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Hotels in Chestertown

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Last Minute Hot Rate® Hotel Deals in Chestertown

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Choose from 534 Chestertown Hotel Deals

Super 8 by Wyndham Havre De Grace Aberdeen Area
Super 8 by Wyndham Havre De Grace Aberdeen Area
2 out of 5
929 Pulaski Hwy, I-95 Exit 89, Havre De Grace, MD, 21078
  • 56 min drive from Washington College
The price is $48 per night from Dec 18 to Dec 19
$48
per night
Dec 18 - Dec 19
Stay at this business-friendly hotel in Havre De Grace. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the comfy ...
3.3/5 (700 reviews)
"Our room was nice and clean. Staff was nice. The pillows need to be little bigger and mattres not very comfortable."

Reviewed on Oct 31, 2022

Super 8 by Wyndham Havre De Grace Aberdeen Area
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 out of 5
150 Scheeler Road, Chestertown, MD, 21620
  • 12 min walk from Washington College
The price is $121 per night from Jan 2 to Jan 3
$121
per night
Jan 2 - Jan 3
Stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
4.2/5 Excellent! (581 reviews)
Mrs
"Breakfast was great. Coffee excellent. Sadly the room keys never worked. We had to have them keyed in twice. Could not get in at night after parking and had to walk around to front door."

Reviewed on Nov 27, 2022

Comfort Inn & Suites Chestertown
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
2.5 out of 5
2112b Emmorton Park Rd, Edgewood, MD, 21040
  • 39 min drive from Washington College
The price is $74 per night from Dec 23 to Dec 24
$74
per night
Dec 23 - Dec 24
Stay at this business-friendly hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the comfy rooms and the overall value ...
4.1/5 Very Good! (1,002 reviews)
"I've stated twice and enjoyed my rest! The only thing I'd say is attention should be taken in the tub...corner mold. I generally clean each time I've an allergy to indoor mold. But the facility is nice overall"

Reviewed on Dec 4, 2022

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
2.5 out of 5
4 Philadelphia Ct, Rosedale, MD, 21237
  • 20 min drive from Washington College
The price is $89 per night from Dec 7 to Dec 8
$89
per night
Dec 7 - Dec 8
Stay at this business-friendly hotel in Rosedale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
3.6/5 Good! (1,001 reviews)
"Everything"

Reviewed on Dec 2, 2022

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Hampton Inn Baltimore Bayview Campus
Hampton Inn Baltimore Bayview Campus
2.5 out of 5
6571 Eastern Avenue, Baltimore, MD, 21224
  • 11 min drive from Washington College
The price is $84 per night from Jan 6 to Jan 7
$84
per night
Jan 6 - Jan 7
Stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
4.6/5 Wonderful! (767 reviews)
"It was a nice comfortable stay"

Reviewed on Nov 30, 2022

Hampton Inn Baltimore Bayview Campus
WoodSpring Suites Baltimore White Marsh - Nottingham
WoodSpring Suites Baltimore White Marsh - Nottingham
2.5 out of 5
4985 Mercantile Road, White Marsh, Baltimore, MD, 21236
  • 26 min drive from Washington College
The price is $78 per night from Dec 7 to Dec 8
$78
per night
Dec 7 - Dec 8
Stay at this business-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and room service. Our guests praise the overall value in our reviews. Popular ...
3/5 (651 reviews)
A nice stop
"The room was clean and check-in/check-out was very easy. The staff was friendly."

Reviewed on Oct 26, 2022

WoodSpring Suites Baltimore White Marsh - Nottingham
Best Western Plus Hotel & Conference Center
Best Western Plus Hotel & Conference Center
2.5 out of 5
5625 O'Donnell Street, Baltimore, MD, 21224
  • 10 min drive from Washington College
The price is $102 per night from Dec 12 to Dec 13
$102
per night
Dec 12 - Dec 13
Stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our ...
3.7/5 Good! (1,000 reviews)
"Friendly, courteous and efficient person at front desk. Clean room near highway exit. Coffee and cookies in the lobby. Very pleased with our night."

