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Hotels in Chestertown

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Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
  • 14 min walk from Washington College
Book a 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 ...
8.6/10 Excellent! (890 reviews)
N/A

Reviewed on Mar 20, 2026

Comfort Inn & Suites Chestertown
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
  • 41 min drive from Washington College
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 ...
9/10 Wonderful! (1,871 reviews)
Great location

Reviewed on Mar 21, 2026

Historic Inns of Annapolis
Hampton Inn Baltimore/Glen Burnie

Hampton Inn Baltimore/Glen Burnie

2.5 out of 5
6617 Ritchie Hwy Glen Burnie MD
  • 7 min drive from Washington College
Book a stay at this business-friendly hotel in Glen Burnie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,002 reviews)
Thanks

Reviewed on Mar 20, 2026

Hampton Inn Baltimore/Glen Burnie
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh

3 out of 5
4 Philadelphia Ct Rosedale MD
  • 20 min drive from Washington College
Book a 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 ...
7/10 Good! (1,176 reviews)
The hotel is a reasonable value. It's aged with some remodeling of the rooms and new carpets. The beds are decent, not too hard or soft. The breakfast is basic hot fare with powdered scrambled eggs and patty sausages. There are also 2 waffle makers, cereal, bread, toaster, juice, yogurt and fruit. ...

Reviewed on Mar 21, 2026

La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
Pendry Baltimore

Pendry Baltimore

5 out of 5
1715 Thames St. Baltimore MD
  • 10 min drive from Washington College
Book a stay at this luxury hotel in Baltimore. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (1,000 reviews)
One of best hotels I’ve stayed in. Staff, the rooms, and hotel bars are top notch!

Reviewed on Mar 11, 2026

Pendry Baltimore
Best Western Plus Hotel & Conference Center

Best Western Plus Hotel & Conference Center

2.5 out of 5
5625 O'Donnell Street Baltimore MD
  • 10 min drive from Washington College
Book a stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,003 reviews)
Breakfast was not of good quality. The hot tub was kinda scary. It made to much noise when turned on. Also tub needed an upgrade. Look like some parts of the tub was peeling. Toilet flushes too loud. Furniture looked old and the smell of the room was not fresh at all. The amenities ( conditioner ...

Reviewed on Mar 18, 2026

Best Western Plus Hotel & Conference Center
Hilton Garden Inn Baltimore/White Marsh

Hilton Garden Inn Baltimore/White Marsh

3 out of 5
5015 Campbell Boulevard Baltimore MD
  • 26 min drive from Washington College
Book a stay at this family-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.8/10 Good! (1,000 reviews)
the rooms were decent for the price. the staff was professional and inviting. the pool however was noy desirable at all. my kids didnt want to be in it as well as the hot tub. The purpose of the trip was to get the kids out play in the pool so that was a little upsetting. other than that its a nice ...

Reviewed on Mar 18, 2026

Hilton Garden Inn Baltimore/White Marsh
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
  • 41 min drive from Washington College
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (911 reviews)
I would have given an excellent but there was still some renovations being done. Staff was great, rooms were beautiful and clean. Location is perfect and within walking distance to tons of shops, restaurants and bars. Their restaurant was currently closed for remodeling but guests can still get room ...

Reviewed on Mar 20, 2026

Annapolis Waterfront Hotel, Autograph Collection
Courtyard by Marriott Baltimore Downtown/McHenry Row

Courtyard by Marriott Baltimore Downtown/McHenry Row

3 out of 5
1803 Porter Street Baltimore MD
  • 8 min drive from Washington College
Book a stay at this business-friendly hotel in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
9/10 Wonderful! (737 reviews)
Good place

Reviewed on Mar 19, 2026

Courtyard by Marriott Baltimore Downtown/McHenry Row
Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

2.5 out of 5
2110 Emmorton Park Rd Edgewood MD
  • 39 min drive from Washington College
Book a 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 ...
9.4/10 Exceptional! (1,004 reviews)
Treadmills were not available- otherwise property was fine.

Reviewed on Mar 21, 2026

Hampton Inn & Suites Edgewood/Aberdeen-South
Hampton Inn Baltimore/White Marsh

Hampton Inn Baltimore/White Marsh

2.5 out of 5
8225 Town Center Drive Baltimore MD
  • 25 min drive from Washington College
Book a stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
7.8/10 Good! (1,001 reviews)
Quality stay

Reviewed on Mar 10, 2026

Hampton Inn Baltimore/White Marsh
Fairfield Inn & Suites by Marriott White Marsh

Fairfield Inn & Suites by Marriott White Marsh

3 out of 5
8477 Cordon Way Baltimore MD
  • 26 min drive from Washington College
Book a stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,004 reviews)
Clean, nice

Reviewed on Mar 20, 2026

Fairfield Inn & Suites by Marriott White Marsh
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.

Find cheap hotels in Chestertown

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Frequently Asked Questions About Chestertown hotels

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

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How many hotels are there in Chestertown?

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