Crumpton, MD
Travel Guide
Visit Crumpton
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
$107 nightly
The price is $119 total per night from Aug 26 to Aug 27
$119 total
Aug 26 - Aug 27
Total with taxes and fees
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! (944 reviews)
"Hotel was fine. Area was a little sketchy."
Reviewed on Aug 5, 2026
Fairfield Inn & Suites by Marriott Middletown
411 MERRIMAC AVENUE Middletown DE
$119 nightly
The price is $132 total per night from Aug 9 to Aug 10
$132 total
Aug 9 - Aug 10
Total with taxes and fees
Stay at this hotel in Middletown. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions ...
Holiday Inn Express & Suites Middletown by IHG
315 Auto Park Dr Middletown DE
$101 nightly
The price is $112 total per night from Aug 16 to Aug 17
$112 total
Aug 16 - Aug 17
Total with taxes and fees
Stay at this hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.
First Floor Studio Apartment in Historic Chestertown
Chestertown MD
Book a stay at this golf apartment in Chestertown. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Wilmer Park and Sumner Hall are ...
9.6/10 Exceptional! (119 reviews)
"This was a great stay. The neighborhood was peaceful and quiet. The home was very clean, spacious for two and the sheets were so comfortable. The toiletries added an extra razzle dazzle. The pool was added feathers that we enjoyed. The house is pretty close to the water and town. Don’t hesitate book ..."
Reviewed on Aug 3, 2026
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Earleville MD
Stay at this cottage in Earleville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Turkey Point Light and Elk Neck State Park are located ...
9.8/10 Exceptional! (69 reviews)
"a lovely place. we will be back"
Reviewed on Aug 4, 2026
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Rock Hall MD
Book a stay at this family-friendly villa in Rock Hall. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Rock Hall Harbor and The Mainstay ...
10/10 Exceptional! (46 reviews)
"Perfect place for a large family gathering. The property manager was very responsive to our requests."
Reviewed on Jul 24, 2026
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.
Stay near popular Crumpton attractions
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- Chesapeake Bay
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- The Mainstay
- Garfield Center for the Arts at the Prince Theater
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- Ferry Park
- Mount Harmon Plantation
- Historical Society of Kent County Maryland
- Frog Hollow Golf Club