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Wed Jun 19, 2024
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160 Scheeler Rd, Chestertown MD

(156 )

3:00 PM

11:00 AM

Sleep easy. Spend less.

Red Roof Inn & Suites Chestertown is one of the best budget hotels in Chestertown, MD that is conveniently located near the crossroads of MD 213 and MD 291. 

We offer our guests free Wi-Fi, a guest coin laundry facility and free coffee in the lobby. Guests also have access to our designated pet area and free parking. Red Roof Inn & Suites Chestertown is a pet-friendly hotel where two well-behaved pets per room are welcome.

Chesterown, MD Hotel

Key Amenities

  • RediClean®
  • Kids 17 & Under Stay Free
    Kids 17 & Under Stay Free
    Kids 17 & Under Stay Free
  • Pets Up to 2 Allowed
    Pets Stay FREE. 2 pets allowed, each no larger than 80 pounds.
    Pets Stay FREE. 2 pets allowed, each no larger than 80 pounds.
  • Paid Laundry
    Paid Laundry
    Paid Laundry
  • Free Wi-Fi
    Free Wi-Fi
    Free Wi-Fi
  • Limited Bus Truck Parking
    Limited Bus Truck Parking
    Limited Bus Truck Parking


  • Free Coffee in the Lobby
  • Free Expanded Cable
  • Free Long-Distance Calling


  • Designated Pet Area
  • Elevator
  • Interior Corridors
  • Portable Crib/Play Yard Available
  • Snack Center


  • Free Parking


  • Accessible Guest Rooms with Doorways that Provide 32” of Clear Width


  • Accessible Lobby Registration Desk
  • Accessible Public Entrance to Lobby
  • Accessible Public Restrooms


  • Employees are trained to read written materials aloud to guests who are blind or have low vision
  • Employees will provide verbal directions on locations in the hotel to guests who are blind or have low vision
  • Service Animals are Welcome
  • Signage for Permanent Rooms and Spaces have Braille and Raised Characters
  • TTY Available for Guest Use


  • Accessible Parking Spaces for Cars in Self-Parking Facility
  • Accessible Parking Spaces for Vans in Self-Parking Facility

Accessible Routes

  • Accessible Route from Accessible Public Entrance to Accessible Guestrooms
  • Accessible Route from Accessible Public Entrance to Registration Area

Check-in Age: 21 years or older (Those with a valid military ID are the exception and can check-in if 18 years or older.)

Pet Policy: Two family pets are permitted at no additional charge. Pets must be declared during registration and kept on a leash when outside guest room. Pets must never be left unattended in the guest room and when you walk your pets please clean up after your pets. Service and emotional support animals are always welcome. 

Deposit Policy: This location requires a $100 refundable deposit at check-in for incidentals.


  • Washington College (0.75 )
  • Chestertown Electric (1.34 )
  • Historical Society-Kent County (1.33 )
  • Chestertown Marina (1.54 )
  • Sumner Hall (1.46 )
  • Wilmer Park (1.62 )
  • Chesapeake Farms Wildlife Habitat Tour (7.72 )
  • Kent County Museum (9.65 )
  • Rock Hall Marine Restoration & Heritage Center (11.35 )
  • Waterman's Museum (11.38 )


  • Beverly's Family Restaurant (0.11 )
  • Arby's (0.25 )
  • China House (0.19 )
  • KFC (0.22 )
  • Luisa's Cucina Italiana (0.18 )
  • McDonald's (0.22 )
  • Procolino's Pizza (0.19 )
  • Taco Bell (0.22 )
  • The FREEZE (0.18 )
  • Domino's Pizza (0.4 )


  • Martin State Airport (MTN) (19.67 )
  • Delaware Airpark (DVX) (25.32 )
  • Summit Aviation (EVY) (26.64 )
  • Easton/Newnam Field Airport (ESN) (29.32 )
  • Baltimore-Washington International Thurgood Marshall Airport (BWI) (32.35 )

100% Pet Friendly

At Red Roof Inn Chestertown, you stay happy and your pet stays free.

Chester River Packet Cruise

River Packet, a 65-foot classic yacht, offers charter dinner cruises on the scenic Chester River on Maryland’s Eastern Shore. This 1920-style tour boat, based in historic Chestertown, is a unique venue for both private events and public cruises.

RiverArts Gallery

RiverArts Gallery supports artists as a place to learn something new, share ideas, explore interesting topics, see and be seen, and meaningfully connect with friends, ideas, the local community, and the wider world.

Eastern Shore Food Lab

Promoting nourishing food for humans. The Eastern Shore Food Lab optimizes personal and community health by drawing upon the dietary past that built humans as a species. They research, reimagine, and share strategies that meet and exceed our biological and cultural needs. They transition culture by strengthening the ties between environment, society, family, and ourselves through food as they address issues of sustainability, food access, and dietary and social health.

Wine & Spirits

Wine and cocktail enthusiasts can look forward to unique experiences in Chestertown. Bad Alfred’s creates small-batch craft spirits in a former historic garage and filling station with a glassed-in distillery space, allowing patrons to watch the spirit-making process. Casa Carmen is a boutique family winery producing small-lot craft wines and vermouth. Sip wine and eat tapas in their tasting room, modeled after the traditional wine bodegas of Spain and South America.
shopping fun

Shop Locally

Visiting Chestertown on a Saturday? Visit the Chestertown Farmers & Artisans' Market at beautiful Fountain Park. Stroll through historic streets and visit local shops like Twigs & Teacups, The Bookplate, Riverside Unique, Angela's Cottage, Chestertown Electric and The Listening Room.

Chestertown Art

Art lovers should take their time exploring Chestertown's galleries. Massoni Art Gallery, Art on High, Chestertown RiverArts, Create, and Les Poissons Gallery house artworks by local and visiting artists. Or see a local production at the Garfield Center for the Arts at the Prince Theater.