Crumpton, MD
Travel Guide
Visit Crumpton
Comfort Inn & Suites Chestertown
150 Scheeler Road Chestertown MD
$103 nightly
The price is $115 total per night from Aug 2 to Aug 3
$115 total
Aug 2 - Aug 3
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! (931 reviews)
"Room was clean, comfortable & spacious. Good value for cost. Good breakfast. Vending only on first floor w/no diet sodas offered."
Reviewed on Jul 10, 2026
Quality Inn Smyrna
190 Stadium St, Gateway North Plaza Smyrna DE
$85 nightly
The price is $94 total per night from Aug 11 to Aug 12
$94 total
Aug 11 - Aug 12
Total with taxes and fees
Book a stay at this business-friendly hotel in Smyrna. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.6/10 Good! (1,006 reviews)
"Management did poorly to run this place. Do not be deceived by the included "breakfast". One employee was running the whole place. Bed was soiled and stained. Remote for the TV was not working... the list is endless."
Reviewed on Jul 12, 2026
Fairfield Inn & Suites by Marriott Middletown
411 MERRIMAC AVENUE Middletown DE
$119 nightly
The price is $132 total per night from Jul 19 to Jul 20
$132 total
Jul 19 - Jul 20
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 ...
9.2/10 Wonderful! (409 reviews)
"I only stayed one night, but the staff was very friendly. The facilities were amazing, and the room looked great and smelled great. When I'm in that area, I definitely will stay at this location again."
Reviewed on Jun 21, 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.
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! (118 reviews)
"Thoughtful touches at every turn made our two-night, last-minute stay even more enjoyable. We appreciated the clean room, the stocked mini-fridge, and the location that was close to all we wanted to do."
Reviewed on Jul 11, 2026
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Earleville MD
Book a stay at this beach apartment in Earleville. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Turkey Point Light and Elk Neck State Park ...
10/10 Exceptional! (64 reviews)
"Clean, comfortable accommodations. Tastefully and thoughtfully decorated with the local aesthetic. Quiet, peaceful, beautiful scenery. Would definitely stay here again!"
Reviewed on Jul 7, 2026
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Chestertown MD
Stay at this cabin in Chestertown. Enjoy a garden, laundry facilities, and patios. Popular attractions Chase Island and Crumpton Auction are located nearby.
9.8/10 Exceptional! (24 reviews)
"This is a beautiful location that is very quiet, secluded, and surrounded by nature. There were some pros and cons to my experience that I think will be useful for others to know: Pros: Easy water access; clear, beautiful walking trails; private and quiet; responsive host.Cons: There is NO air conditioning ..."
Reviewed on Jul 6, 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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- Visit Ridgely
- Visit Great Oak Landing
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- Chesapeake Bay
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- Elk Neck State Park
- Washington College
- Betterton Beach
- Bohemia Vista Marina
- Rock Hall Harbor
- Rolphs Wharf Marina
- The Mainstay
- River Arts Chestertown
- Garfield Center for the Arts at the Prince Theater
- Wilmer Park
- Frog Hollow Golf Club
- Waterman’s Museum
- Mount Harmon Plantation
- Historical Society of Kent County Maryland
