Find hotels in Crumpton, MD from CA $97

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Our top choices for Crumpton hotels

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (918 reviews)
"Great visit"
United States
Danielle
The price is CA $152
CA $169 total
includes taxes & fees
Jun 23 - Jun 24
Comfort Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (450 reviews)
"Nothing special but good for the price. "
United States
Andreas
The price is CA $99
CA $110 total
includes taxes & fees
Jun 9 - Jun 10
Red Roof Inn & Suites Chestertown

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (398 reviews)
"Great place to stay"
United States
Angelique
The price is CA $161
CA $179 total
includes taxes & fees
Jun 14 - Jun 15
Fairfield Inn & Suites by Marriott Middletown

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (177 reviews)
"Terrible !!! Dirty not clean the owner was rude and didn’t care about the conditions of the room. I asked for partial refund and was denied. Rat poop in the heaters. Dog hair in tubs dead bugs. Body fluids everywhere! Also drug dealers outside with guns. The owner still didn’t care what they were doing. Don’t go to this place it should be shut down !"
United States
Gabriel
The price is CA $88
CA $97 total
includes taxes & fees
Jun 3 - Jun 4
Driftwood Inn

Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG
2.5 star property
Middletown
9.2 out of 10, Wonderful, (684 reviews)
"Great location and nice place to stay. Walk to nearby things to do and enjoy. "
United States
Sharon
The price is CA $175
CA $194 total
includes taxes & fees
Jun 14 - Jun 15
Holiday Inn Express & Suites Middletown by IHG

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,004 reviews)
"The rooms were clean and the staff was very kind and helpful. Overall, it was a great value for us!"
United States
Jesse
The price is CA $125
CA $138 total
includes taxes & fees
Jun 16 - Jun 17
Quality Inn Smyrna

Relax Inn Smyrna Dover Coastal Gateway

Relax Inn Smyrna Dover Coastal Gateway
2.0 star property
Smyrna
7.8 out of 10, Good, (98 reviews)
"I was in town for just one night and ended up booking this last minute. I’ve never stayed at a motel before because of the stigma, but I was pleasantly surprised. Everything was very clean, and the owner at the front desk was extremely friendly and welcoming. A nice bonus was the smart TV, which let me log into my own accounts and relax. Overall, a great experience and definitely changed my perspective on motels."
United States
Michael
The price is CA $101
CA $130 total
includes taxes & fees
Jun 4 - Jun 5
Relax Inn Smyrna Dover Coastal Gateway

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
7.8 out of 10, Good, (83 reviews)
"Peaceful and beautiful location. Such a relaxing spot. Very clean throughout the whole property. Staff very pleasant and attentive. Would stay here again "
United States
Nicola
The price is CA $182
CA $209 total
includes taxes & fees
Jun 9 - Jun 10
The Lodge at Great Oak Landing

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (903 reviews)
"Great place to stay"
United States
Ken
The price is CA $201
CA $223 total
includes taxes & fees
Jun 17 - Jun 18
Hampton Inn Middletown

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is CA $246
CA $273 total
includes taxes & fees
Jun 4 - Jun 5
Inn at Huntingfield Creek

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
10.0 out of 10, Exceptional, (1 review)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is CA $184
CA $204 total
includes taxes & fees
Jun 17 - Jun 18
Haven Point Inn and Gallery
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.
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Frequently asked questions

What is the best area to stay in Crumpton?
The best area to stay in Crumpton, Maryland, is near the Chester River waterfront, particularly around Main Street and River Road.

This area is the heart of Crumpton, offering direct access to the Chester River. It features a relaxed, rural atmosphere with a few local shops and eateries. The general layout is quite spread out, with properties often having ample space, and the river itself is the main attraction.

Couples looking for a quiet retreat will find this area particularly appealing. The focus here is on relaxation and enjoying nature, with opportunities for kayaking, fishing, or simply watching the boats go by. Many accommodations in this part of Crumpton offer river views or direct river access, great for a peaceful getaway.

For those who appreciate outdoor activities, staying near the waterfront provides immediate access to the river for water sports or simply enjoying a picnic by the water's edge.
When is the best time to go to Crumpton?
For most visitors, the best time to go to Crumpton is from late spring to early autumn, specifically May through October.

This period offers pleasant weather, with generally warm temperatures and less rainfall, making it ideal for outdoor activities. The countryside around Crumpton truly comes alive during these months, with lush greenery and comfortable conditions for exploring the local area.

Couples looking for a relaxing escape will find these months superb for enjoying the local vineyards and farm-to-table dining experiences. The mild evenings are lovely for strolls or enjoying a meal outdoors.

Families will appreciate the comfortable weather for visiting nearby natural attractions or participating in seasonal events.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Crumpton.
How can I save on a Crumpton hotel booking with Expedia?
Members always get our best prices. Find our best Crumpton hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Crumpton hotel?
Prices for hotels in Crumpton often vary, but you can find a great deal from CA $97 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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