Hotels in Church Hill

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Where to stay in Church Hill?

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 rectangular swimming pool with a 3 FT depth marker, surrounded by lounge chairs and a small table.

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

1. Comfort Inn & Suites Chestertown

Chestertown

$98

$109 total

includes taxes & fees

Nov 15 - Nov 16

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

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

A hotel room with a bed, two bedside lamps, a sofa, a small table, and a painting on the wall.

A multi-story brick building with a covered entrance and a parking lot.

2. Red Roof Inn & Suites Chestertown

Chestertown

$72

$80 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

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

3. Driftwood Inn

Chestertown

$64

$70 total

includes taxes & fees

Oct 25 - Oct 26

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 Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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

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

Grasonville

$99

$110 total

includes taxes & fees

Nov 22 - Nov 23

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

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

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

5. Best Western Kent Narrows Inn

Grasonville

$90

$100 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

6. Quality Inn Grasonville near Kent Island

Grasonville

$83

$93 total

includes taxes & fees

Nov 15 - Nov 16

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

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

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

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

7. The Lodge at Great Oak Landing

Chestertown

$120

$137 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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

$156

$173 total

includes taxes & fees

Nov 16 - Nov 17

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

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

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

9. Hyatt Place Kent Narrows & Marina

Grasonville

$149

$165 total

includes taxes & fees

Nov 18 - Nov 19

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

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

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

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

10. Hilton Garden Inn Kent Island Marina

Grasonville

$130

$145 total

includes taxes & fees

Nov 22 - Nov 23

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

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

11. Haven Point Inn and Gallery

Rock Hall

$134

$148 total

includes taxes & fees

Oct 28 - Oct 29

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

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

A dining room with a round table set for six, surrounded by wooden chairs. A fireplace with ornate details is visible, and a large mirror hangs above it.

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

12. Kent Island Resort

Stevensville

$122

$169 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 bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

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

13. The Inn at Chesapeake Bay Beach Club

Stevensville

$214

$263 total

includes taxes & fees

Nov 15 - Nov 16

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

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

14. Queenstown Harbor Golf Resort

Queenstown

$372

$424 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A hotel room with a bed, a sofa, a desk, and a chair. There are two lamps on the nightstands, a television, and a window with curtains.

15. Best Western Denton Inn

Denton

$114

$127 total

includes taxes & fees

Nov 12 - Nov 13

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Go beyond your typical stay in Church Hill

Pet friendly

Pool

Family friendly

Top landmarks in Church Hill

Church Hill Theatre

If you’re after a show while in the center of Church Hill, you might want to get tickets at Church Hill Theatre. If you want to experience more of the culture Church Hill has to offer, head to Rolphs Wharf Marina.

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Cassinelli Winery and Vineyards

Travelers might want a tour of Cassinelli Winery and Vineyards, just one of the places to visit, and located 1 mi (1.7 km) from central Church Hill.

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Check out reviews of Church Hill hotels guests love

Comfort Inn & Suites Chestertown

10/10 Excellent

"Parking only in rear of hotel. Not a problem on check in, but a long walk with luggage on check out."

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"

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!"

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."

Kent Island Resort

10/10 Excellent

"Excellent time, loved the property and speaking with the staff who were always helpful and friendly. Our room was beautiful and just added to the experience."

Frequently asked questions

What accommodations do travelers recommend in Church Hill?

Guests like Red Roof Inn & Suites Chestertown and Comfort Inn & Suites Chestertown.

Can I book refundable accommodations in Church Hill?

If you're looking for the flexibility to change your travel plans to Church Hill, most accommodations provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

What will the weather in Church Hill be like during my visit?

July and August are typically the warmest months in Church Hill 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 Church Hill accommodation with Hotels.com?

There are lots of reasons to book your Church Hill 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.

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