Title: Red Roof Inn & Suites Chestertown Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=40352&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) # Red Roof Inn & Suites Chestertown Guests can warm up by the lobby fireplace, explore Chestertown's hidden downtown gems, and experience attentive service from the helpful staff. ## Photo gallery for Red Roof Inn & Suites Chestertown ![Desk, laptop workspace, blackout curtains, iron/ironing board - Red Roof Inn & Suites Chestertown (Chestertown)](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/35a76819.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Lobby lounge - Red Roof Inn & Suites Chestertown (Chestertown)](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/799945fa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Red Roof Inn & Suites Chestertown (Chestertown)](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/cbce9d0c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Lobby lounge - Red Roof Inn & Suites Chestertown (Chestertown)](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/25360cf4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Desk, laptop workspace, blackout curtains, iron/ironing board - Red Roof Inn & Suites Chestertown (Chestertown)](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/4a050e4c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Rooms - Location - Policies Red Roof Inn & Suites in Chestertown offers a welcoming base with practical amenities like laundry facilities, WiFi, lobby coffee, and extended parking. Guests consistently felt supported by the staff during their stays. ## Reviews 7.2 Good ## Popular amenities - Pet-friendly - Parking included - Free Wi-Fi - Air-conditioning - Laundry room - Housekeeping £59 includes taxes & fees 15 Feb - 16 Feb ## Check prices for these days [Tonight ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-08&endDate=2026-02-09&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) [Tomorrow ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) [This weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-13&endDate=2026-02-15&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-13&endDate=2026-02-15&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) [Next weekend ](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-20&endDate=2026-02-22&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-20&endDate=2026-02-22&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2) ## Room options All rooms 1 bed 2 beds 3+ beds Showing 4 of 4 rooms ### View all photos for Superior Room, 1 King Bed, Accessible, Non Smoking ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/4a050e4c.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Superior Room, 1 King Bed, Accessible, Non Smoking 8.6 Excellent 9 reviews ### Highlights Air conditioning Heating Free cots/infant beds Mini-fridge Flat-screen TV Blackout curtains Hairdryer Shower/bath combination - 419 sq ft - Sleeps 2 - 1 King Bed ### View all photos for Superior Room, 1 King Bed, Accessible, Non Smoking ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/4a050e4c.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Superior Room, 1 King Bed, Accessible, Non Smoking 7.6 Good 11 reviews ### Highlights Air conditioning Heating Free cots/infant beds Mini-fridge Flat-screen TV Blackout curtains Hairdryer Private bathroom - 425 sq ft - Sleeps 2 - 1 King Bed ### View all photos for Standard Suite, 1 King Bed with Sofa bed, Non Smoking ![Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/4a050e4c.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Standard Suite, 1 King Bed with Sofa bed, Non Smoking 7.0 Good 18 reviews ### Highlights Air conditioning Heating Free cots/infant beds Mini-fridge Flat-screen TV Separate bedroom Blackout curtains Hairdryer - 419 sq ft - 1 bedroom - Sleeps 4 - 1 King Bed and 1 Double Sofa Bed ### View all photos for Suite, Multiple Beds, Non Smoking ![Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board](https://images.trvl-media.com/lodging/1000000/50000/40400/40352/9028be2b.jpg?impolicy=fcrop&w=1200&h=800&quality=medium) ### Suite, Multiple Beds, Non Smoking 8.4 Very good 17 reviews ### Highlights Air conditioning Heating Free cots/infant beds Mini-fridge Flat-screen TV Separate bedroom Blackout curtains Hairdryer - 450 sq ft - 1 bedroom - Sleeps 6 - 2 Queen Beds and 1 Double Sofa Bed ![Mod logo](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Sign in to view eligible discounts and perks. More rewards for more adventures! [Sign in](https://www.expedia.co.uk/login?