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Red Roof Inn & Suites Chestertown

US$82
/ night

Avg. for September

Red Roof Inn & Suites Chestertown - Image 1
Red Roof Inn & Suites Chestertown - Room
Red Roof Inn & Suites Chestertown - Room
Red Roof Inn & Suites Chestertown - Lobby lounge
Red Roof Inn & Suites Chestertown - Lobby lounge

Prices for Red Roof Inn & Suites Chestertown

Select dates to see prices and availability

US$82
/ night

Avg. for September

Monthly average prices

Nightly prices at Red Roof Inn & Suites Chestertown average US$63 in the cheapest month (February) and US$84 in the most expensive month (August), based on the last 12 months.

Average nightly price at Red Roof Inn & Suites Chestertown by month, last 12 months (USD)
MonthAverage price
JanuaryUS$65
FebruaryUS$63
MarchUS$73
AprilUS$68
MayUS$76
JuneUS$69
JulyUS$68
AugustUS$84
SeptemberUS$82
OctoberUS$83
NovemberUS$81
DecemberUS$68

Most expensive: August (~US$84)

Cheapest: February (~US$63)

About this property

Make use of convenient amenities such as complimentary wireless internet access, a fireplace in the lobby, and a vending machine.
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  • Free wi-fi

  • Elevator/Lift

  • Designated smoking area

  • Vending machines

  • 24-Hour Front Desk

  • Coffee/Tea in Common Areas

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Location

160 Scheeler Rd, Chestertown, Maryland, United States of America

Washington College (0.5 Miles)

Rolling Road Park (0.9 Miles)

Larrabee Arts Center (1 Miles)

Chestertown Dog Park (1 Miles)

Historical Society of Kent County Maryland (1.6 Miles)

Wilmer Park (1.7 Miles)


Room options

Suite, Multiple Beds

Room details

2 Large Double Beds
and
1 Sofa Bed

Sleeps 6

450 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Standard Suite, 1 King Bed with Sofa Bed

Room details

1 Extra-Large Double Bed
and
1 Sofa Bed

Sleeps 4

419 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Superior Room, 1 King Bed, Accessible

Room details

1 Extra-Large Double Bed

Sleeps 2

419 ft²

Air Conditioning
Heating
Wi-Fi (Free)

Guest reviews of Red Roof Inn & Suites Chestertown

What guests think

AI-generated summary based on recent guest reviews

Across the reviews for Red Roof Inn & Suites Chestertown, guests often find basic, budget-friendly stays with generally clean, spacious rooms and comfortable beds, but the aging property shows wear, frequent maintenance issues, and inconsistent experiences across areas.

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Facilities

Limited

Cleanliness

Mixed

Rooms

Dated

Service

Mixed

Location

Convenient

Dining

Limited

Was this helpful?

6

robert

IAN-logo

last week

·

Stayed 1 night

You get what you pay for. It's hanging on by a mere thread. Years of neglect are evident but they do there best to keep it clean. The hotel next to them is a better stay.
You get what you pay for. It's hanging on by a mere thread. Years of neglect are evident but they do there best to keep it clean. The hotel next to them is a better stay.

6

karen

IAN-logo

3 weeks ago

·

Stayed 7 nights

There was NO POOL OPEN, AND NO BREAKFAST, stains on the Carpet on the 3rd floor Room was clean and presentable, Bedding was not top grade but ok. Window sills in room was not clean.
There was NO POOL OPEN, AND NO BREAKFAST, stains on the Carpet on the 3rd floor Room was clean and presentable, Bedding was not top grade but ok. Window sills in room was not clean.

4

Richard

IAN-logo

4 weeks ago

·

Stayed 4 nights

Hotel, rooms, bathrooms dirty and old. Smelly. Will try another hotel next time
Hotel, rooms, bathrooms dirty and old. Smelly. Will try another hotel next time

8

Michael

IAN-logo

9 Aug 2026

·

Stayed 2 nights

Staff was friendly and helpful. Housekeeping found my phone which had been left in the room. The hotel itself is older, and the lobby area and hallways were not air conditioned. The a/c in the room was okay but barely moved the air part the bed. The wall paper was peeling, and the pillows were not good. The towels are small and barely took the water off after a shower. It's good for a last minute booking.
Staff was friendly and helpful. Housekeeping found my phone which had been left in the room. The hotel itself is older, and the lobby area and hallways were not air conditioned. The a/c in the room was okay but barely moved the air part the bed. The wall paper was peeling, and the pillows were not good. The towels are small and barely took the water off after a shower. It's good for a last minute booking.

6

Mohammad

IAN-logo

22 Jul 2026

·

Stayed 2 nights

They could serve the breakfast and charge a little more, have a functional gym, have clean carpet in the room or hallway. Some are old!
They could serve the breakfast and charge a little more, have a functional gym, have clean carpet in the room or hallway. Some are old!

Property policies

Check-in instructions

Everything you need to know for a smooth check-in.

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Check-in

Check-out

From 15:00 to 23:59

Before 11:00


Security deposit

You'll be required to pay the fully refundable deposit for this property.

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Good to know

Additional policies and info about this property.

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Optional extras

Additional paid services you can request.

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FAQs about Red Roof Inn & Suites Chestertown

Is parking available at the property?

Free self-parking is available on-site, including designated parking for RVs, buses, and trucks. The parking is uncovered.


Does the hotel allow pets?

Pets are allowed, with no charge for one pet. A fee of $15 per additional pet per night applies, with a maximum fee of $105 per stay. Service animals are exempt from fees.


What are the check-in and check-out times?

Check-in is at 3:00 PM and check-out is at 11:00 AM. Early or late check-in/check-out may be available upon request, but additional charges may apply.

What accessibility features are available for guests with disabilities?

The hotel offers several accessibility features including a wheelchair-accessible registration desk, limited wheelchair-accessible rooms, elevators, and well-lit paths to the entrance.


What is the location of the hotel in relation to key landmarks?

The hotel is located in the heart of Chestertown, within a 5-minute drive of Washington College and Larrabee Arts Center. It is 0.8 miles from Rolling Road Park and 0.9 miles from Chestertown Dog Park.


What are the policies for guests staying with children?

Up to 3 children aged 17 years and younger can stay free when occupying the parent or guardian's room, using existing bedding.


Have a question?

Instant AI responses are based on hotel information


Prices for upcoming dates

September 2026
October 2026

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Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.



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