Photo by Assya A

Search Hotels with Air Conditioning in Chestertown

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chestertown Hotels with Air Conditioning

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

Top Chestertown Hotels with Air Conditioning

Mariners Motel
Marina

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (90)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is 4.101.550 ₫
4.552.787 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Mariners Motel
Motel Edgewood
Basic Single Room | Desk, free WiFi, bed sheets

Motel Edgewood

2.0 star property
7.8 out of 10, Good, (8)
"Bed was clean and crisply made. Occupants were respectful of sleeping hours. Check-in and check-out were simple. Parking was convenient and had easy access to the highway."
The price is 1.426.362 ₫
1.597.557 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Motel Edgewood
Holiday Inn Express White Marsh by IHG
Free continental breakfast

Holiday Inn Express White Marsh by IHG

2.5 star property
9.6 out of 10, Exceptional, (939)
"Staff was welcoming and room was well maintained. "
The price is 2.641.900 ₫
3.051.395 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express White Marsh by IHG
The Lodge at Great Oak Landing
Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

3.5 star property
7.8 out of 10, Good, (70)
"Everything was perfect. The staff is super friendly, the room was clean and fresh. The beds were super comfy, the food is amazing and the chef was super nice!! Great friendly atmosphere. I’m definitely going back!!"
The price is 3.495.234 ₫
3.879.710 ₫ total
includes taxes & fees
2 Oct - 3 Oct
The Lodge at Great Oak Landing
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. "
The price is 3.091.725 ₫
3.431.814 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | 1 bedroom, desk, laptop workspace, blackout curtains

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (398)
"We had a great stay with our two Pups.. The room was very nice and comfortable and very clean."
The price is 2.139.939 ₫
2.375.332 ₫ total
includes taxes & fees
9 Oct - 10 Oct
Red Roof Inn & Suites Chestertown
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 "
The price is 1.677.607 ₫
1.862.276 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Driftwood Inn
Relax Inn Smyrna
Reception

Relax Inn Smyrna

2.0 star property
7.8 out of 10, Good, (88)
"Owner was very nice. "
The price is 2.116.642 ₫
2.354.553 ₫ total
includes taxes & fees
31 Oct - 1 Nov
Relax Inn Smyrna
Holiday Inn Express & Suites Middletown by IHG
Exterior

Holiday Inn Express & Suites Middletown by IHG

2.5 star property
9.2 out of 10, Wonderful, (623)
"Check in staff was awesome!"
The price is 3.064.604 ₫
3.401.710 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Holiday Inn Express & Suites Middletown by IHG
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.
View all properties

Top Chestertown Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do hotels with air conditioning in Chestertown cost?
Hotels with air conditioning in Chestertown range between 1.597.557 ₫ and 4.552.787 ₫ 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?
Travellers 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 8.1.
How many hotels with air conditioning are there in Chestertown?
Reclaim your holiday 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 1.597.557 ₫ per night, so your Chestertown holiday 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?
Holidaying 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 holidays 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 accommodation 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 accommodation 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.