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Find Hotels with Air Conditioning in Chestertown, MD

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Check availability on Chestertown Hotels with Air Conditioning

Tonight
Oct 2 - Oct 3
Tomorrow
Oct 3 - Oct 4
This weekend
Oct 3 - Oct 5
Next weekend
Oct 10 - Oct 12

Top Chestertown Hotels with Air Conditioning

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Terrace/patio

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

9.8 out of 10, Exceptional, (84)
"We had a wonderful weekend. Thank you!"
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Driftwood Inn
Front of property - evening/night

Driftwood Inn

2.0 star property
5.2 out of 10, (174)
"Rooms are clean, staf was helpful "
$64 nightly
The price is $70
Oct 27 - Oct 28
Total with taxes and fees
Driftwood Inn
Comfort Inn & Suites Chestertown
Lobby

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (825)
"Friendly staff, clean room, convenient location. "
$114 nightly
The price is $127
Nov 3 - Nov 4
Total with taxes and fees
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout drapes

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (399)
"We had a great stay with our two Pups.. The room was very nice and comfortable and very clean."
$81 nightly
The price is $90
Oct 9 - Oct 10
Total with taxes and fees
Red Roof Inn & Suites Chestertown
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

The Inn at Henderson's Wharf, an Ascend Collection Hotel

The Inn at Henderson's Wharf, an Ascend Collection Hotel

10/10 Excellent
"Excellent location Lots of shops and restaurants Quiet"
Joel 1-night trip
Posted 2 days ago
The Inn at Henderson's Wharf, an Ascend Collection Hotel

Frequently asked questions

How much do hotels with air conditioning in Chestertown cost?
Hotels with air conditioning in Chestertown range between $70 and $127 per night. These properties offer the comfort you desire at a price that's easy on your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with air conditioning in Chestertown?
Travelers can't get enough of Comfort Inn & Suites Chestertown. Make yourself comfortable at this 2.5-stars getaway which features a swimming pool and designer toiletries. Red Roof Inn & Suites Chestertown is another highly rated option where you can unwind in air-conditioned rooms after seeing the sights. Front desk services and nearby historical attractions are among the conveniences at this 2-stars property. You'll have your pick of multiple hotels with air conditioning in Chestertown that have a total average guest review rating of 7.6.
How many hotels with air conditioning are there in Chestertown?
Reclaim your vacation days and choose from 9 hotels with air conditioning in Chestertown. For official business travel, a weekend escape or anything in between, Expedia will help you find your ideal stay in just a few clicks.
What are the best cheap hotels with air conditioning in Chestertown?
Hotels with air conditioning start from only $70 per night, so your Chestertown vacation doesn't need to break the bank! Comfort Inn & Suites Chestertown is a wallet-friendly option that offers many amenities, including designer toiletries and a swimming pool. Red Roof Inn & Suites Chestertown is another one of our popular low-cost hotels with AC. Conveniences here include a fireplace in the lobby and blackout curtains. If you're sightseeing in Chestertown and want to stay within your budget, there are loads of free attractions to add to your to-do list. Rolphs Wharf Marina and River Arts Chestertown are always popular. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with air conditioning in Chestertown?
Vacationing with your group in Chestertown is easy at Comfort Inn & Suites Chestertown. Settle down in air-conditioned comfort and enjoy amenities such as complimentary breakfast and housekeeping services at this 2.5-stars getaway. Red Roof Inn & Suites Chestertown is another family-friendly hotel with air conditioning. It has a 2-stars rating and amenities including laundry facilities and housekeeping services. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to explore around Chestertown. Historical Society of Kent County Maryland and River Arts Chestertown are two of our top suggestions.
Why book your hotel with air conditioning in Chestertown with Expedia?
We think that vacations should be stress-free, so if you're after hotels with air conditioning at a great price, Expedia has got your back. Save cash and select an all-inclusive resort with AC, or splurge and book 5-star accommodations to spoil the ones you love most.
How can I find cheap hotels with air conditioning in Chestertown?
With Expedia's helpful filter tool, getting your hands on cheap hotels with air conditioning in Chestertown is a piece of cake. To discover accommodations with AC that are easy on the wallet, narrow down your search by star rating and budget.
What is there to do in Chestertown near my hotel with air conditioning?
The best travel accessory is a well-planned to-do list. Historical Society of Kent County Maryland is a top place to kick off your sightseeing in Chestertown.

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