Title: Driftwood Inn - Latest Reviews, Deals & Photos 2026 - 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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4870000/4862400/4862316/50bc617c.jpg?impolicy=resizecrop&rw=297&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/5000000/4870000/4862400/4862316/44b6c861.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) - 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 [Dec. 1 - Dec. 2](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-01&endDate=2025-12-02&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) Tomorrow [Dec. 2 - Dec. 3](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-02&endDate=2025-12-03&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) This weekend [Dec. 5 - Dec. 7](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-07&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) Next weekend [Dec. 12 - Dec. 14](https://www.expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-14&selected=4862316&PinnedHotelID=4862316&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-12&endDate=2025-12-14&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 ![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 - Chestertown Historic District - 2 min drive - 2.1 km - Historical Society of Kent County Maryland - 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 - ‪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 ![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 857 reviews CA $143 CA $158 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=1700736&PinnedHotelID=1700736&HadPinnedHotel=true®ionId=-1&adults=2) ![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 418 reviews CA $101 CA $112 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-07&endDate=2025-12-08&selected=40352&PinnedHotelID=40352&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 8.0 Very good 76 reviews CA $138 CA $158 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-03&endDate=2025-12-04&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 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=117514499&PinnedHotelID=117514499&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 56 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=15600253&PinnedHotelID=15600253&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/102000000/101992100/101992099/w507h683x259y0-6d253ed0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest Chestertown - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 19 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=101992099&PinnedHotelID=101992099&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114470000/114467100/114467077/c2cadd42.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Heron Cove, a Waterfront vacation spot near Rock Hall with private pier Rock Hall - Kitchen - Washer - Dryer - Pet-friendly [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=114467077&PinnedHotelID=114467077&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95780000/95779600/95779593/19b4de85.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Peaceful Retreat on the Eastern Shore. Nature lover’s paradise! Rock Hall - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 29 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=95779593&PinnedHotelID=95779593&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95480000/95477500/95477485/3594ec8f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Knot's Landing, spacious Apt. downtown Rock Hall Rock Hall - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=95477485&PinnedHotelID=95477485&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93680000/93677800/93677764/25da83bc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Oyster Cottage - walk to shops , Mainstay music venue and the Bay! Rock Hall - Washer - Dryer - Pet-friendly - Free WiFi 10 Exceptional 11 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-15&endDate=2025-12-16&selected=93677764&PinnedHotelID=93677764&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 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 does it cost to stay at Driftwood Inn? > As of Dec 1, 2025, prices found for a 1-night stay for 2 adults at Driftwood Inn on Dec 24, 2025 start from CA $88.75, 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? > 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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