Find hotels in Crumpton, MD from ฿2,376

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Our top choices for Crumpton hotels

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 washing machines/dryers and refrigerators. The Mainstay and harbour 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

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (421)
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 ฿2,240
฿2,486 total
includes taxes & fees
4 Jan - 5 Jan 2026
Red Roof Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (861)
Dive into a tranquil retreat in Chestertown where guests praise the serene atmosphere and helpful staff. Enjoy morning workouts at the fitness centre followed by refreshing swims in the seasonal outdoor pool. Rolling Road Park and the Historical Society of Kent County Maryland await nearby.

"Everything was well!"
United States
Ahmed
The price is ฿3,228
฿3,583 total
includes taxes & fees
29 Dec - 30 Dec
Comfort Inn & Suites Chestertown

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 ฿3,079
฿3,521 total
includes taxes & fees
29 Dec - 30 Dec
The Lodge at Great Oak Landing

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 centre for your relaxation. Complimentary breakfast, WiFi, and parking add value while Snowland attraction waits nearby for family adventures.

"Very pleasant experience. "
United States
Kathleen
The price is ฿2,140
฿2,376 total
includes taxes & fees
22 Jan - 23 Jan 2026
Quality 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. Travellers 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 ฿2,492
฿2,772 total
includes taxes & fees
27 Dec - 28 Dec
Relax Inn Smyrna

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, (651)
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.

"Room was great the staff is so friendly every visit !!!!!"
United States
Dennis
The price is ฿2,924
฿3,246 total
includes taxes & fees
23 Jan - 24 Jan 2026
Holiday Inn Express & Suites Middletown by IHG

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
2.5 star property
Middletown
9.2 out of 10, Wonderful, (324)
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 ฿3,359
฿3,729 total
includes taxes & fees
28 Dec - 29 Dec
Fairfield Inn & Suites by Marriott Middletown

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (866)
Unwind in this Middletown retreat featuring an indoor pool, hot tub, and fitness centre. 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.

"Amazing stay"
United States
Katiana
The price is ฿2,959
฿3,284 total
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn Middletown
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'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 traveller data. Two other choices for your trip to the area are Quality Inn Smyrna and Holiday Inn Express & Suites Middletown by IHG. See all available top hotels, or vacation rentals in Crumpton.
If I need to cancel my hotel reservation in Crumpton, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Crumpton.
What is staying in Crumpton like?
Travellers to Crumpton will find plenty to explore and enjoy. There are 180 hotels and other accommodation options 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. Take a look at what more there is to see and do in Expedia's Crumpton guide.
What's the seasonal weather in Crumpton?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Crumpton is 1223 mm.

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