Search for Cheap Deals on
3 Star Hotels in Chestertown

Photo by Assya A

Check Last Minute Chestertown Hotel Deals

Tonight Mar 15 - Mar 16Next weekend Mar 21 - Mar 23

You choose what matters — star rating, location, amenities.

We pick the perfect hotel, packed with all your must-haves.

Your hotel is revealed right after booking!


Featured 3 Star Chestertown Hotels

Historic Inns of Annapolis
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 41 min drive from Washington College
The price is $152 per night from Mar 30 to Mar 31
$152
includes taxes & fees
Mar 30 - Mar 31
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
Historic Inns of Annapolis
Hilton Garden Inn Baltimore/White Marsh
3 out of 5
Fully refundableReserve now, pay when you stay
  • 26 min drive from Washington College
The price is $122 per night from Mar 16 to Mar 17
$122
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star family-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Hilton Garden Inn Baltimore/White Marsh
Hampton Inn Baltimore Bayview Campus
3.5 out of 5
Fully refundableReserve now, pay when you stay
  • 11 min drive from Washington College
The price is $115 per night from Mar 23 to Mar 24
$115
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3.5-star business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn Baltimore Bayview Campus
Save an average of 15% on thousands of hotels when you're signed in
Hyatt Place Kent Narrows & Marina
3 out of 5
Fully refundableReserve now, pay when you stay
  • 42 min drive from Washington College
The price is $112 per night from Mar 23 to Mar 24
$112
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Hyatt Place Kent Narrows & Marina
Courtyard by Marriott Baltimore Downtown/McHenry Row
3 out of 5
Fully refundableReserve now, pay when you stay
  • 8 min drive from Washington College
The price is $168 per night from Mar 23 to Mar 24
$168
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star business-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Courtyard by Marriott Baltimore Downtown/McHenry Row
Hilton Garden Inn Kent Island Marina
3 out of 5
  • 42 min drive from Washington College
The price is $112 per night from Mar 19 to Mar 20
$112
includes taxes & fees
Mar 19 - Mar 20
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Hilton Garden Inn Kent Island Marina
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
3 out of 5
Fully refundable
  • 44 min drive from Washington College
The price is $100 per night from Mar 16 to Mar 17
$100
includes taxes & fees
Mar 16 - Mar 17
Stay at this 3-star eco-certified hotel in Bel Air. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
Residence Inn by Marriott Baltimore White Marsh
3 out of 5
Fully refundableReserve now, pay when you stay
  • 26 min drive from Washington College
The price is $132 per night from Mar 24 to Mar 25
$132
includes taxes & fees
Mar 24 - Mar 25
Stay at this 3-star business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Residence Inn by Marriott Baltimore White Marsh
Hilton Garden Inn Bel Air
3 out of 5
Fully refundableReserve now, pay when you stay
  • 44 min drive from Washington College
The price is $128 per night from Mar 23 to Mar 24
$128
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star hotel in Bel Air. Enjoy free parking, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff in our reviews. Popular ...
Hilton Garden Inn Bel Air
Home2 Suites by Hilton Baltimore/White Marsh
3 out of 5
Fully refundableReserve now, pay when you stay
  • 26 min drive from Washington College
The price is $132 per night from Mar 23 to Mar 24
$132
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star hotel in White Marsh. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. ...
Home2 Suites by Hilton Baltimore/White Marsh
Holiday Inn Belcamp - Aberdeen Area by IHG
3 out of 5
Fully refundable
  • 43 min drive from Washington College
The price is $104 per night from Mar 31 to Apr 1
$104
includes taxes & fees
Mar 31 - Apr 1
Stay at this 3-star business-friendly hotel in Belcamp. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Holiday Inn Belcamp - Aberdeen Area by IHG
The Inn at Henderson's Wharf, Ascend Hotel Collection
3 out of 5
Fully refundableReserve now, pay when you stay
  • 10 min drive from Washington College
The price is $199 per night from Apr 6 to Apr 7
$199
includes taxes & fees
Apr 6 - Apr 7
Stay at this 3-star business-friendly hotel in Baltimore. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
The Inn at Henderson's Wharf, Ascend Hotel Collection
Don't see what you're looking for?
See all available properties in Chestertown
View all properties
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.

3-Star Hotels in Chestertown

If Goldilocks was searching for the perfect place to stay, she’d choose a 3-star hotel. These hotels are not too fancy, not too basic, but just right. They’re the ideal middle ground for suiting your travel needs when you don’t want too much—or too little.

The Just Right Hotel

Put Goldilock’s “just right” theory to use on your next trip and stay at one of the 3-star hotels in Chestertown. These hotels may not roll out the red carpet upon your arrival, but you can expect more luxuries than a simple bed and bathroom. So what are 3-star hotels like in Chestertown?

First off, you’ll find spacious rooms with convenient amenities, like Wi-Fi access and business areas. The best 3-star hotels even feature swimming pools and fitness centers, so you can burn off some energy before exploring the city. What’s more, many 3-star hotels are located near expressways and top attractions to keep you near the center of all the action.

Just Right Prices

The hotel amenities at a 3-star hotel near Chestertown aren’t the only things you’ll find just right. You can score ridiculously good deals on 3-star hotels, where you’ll get way more bang for your buck. Filter hotels by:

  • Hotwire Hot Rate: Take a Hotwire Hot Rate for a whirl—you’ll like what you see! You can score an incredible deal, but you won’t find out the name of your hotel until after you book.

  • Price: Let’s see how low you can go - rooms start at $100.

  • Amenities: Looking for more than basic but less than luxury? Choose hotels with the amenities that match your preferences.

When you know what you want, it’s OK to be a little picky. Skip the luxury pads and ignore the motels—a 3-star hotel has your name on it. Save even more on your 3-star accommodation with our Hotwire Hot Rates.