Hotels in Crumpton

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Check prices for these dates

Next weekend
Jul 10 - Jul 12
In two weeks
Jul 17 - Jul 19

Where to stay in Crumpton?

Private beach nearby, sun loungers, beach volleyball

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
7.8 out of 10, Good, (89 reviews)
Escape to this waterfront retreat featuring a seasonal outdoor pool and private beach with chairs and umbrellas. Play a round at the 9-hole golf course, dine at the restaurant, or relax at one of 3 bars before exploring nearby attractions.
The price is $147
$168 total
includes taxes & fees
Jul 5 - Jul 6
The Lodge at Great Oak Landing
Free daily full breakfast

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (929 reviews)
Tucked in peaceful Chestertown, this hotel welcomes guests with spotless rooms and an attentive staff. Swim in the seasonal outdoor pool, maintain your routine in the fitness center, and start each day with complimentary breakfast, all within reach of local attractions.
The price is $103
$115 total
includes taxes & fees
Jul 26 - Jul 27
Comfort Inn & Suites Chestertown
Front of property - evening/night

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (177 reviews)
Wake up refreshed at this comfortable Chestertown motel near Rolling Road Park. Enjoy convenient amenities like free WiFi and parking while exploring local attractions including the Historical Society of Kent County Maryland.
The price is $64
$70 total
includes taxes & fees
Jul 6 - Jul 7
Driftwood Inn
Lobby lounge

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (458 reviews)
This quiet Chestertown retreat offers free parking and WiFi to make your stay stress-free. Explore nearby Rolling Road Park and Historical Society of Kent County Maryland, with 24-hour staff ready to assist throughout your visit.
The price is $72
$80 total
includes taxes & fees
Jul 12 - Jul 13
Red Roof Inn & Suites Chestertown
Basic Single Room | Premium bedding, down comforters, individually furnished, desk

Relax Inn Smyrna Dover Coastal Gateway

Relax Inn Smyrna Dover Coastal Gateway
2.0 star property
Smyrna
7.8 out of 10, Good, (104 reviews)
This inviting hotel in Smyrna offers free WiFi and self parking for hassle-free convenience. The 24-hour front desk ensures assistance whenever needed. Clean rooms provide a comfortable retreat after exploring nearby Snowland attraction.
The price is $79
$101 total
includes taxes & fees
Jul 5 - Jul 6
Relax Inn Smyrna Dover Coastal Gateway
Desk, laptop workspace, iron/ironing board, free WiFi

Quality Inn Smyrna

Quality Inn Smyrna
2.5 star property
Smyrna
7.6 out of 10, Good, (1,000 reviews)
Experience small-town charm at this Smyrna hotel, just a short drive from Dover Downs Casino and International Speedway. Take a morning dip in the outdoor pool, stay fit at the on-site gym, and enjoy complimentary breakfast, WiFi, and parking.
The price is $85
$94 total
includes taxes & fees
Aug 3 - Aug 4
Quality Inn Smyrna
Exterior

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, (696 reviews)
Mornings are brighter at this Middletown hotel where free breakfast starts your day. Take advantage of the 24-hour fitness center, complimentary WiFi, and parking. Clean rooms await near Westown attractions and Everett Theatre.
The price is $105
$117 total
includes taxes & fees
Jul 12 - Jul 13
Holiday Inn Express & Suites Middletown by IHG
Property amenity

Fairfield Inn & Suites by Marriott Middletown

Fairfield Inn & Suites by Marriott Middletown
3.0 star property
Middletown
9.2 out of 10, Wonderful, (408 reviews)
Take a refreshing dip in the indoor pool at this welcoming Middletown hotel. Enjoy free continental breakfast daily and WiFi access. Located near Westown and Everett Theatre, with friendly staff ready to assist you 24 hours a day.
The price is $119
$132 total
includes taxes & fees
Jul 5 - Jul 6
Fairfield Inn & Suites by Marriott Middletown
Indoor pool

Hampton Inn Middletown

Hampton Inn Middletown
2.5 star property
Middletown
8.8 out of 10, Excellent, (906 reviews)
This Hampton Inn offers free breakfast, parking, and WiFi near Westown and Everett Theatre. Relax in the indoor pool and hot tub after exploring local attractions, or enjoy a meal at one of the 20 nearby restaurants.
The price is $110
$122 total
includes taxes & fees
Aug 4 - Aug 5
Hampton Inn Middletown
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (65 reviews)
Surrounded by garden landscapes, this waterfront B&B features in-room refrigerators and laundry amenities. After enjoying the complimentary breakfast, relax by the outdoor pool or book a massage at the spa, just minutes from Rock Hall Harbor.
The price is $178
$198 total
includes taxes & fees
Jul 6 - Jul 7
Inn at Huntingfield Creek
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (5 reviews)
The price is $155
$172 total
includes taxes & fees
Jul 7 - Jul 8
Haven Point Inn and Gallery
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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Top landmarks in Crumpton

Crumpton Park

Crumpton Park is worth a visit, located 0.6 mi (0.9 km) from central Crumpton.
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Check out reviews of Crumpton hotels guests love

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

10/10 Excellent
"Is a beautiful and quiet place to relax"
Nelly 2-night trip
Posted 5 days ago
The Lodge at Great Oak Landing

Frequently asked questions

What accommodations do travelers recommend in Crumpton?
Guests like Comfort Inn & Suites Chestertown and Red Roof Inn & Suites Chestertown.
Can I book refundable hotels in Crumpton?
If you're looking for the flexibility to change your travel plans to Crumpton, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Crumpton be like during my vacation?
July and August are typically the warmest months in Crumpton when the average temp is 74°F. January and February are the coldest months when the average temperature is 39°F. August and July are the months with the most rain.
Why should I book my Crumpton accommodation with Hotels.com?
There are lots of reasons to book your Crumpton trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.