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Red Roof Inn & Suites Chestertown

2.0 star property
Hotel in Chestertown with free parking

Photo gallery for Red Roof Inn & Suites Chestertown

Classic hotel room with a large bed, bedside tables, and a comfortable armchair.
Relax in this inviting living room with a large flat-screen TV, comfortable sofa, and armchair.
Relax in this inviting space with a large bed, comfortable armchair, and a cozy reading nook.
Cozy living room with a fireplace, large flat-screen TV, and comfortable seating area.
Stunning multi-story building with a flat roof, featuring a covered entrance and adjacent parking.

Reviews

7.2 out of 10
Good

Popular amenities

  • Laundry
  • Pet-friendly
  • Free WiFi
  • Housekeeping
  • Air conditioning
  • Parking included
The current price is AU$115
includes taxes & fees
21 July - 22 July

Explore the area

Map
160 Scheeler Rd, Chestertown, MD, 21620
  • Washington College
    ‪8 min walk‬
  • Historical Society of Kent County Maryland
    ‪3 min drive‬
  • River Arts Chestertown
    ‪3 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪60 min drive‬

Room options

View all photos for Standard Suite, 1 King Bed with Sofa bed, Non Smoking

1 bedroom, desk, laptop workspace, blackout curtains

Standard Suite, 1 King Bed with Sofa bed, Non Smoking

7.4 out of 10
Good
(15 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Shower/bath combination
  • 39 sq m
  • Sleeps 4
  • 1 King Bed and 1 Double Sofa Bed

View all photos for Suite, Multiple Beds, Non Smoking

Suite, Multiple Beds, Non Smoking

Suite, Multiple Beds, Non Smoking

8.6 out of 10
Excellent
(13 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Shower/bath combination
  • 42 sq m
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Superior Room, 1 King Bed, Accessible, Non Smoking

1 bedroom, desk, laptop workspace, blackout curtains

Superior Room, 1 King Bed, Accessible, Non Smoking

8.4 out of 10
Very good
(7 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Shower/bath combination
  • 39 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Superior Room, 1 King Bed, Accessible, Non Smoking

1 bedroom, desk, laptop workspace, blackout curtains

Superior Room, 1 King Bed, Accessible, Non Smoking

8.6 out of 10
Excellent
(9 reviews)

Highlights

Air conditioning
Heating
Free cots/infant beds
Mini-fridge
Flat-screen TV
Separate bedroom
Blackout curtains
Private bathroom
  • 39 sq m
  • Sleeps 2
  • 1 King Bed

About the area

Chestertown

Red Roof Inn & Suites Chestertown puts you in the heart of Chestertown, within a 20-minute stroll of Washington College and Chestertown Dog Park. Highlights at this hotel include free in-room WiFi. .This pet-friendly hotel offers free WiFi in public areas, a 24-hour front desk and free newspapers in the lobby. Additionally, you'll find coffee/tea in a common area and laundry facilities. There's also the convenience of free self parking. .With a stay at this Chestertown hotel, you'll be 1.4 km (0.9 mi) from Rolling Road Park and 2.6 km (1.6 mi) from Historical Society of Kent County Maryland.

What's nearby

  • Washington College - 8 min walk - 0.7 km
  • Chestertown Dog Park - 17 min walk - 1.5 km
  • Historical Society of Kent County Maryland - 3 min drive - 2.8 km
  • River Arts Chestertown - 3 min drive - 3.1 km
  • Rolphs Wharf Marina - 15 min drive - 11.8 km

Getting around

  • Baltimore Washington International Airport (BWI) - 80 min drive

Restaurants

  • ‪McDonald's - ‬9 min walk
  • ‪Dining Hall - ‬17 min walk
  • ‪Procolino Pizza - ‬3 min walk
  • ‪China House - ‬3 min walk
  • ‪The Freeze - ‬2 min walk

About this property

Red Roof Inn & Suites Chestertown

Hotel in Chestertown with free parking
As a guest of Red Roof Inn & Suites Chestertown, you'll find a vending machine, coffee/tea in common area, and complimentary newspapers in the lobby. WiFi is free in public spaces. Red Roof Inn & Suites Chestertown also features a fireplace in the lobby, laundry facilities, and a lift. Self parking is free.

Smoking is allowed in designated areas at this Chestertown hotel.

  • 1 building
  • 53 guestrooms or units
  • 3 levels
  • Built in 1996
  • Coffee in lobby
  • Self-service laundry
  • Front desk (24 hours)
  • Newspapers in lobby (free)
  • Fireplace in lobby
  • Television in lobby
  • Lift
  • Smoking in designated areas
Red Roof Inn & Suites Chestertown offers 53 air-conditioned accommodations with coffee/tea makers and a hairdryer. 43-inch flat-screen televisions come with premium cable channels and pay-per-view films.

