviews
2564m from property
USD 330USD 297
per night