Find hotels in Crumpton, MD from ￥10,063

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Go beyond your typical stay in Crumpton

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Check prices for these dates

Tonight
Nov 9 - Nov 10
Tomorrow
Nov 10 - Nov 11
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

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Our top choices for Crumpton hotels

A hotel lobby with a fireplace, seating area, and a television.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
The price is ￥15,537
￥17,245 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn & Suites Chestertown
A living room with a fireplace, a television, and a stone accent wall.

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (513 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
The price is ￥11,409
￥12,663 total
includes taxes & fees
Nov 15 - Nov 16
Red Roof Inn & Suites Chestertown
A modern building with a patio area featuring outdoor seating and a fire pit.

3. Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (452 reviews)
"Very clean and great staff. Best place in Middleton."
United States
Abigail
The price is ￥18,859
￥20,934 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Middletown
A row of motel rooms with stone walls and red doors.

4. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is ￥10,063
￥11,171 total
includes taxes & fees
Nov 10 - Nov 11
Driftwood Inn
A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

5. 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, (755 reviews)
"Great stay, nice area"
United States
Hamlet
The price is ￥16,640
￥18,470 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Middletown by IHG
An indoor swimming pool with clear blue water, a tiled deck, and a view of the outside building.

6. Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (943 reviews)
"The staff was very helpful and friendly. The room was clean and breakfast was tasty."
United States
reginald
The price is ￥17,377
￥19,289 total
includes taxes & fees
Dec 1 - Dec 2
Hampton Inn Middletown
A hotel room with a sofa, armchair, ottoman, two side tables with lamps, a coffee table, a TV, and a window with curtains.

7. Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,002 reviews)
"Clean room and friendly staff"
United States
Tonya
The price is ￥10,837
￥12,030 total
includes taxes & fees
Dec 8 - Dec 9
Quality Inn Smyrna
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

8. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (129 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is ￥17,116
￥19,569 total
includes taxes & fees
Nov 10 - Nov 11
The Lodge at Great Oak Landing
A hotel room with a large bed, a black leather sofa, a wooden table, two bedside tables with lamps, and a wall-mounted air conditioner.

9. Relax Inn Smyrna Dover Coastal Gateway

Relax Inn Smyrna Dover Coastal Gateway
2.0 star property
Smyrna
7.8 out of 10, Good, (117 reviews)
"Convenient location"
United States
Emily
The price is ￥12,271
￥15,706 total
includes taxes & fees
Nov 19 - Nov 20
Relax Inn Smyrna Dover Coastal Gateway
A boat deck with a white bench and a view of a calm lake and distant trees.

10. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is ￥22,205
￥24,649 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Huntingfield Creek
Restaurant

11. Bohemia Manor Farm

Bohemia Manor Farm
3.5 star property
Chesapeake City
8.0 out of 10, Very good, (1 review)
The price is ￥83,761
￥88,787 total
includes taxes & fees
Nov 19 - Nov 20
Bohemia Manor Farm
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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Stay near popular Crumpton attractions

Crumpton Park

After visiting Crumpton Park, make a plan to see the other sights and activities in Crumpton.
See properties

Top Crumpton Hotel Reviews

A hotel lobby with a fireplace, seating area, and a television.
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown

10/10 Excellent

Inside the building it was clean, quiet and nice. In the back parking lot, it was very dirty. The grounds surrounding the lot was littered with trash and debris. One person looked to be sleeping in his car. I did appreciate the very bright lighting in that lot. A small clean up of the back lot would make a big difference in first impressions!!
United States
Laura
Reviewed April 12, 2025
Comfort Inn & Suites Chestertown

Frequently Asked Questions

What's the top vacation rental in Crumpton?

The Colonial Farmhouse with Private Boat Rental: This vacation home near Crumpton offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Crumpton.

If I need to cancel my hotel reservation in Crumpton, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Crumpton.

Where can I learn more about changing or cancelling my trip to Crumpton?

For additional details about rescheduling or cancelling your trip to Crumpton, click here.

What is staying in Crumpton like?

Travelers to Crumpton will find plenty to explore and enjoy. There are 201 hotels and other accommodations in the surrounding area. Find out more about Crumpton.

What should I see while I'm in Crumpton?

Places to visit in the wider area include Crow Farm and Vineyard, Rolphs Wharf Marina, and Historical Society of Kent County Maryland. You'll also find Chestertown Historic District and Skipjack Cove Yachting Resort in the area. Check out what more to see and do in Expedia's Crumpton guide.

What's the seasonal weather like in Crumpton?

The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Crumpton is 48 inches.

What's the best place to stay in Crumpton?

Located 17.1 mi (27.5 km) from the heart of Crumpton, Fairfield Inn & Suites by Marriott Middletown is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Red Roof Inn & Suites Chestertown and The Lodge at Great Oak Landing. See all available top hotels, or vacation rentals in Crumpton.

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