Reviewed on Nov 3, 2022

Best Western Plus Hotel & Conference Center
Holiday Inn Express White Marsh, An IHG Hotel
Holiday Inn Express White Marsh, An IHG Hotel
2.5 out of 5
10542 Philadelphia Road, White Marsh, MD, 21162
  • 26 min drive from Washington College
The price is $107 per night from Dec 18 to Dec 19
$107
per night
Dec 18 - Dec 19
Stay at this hotel in White Marsh. Enjoy free breakfast, free WiFi, and free parking. Popular attractions White Marsh Mall and Double Rock Park are located nearby. ...
4.7/5 Exceptional! (170 reviews)
"The hotel was clean and modern with a friendly staff who were available to answer questions and provide assistance. A computer with printer was provided in the lobby, along with a table with outlets and WiFi connections. There is a fitness center, an indoor pool, and breakfast is provided daily."

Reviewed on Nov 27, 2022

Holiday Inn Express White Marsh, An IHG Hotel
La Quinta Inn & Suites by Wyndham Aberdeen-APG
La Quinta Inn & Suites by Wyndham Aberdeen-APG
2.5 out of 5
793 W Bel Air Ave, Aberdeen, MD, 21001
  • 51 min drive from Washington College
The price is $93 per night from Dec 12 to Dec 13
$93
per night
Dec 12 - Dec 13
Stay at this business-friendly hotel in Aberdeen. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the convenient parking ...
4.1/5 Very Good! (846 reviews)
"Great place, pet friendly, very clean, very close to multiple restaurants and fast-food chains. Very good included breakfast"

Reviewed on Nov 19, 2022

La Quinta Inn & Suites by Wyndham Aberdeen-APG
Holiday Inn Express Hotel & Suites Dover, an IHG Hotel
Holiday Inn Express Hotel & Suites Dover, an IHG Hotel
2.5 out of 5
1780 N Dupont Hwy, Dover, DE, 19901
  • 6 min drive from Washington College
The price is $114 per night from Dec 27 to Dec 28
$114
per night
Dec 27 - Dec 28
Stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
4.3/5 Excellent! (946 reviews)
"This is the best Hotel I've stayed in. I stay here yearly at this time of year. Hotel has been totally remodeled to make it better than ever. Everything was great. Will stay here every year😊"

Reviewed on Nov 28, 2022

Holiday Inn Express Hotel & Suites Dover, an IHG Hotel
Hampton Inn & Suites Edgewood/Aberdeen-South, MD
Hampton Inn & Suites Edgewood/Aberdeen-South, MD
2.5 out of 5
2110 Emmorton Park Rd, Edgewood, MD, 21040
  • 39 min drive from Washington College
The price is $85 per night from Dec 18 to Dec 19
$85
per night
Dec 18 - Dec 19
Stay at this business-friendly hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
4.6/5 Wonderful! (858 reviews)
"convenient"

Reviewed on Nov 30, 2022

Hampton Inn & Suites Edgewood/Aberdeen-South, MD
Quality Inn & Suites Bel Air I-95 Exit 77A
Quality Inn & Suites Bel Air I-95 Exit 77A
2.5 out of 5
2112a Emmorton Park Road, Edgewood, MD, 21040
  • 39 min drive from Washington College
The price is $61 per night from Dec 13 to Dec 14
$61
per night
Dec 13 - Dec 14
Stay at this business-friendly hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
3.8/5 Good! (1,002 reviews)
"I like everything. All was good. Really great price per night stay. I recommend this place. I’d gladly stay again."

Reviewed on Nov 30, 2022

Quality Inn & Suites Bel Air I-95 Exit 77A
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Chestertown

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chestertown hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chestertown.

Choosing the right hotel in Maryland has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chestertown’s 534 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $48. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Chestertown hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chestertown. No matter your reason for visiting Chestertown, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Chestertown hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chestertown for as low as $48.

How many hotels are there in Chestertown?

With over 534 hotels in Chestertown, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $48.

How to find cheap car rentals in Chestertown?

Finding a cheap car rental deal in Chestertown is as easy as scoring cheap hotels in Chestertown. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Chestertown now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Chestertown right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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