Hotels in Church Hill

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Where to stay in Church Hill?

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 hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.

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

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

1. Comfort Inn & Suites Chestertown

Chestertown

$104

$115 total

includes taxes & fees

Sep 27 - Sep 28

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

Sep 7 - Sep 8

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

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

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.

3. Driftwood Inn

Chestertown

$64

$70 total

includes taxes & fees

Sep 1 - Sep 2

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

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

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

4. Best Western Denton Inn

Denton

$119

$132 total

includes taxes & fees

Oct 1 - Oct 2

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 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.

5. The Lodge at Great Oak Landing

Chestertown

$120

$137 total

includes taxes & fees

Sep 2 - Sep 3

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 Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

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

6. Quality Inn Grasonville near Kent Island

Grasonville

$100

$111 total

includes taxes & fees

Sep 28 - Sep 29

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

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

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

Grasonville

$123

$137 total

includes taxes & fees

Sep 28 - Sep 29

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

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.

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.

8. Haven Point Inn and Gallery

Rock Hall

$134

$148 total

includes taxes & fees

Oct 1 - Oct 2

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

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.

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

9. Inn at Huntingfield Creek

Rock Hall

$200

$223 total

includes taxes & fees

Sep 7 - Sep 8

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

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.

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

10. Hilton Garden Inn Kent Island Marina

Grasonville

$175

$194 total

includes taxes & fees

Sep 8 - Sep 9

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

$167

$185 total

includes taxes & fees

Sep 8 - Sep 9

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

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

12. Kent Island Resort

Stevensville

$162

$214 total

includes taxes & fees

Sep 22 - Sep 23

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

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

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

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

13. The Inn at Chesapeake Bay Beach Club

Stevensville

$217

$267 total

includes taxes & fees

Sep 28 - Sep 29

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

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.

14. Best Western Kent Narrows Inn

Grasonville

$116

$129 total

includes taxes & fees

Sep 7 - Sep 8

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Go beyond your typical stay in Church Hill

Pet friendly

Pool

Family friendly

Cottage

Top landmarks in Church Hill

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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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 Cassinelli Winery and Vineyards and Rolphs Wharf Marina.

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Check out reviews of Church Hill hotels guests love

Hilton Garden Inn Kent Island Marina

8/10 Good

"under beds needs better cleaning. bathroom toilet seat needs cleaning (room 519) tighten. faucet needs maintenance both tub and sink."

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"Very clean staff was nice. Amazing coffee maker in lobby open all the time. The machine grinds the beans fresh with every cup. Major bonus."

The Inn at Chesapeake Bay Beach Club

8/10 Good

"The bar staff were extremely slow or unresponsive. The gym was way too small for the size property. I really enjoyed the fire pit area and spa. The pools were nice for a quick cool off but not swimming."

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."

Best Western Kent Narrows Inn

8/10 Good

"Location was great, beds were comfortable and the room was clean."

Kent Island Resort

10/10 Excellent

"A charming property and great location. The staff was pleasant and accommodating. We had dinner at the restaurant, which was fabulous."

Best Western Denton Inn

10/10 Excellent

"My stay was 10 days. Extremely professional and friendly staff. All worked hard. Clean rooms. Pool was nice. Washer-dryer worked out great. Breakfast was fresh everyday. Very good management team running this Hotel."

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 Church Hill?

Guests like Comfort Inn & Suites Chestertown and Red Roof 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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