Crumpton, MD
Travel Guide
Visit Crumpton
Fairfield Inn & Suites by Marriott Middletown
411 MERRIMAC AVENUE Middletown DE
$119 nightly
The price is $132 total per night from Sep 27 to Sep 28
$132 total
Sep 27 - Sep 28
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 ...
Red Roof Inn & Suites Chestertown
160 Scheeler Rd Chestertown MD
$72 nightly
The price is $80 total per night from Sep 27 to Sep 28
$80 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (494 reviews)
"1) A/C didnt work 2) bed buds 3) blood stains on Sheets and bed 4) Trash in the elevator 5) The room had an awful smell 6) floor was dirty in room dirt in corners 7) This is the last time I ever stay at a Red Roof Inn 8) need to close this place down"
Reviewed on Sep 19, 2026
The Lodge at Great Oak Landing
22170 Great Oak Landing Rd Chestertown MD
$124 nightly
The price is $137 total per night from Sep 23 to Sep 24
$137 total
Sep 23 - Sep 24
Total with taxes and fees
Book a stay at this beach lodge in Chestertown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Pooles Island Light and Kinnairds Point ...
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.
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 ...
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! (71 reviews)
"We genuinely loved our stay at this property. Betty was a wonderful host with great communication. Check-in was simple and easy; the directions were clear. They left us beach chairs and an umbrella for our use while we were, which was a nice touch. The property was clean, comfortable, and in a great ..."
Reviewed on Sep 8, 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! (72 reviews)
"We had a wonderful long weekend at the cottage. It is beautifully decorated and very clean. It was perfect for our needs. We spent our days boating on the upper bay (gorgeous weather) and evenings relaxing on the deck with a perfect view of the sunset and turkey point lighthouse. Thank you Chris ..."
Reviewed on Sep 1, 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
- Washington College
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- Betterton Beach
- Rock Hall Harbor
- Bohemia Vista Marina
- River Arts Chestertown
- Rolphs Wharf Marina
- Historical Society of Kent County Maryland
- Wilmer Park
- Mount Harmon Plantation
- The Mainstay
- Waterman’s Museum
- Frog Hollow Golf Club
- Cassinelli Winery and Vineyards
- Ferry Park
