Cheap Hotel in Chestertown, MD

Chestertown

160 Scheeler Rd, Chestertown MD

3:00 PM

11:00 AM

Call to Book

1-937-328-4844

Red Roof Inn & Suites Chestertown

Our comfortable hotel lobby offers free WiFi and free coffee.

Suite King Non-Smoking

Suite 2 Queen Beds Non-Smoking

Unwind with Great Value at Red Roof Inn & Suites Chestertown

Located near the crossroads of MD 213 and MD 291, Red Roof Inn & Suites Chestertown offers a quiet, budget-friendly stay on Maryland’s Eastern Shore. Whether you're visiting for local events, exploring the historic downtown, or just passing through, our hotel delivers the comfort and convenience travelers appreciate.

Red Roof Inn & Suites is your go-to choice for affordable accommodations with the essential comforts of home. With a warm, pet-friendly atmosphere and reliable service, we make it easy to relax and recharge during your travels.

Guests enjoy free Wi-Fi, complimentary coffee in the lobby, and access to a guest coin laundry facility. Free parking and a designated pet area add to the convenience. Two well-behaved pets per room are always welcome.

Our hotel offers easy access to Washington College, downtown Chestertown, and the scenic waterfront along the Chester River. Whether you're here for campus visits, outdoor activities, or weekend getaways, Red Roof Inn & Suites Chestertown is a smart and affordable place to stay.

Key Amenities

X
RediClean®
RediClean®
X
Kids 17 & Under Stay Free
Kids 17 & Under Stay Free
X
Up to 2 pets allowed. First pet stays free. Second pet $15 per night.
Up to 2 pets allowed. First pet stays free. Second pet $15 per night.
X
Paid Laundry
Paid Laundry
X
Free Wi-Fi
Free Wi-Fi
X
Limited Bus Truck Parking
Limited Bus Truck Parking

Hotel Amenities

Value

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

Convenience

Designated Pet Area
Elevator
Interior Corridors
Portable Crib/Play Yard Available
Vending Machines

Transportation

Free Parking

ADA Amenities

Rooms

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

Parking

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

Hotel Policies

Check-in Age: 21 years or older (18 years or older with valid Military ID).

Pet Policy: One, well-behaved domestic pet (cat or dog) Stays Free! Pets must be declared at check-in. Up to 2 pets allowed per room. Second pet $15/ night, not to exceed 7 nights or $105 per pet per stay. Pet not to exceed 80 pounds. Service and emotional support animals are always welcome.

Read Full Pet Policy

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

Nearby

Attractions

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 )

Restaurants

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 )

Airports

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 )

Explore Chestertown with Red Roof

Boating on the Chester River

Sail along the picturesque Chester River from the Chestertown Marina. Or book a boat tour with Chester River Packet Company, which operates a 1920s style yacht, or Schooner Sultana, a replica of a 1768 British cutter that enforced Tea Taxes in the years leading up to the American Revolution.

Chestertown Historic District

Chestertown Historic District is home to more than fifty Georgian style townhomes, including the notable Hynson-Ringgold House, River House, and Widehall. Take a walking tour and don't forget to visit the Historical Society of Kent County to learn all about the history of Chestertown.

Get Married in Chestertown

Visiting wedding venues along Maryland's Eastern shore? Red Roof Inn Chestertown is close to Brittland Manor, Stepne Manor, The Bank, and Brampton Bed and Breakfast Inn.

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.

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.

Chestertown

Unwind with Great Value at Red Roof Inn & Suites Chestertown

Chesterown, MD Hotel

Key Amenities

Hotel Amenities

Value

Convenience

Transportation

ADA Amenities

Rooms

Parking

Hotel Policies

Nearby

Attractions

Restaurants

Airports

Explore Chestertown with Red Roof

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Company

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