This Chestertown hotel provides complimentary wireless Internet access. Business-friendly amenities include desks and desk chairs; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include an iron/ironing board and free toiletries. Change of towels and change of bedsheets can be requested. Housekeeping is provided on a daily basis.

Languages

English

Similar properties

Welcome to our reception area, where friendly staff are available to assist with your stay.

Comfort Inn & Suites Chestertown

  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
4.3 out of 5, Excellent, 778 reviews
The price is AU$192
includes taxes & fees
10 Aug - 11 Aug
Comfort Inn & Suites Chestertown

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Free uncovered self parking on site
  • Free RV/bus/lorry parking on site
  • Wheelchair-accessible parking available

Food and drink

  • Coffee and tea in common areas

Things to do

  • TV in common areas

Family friendly

  • Free cot
  • In-room microwave
  • Laundry facilities
  • Mini-fridge

Conveniences

  • 24-hour front desk
  • Free newspapers in lobby
  • Laundry facilities
  • Vending machine

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (daily)

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Lever door handles
  • Lift
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to lift
  • Wheelchair-accessible registration desk

More

  • 1 building
  • 3 floors
  • Built in 1996
  • Designated smoking areas
  • Fireplace in lobby

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Free cot

Bathroom

  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 43-inch flat-screen TV with premium cable channels
  • Pay films

Food and drink

  • Coffee/tea maker
  • Microwave
  • Mini-fridge

More

  • Air conditioning
  • Desk
  • Desk chair
  • Free local calls
  • Free long-distance calls
  • Heating
  • Iron/ironing board
  • Laptop workspace

Policies

Check-in

Check-in start time: 3 PM; check-in end time: anytime
Minimum check-in age - 21

Check-out

Check-out before 11 AM
Contactless check-out

Special check-in instructions

Front desk staff will greet guests on arrival at the property
This property allows guests 18 or over to check in with valid military ID.

Access methods

Staffed front desk

Pets

  • Pets: USD 15 per pet, per night (maximum USD 105 per stay)
  • Only dogs and cats are allowed
  • Maximum 2 (weight limit: 80 lb per pet)
  • Pets cannot be left unattended
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Kids stay free! Up to 3 children 17 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Deposit: USD 100.00 per accommodation, per stay

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet fee: USD 15 per pet, per night (maximum USD105 per stay)
  • Service animals are exempt from fees

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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; cash is not accepted
Noise-free guestrooms cannot be guaranteed
Please note that cultural norms and guest policies may differ by country and by property; the policies listed are provided by the property
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts Visa, Mastercard, American Express and Discover. Cash is not accepted. Noise-free guestrooms cannot be guaranteed.

We should mention

  • Up to 3 children aged 17 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • To make arrangements to bring your pet, contact the property directly at the number on your booking confirmation (please see the Fees section for related charges).
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Comfort Suites Chestertown
Comfort Suites Hotel Chestertown
Comfort Hotel Chestertown
Quality Suites Hotel Chestertown
Quality Suites Chestertown
Quality Suites
Red Roof & Suites Chestertown
Red Roof Inn & Suites Chestertown Hotel
Red Roof Inn & Suites Chestertown Chestertown
Red Roof Inn & Suites Chestertown Hotel Chestertown

Frequently asked questions

Is parking available at Red Roof Inn & Suites Chestertown?

Yep, Red Roof Inn & Suites Chestertown has a free self car park and free RV/bus/truck parking.

How much does it cost to stay at Red Roof Inn & Suites Chestertown?

As of 15 July 2025, prices found for a 1-night stay for 2 adults at Red Roof Inn & Suites Chestertown on 21 July 2025 start from AU$115.42, including 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 for more accurate prices.

Are there any beaches close to Red Roof Inn & Suites Chestertown?

The closest beach to Red Roof Inn & Suites Chestertown is Betterton Beach (16 km).

Is Red Roof Inn & Suites Chestertown family-friendly?

You bet! With amenities such as laundry facilities, as well as free infant beds in the guestrooms, it's no surprise that Red Roof Inn & Suites Chestertown is a hit with families.

Is there a free airport shuttle available at Red Roof Inn & Suites Chestertown?

No, Red Roof Inn & Suites Chestertown does not offer an airport shuttle service.

What time are check-in & check-out at Red Roof Inn & Suites Chestertown?

Check-in begins at 3 PM. Check-out time is 11 AM.

