Book Hotels in Crumpton, MD

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Top Crumpton hotels

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

Rock Hall MD
$262 nightly
The price is $278 total per night from Jan 2 to Jan 3
$278 total
Jan 2 - Jan 3
Total with taxes and fees
Stay at this vacation home in Rock Hall. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Ferry Park and Waterman’s Museum are located ...
The entire stay was wonderful. The Bayside Bungalow provided everything you could possibly need on vacation. The hosts were wonderful and available if you had a question or needed assistance with any detail of the stay. We will definitely be back.

Reviewed on Nov 3, 2025

Opens in a new windowBAYSIDE BUNGALOW
Inn at Huntingfield Creek

Inn at Huntingfield Creek

3.5 out of 5
4928 Eastern Neck Rd Rock Hall MD
$156 nightly
The price is $173 total per night from Jan 4 to Jan 5
$173 total
Jan 4 - Jan 5
Total with 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. Guests will ...
Quiet. Friendly staff. Beautiful grounds. Very clean.

Reviewed on Dec 24, 2025

Opens in a new windowInn at Huntingfield Creek
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Worton MD
$282 nightly
The price is $311 total per night from Jan 6 to Jan 7
$311 total
Jan 6 - Jan 7
Total with taxes and fees
This apartment features barbecue grills.
The apartment, including kitchen and bathroom, was very clean. Plenty of linens available for use. Perfect spot for fishing off of their dock. Very pleased with our reservation.

Reviewed on Oct 23, 2025

Opens in a new windowWaterfront Retreat with Private Dock and Beach
Holiday Inn Express & Suites Middletown by IHG

Holiday Inn Express & Suites Middletown by IHG

2.5 out of 5
315 Auto Park Dr Middletown DE
Fully refundable
$90 nightly
The price is $100 total per night from Jan 25 to Jan 26
$100 total
Jan 25 - Jan 26
Total with 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. ...
Room was great the staff is so friendly every visit !!!!!

Reviewed on Dec 22, 2025

Opens in a new windowHoliday Inn Express & 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
$108 nightly
The price is $120 total per night from Jan 11 to Jan 12
$120 total
Jan 11 - Jan 12
Total with 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 ...
Clean room, great staff, recommended.

Reviewed on Dec 24, 2025

Opens in a new windowFairfield 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
$95 nightly
The price is $106 total per night from Jan 13 to Jan 14
$106 total
Jan 13 - Jan 14
Total with 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 ...
Amazing stay

Reviewed on Dec 23, 2025

Opens in a new windowHampton 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
$98 nightly
The price is $109 total per night from Jan 25 to Jan 26
$109 total
Jan 25 - Jan 26
Total with 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 ...
Very nice

Reviewed on Dec 14, 2025

Opens in a new windowComfort Inn & Suites Chestertown
Quality Inn

Quality Inn

2.5 out of 5
190 Stadium St, Gateway North Plaza Smyrna DE
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $76 total per night from Feb 1 to Feb 2
$76 total
Feb 1 - Feb 2
Total with 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 ...
Great stay

Reviewed on Dec 23, 2025

Opens in a new windowQuality 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
$72 nightly
The price is $80 total per night from Jan 7 to Jan 8
$80 total
Jan 7 - Jan 8
Total with 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 ...
Very clean. Pets allowed.

Reviewed on Dec 14, 2025

Opens in a new windowRed Roof Inn & Suites Chestertown
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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 $76. 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 180 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.

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