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information)[Sign up, it's free](https://www.expedia.co.uk/signup?enable_registration=true&uurl=e3id%3Dredr%26rurl%3D%2FChestertown-Hotels-Red-Roof-Inn-Suites-Chestertown.h40352.Hotel-Information) ## About the area Located in Chestertown, Red Roof Inn & Suites Chestertown is in the city centre. Rolphs Wharf Marina and Cassinelli Winery and Vineyards are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Rolling Road Park and Chestertown Historic District. [Visit our Chestertown travel guide](https://www.expedia.co.uk/Chestertown.dx7215) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C39.22718%2C-76.06956&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=eIQLxUY4oJJUX1jAnAINz0Kabbs=) 160 Scheeler Rd, Chestertown, MD, 21620 ### What's nearby - ![Eastern Shore Maryland, USA is between the Chesapeake bay and Delaware Bay. There are so many farms and fresh produce in this area just 20 minutes from the surrounding water ways. There are also small venues to eat and all have great crabs and crab bisque.](https://images.trvl-media.com/place/7215/6507b0e9-7981-44e0-9a0d-e95b6eb38908.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Washington College 8 min walk \- 0.4 miles - Rolling Road Park 11 min walk \- 0.6 miles - Historical Society of Kent County Maryland 3 min drive \- 1.7 miles - Garfield Center for the Arts at the Prince Theater 3 min drive \- 1.7 miles - Chestertown Historic District 3 min drive \- 1.7 miles ### Getting around - Baltimore Washington International Airport (BWI) 80 min drive ### Restaurants - Milano's Pizzeria 5 min drive - Royal Farms 5 min drive - Dunkin 3 min walk - McDonald's 9 min walk - Royal Farms 2 min drive ## About this property ### Red Roof Inn & Suites Chestertown Hotel in the city centre Red Roof Inn & Suites Chestertown provides amenities, such as laundry facilities and a fireplace in reception. Guests can connect to free in-room WiFi. Additional perks include: - Free self-parking - A lift, a vending machine and a TV in reception - A 24-hour front desk, coffee/tea in reception and free newspapers - Guest reviews speak highly of the helpful staff Room features All 53 rooms have comforts such as laptop-friendly workspaces and air conditioning, in addition to thoughtful touches such as free WiFi and desk chairs. More amenities include: - Bathrooms with free toiletries and hairdryers - 43-inch flat-screen TVs with premium channels - Mini fridges, microwaves and free infant beds ## Similar properties ![Free daily full breakfast ](https://images.trvl-media.com/lodging/2000000/1710000/1700800/1700736/f2092e85.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Comfort Inn & Suites Chestertown Chestertown - Pool - Breakfast included - Pet-friendly - Parking included 8.6 Excellent 872 reviews £82 includes taxes & fees 1 Mar - 2 Mar [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&selected=1700736&PinnedHotelID=1700736&HadPinnedHotel=true®ionId=-1&adults=2) ![Private beach nearby, sun-loungers, beach volleyball](https://images.trvl-media.com/lodging/97000000/96830000/96826300/96826266/2b5c3ec1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Lodge at Great Oak Landing Chestertown - Pool - Parking included - Free Wi-Fi - Restaurant 7.8 Good 77 reviews £91 includes taxes & fees 1 Mar - 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Pool - Breakfast included - Pet-friendly - Parking included 8.2 Very good 805 reviews £93 includes taxes & fees 9 Feb - 10 Feb [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=2007686&PinnedHotelID=2007686&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-22&endDate=2026-02-23&selected=40352&PinnedHotelID=40352&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=40352,1700736,96826266,190683,4862316) ## 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 - Limited on-site self parking - Wheelchair-accessible parking available ### Food and drink - Coffee and tea in common areas ### Things to do - TV in common areas ### Family friendly - In-room 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 Information provided by the property may be translated using automated translation tools This property allows guests 18 or over to check in with valid military ID. ### Access methods Staffed front desk ### Pets Pets are allowed for an extra charge of USD 15 per pet, per night (maximum USD 105 