Red Roof Inn & Suites Chestertown Reviews

Reviews

7.2

Good

Rating 10 - Excellent. 109 out of 374 reviews
Rating 8 - Good. 115 out of 374 reviews
Rating 6 - Okay. 73 out of 374 reviews
Rating 4 - Poor. 45 out of 374 reviews
Rating 2 - Terrible. 32 out of 374 reviews

7.6/10

Cleanliness

7.8/10

Staff & service

5.6/10

Amenities

6.8/10

Property conditions & facilities

6.8/10

Eco-friendliness

Reviews

6/10 Okay

Ngoc

Travelled with family
Disliked: Cleanliness, amenities, property conditions & facilities
Granted we checked in at 11pm on a Friday night, but there didn’t seem urgency in getting us registered quickly. The hotel is definitely well worn, but generally clean. Furnishings were dated and amenities sparse. Upon checking into our room, walking up to the couch, I noticed a large piece of white paper/cloth next to it. It was an easy task for housekeeping, who chose to ignore it. This made me worry about the overall level of cleanliness in the room. We chose Red Roof Inn due to proximity to Washington College and the lack of hotel options in the area. For $125/night, it wasn’t dirt-cheap, but I won’t be returning to this hotel in the future. It could definitely use a refresh.
Stayed 1 night in Apr 2025

10/10 Excellent

Connor

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I stayed here one night and got a stripper pregnant. 10/10 will book again.
Stayed 1 night in Jan 2025

8/10 Good

Verified traveller

Travelled with family
Stayed 1 night in Mar 2025

8/10 Good

Carl

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Relaxing.
Stayed 2 nights in Mar 2025

8/10 Good

Andi

Travelled with family
Liked: Staff & service, property conditions & facilities
Stayed 3 nights in Mar 2025

4/10 Poor

Bradley

Disliked: Cleanliness, staff & service, amenities, property conditions & facilities
TV was to small and it says online 43 inch tv. No, 23 maybe.
Stayed 1 night in Mar 2025

10/10 Excellent

Karen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Mar 2025

10/10 Excellent

Crystal

Liked: Cleanliness, staff & service, property conditions & facilities
I loved the decor of my room. The king size bed was cozy.
Stayed 1 night in Mar 2025

6/10 Okay

Dale

Liked: Staff & service
Very loud heating unit in the room
Stayed 2 nights in Feb 2025

8/10 Good

Danielle

Liked: Room comfort
Stayed 1 night in Feb 2025

8/10 Good

Doloras

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 3 nights in Feb 2025

6/10 Okay

lisa

Liked: Staff & service, room comfort
Stayed 2 nights in Jan 2025

6/10 Okay

lisa

Travelled with partner
Liked: Staff & service
Disliked: Amenities
The building is dark/isn't well light in the lobby. Elevator wasn't working. But room was very clean.
Stayed 2 nights in Jan 2025

10/10 Excellent

Susan

Travelled with group
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jan 2025

8/10 Good

michelle, new cumberland

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities
This property was def. Off season. It was very low key, the room was big and clean, hotel understaffed but I think it was just the time of year. Overall would for sure stay here again.Big value for the cost
Stayed 1 night in Jan 2025

10/10 Excellent

DAMEION

Stayed 1 night in Jan 2025

10/10 Excellent

DAMEION

Liked: Cleanliness, staff & service, property conditions & facilities
Have stayed here several times. Nice staff and clean rooms. Can walk for food
Stayed 1 night in Jan 2025

8/10 Good

Richard

Travelled with group
Liked: Cleanliness, staff & service, amenities
What I linked- see above. No working ice machine in the Red Roof Inn on any floor. We were told that the ice machine had not been working for sometime.
Stayed 1 night in Jan 2025

2/10 Terrible

Anna

Disliked: Cleanliness

2/10 Terrible

Christopher E

Stayed 5 nights in Dec 2024

10/10 Excellent

James

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Dec 2024

10/10 Excellent

Debra

Stayed 2 nights in Nov 2024

10/10 Excellent

Alan

Business traveller
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Nov 2024

10/10 Excellent

Milton

Liked: Cleanliness, property conditions & facilities, room comfort
Disliked: Staff & service

Nice but no breakfast

Comfortable room and fair price for the room size. Very clean. Bathroom was nice but had a broken wall mounted hair dryer and the bathroom door did not latch closed so it stayed open about an inch. Front desk was businesslike but not the least bit friendly. There is no breakfast or even coffee offered. You have to go out for breakfast. Excuse was not since Covid. That adds another $20 per couple for breakfast to the room price.
Stayed 2 nights in Nov 2024

8/10 Good

Josette

Liked: Cleanliness, staff & service, room comfort

One-night stay

Stayed one night for the Sultana Downrigging Festival. Just needed a place to sleep. Served our needs. Bathroom was nice, good shower.
Stayed 1 night in Nov 2024