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Red Roof Inn & Suites Chestertown

ee - (888) 420-1647
Red Roof Inn & Suites Chestertown, 160 Scheeler Rd., Chestertown, MD -(888) 420-1647
(Map)
3.65
HOTEL RATING: 
GOOD
3.65 out of 5 (104 Ratings)
0.9 miles Washington College
v3 mins driving
t18 mins walking
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The Spotlight on Red Roof Inn & Suites Chestertown

Affordable Comfort Close to Chestertown’s Music Scene


Red Roof Inn & Suites Chestertown is a budget-friendly, laid-back hotel located just minutes from the heart of downtown Chestertown. With cozy, well-equipped rooms and a no-fuss atmosphere, it's ideal for travelers looking for comfort without breaking the bank. Guests enjoy free Wi-Fi, complimentary parking, and thoughtful extras like blackout curtains and in-room coffee. Whether you’re in town for a concert or a weekend escape, this hotel provides a clean, quiet base to recharge.

Why Concert-goers love it

Red Roof Inn & Suites Chestertown is a great pick if you're heading to a local show and want a simple, quiet place to crash afterward. Located just a short drive from Chestertown’s venues, it’s far enough from the bustle for a solid night’s rest but close enough to avoid long late-night drives. The free parking and easy check-in at 3:00 PM make arrival a breeze, and the 11:00 AM check-out gives you time to recover the next morning. Blackout curtains and comfy bedding help make post-gig sleep a dream.

Who this Hotel is great for

  • Groups of friends looking for affordable lodging near performances
  • Solo travelers catching a can't-miss show
  • Couples planning a music-filled weekend getaway
  • Fans who value a quiet place to unwind after the encore
  • Budget-conscious music lovers who want comfort without the cost

Food and Drink Options

While there’s no full restaurant on-site, Red Roof Inn & Suites has you covered with 24/7 vending machines for late-night snacks and drinks. Several local eateries are just a short drive or walk away, perfect for grabbing a bite before or after the concert. In-room amenities like a refrigerator, coffee maker, and instant tea/coffee make it easy to enjoy a relaxed morning after a late night out.

Nightlife Options

While the hotel itself doesn’t offer live music or a bar, you’re just a few minutes from downtown Chestertown’s bars, lounges, and live music spots. It’s easy to catch a local act or enjoy a nightcap before heading back to your quiet room.

What People Say

Guests love the hotel’s cleanliness, friendly service, and quiet atmosphere. Many reviewers mention the value for money, especially with the free parking and convenient location. The rooms are described as comfortable and well-equipped with everything you need for a short stay.

Areas for Improvement

While the hotel doesn’t have a restaurant or bar on-site, guests appreciate the nearby food options. Some mention the decor is a little dated, but most agree that it’s clean and well-maintained. The vending machines are handy, but don’t expect gourmet dining here.

The Bottom Line

If you're looking for a clean, quiet, and affordable place to stay after the show, Red Roof Inn & Suites Chestertown hits all the right notes.
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7
1 room
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2 guests
Amenities View More
y
Free Internet
j
Free Parking
w
Non Smoking
r
Pets Allowed
q
Accessible
x
Free Breakfast
u
Swimming Pool
E
Fitness Center
A
Business Center
B
Airport Shuttle
Other Amenities
` Free Parking
` Safety Deposit Box
` Air Conditioning
` 24-Hour Front Desk
` Elevator
` Hair dryer
` Microwave
` Coffee/tea maker
` Refrigerator
` Heating
` Wheelchair accessible
` On-site parking
` vending machine
` telephone
` alarm clock
` blackout curtains
` Designated Smoking Area
` Fireplace
` Free Wi-Fi
` Daily Housekeeping
` English
` Non-Smoking Rooms Available
` Sofa
` Linens
` Private Entrance
` Mirror
` Wooden/Parqueted Flooring
` Smoke alarms
` Fire extinguishers
` Staff follow all safety protocols as directed by local authorities
` Linens, towels and laundry washed in accordance with local authority guidelines
` Hygiene certification
` Sterilizing equipment
` Staff trained in safety protocol
` Contactless check-in/out
` CCTV security in common areas
` Daily disinfection
` Ironing amenities
` Laundry services
` Non-smoking property
` Separate shower/bathtub
` Toiletries provided
` TV & Movies/Shows
` Wake up call
` Physical/social distancing guidelines
` Desk/workspace available
` Clothes drying rack
` Pets allowed (charges may apply)

Red Roof Inn & Suites Chestertown Guest Reviews

Overall Average Score: 
Good (3.65 out of 5)

Write a review

4

Very Good - 4.0 out of 5

Verified Hotel Guest Thu, 15 February 2024

Liked: It was close to where we needed to be, not just another pile of hotels off of the interstate.
Disliked: A little more attention to details. The room needs some minor repairs.

3.5

Good - 3.5 out of 5

Linette Sun, 24 December 2023

Liked: Room was on the first floor and what i reserved. Arrived late and was checked into my room rather quickly and wasnt bothered to check out even though i over slept.
Disliked: They did not serve breakfast although said they did online

5

Exceptional - 5.0 out of 5

Craig Mon, 11 September 2023

Liked: The staff was very friendly, and my room was very clean and comfortable.
Disliked: This is more of a request for all hotels. I wish there was a way that I could be assured that the tips I give actually get to the housekeeper who prepared my room, especially on those occasions when I only stay one night and never meet the housekeeper.

3

Pleasant - 3.0 out of 5

Verified Hotel Guest Tue, 13 June 2023

Liked: Ease to book and location
Disliked: Cleanliness, pool closed, old and rundown. Needs to be completely remodeled, bathroom door would not shut

1.5

Poor - 1.5 out of 5

Verified Hotel Guest Sun, 26 February 2023

Disliked: The room seemed very worn. The couch appeared filthy. Wallpaper and kickboard were peeling off the wall. Linen was clean but pillows were heavily used and need to be replaced. There were no tissues in the hotel room or bathroom.

5

Exceptional - 5.0 out of 5

Kerry Tue, 20 September 2022

Liked: Our room was very clean. The staff were wonderful. I will be coming back as a repeat customer when I visit family in the area. Thank you!

4.5

Wonderful - 4.5 out of 5

Isiah T Smith Fri, 9 September 2022

This guest did not leave comments about this hotel.

4

Very Good - 4.0 out of 5

Verified Hotel Guest Mon, 18 July 2022

Liked: It was clean and the room had a refrigerator and microwave.
Disliked: The swimming pool was closed.

3

Pleasant - 3.0 out of 5

Verified Hotel Guest Tue, 28 June 2022

Liked: Location
Disliked: Seems outdated

5

Exceptional - 5.0 out of 5

Kathleen Mon, 6 June 2022

Liked: Close to where I was racing in a triathlon. I have stayed here in the past. Very clean. Great location, friendly staff, safe.

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Red Roof Inn & Suites Chestertown 160 Scheeler Rd., Chestertown, MD