Hotels in Crumpton

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Crumpton?

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.

A modern lounge area with seating, a fireplace, and a television.

A hotel room with two beds, a desk, a TV, and a window with curtains.

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

Comfort Inn & Suites Chestertown

Chestertown

$104

$115 total

includes taxes & fees

Oct 4 - Oct 5

A hotel entrance with a clear sky, a parking lot, and a brick building with a covered entrance.

A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.

A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.

A hotel room with a bed, a couch, a painting, and a window with curtains.

Red Roof Inn & Suites Chestertown

Chestertown

$72

$80 total

includes taxes & fees

Sep 15 - Sep 16

A row of motel rooms with stone walls and red doors.

A two-story building with a brick facade, large windows, and a sloped roof.

A living room with two patterned armchairs, a wooden coffee table, and a standing fan.

A living room with a wooden cabinet, a television, a sofa, and a dining table.

Driftwood Inn

Chestertown

$64

$70 total

includes taxes & fees

Sep 10 - Sep 11

A modern building with a covered entrance, stone pillars, and a parking lot with cars.

A reception area with two reception desks, a glass partition, and a wall with geometric patterns.

A modern restaurant with booths and tables, a TV screen displaying AT&T, and a wooden ceiling.

A hotel room with a coffee machine, a bed, and a window with a view.

Holiday Inn Express & Suites Middletown by IHG

Middletown

$101

$112 total

includes taxes & fees

Oct 4 - Oct 5

A modern building with a patio area featuring outdoor seating and a fire pit.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A Fairfield by Marriott hotel with a modern design, featuring a covered entrance and multiple floors.

A modern living room with a stone fireplace, wooden ceiling, and a large TV mounted above it.

Fairfield Inn & Suites by Marriott Middletown

Middletown

$119

$132 total

includes taxes & fees

Sep 20 - Sep 21

A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

A large brick building with a symmetrical facade, multiple chimneys, and a central entrance.

A marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.

A campfire in a stone fire pit by a lakeside at sunset.

The Lodge at Great Oak Landing

Chestertown

$120

$137 total

includes taxes & fees

Sep 9 - Sep 10

A hotel room with a sofa, armchair, ottoman, two side tables with lamps, a coffee table, a TV, and a window with curtains.

A hotel room with a sofa, a TV on a wooden stand, a lamp, and a door leading to another room.

A hotel room with two beds, a TV, a desk, and a window with curtains.

A breakfast buffet with a variety of food items and a bowl of fruit.

Quality Inn Smyrna

Smyrna

$86

$95 total

includes taxes & fees

Oct 7 - Oct 8

An indoor swimming pool with clear blue water, a tiled deck, and a view of the outside building.

A hotel room with a large bed, a desk with a TV, a red chair, and a window with curtains.

A gym with treadmills, an elliptical, and a wall of dumbbells.

A large, beige hotel with a flat roof and symmetrical facade, featuring a central entrance with a covered walkway.

Hampton Inn Middletown

Middletown

$100

$111 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a large bed, a black leather sofa, a wooden table, two bedside tables with lamps, and a wall-mounted air conditioner.

A brick building with a white door labeled 'OFFICE,' a fire extinguisher mounted on the wall, and two flower planters on the sidewalk.

A parking lot with a rainbow, a building with a billboard, and a grassy area.

A bathroom with a toilet, a towel rack, and a toilet paper dispenser.

Relax Inn Smyrna Dover Coastal Gateway

Smyrna

$99

$127 total

includes taxes & fees

Sep 9 - Sep 10

A two-story house with a covered porch, a staircase, and a garden area.

A dining room with a long wooden table set for six, surrounded by chairs. There are framed pictures on the walls, a window with a view of trees, and a sofa in the background.

A bedroom with a bed, a ceiling fan, a door, a chair, and a wall with three framed pictures.

A garden with a lawn and a table with chairs under a canopy.

Haven Point Inn and Gallery

Rock Hall

$126

$139 total

includes taxes & fees

Sep 15 - Sep 16

A boat deck with a white bench and a view of a calm lake and distant trees.

A modern living room with a large sofa, a small armchair, a coffee table, and a fireplace.

A large white barn with a star on the side, surrounded by a field of sunflowers, and a large house with a green roof in the background.

A buffet with various food items including fruits, pastries, and salads.

Inn at Huntingfield Creek

Rock Hall

$200

$223 total

includes taxes & fees

Sep 13 - Sep 14

A bed with white and blue pillows, a tufted headboard, and three framed botanical prints on the wall.

A living room with a fireplace, sofa, coffee table, and a TV.

A brick house with a driveway, surrounded by trees and greenery.

Bohemia Manor Farm

Chesapeake City

$404

$428 total

includes taxes & fees

Sep 21 - Sep 22

View all properties

Go beyond your typical stay in Crumpton

Pet friendly

Pool

Family friendly

Top landmarks in Crumpton

Crumpton Park

Crumpton Park is worth a visit, located 0.6 mi (0.9 km) from central Crumpton.

See properties

Check out reviews of Crumpton hotels guests love

Relax Inn Smyrna Dover Coastal Gateway

10/10 Excellent

"Good service and clean"

Red Roof Inn & Suites Chestertown

8/10 Good

"Tv didn’t work and the place needs some updating, new carpet and some new mattresses, staff is great."

Hampton Inn Middletown

10/10 Excellent

"Bien"

The Lodge at Great Oak Landing

10/10 Excellent

"Gem of a local place on the water. The rooms are big and the beds are soooo comfy. The pool is cute and the beach has bands on weekends. There are gas grills and a decent restaurant. It's not fancy (for fancy stay at the manor next door). But it's not corporate either. It's authentic, peaceful and fun."

Inn at Huntingfield Creek

10/10 Excellent

"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"

Frequently asked questions

What accommodations do travelers recommend in Crumpton?

Guests like Red Roof Inn & Suites Chestertown and Comfort 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.

Keep exploring

More ways to book

Book Hotels in Crumpton on Hotels.com