Book Hotels in Crumpton, MD

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Crumpton hotels

Inn at Huntingfield Creek

Inn at Huntingfield Creek

3.5 out of 5
4928 Eastern Neck Rd, Rock Hall, MD
$178 nightly
The price is $198 total per night from Jul 27 to Jul 28
$198 total
Jul 27 - Jul 28
Total includes taxes and fees
A full-service spa and an outdoor pool are featured at this bed & breakfast. Business travelers can take advantage of the free WiFi in public areas. Free self ...
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town."

Reviewed on Jul 5, 2025

Inn at Huntingfield Creek
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
This cottage features a garden, laundry facilities, and barbecue grills.
A peaceful respite!
"We were very happy with everything about the place. Clean, decorated nicely, comfortable beds and easy to find all that we needed to make ourselves at home.We were using the cottage as more or less for a bed and breakfast and did not spend much time at Crystal Beach. We were back and forth to Grove ..."

Reviewed on Jul 9, 2025

Get rates
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Holiday Inn Express And Suites Middletown by IHG

Holiday Inn Express And Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr, Middletown, DE
Fully refundable
$116 nightly
The price is $129 total per night from Aug 17 to Aug 18
$129 total
Aug 17 - Aug 18
Total includes taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
"I would definitely recommend it."

Reviewed on Jul 7, 2025

Holiday Inn Express And Suites Middletown by IHG
Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

2.5 out of 5
411 MERRIMAC AVENUE, Middletown, DE
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $117 total per night from Aug 3 to Aug 4
$117 total
Aug 3 - Aug 4
Total includes taxes and fees
An indoor pool is featured at this hotel, along with free WiFi in public areas and a safe deposit box. Enjoy the free continental breakfast each morning. Staff ...
Best staff
"Brief stop but encountered the friendliest staff ever."

Reviewed on Jul 20, 2025

Fairfield Inn & Suites by Marriott Middletown
Hampton Inn Middletown

Hampton Inn Middletown

2.5 out of 5
117 Sandhill Dr, Middletown, DE
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $142 total per night from Aug 19 to Aug 20
$142 total
Aug 19 - Aug 20
Total includes taxes and fees
This hotel features 20 restaurants, an indoor pool, and a hot tub. Enjoy a meal in one of the 3 coffee shops/cafes and perks like free buffet breakfast and free ...
"The first stay the bed was hard as a rock. Informed the front desk and they went up and above to make sure we had a different bed for our next visit which was in three days later. Everything was Fantastic!"

Reviewed on Jul 11, 2025

Hampton Inn Middletown
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $127 total per night from Aug 17 to Aug 18
$127 total
Aug 17 - Aug 18
Total includes taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
"Service was great all the staff we came in contact with were kind and helpful from showing us how to work the TV to giving us bottled water when the drink vending machine was out. We enjoyed our stay and the location was very close to Chestertown and Rock Hall."

Reviewed on Jul 18, 2025

Comfort Inn & Suites Chestertown
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
22170 Great Oak Landing Rd, Chestertown, MD
Fully refundable
$146 nightly
The price is $163 total per night from Jul 24 to Jul 25
$163 total
Jul 24 - Jul 25
Total includes taxes and fees
A golf course, a 24-hour gym, and a restaurant are all featured at this smoke-free lodge. Relax with a drink at one of the 3 bars/lounges and enjoy free perks ...
Getaway
"We love this place….awesome pool,and free golf….couldn’t ask for more 😃"

Reviewed on Jul 15, 2025

The Lodge at Great Oak Landing
Quality Inn

Quality Inn

2.5 out of 5
190 Stadium St, Gateway North Plaza, Smyrna, DE
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $111 total per night from Aug 3 to Aug 4
$111 total
Aug 3 - Aug 4
Total includes taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"2nd time staying here no major issues"

Reviewed on Jun 8, 2025

Quality Inn
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
160 Scheeler Rd, Chestertown, MD
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Jul 23 to Jul 24
$84 total
Jul 23 - Jul 24
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, laundry facilities, and free newspapers are also on ...
"Pretty decent room size. AC didn't work very well, but we survived. Good experience overall."

Reviewed on Jul 9, 2025

Red Roof Inn & Suites Chestertown
Don't see what you're looking for?
See all available properties in Crumpton
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Crumpton?
From thoughtful amenities to larger rooms, kid-friendly hotels are equipped with features that can help transform a good family vacation into an amazing one. These Crumpton properties make getting away with little ones a piece of cake: You'll be well looked after at Pine Forest Farm - A Farm Fit for a Princess!. It comes with a playground, animal viewing activities and a passion for making families feel at home. Charming Chestertown Waterfront Cottage is another top pick. After a long day of exploring, come home to your comfortable room and perks like a playground and animal viewing activities.
Where can I find cheap hotels in Crumpton?
At Travelocity you'll find really nice hotels in Crumpton at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Crumpton rather than in Crumpton. We may find you even better rates, too.
How do I find the best Crumpton hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Crumpton then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Crumpton?
The cheapest hotel in Crumpton is $84. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Crumpton?
There are 181 hotels in Crumpton on Travelocity.
What are the best hotels in Crumpton?
Crumpton has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Crumpton for you!
When is the best time to visit Crumpton?
If you want the joy of a fun-filled trip in peak season, visit Crumpton during March, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Crumpton?
Based on historic data is usually the cheapest month to visit Crumpton. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Crumpton?
There are multiple hotels in Crumpton that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Crumpton. We have plenty of kid-friendly hotels in Crumpton to choose from on Travelocity!
Why book a hotel in Crumpton through Travelocity?
Because we have the top hotels in Crumpton! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Crumpton on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Crumpton hotel reviews by fellow wanderers

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Brief stop but encountered the friendliest staff ever. "
A verified traveler stayed at Fairfield Inn & Suites by Marriott Middletown
Fairfield Inn & Suites by Marriott Middletown
Explore More Ways to Travel with Travelocity

Explore More Ways to Travel with Travelocity