Chestertown, United States|Get Location
Hotel Type: 2.5 Star

Red Roof Inn & Suites Chestertown

  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 1
  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 2
  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 3
  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 4
  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 5
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  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 7
  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 8
  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 9
  • Red Roof Inn & Suites Chestertown in Chestertown, United States - photo 10
Front DeskPoolRestaurant

About the hotel

Looking for a comfortable and convenient place to stay in Chestertown? The Red Roof Inn & Suites Chestertown is a fantastic choice, putting you right in the heart of the action. You'll find yourself just a short drive from popular spots like Washington College and the Chestertown Dog Park, making it ideal for both leisure and business travellers.

Our hotel offers a pleasant base for exploring the local area. You're only about a 5-minute drive from Washington College and the Chestertown Dog Park, so you're never far from where you need to be. Plus, Rolling Road Park is just 0.8 miles away, and the Historical Society of Kent County Maryland is a mere 1.5 miles from our doorstep.

We pride ourselves on offering great value. You'll often find our rates are more competitive than you might expect when compared to major booking sites. And remember, we always aim to offer the best price, so you can book with confidence knowing you're getting a brilliant deal.

Ready to experience Chestertown? Book your stay at Red Roof Inn & Suites Chestertown today and discover all this charming town has to offer!

Why guests love staying here

Great Location

Conveniently placed near public transport, shopping, and key attractions.

Stylish & Comfortable

Modern rooms with cozy interiors and thoughtful design touches.

Top-notch Amenities

Enjoy breakfast, gym access, and more during your stay.

Excellent Service

Friendly staff and seamless hospitality from check-in to check-out.

Available Rooms

No rooms available for your selected dates

Red Roof Inn & Suites Chestertown does not currently have rooms available from 04 Nov 2026 to 07 Nov 2026. Availability may change, so please try alternative dates or explore similar hotels nearby.

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Frequently Asked Questions

Q. What time is check-in at Red Roof Inn & Suites Chestertown?

A: Check-in at Red Roof Inn & Suites Chestertown is from 15:00. Early check-in may be available on request, subject to room availability — contact the hotel directly to arrange it.

Q. What time is check-out at Red Roof Inn & Suites Chestertown?

A: Check-out at Red Roof Inn & Suites Chestertown is by 11:00. Late check-out may be available for an additional fee, subject to availability — please contact the hotel in advance to arrange it.

Q. Where is Red Roof Inn & Suites Chestertown located?

A: Red Roof Inn & Suites Chestertown is located at 160 Scheeler Road Chestertown 21620 Maryland, Chestertown, United States.

Q. Does Red Roof Inn & Suites Chestertown offer WiFi?

A: Yes, Red Roof Inn & Suites Chestertown offers WiFi for guests for an additional fee. Please contact the hotel for current rates and coverage.

Q. Is parking available at Red Roof Inn & Suites Chestertown?

A: Yes, Red Roof Inn & Suites Chestertown offers parking for guests free of charge. Availability may be limited, so we recommend arriving early or contacting the hotel to reserve a space.

Q. Does Red Roof Inn & Suites Chestertown have a swimming pool?

A: Yes, Red Roof Inn & Suites Chestertown has a swimming pool for guests to enjoy. Please contact the hotel for pool opening hours and any access guidelines.

Q. Is Red Roof Inn & Suites Chestertown pet-friendly?

A: Yes, Red Roof Inn & Suites Chestertown is pet-friendly. Please contact the hotel directly to confirm its current pet policy, any applicable fees, and restrictions before your stay.

Q. What is the cancellation policy at Red Roof Inn & Suites Chestertown?

A: Cancellation policies at Red Roof Inn & Suites Chestertown vary by room and rate. Each room option is clearly labelled "Free Cancellation" or "Non Refundable", so you can see the policy before booking. Choose a Free Cancellation rate if you'd like the flexibility to change your plans.

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