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Motels in Chestertown

Super 8 by Wyndham Aberdeen MD

2.0 star property
Aberdeen
7.0 out of 10, Good, (854)
"Nice and clean. Staff was friendly. I had no problems whatsoever, and I would stay here again."
United States
Shelly
$50 nightly
The price is $56
Dec 7 - Dec 8
Total with taxes and fees
Super 8 by Wyndham Aberdeen MD

Days Inn by Wyndham Aberdeen

2.0 star property
Aberdeen
7.0 out of 10, Good, (901)
"Was a great place to stay for 8 hours"
United States
David
$69 nightly
The price is $78
Nov 9 - Nov 10
Total with taxes and fees
Days Inn by Wyndham Aberdeen

Mariners Motel

2.0 star property
Rock Hall
9.4 out of 10, Exceptional, (90)
"Location was great, near marinas, very nautical atmosphere, old world charm"
United States
Christopher
$144 nightly
The price is $160
Nov 9 - Nov 10
Total with taxes and fees
Mariners Motel

White Marsh Motel

2.0 star property
White Marsh
6.6 out of 10, (27)
"Starting with the checking service was friendly and accommodating "
United States
William
$80 nightly
The price is $92
Nov 10 - Nov 11
Total with taxes and fees
White Marsh Motel

Village Inn Annapolis MD

2.0 star property
Annapolis
6.2 out of 10, (506)
"The property is in the perfect location for our yearly visit. It certainly could be more modern. The room was not dirty but does show some age. The staff was exceptionally friendly and everything was as it was as advertized."
United States
John
$83 nightly
The price is $95
Nov 9 - Nov 10
Total with taxes and fees
Village Inn Annapolis MD

Super 8 by Wyndham Baltimore/Essex Area

2.0 star property
Essex
5.4 out of 10, (402)
"disgusting hotel cockroaches, bed bugs, and mice. The worst customer service, which refused to let us check out or get a refund. "
United States
tamer
$84 nightly
The price is $97
Nov 8 - Nov 9
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

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Chestertown Motels information

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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 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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