per stay) Service animals are welcome, and are exempt from fees Welcoming dogs and cats only 2 total (up to 36 kg per pet) Pets cannot be left unattended Restrictions apply; for more information contact the property on the number on the booking confirmation ### Children and extra beds Children are welcome 3 children, up to the age of 17 years, can stay for free if using existing beds when occupying the parent or guardian's room Rollaway/extra beds are not available. Free cots are available on request at the property ### Payment types at the property ## Important information ### Fees You'll be asked to pay the following charges at the property. Fees may include applicable taxes: - Deposit: USD 100.00 per accommodation, per stay We have included all charges provided to us by the property. ### Optional extras - Pet fee: USD 15 per pet, per night (maximum USD105 per stay) - Service animals are exempt from fees The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 Daily housekeeping is included for stays of 6 nights or less. Limited housekeeping is provided for stays of 7 nights or more. Pets must be declared at check-in. Guests bringing 1 pet will not be charged pet fees. The listed pet fee in the Fees section applies only if guests bring 2 or more pets. Pets must be leashed in public areas of the property. Guests are expected to clean up after their pet. If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention 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 Red Roof Inn & Suites Chestertown pet-friendly? ### How much does it cost to stay at Red Roof Inn & Suites Chestertown? ### How much is parking at Red Roof Inn & Suites Chestertown? ### What time is check-in at Red Roof Inn & Suites Chestertown? ### What time is check-out at Red Roof Inn & Suites Chestertown? ### Where is Red Roof Inn & Suites Chestertown located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Reviews ## Red Roof Inn & Suites Chestertown Reviews 7.2 ### Good All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.co.uk/lp/b/content-guidelines) ### 7.4 Cleanliness ### 8.6 Location ### 7.8 Staff & service ### 6.8 Property conditions & facilities 10 - Excellent 125 8 - Good 129 6 - Okay 83 4 - Poor 54 2 - Terrible 36 ## Reviews ### 10/10 Excellent #### Linette 16 Jan 2026 Liked: Cleanliness, property conditions & facilities Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish. ##### Linette Stayed 1 night in Nov 2025 ### 8/10 Good #### Robert 2 Jan 2026 Liked: Cleanliness, amenities, property conditions & facilities Clean and friendly staff. Good location. ##### Robert Stayed 1 night in Oct 2025 ### 8/10 Good #### Dr. Nicholas and Mrs. Karen 1 Dec 2025 Liked: Cleanliness, property conditions & facilities Professional staff, warm greetings clean room ##### Dr. Nicholas and Mrs. Karen Stayed 4 nights in Nov 2025 ### 10/10 Excellent #### lisa 6 Oct 2025 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Wish they had the pool open. The staff is great here and very helpful. ##### lisa Stayed 2 nights in Oct 2025 ### 10/10 Excellent #### Kellie 27 Sept 2025 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort Room temperature was good. Room was also very spacious and clean. ##### Kellie Stayed 1 night in Sep 2025 ### 10/10 Excellent #### Federico 10 Oct 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Well received by front desk attendant. Clean room! ##### Federico Stayed 1 night in Oct 2025 ### 10/10 Excellent #### Vicente 19 May 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Very nice location and area ##### Vicente Stayed 1 night in May 2025 ### 10/10 Excellent #### Gary 20 Apr 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Easy to get to, food all around! ##### Gary Stayed 1 night in Mar 2025 ### 10/10 Excellent #### lisa 1 Sept 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Time to upgrade the furniture in the rooms. The staff is doing a GREAT JOB cleaning and providing excellent service. ##### lisa Stayed 1 night in Aug 2025 ### 6/10 Okay #### Richard C 14 Oct 2025 Liked: Cleanliness, room comfort The rug was old and dirty. There were stains on the small sofa. The cleaning staff was consistent with their work and kept fresh towels and cleaned up nicely for which we left them a nice tip in reciprocity. However, the place should be renovated completely out of common courtesy to the customers who pay good money to stay there. ##### Richard C Stayed 3 nights in Oct 2025 ### 8/10 Good #### Matthew 6 Nov 