Find hotels in Crumpton, MD from CA $116

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Top 10 Crumpton hotels and places to stay

Comfort Inn & Suites Chestertown
2.5 star property
8.6 out of 10, Excellent, (677)
"The onsite manager was very helpful. The staff was very nice. "
The price is CA $166
CA $184 total
includes taxes & fees
May 30 - May 31
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2.0 star property
7.4 out of 10, Good, (271)
"Property was OK, would stay again"
The price is CA $116
CA $129 total
includes taxes & fees
May 30 - May 31
Red Roof Inn & Suites Chestertown
The Lodge at Great Oak Landing
3.0 star property
7.6 out of 10, Good, (4)
"The place is beautiful. The rooms are little small and could use updating. When I turned the air on the windows rattled so loud. I had to keep it on low to avoid the noise. No microwave in the room and be prepared for the slamming door at 6am. Other than those things we really enjoyed our time. "
The price is CA $181
CA $206 total
includes taxes & fees
Jun 5 - Jun 6
The Lodge at Great Oak Landing
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Driftwood Inn
2.0 star property
5.0 out of 10, (159)
"It was clean and everything worked--more than I could say for many other more expensive rooms I've stayed in. The shower was exceptionally good. Watch out for the hot water: very hot! The TV had Netflix, Hulu, Roku, & Vudu. And they worked. On the downside, the furnishings and carpet were worn, but not terrible. "
The price is CA $87
CA $96 total
includes taxes & fees
May 30 - May 31
Driftwood Inn
Inn at Huntingfield Creek
3.5 star property
10.0 out of 10, Exceptional, (44)
"Lovely property with wonderful owners and staff, including three very welcoming dogs. We had a perfect weekend getaway."
The price is CA $313
CA $348 total
includes taxes & fees
May 30 - May 31
Inn at Huntingfield Creek
Mariners Motel
2.0 star property
9.4 out of 10, Exceptional, (85)
"Really cute property and rooms. The rooms are small but exceptionally clean and nicely decorated. Pretty grounds with a pool, fire pit, hammocks and yard games available. Easy walking distance to a few restaurants. Staff was very pleasant. "
The price is CA $212
CA $235 total
includes taxes & fees
May 30 - May 31
Mariners Motel
BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (16)
"We have been coming to Rock Hall for years and have stayed at the cottage the last two times and we have really enjoyed it. We will be back again and we will stay at this cottage again. My husband loves the sauna. Bill and Hannah"
The price is CA $239
CA $370 total
includes taxes & fees
May 30 - May 31
BAYSIDE BUNGALOW
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, (59)
"This was the perfect place to rest our heads along our trip down the east coast. Very comfortable, clean and quiet. We made time to visit the beautiful town and I’m glad we did!"
The price is CA $150
CA $224 total
includes taxes & fees
May 30 - May 31
First Floor Studio Apartment in Historic Chestertown
Carriage House Hideaway in Middle of Chestertown
10.0 out of 10, Exceptional, (76)
"Bob and Beth's apartment was absolutely perfect for us. It was the cleanest VRBO that we have ever stayed in. All of the amenities were above and beyond what we expected. The apartment is in a great location and walkable into town and the WC campus. We will definitely stay again when we come back to town."
Carriage House Hideaway in Middle of Chestertown
200 steps to the beach!
10.0 out of 10, Exceptional, (75)
"Just what we needed! I did a 3 day get-a-way with my husband and 3 year old. It was perfect. The house was very cute, clean, and had everything we needed. You cannot beat the location!"
200 steps to the beach!
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
10.0 out of 10, Exceptional, (37)
"This was the perfect landing pad for us and our dog during out 4 night visit. Very clean kitchen and bathrooms, and conveniently located. Well-stocked with all the comforts and conveniences of home. We really loved our meals out at Harbor Shack. We would definitely stay here again!"
Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining
Cute waterfront apartment -- 8 min from the beach!
10.0 out of 10, Exceptional, (5)
"I raced the Waterman's tri and this location was perfect, well equipped, comfortable, clean, easy."
Cute waterfront apartment -- 8 min from the beach!
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
9.8 out of 10, Exceptional, (77)
"We had a great stay and the property is well maintained. They had a lot of extras for our convenience such as toothbrushes, snacks, and more. The dock and view was beautiful and relaxing. We plan to come back soon!"
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Waterfront Oasis w/ Private Dock, 3BR/2BA
9.8 out of 10, Exceptional, (19)
"We really enjoyed our stay. We were in town to celebrate my Dad's 80th birthday and the house was convenient to Parkville and Towson. The view from the sunroom was gorgeous. It was everything we needed for a quick weekend stay. Thank you."
Waterfront Oasis w/ Private Dock, 3BR/2BA
Rambling Victorian Beach House on Maryland's Eastern Shore
10.0 out of 10, Exceptional, (13)
"Our group of couples + kids enjoyed our getaway to the Eastern Shore. Betterton was a great home base to visit our alma mater, Washington College, in Chestertown. There, we visited the farmers market and waterfront park & playground with the kids. Back in Betterton, the house fit our group well. Plenty of bedrooms, bathrooms and space for each family. The kids & adults enjoyed spending time lounging in the third floor living room. We were pleased that the house had plenty of games, kids toys,...
Rambling Victorian Beach House on Maryland's Eastern Shore
This is truly a Baydream!
10.0 out of 10, Exceptional, (27)
"Close to everything. Cute quiet neighborhood. Well equipped kitchen."
This is truly a Baydream!
Bayside Cottage steps from Rock Hall Harbor
10.0 out of 10, Exceptional, (1)
"Property was nicely refurbished and furnished and well equipped. The younger set especially enjoyed the 5 bikes in good condition and the large yard to play sports. All in all, a great weekend stay!"
The price is CA $275
CA $537 total
includes taxes & fees
May 30 - May 31
Bayside Cottage steps from Rock Hall Harbor
Serene Waterfront Cottage with dock and gorgeous views.
9.6 out of 10, Exceptional, (35)
"Nice place with everything I could want. Would stay there again!"
Serene Waterfront Cottage with dock and gorgeous views.
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.4 out of 10, Exceptional, (26)
"This was our second stay here. The property is well appointed for a relaxing stay with 5-star views! Lots of room for family to spread out and relax, and the kitchen has everything you need to make delicious meals. Betterton is extra relaxing with its beautiful views and quiet stillness. We'll be back!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Charming Chestertown Waterfront Cottage
10.0 out of 10, Exceptional, (59)
"This is a great place to relax. The house had everything we needed and was very comfortable."
Charming Chestertown Waterfront Cottage
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Frequently asked questions

What's the best place to stay in Crumpton?

Located 17.9 mi (28.8 km) from the heart of Crumpton, Quality Inn is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Holiday Inn Express And Suites Middletown, an IHG Hotel and Red Roof Inn & Suites Chestertown. See all available top hotels, or vacation rentals in Crumpton.

What's the top vacation rental in Crumpton?

350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock : This vacation home near Crumpton is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, 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 are some accommodations with pools in Crumpton?

Holiday Inn Express And Suites Middletown, an IHG Hotel: Features free buffet breakfast, a pool, and free Internet. Hampton Inn Middletown and Inn at Huntingfield Creek are a couple of other choices with an onsite pool. View all hotels with pools in Crumpton.

What is staying in Crumpton like?

Travelers to Crumpton will find plenty to explore and enjoy. There are 163 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 Historical Society of Kent County Maryland and Garfield Center for the Arts at the Prince Theater 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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