Find hotels in Crumpton, MD from SAR 239

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Compare 170 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Lodge at Great Oak Landing
3.5 star property
7.8 out of 10, Good, (44)
"Generally okay, Clean but property could use some upgrade"
The price is SAR 377
SAR 415 total
includes taxes & fees
12 Nov - 13 Nov
The Lodge at Great Oak Landing
Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (723)
"Very clean and comfortable home away from home, and breakfast in the morning, too. Perfect place to stay to enjoy the Sultana Downrigging Festival, just a short drive away. And, Chestertown is a beautiful and friendly town, too!"
The price is SAR 401
SAR 442 total
includes taxes & fees
4 Dec - 5 Dec
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2.0 star property
7.2 out of 10, Good, (317)
"Staff was very friendly "
The price is SAR 298
SAR 326 total
includes taxes & fees
1 Dec - 2 Dec
Red Roof Inn & Suites Chestertown
Driftwood Inn
2.0 star property
5.0 out of 10, (167)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
The price is SAR 239
SAR 265 total
includes taxes & fees
11 Nov - 12 Nov
Driftwood Inn
Inn at Huntingfield Creek
3.5 star property
10.0 out of 10, Exceptional, (47)
"Wonderful! Quiet and relaxing anniversary! Pool was great, dock is beautiful, room was clean, comfortable and spacious. Water bottles and cookies are such a nice touch. Breakfast was delicious. Amazing property and genuine hosts. Thank you"
The price is SAR 736
SAR 817 total
includes taxes & fees
20 Nov - 21 Nov
Inn at Huntingfield Creek
Mariners Motel
2.0 star property
9.4 out of 10, Exceptional, (88)
"Great location and very well cared for older motel. Updating extremely well done. We enjoyed the complimentary bikes, being so close to the water and the many good restaurants nearby. We will be back!"
The price is SAR 540
SAR 599 total
includes taxes & fees
13 Nov - 14 Nov
Mariners Motel
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (71)
"Just what we needed for the night! Thank you "
The price is SAR 368
SAR 569 total
includes taxes & fees
16 Nov - 17 Nov
First Floor Studio Apartment in Historic Chestertown
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (33)
"The bay cottage's porch was a perfect spot to enjoy a bottle of wine and snacks provided by the thoughtful hosts. Clever decor , furnishings, and sauna made our stay special and warm. Had crab dinner viewing sunset over the bay at dockside suggested by hosts. we hope to return. "
The price is SAR 657
SAR 1,011 total
includes taxes & fees
9 Nov - 10 Nov
BAYSIDE BUNGALOW
Waterfront Retreat with Private Dock and Beach
10.0 out of 10, Exceptional, (17)
"This property was exactly what we needed! The apartment was very clean and well maintained making it such a pleasant experience. Even though the property is shared with the owners, they weren’t constantly around or hovering over us allowing us to enjoy our time together. We loved having the dock and availability of the kayaks so we didn’t have to bring us along for the long trip there. We found some small shops and cute little towns along with a wonderful winery all within a short drive from...
The price is SAR 657
SAR 1,170 total
includes taxes & fees
10 Nov - 11 Nov
Waterfront Retreat with Private Dock and Beach
Bayside Cottage steps from Rock Hall Harbor
10.0 out of 10, Exceptional, (2)
"Thank you - towels hanging bathroom. Outside trash can was full when we got there. We took our trash with us. thank you - MBVK"
Bayside Cottage steps from Rock Hall Harbor
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
10.0 out of 10, Exceptional, (4)
"A great place to chill out and enjoy what Rock Hall has to offer. It’s always great to come back to my childhood town. Rick is a great host and takes really good care of the property! We will be back."
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
9.8 out of 10, Exceptional, (60)
"Great place near the marina. Kitchen was well equipped for cooking our own meals. Nice recent updates to the bathroom and kitchen. Covered porch out back is also quite nice. We enjoyed our stay and would gladly return to this house!"
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
7.4 out of 10, Good, (3)
"About a 10 minute walk to main street, 15-20 to the Marinas. The house is cute, has a nice common room, and the bed was comfy."
RELAXING, SWIMMING, WALKING, KAYAKING, HIKING, FISHING & DINING
River Cottage, Chestertown
2.0 star property
River Cottage, Chestertown
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, (37)
"Love this place. It was perfect for us. Rooms are spacious. "
Serene Waterfront Cottage with dock and gorgeous views.
Circa 1900 Home in the Heart of Historic Downtown Chestertown
10.0 out of 10, Exceptional, (63)
"We enjoyed everything about the property."
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Peaceful getaway convenient to local amenities including beach, boating & food
9.8 out of 10, Exceptional, (109)
"We were in town for the local triathlon and had a great stay! My kids (3&4) and I were able to walk to the finish line from the location. The house was clean and large enough that we were all comfortable. If you have kids, it’s across the street from a cool boat playground. Diane was very responsive to my questions and provided plenty of towels, blankets, etc. Overall, a great stay! "
Peaceful getaway convenient to local amenities including beach, boating & food
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.6 out of 10, Exceptional, (35)
"This house had the most amazing views and was clean and tidy. It was perfect for us and the dogs. The yard was clean and mowed and provided plenty of room for frisbee play which is part of my german shepherd's job. The kitchen was very adequate for our needs! As expected, the upstairs bedrooms were "historic" and the staircase was steep also "historic". The showers were perfect. We had a great visit and would love to come back here!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
10.0 out of 10, Exceptional, (30)
"We had my daughter's wedding at this beautiful villa. The views were absolutely amazing! The house is very spacious and accommodated our family. The sunsets were spectacular. Everyone enjoyed the pool, hot tub, and all the other activities this house had to offer"
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
10.0 out of 10, Exceptional, (13)
"We booked this home for the Waterman’s Triathlon Weekend. My wife was racing and I like to have a location close to the event so we don’t have to worry about driving/parking/commuting the morning of and this location was EXACTLY what we were looking for! This home was clean, spacious and homey! We had plenty of room for both of us to work remotely for a full day, great lounging living room and the garage access was a great perk as it gave us space to store all of my wife’s triathlon gear for...
Peaceful Retreat on the Eastern Shore. Nature lover’s paradise!
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 traveler data. Two other choices for your visit to the area are Hampton Inn Middletown and Holiday Inn Express And Suites Middletown, an IHG Hotel. See all available top hotels, or vacation rentals in Crumpton.

What's the top vacation rental in Crumpton?

Waterfront w/private pier located near Rock Hall, REMODEDLED and ENLARGED for 16: This vacation home near Crumpton is located on the waterfront and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind. 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 171 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 Rolphs Wharf Marina, Betterton Beach, and Elk Neck State Park. You'll also find Crow Farm and Vineyard and Historical Society of Kent County Maryland 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.