Title: Driftwood Inn - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Driftwood Inn Motel in Chestertown with free parking ![Front of property - evening/night](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/4ed42fd9.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Lobby](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/1af5cb1b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/5800905c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/50bc617c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/44b6c861.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies 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. 5.2 ## Popular amenities - Pet-friendly - Housekeeping - Air conditioning - Free WiFi - Parking included - 24/7 front desk ## Room options ### Check availability for these dates Tonight [Oct. 1 - Oct. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-10-01&endDate=2025-10-02&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-01&endDate=2025-10-02&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Oct. 2 - Oct. 3](https://www.expedia.ca/Hotel-Search?startDate=2025-10-02&endDate=2025-10-03&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-02&endDate=2025-10-03&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Oct. 3 - Oct. 5](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-03&endDate=2025-10-05&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Oct. 10 - Oct. 12](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-10&endDate=2025-10-12&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) All rooms 1 bed 2 beds Showing 2 of 2 rooms ![Double Room](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/5fde29df.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### 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](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/40e40f57.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### 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 ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.ca/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information)[Sign up, it's free](https://www.expedia.ca/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information) ## About the area 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](https://www.expedia.ca/Chestertown.dx7215) [View more Motels in Chestertown](https://www.expedia.ca/Chestertown-Motels.d7215-aaMotels.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C39.22246%2C-76.06818&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=biJznF8okmyHxQCUrbobRlUtWzo=) 609 Washington Avenue, Chestertown, MD, 21620 ### What's nearby - Washington College - 2 min walk - 0.2 km - Chestertown Dog Park - 13 min walk - 1.1 km - Historical Society of Kent County Maryland - 2 min drive - 2.1 km - River Arts Chestertown - 2 min drive - 2.5 km - Rolphs Wharf Marina - 14 min drive - 11.1 km ### Getting around - Baltimore Washington Intl. Airport (BWI) - 79 min drive ### Restaurants - ‪McDonald's - ‬17 min walk - ‪Royal Farms - ‬19 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](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/17533737.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Red Roof Inn & Suites Chestertown Chestertown - Pet-friendly - Parking included - Free WiFi - Air conditioning 7.2 Good 398 reviews CA $113 CA $125 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-07&endDate=2025-10-08&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/a1387f46.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown Chestertown - Pool - Breakfast included - Pet-friendly - Parking included 8.6 Excellent 825 reviews CA $163 CA $181 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=1700736&PinnedHotelID=1700736&HadPinnedHotel=true®ionId=-1&adults=2) ![Private beach nearby, sun loungers, beach volleyball](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/b3c72334.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Lodge at Great Oak Landing Chestertown - Pool - Parking included - Free WiFi - Restaurant 7.8 Good 70 reviews CA $184 CA $204 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=96826266&PinnedHotelID=96826266&HadPinnedHotel=true®ionId=-1&adults=2) ![View from property](https://images.trvl-media.com/lodging/118000000/117520000/117514500/117514499/65f8f501.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inn at Haven Harbour Rock Hall - Pool - Breakfast included - Pet-friendly - Parking included 8.6 Excellent 4 reviews CA $275 CA $336 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-02&endDate=2025-10-03&selected=117514499&PinnedHotelID=117514499&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/10000000/9340000/9330600/9330578/149f435b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Mariners Motel Rock Hall - Pool - Pet-friendly - Parking included - Free WiFi 9.4 Exceptional 90 reviews CA $216 CA $240 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-02&endDate=2025-10-03&selected=9330578&PinnedHotelID=9330578&HadPinnedHotel=true®ionId=-1&adults=2) ![Lake](https://images.trvl-media.com/lodging/16000000/15610000/15600300/15600253/694681d7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Inn at Huntingfield Creek Rock Hall - Pool - Breakfast included - Spa - Parking included 10 Exceptional 53 reviews CA $223 CA $248 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06&selected=15600253&PinnedHotelID=15600253&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/105000000/104210000/104201300/104201254/0c65820a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Peaceful Waterfront House with Pool & Hot Tub Church Hill - Pool - Hot tub - Kitchen - Washer 8.0 Very good 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=104201254&PinnedHotelID=104201254&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75860000/75854900/75854900/04bd524d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### First Floor Studio Apartment in Historic Chestertown Chestertown - Pool - Hot tub - Washer - Dryer 9.6 Exceptional 101 reviews CA $138 CA $221 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-06&endDate=2025-10-07&selected=75854900&PinnedHotelID=75854900&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/b4e88275.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4! Rock Hall - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 15 reviews CA $164 CA $401 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-02&endDate=2025-10-03&selected=104005223&PinnedHotelID=104005223&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118140000/118131300/118131300/w1075h1080x5y0-d2ed6db8.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic 2 Bed/2 Bath Downtown Loft w/Park View & Spa Access Chestertown - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=118131300&PinnedHotelID=118131300&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 does it cost to stay at Driftwood Inn? > As of Oct 1, 2025, prices found for a 1-night stay for 2 adults at Driftwood Inn on Oct 27, 2025 start from CA $88.4, 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](https://www.expedia.ca/Chestertown-Hotels-Driftwood-Inn.h4862316.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### 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). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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