Book The Best Hotels in Hillsboro, MD for 2026 from CA $125 - Fully Refundable Options

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Our top choices for Hillsboro hotels

A swimming pool with a metal ladder, lounge chairs, and a small building in the background.

A restaurant with a bar area, seating, and a kitchen in the background.

A hotel lobby with a reception desk, seating area, and a large wall mural.

A hotel with a prominent 'Best Western' sign, a brick facade, and a covered entrance.

1. Best Western Denton Inn

Denton

Courtney

CA $162

CA $180 total

includes taxes & fees

Nov 12 - Nov 13

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

2. Best Western Plus Easton Inn & Suites

Easton

Donna

CA $169

CA $186 total

includes taxes & fees

Nov 15 - Nov 16

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

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

3. Baymont by Wyndham Easton

Easton

Edwin

CA $127

CA $139 total

includes taxes & fees

Oct 18 - Oct 19

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

A hotel with a covered entrance, multiple floors, and a parking lot.

4. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

CA $192

CA $211 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

5. Holiday Inn Express Easton by IHG

Easton

Emily

CA $212

CA $233 total

includes taxes & fees

Oct 18 - Oct 19

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

6. Hampton Inn Easton

Easton

Rachel

CA $182

CA $200 total

includes taxes & fees

Nov 1 - Nov 2

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

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

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

CA $120

CA $134 total

includes taxes & fees

Nov 15 - Nov 16

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

A hotel reception area with a check-in counter, a digital display, and a red carpet with the hotel's name.

A building with a sign reading "EcoLodge."

A covered corridor with a series of doors, each marked with a number.

8. Econo Lodge Easton Route 50

Easton

Adriana

CA $115

CA $127 total

includes taxes & fees

Oct 25 - Oct 26

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

9. The Tidewater Inn

Easton

Miriam

CA $234

CA $258 total

includes taxes & fees

Nov 2 - Nov 3

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

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

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

10. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

CA $216

CA $240 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a bed, a chair, a nightstand, a lamp, and a painting on the wall.

A reception desk with a clock, framed pictures, and a sign for express checkout.

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

An outdoor patio area with picnic tables and a Samuel Adams branded umbrella.

11. Best Western Kent Narrows Inn

Grasonville

Wesley

CA $128

CA $142 total

includes taxes & fees

Nov 8 - Nov 9

A patio with outdoor seating, overlooking a marina with boats.

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

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

An indoor swimming pool with clear views of boats and water.

12. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

CA $209

CA $232 total

includes taxes & fees

Nov 2 - Nov 3

A two-story building with a covered entrance and an American flag.

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

A hotel room with two beds, a chair, and a painting on the wall.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

13. St Michaels Inn

St. Michaels

Lynn

CA $114

CA $125 total

includes taxes & fees

Nov 2 - Nov 3

A large, two-story Victorian-style house with a prominent tower, multiple windows, and a porch.

A bedroom with a sloped ceiling, a wooden bed, a desk with a lamp, and a dresser.

A group of people toasting at a round table in a room with large windows and artwork on the walls.

A turquoise bicycle with a basket and a seat, parked on a paved path with a sign for Hummingbird Inn in the background.

14. Hummingbird Inn

Easton

Ann

CA $421

CA $479 total

includes taxes & fees

Oct 19 - Oct 20

Two Adirondack chairs facing a calm body of water with a clear sky above.

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.

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.

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

Grasonville

Marc

CA $141

CA $156 total

includes taxes & fees

Nov 15 - Nov 16

A two-story house with a porch, a front door, and a small garden area.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

16. The Wildset

Downtown St. Michaels

Sarah

CA $326

CA $394 total

includes taxes & fees

Nov 3 - Nov 4

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

A row of white single-story houses with dark roofs, a paved driveway, and a grassy lawn.

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

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

17. Queenstown Harbor Golf Resort

Queenstown

CA $450

CA $513 total

includes taxes & fees

Nov 2 - Nov 3

A room with a view of a wooden deck and a gazebo by the water.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

A hotel room with a large bed, a chair, a desk, and a television.

18. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

CA $755

CA $831 total

includes taxes & fees

Nov 3 - Nov 4

A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.

A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.

19. Parsonage Inn

Downtown St. Michaels

Paul

CA $355

CA $391 total

includes taxes & fees

Nov 2 - Nov 3

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

20. George Brooks House B&B

St. Michaels

Erin

CA $275

CA $303 total

includes taxes & fees

Nov 2 - Nov 3

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Top Hillsboro Hotel Reviews

Holiday Inn Express Easton by IHG

10/10 Excellent

"would go again"

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good

"Nice location. Good staff. Pet friendly +++"

The Tidewater Inn

10/10 Excellent

"Very Cs"

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"We stay here frequently. The best hotel in a great location."

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Quality Inn Grasonville near Kent Island

8/10 Good

"Great accomodating staff. Breakfast was better than expected but i was 2nd one down Shower was great for my 5'4 but not sure if over 6 feet would fit. Great value for the money. Would stay again next year on my northern adventures"

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"

Best Western Denton Inn

10/10 Excellent

"Terrific breakfast options. Great Belgian waffles"

Hampton Inn Easton

8/10 Good

"Clean and as expected."