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 Sep 24 to Sep 25
$119 total
Sep 24 - Sep 25
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! (963 reviews)
"Our receptionist was very friendly and helpful. The room was clean and modern. Cooling system was good. Nice bathroom. The outdoor pool was clean and quiet and well maintained. Breakfast was standard travel fare but it was very fresh."
Reviewed on Aug 25, 2026
Fairfield Inn & Suites by Marriott Middletown
411 MERRIMAC AVENUE Middletown DE
$119 nightly
The price is $132 total per night from Sep 6 to Sep 7
$132 total
Sep 6 - Sep 7
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 Sep 13 to Sep 14
$112 total
Sep 13 - Sep 14
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. ...
9.2/10 Wonderful! (721 reviews)
"I had a great stay I will be back"
Reviewed on Aug 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.
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 ...
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 ...
9.8/10 Exceptional! (123 reviews)
"We had a wonderful stay! The beautiful golf-course home was very clean and comfortable. The one-bedroom, one-bathroom setup was perfect, and having a washer and dryer was very convenient. We also enjoyed the pool. The host communicated well and made everything easy. We would definitely stay here ..."
Reviewed on Aug 19, 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! (69 reviews)
"The stay was very enjoyable. The hosts were friendly and thoughtful. Sunsets were great too. The members of the community we met were very friendly. The Grille up the street has excellent food. We did hike the 6.5 miles of trails at Bohemia River State Park."
Reviewed on Aug 13, 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
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- Chesapeake Bay
- Northern Chesapeake Bay
- Betterton Beach
- Washington College
- Elk Neck State Park
- Rock Hall Harbor
- Bohemia Vista Marina
- The Mainstay
- River Arts Chestertown
- Ferry Park
- Historical Society of Kent County Maryland
- Wilmer Park
- Rolphs Wharf Marina
- Waterman’s Museum
- Garfield Center for the Arts at the Prince Theater
- Cassinelli Winery and Vineyards
- Frog Hollow Golf Club
