Find Chestertown motels from $63

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Check prices for these dates

Next weekend
May 15 - May 17
In two weeks
May 22 - May 24
In one month
Jun 5 - Jun 7
In two months
Jul 3 - Jul 5

Our top choices for Chestertown motels

Front of property - evening/night

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (175 reviews)
"Rooms are clean, staf was helpful "
United States
Daryl
$64 nightly
The price is $70
May 11 - May 12
Total with taxes and fees
Driftwood Inn
Exterior

Super 8 by Wyndham Aberdeen MD

Super 8 by Wyndham Aberdeen MD
2.0 star property
Aberdeen
7.0 out of 10, Good, (870 reviews)
"Skipped the breakfast but there were several options. Friendly and helpful staff. Bathroom door didn’t shut properly and room table/wall surfaces could have used a little more cleaning focus. Beds were clean and nice. Bodywash in shower was empty. Room smelled VERY strong of Hawaiian air freshener. Parking was easy"
United States
Jordyn
$56 nightly
The price is $63
May 17 - May 18
Total with taxes and fees
Super 8 by Wyndham Aberdeen MD
Lobby

Days Inn by Wyndham Aberdeen

Days Inn by Wyndham Aberdeen
2.0 star property
Aberdeen
7.0 out of 10, Good, (954 reviews)
"Always excellent "
United States
Nancy
$66 nightly
The price is $73
May 17 - May 18
Total with taxes and fees
Days Inn by Wyndham Aberdeen
Exterior

Super 8 by Wyndham Baltimore/Essex Area

Super 8 by Wyndham Baltimore/Essex Area
2.0 star property
Essex
5.6 out of 10, (454 reviews)
"I didn’t have breakfast. The staff are helpful "
United States
Autumn
$69 nightly
The price is $80
May 11 - May 12
Total with taxes and fees
Super 8 by Wyndham Baltimore/Essex Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chestertown Hotel Reviews

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

2/10 Terrible
"The room wasnt clean. Tub wasnt thoroughly clean. Saw roahes. Next door room dog barked all night. Just wasn't an comfortable stay"
Kia 1-night trip
Posted 7 hours ago
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

Find out more about Chestertown

Chestertown Motels information

Number of reviews
2,453
Accommodation
10 Motels
Lowest Price
$63
Highest Price
$80

Frequently asked questions

What are the best Chestertown motels, based on reviews?
Driftwood Inn stands out as an excellent choice for travelers seeking value and comfort in Chestertown, MD. With its family-friendly design and thoughtful amenities, this motel is particularly appealing for those with children. Guests love the cozy beds and competitive pricing, making it an inviting option for families or anyone on a budget. The daily housekeeping ensures a clean and straightforward stay, while the child-friendly window design adds an extra layer of safety for younger guests.
What is the nightly rate for a motel in Chestertown?
You can find a great deal from $63 on Chestertown motels with Expedia. Typically, prices are higher during popular times – like weekends and holidays – while staying midweek is often cheaper. To find the best nightly rates on Chestertown motels, try to be flexible with travel dates, and sort search results by price from low to high.
Is it better to stay in a Chestertown motel or hotel?
Motels and Hotels have different perks. When you stay at a motel, you're likely to find free parking and an outdoor pool. Staying overnight at a motel, can be handy when requiring easy road access. You'll often have access to your room from outside, and directly from the parking lot. Hotels generally have room access from inside the building. Motels are also often less expensive than hotels. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.

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