2024 Liked: Cleanliness, staff & service Staff was very friendly ##### Matthew Stayed 1 night in Oct 2024 ### 10/10 Excellent #### DAMEION 21 Jan 2025 Liked: Cleanliness, staff & service, property conditions & facilities Have stayed here several times. Nice staff and clean rooms. Can walk for food ##### DAMEION Stayed 1 night in Jan 2025 ### 10/10 Excellent #### April 12 Aug 2024 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Nice place to stay Staff were very kind. Easy parking and comfortable rooms. ##### April Stayed 2 nights in Aug 2024 ### 4/10 Poor #### Peter 20 Jul 2025 Liked: Staff & service Disliked: Amenities The facility is tired and dated. Needs new carpets in the halls, upgraded amenities in the Bathroom, new furniture in the room and decent sized pillows. ##### Peter Stayed 1 night in Jul 2025 ### 6/10 Okay #### Robert 31 Aug 2025 Liked: Staff & service Well it's not a five-star hotel but then again they don't claim to be a five-star hotel. All in all things were pretty good it is outdated and although I searched everything with my flashlight for bed bugs and did not find a dead one or a live one. Everything functioned like it's supposed to but some fresh paint and maybe shampooing some carpets would be a large improvement towards the musty smell and overall cleanliness. I'm sure you could find a cleaner more updated hotel somewhere but for the price I got a good night sleep for the one night I was passing through. Especially on Labor Day weekend. ##### Robert Stayed 1 night in Aug 2025 ### 10/10 Excellent #### April 14 Aug 2023 Liked: Cleanliness, staff & service, property conditions & facilities, room comfort #### Great Place Amazing stay. Wonderful hotel, comfortable beds, very clean. Super nice staff. ##### April Stayed 2 nights in Aug 2023 ### 8/10 Good #### Robert 26 Jul 2025 Liked: Cleanliness, staff & service Friendly/helpful staff, clean facilities. Room A/C was leaking condensation into the carpet, soaking it a good 4-5 inches away from the unit. Shower was slow to transition from bath faucet to shower head and never fully switched over (water pressure from the head was adequate, though.) You can tell the place is aging but its still cozy and very serviceable. Pretty decent value for the price. I was satisfied. ##### Robert Stayed 1 night in Jul 2025 ### 8/10 Good #### Rebecca 9 May 2025 Liked: Cleanliness, staff & service, amenities, property conditions & facilities It was clean ##### Rebecca Stayed 5 nights in May 2025 ### 6/10 Okay #### Verified traveller 27 Jul 2025 Liked: Room comfort Front desk and cleaning lady were nice and helpful. Very accommodating since I had to switch rooms twice. Once for tv not working and second due to overpowering air freshener smell in the room. Rooms are outdated. TV’s definitely need updating. Disappointed that their pool has been out of service. Bedding and sheets were clean and comfortable. ##### Verified traveller Stayed 4 nights in Jul 2025 ### 8/10 Good #### Shannon 31 May 2024 Liked: Cleanliness, staff & service, property conditions & facilities Disliked: Amenities We have stayed here many times before and I was able to book a one night stay for our quick trip this time. Very comfortable and relaxing, rooms are nice ##### Shannon Stayed 1 night in May 2024 ### 4/10 Poor #### Larry 19 Jul 2025 No water pressure. AC not working. Hair dryer not working. Comfortable bed ##### Larry Stayed 1 night in Jul 2025 ### 10/10 Excellent #### Bonney 29 Oct 2023 Liked: Cleanliness, staff & service, amenities, property conditions & facilities Excellent value for the price. Accessible location, very quiet, clean, everything we needed was in our rooms. ##### Bonney Stayed 2 nights in Oct 2023 ### 8/10 Good #### Craig 21 Oct 2024 Liked: Cleanliness, staff & service A little rough around the edges in some ways, but the rooms were large, quiet, and clean. ##### Craig Stayed 1 night in Oct 2024 ### 10/10 Excellent #### Anne 16 Jun 2025 Liked: Cleanliness, staff & service, property conditions & facilities Great chain. The only issue is floors are not very clean. If you can't steam-wash carpets often best not to have them. Bathroom floor is sticky. But room is large and comfortable, staff very pleasant. ##### Anne Stayed 1 night in Jun 2025 ### 10/10 Excellent #### alaiyah 29 May 2024 Liked: Cleanliness, staff & service, property conditions & facilities nice hotel. helpful staff. stores and dining are walkable distances. ##### alaiyah Stayed 4 nights in May 2024 ---