Find hotels in Crumpton, MD from ￥10,961

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Dec 12 - Dec 13
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Dec 13 - Dec 14
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Dec 12 - Dec 14
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Dec 19 - Dec 21

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Our top choices for Crumpton hotels

Lobby
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (320)
This Middletown hotel offers a refreshing indoor pool and free continental breakfast daily. Nearby attractions include Westown and Everett Theatre. Guests appreciate the helpful staff, and enjoy amenities like complimentary WiFi and 24-hour front desk service.
"The room was spotless, courteous staff, and a wonderful breakfast to start my day "
United States
Alan
The price is ￥16,793
￥18,640 total
includes taxes & fees
Dec 21 - Dec 22
Fairfield Inn & Suites by Marriott Middletown
Exterior
Holiday Inn Express & Suites Middletown by IHG

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, (648)
Located near Westown and Everett Theatre, this hotel offers complimentary breakfast, WiFi, and parking. Take a refreshing morning swim or workout anytime. Clean rooms provide comfort while the exceptionally helpful staff ensures a pleasant visit.
"The room was great and the staff was even better!"
United States
STEVEN
The price is ￥14,172
￥15,731 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Holiday Inn Express & Suites Middletown by IHG
Lobby
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (859)
Dive into a tranquil retreat in Chestertown where guests praise the serene atmosphere and helpful staff. Enjoy morning workouts at the fitness center followed by refreshing swims in the seasonal outdoor pool. Rolling Road Park and the Historical Society of Kent County Maryland await nearby.
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
The price is ￥15,848
￥17,591 total
includes taxes & fees
Dec 17 - Dec 18
Comfort Inn & Suites Chestertown
Reception
Hampton Inn Middletown

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (861)
Unwind in this Middletown retreat featuring an indoor pool, hot tub, and fitness center. Just minutes from Everett Theatre and local attractions, the hotel offers convenient dining at BOB EVANS restaurant and a welcoming bar. Helpful staff ensures a comfortable experience.
"The breakfast was was very good with lots of options depending on your dietary needs."
United States
Terry
The price is ￥14,429
￥16,015 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hampton Inn Middletown
Free daily self-serve breakfast
Quality Inn Smyrna

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1001)
This hotel near Dover Downs Casino offers an outdoor pool and fitness center for your relaxation. Complimentary breakfast, WiFi, and parking add value while Snowland attraction waits nearby for family adventures.
"Everything was great"
United States
Diane
The price is ￥10,496
￥11,651 total
includes taxes & fees
Dec 21 - Dec 22
Quality Inn Smyrna
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (420)
Located near Rolling Road Park and Historical Society of Kent County Maryland, this quiet hotel offers free WiFi and parking. The helpful staff receives consistent praise from guests, while the 24-hour front desk ensures support throughout your stay.
"Professional staff, warm greetings clean room "
United States
Dr. Nicholas and Mrs. Karen
The price is ￥11,195
￥12,426 total
includes taxes & fees
Dec 19 - Dec 20
Red Roof Inn & Suites Chestertown
Private beach nearby, sun loungers, beach volleyball
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
7.8 out of 10, Good, (77)
Discover a luxurious escape with a private beach featuring comfortable chairs and umbrellas. This Chestertown lodge offers a 9-hole golf course, outdoor pool, and 3 bars/lounges. Enjoy free WiFi and parking while exploring nearby Pooles Island Light.
"Very nice rooms, "
United States
Stephania
The price is ￥15,394
￥17,600 total
includes taxes & fees
Dec 16 - Dec 17
The Lodge at Great Oak Landing
Lake
Inn at Huntingfield Creek

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (58)
This bayside B&B features spa massages and peaceful garden views. Take a refreshing swim, then unwind on the terrace. Each room offers conveniences like washers/dryers and refrigerators. The Mainstay and harbor attractions are just moments away.
"We stayed one night for our Anniversary, and the stay was so peaceful. The grounds are beautiful, the staff so nice, and the main house is amazing. We definitely plan on making this an annual thing!"
United States
Aaron
Inn at Huntingfield Creek
Reception
Relax Inn Smyrna

Relax Inn Smyrna

Relax Inn Smyrna
2.0 star property
Smyrna
7.8 out of 10, Good, (92)
Convenient and comfortable, this Smyrna hotel offers complimentary Wi-Fi and self parking just minutes from Snowland. Travelers appreciate the 24-hour front desk, helpful staff, and exceptionally clean rooms for a stress-free stay.
"The staff was great, the room was great. Everything I expected. I would definitely stay here again. It was close to the college. TV worked, and AC was running properly. Nothing bad to say about the rest inn. "
United States
maurice
The price is ￥12,455
￥13,855 total
includes taxes & fees
Dec 13 - Dec 14
Relax Inn Smyrna
Front of property - evening/night
Driftwood Inn

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (175)
Travelers enjoy this comfortable lodging with 24-hour front desk service. Just minutes from Rolling Road Park and Historical Society of Kent County Maryland, this motel offers convenient amenities in a charming location.
"Rooms are clean, staf was helpful "
United States
Daryl
The price is ￥9,874
￥10,961 total
includes taxes & fees
Dec 24 - Dec 25
Driftwood Inn
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

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

10/10 Excellent
"Excellent hotel. Will stay there anytime I travel to the area."
Mary 6-night trip
Posted 2 weeks ago
Comfort Inn & Suites Chestertown

More cheap stays in Crumpton

Quality Inn

Quality Inn

190 Stadium St, Gateway North Plaza Smyrna DE
The price is ￥10,496 per night from Dec 21 to Dec 22
￥10,496
￥11,651 total
Dec 21 - Dec 22
includes taxes & fees
7.4/10 Good! (1,001 reviews)

Frequently asked questions

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 Hampton Inn Middletown and Comfort Inn & Suites Chestertown. See all available top hotels, or vacation rentals in Crumpton.
What's the top vacation rental in Crumpton?
200 steps to the beach!: This vacation home rental near Crumpton offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 182 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 Crumpton Auction, 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.

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