Book The Best Hotels in Pomona, MD for 2026 from CA $99 - Fully Refundable Options

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Go beyond your typical stay in Pomona

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Our top choices for Pomona hotels

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

A hotel room with a bed, a sofa, a dining table, and a small round table.

A hotel room with a desk, two chairs, a flat-screen TV, and a painting on the wall.

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

1. Comfort Inn & Suites Chestertown

Chestertown

Roberta

CA $138

CA $154 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a sofa, two beds, a painting, and a lamp.

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, two bedside lamps, a sofa, a small table, and a painting on the wall.

A living room with a fireplace, a television, and a stone accent wall.

2. Red Roof Inn & Suites Chestertown

Chestertown

Kate

CA $101

CA $112 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

A reception desk with a modern design, a digital display, and a check-in counter.

A modern food court with a central island, various food stations, and a yogurt display.

3. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Terry Kyungho

CA $139

CA $154 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

A spacious lobby with a staircase, a reception desk, and a dining area.

4. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

CA $117

CA $130 total

includes taxes & fees

Nov 22 - Nov 23

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

A spacious room with a large window, a seating area with a sofa and armchairs, a small table with a plant, and a display of various items including a mannequin and shelves with products.

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

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

5. The Lodge at Great Oak Landing

Chestertown

Steve allen

CA $152

CA $173 total

includes taxes & fees

Oct 25 - Oct 26

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 hotel room with a bed, a small refrigerator, a lamp, a picture on the wall, and a curtain.

6. Driftwood Inn

Chestertown

Kathy

CA $89

CA $99 total

includes taxes & fees

Oct 27 - Oct 28

A poolside area with lounge chairs and a mural of a sunset over water.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A restaurant with a counter, seating area, and a clock on the wall.

7. Best Western Kent Narrows Inn

Grasonville

Beth

CA $126

CA $140 total

includes taxes & fees

Nov 19 - Nov 20

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

A sunflower field with a white barn and a large house in the background.

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

8. Inn at Huntingfield Creek

Rock Hall

Christine

CA $197

CA $218 total

includes taxes & fees

Nov 16 - Nov 17

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

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

A row of stationary bicycles with green frames and white seats, parked outdoors.

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.

9. Haven Point Inn and Gallery

Rock Hall

Joe

CA $188

CA $208 total

includes taxes & fees

Oct 28 - Oct 29

A balcony with a view of a body of water, a row of buildings, and a chair.

A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

10. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

CA $183

CA $203 total

includes taxes & fees

Nov 22 - Nov 23

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

An outdoor event area with round tables and a view of the water.

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

11. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

CA $210

CA $233 total

includes taxes & fees

Nov 18 - Nov 19

A large, two-story barn-style building with a covered front porch and a garage.

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

A large, two-story white house with a porch and multiple windows.

12. Kent Island Resort

Stevensville

Bethany

CA $172

CA $237 total

includes taxes & fees

Nov 16 - Nov 17

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

13. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

CA $301

CA $370 total

includes taxes & fees

Nov 15 - Nov 16

A modern kitchen with a large island, pendant lights, and a view to the outside.

A covered outdoor seating area with tables and chairs, a pathway leading to it, and a landscaped garden.

A spacious living room with a sofa, coffee table, and dining area.

A golf course with water hazards, surrounded by residential houses.

14. Queenstown Harbor Golf Resort

Queenstown

CA $445

CA $507 total

includes taxes & fees

Nov 2 - Nov 3

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Top Pomona Hotel Reviews

Quality Inn Grasonville near Kent Island

8/10 Good

"Small room for 2 persons only one trash can Pillows were lumpy bumpy Mattress not great No iron./table Clean room had fridge microwave Breakfast is modest Good location Convenient"

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"Clean, quiet property with well equipped kitchen and various inside/outside areas for groups to relax, Great view of sunrise from beach or house. Best to bring own games, bikes, outdoor activities as opposed to relying on what is there."

Waterfront Estate Renting 4BR Guest Cottage w/waterviews of Magothy River

10/10 Excellent

"We enjoyed our stay at this lovely home. Hosts of the home were very kind and accommodating. I would definitely recommend this property."

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good

"Good location, easy access to local restaurants. The staff is friendly and helpful. I would recommend staying here"

Best Western Kent Narrows Inn

10/10 Excellent

"We were in town for a wedding. The hotel was close to the venue which is why we chose it. The staff was very friendly upon check in, the room was very clean, nice bathroom, comfortable bed and the view of the bay from our room was fabulous! The included breakfast was the standard breakfast items but very good!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Wonderful staff! Had a problem getting into the bed because it was too high and I was too short. They were wonderful with accommodating my needs! They moved me to a new room and location!"

Comfort Inn & Suites Chestertown

10/10 Excellent

"Property was quiet and clean and close to town."

The Lodge at Great Oak Landing

10/10 Excellent

"Cool spot by a marina. House felt clean and good beds."

Red Roof Inn & Suites Chestertown

8/10 Good

"The place was a little better than average, I'd stay here again. The room smelled musty as if it used to be a smoking room, but not completely unbearable. The desk help was not friendly but not rude either...kind of robotic. Easy parking, roomy room. Decent shower."

More cheap stays in Pomona