Hotels in Church Hill

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 Church Hill?

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.

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

A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

1. Comfort Inn & Suites Chestertown

Chestertown

$98

$108 total

includes taxes & fees

Nov 8 - Nov 9

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 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 20 - Oct 21

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

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

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

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

3. Driftwood Inn

Chestertown

$64

$70 total

includes taxes & fees

Oct 15 - Oct 16

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

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.

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

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

Grasonville

$110

$122 total

includes taxes & fees

Oct 25 - Oct 26

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

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

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.

5. Best Western Kent Narrows Inn

Grasonville

$90

$100 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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

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

6. Hilton Garden Inn Kent Island Marina

Grasonville

$139

$154 total

includes taxes & fees

Oct 20 - Oct 21

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

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

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.

7. Quality Inn Grasonville near Kent Island

Grasonville

$90

$100 total

includes taxes & fees

Nov 8 - Nov 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 waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

8. Hyatt Place Kent Narrows & Marina

Grasonville

$152

$169 total

includes taxes & fees

Oct 20 - Oct 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 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 campfire in a stone fire pit by a lakeside at sunset.

9. The Lodge at Great Oak Landing

Chestertown

$120

$137 total

includes taxes & fees

Oct 15 - Oct 16

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 sunflower field with a white barn and a large house 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.

10. Inn at Huntingfield Creek

Rock Hall

$178

$198 total

includes taxes & fees

Nov 1 - Nov 2

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

11. Haven Point Inn and Gallery

Rock Hall

$134

$148 total

includes taxes & fees

Oct 21 - Oct 22

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

12. Kent Island Resort

Stevensville

$121

$167 total

includes taxes & fees

Oct 28 - Oct 29

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

$204

$252 total

includes taxes & fees

Nov 2 - Nov 3

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 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.

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

15. Best Western Denton Inn

Denton

$114

$127 total

includes taxes & fees

Nov 12 - Nov 13

View all properties

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.

See properties

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.

See properties

Check out reviews of Church Hill hotels guests love

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good

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

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"We stayed at the Wilson’s Cove section next to the marina. Very nice accommodations. Restaurant was at the main hotel two blocks away. The staff was very friendly and the check-in staff at the main hotel helped me to get the room without having to pay extra since there was an Expedia reservation foul up."

Hyatt Place Kent Narrows & Marina

10/10 Excellent

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

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 Denton Inn

10/10 Excellent

"Terrific breakfast options. Great Belgian waffles"

Best Western Kent Narrows Inn

10/10 Excellent

"The checkin was smooth though we waited for the desk staff to want to move to check us in. The room was immaculate and looked newly renovated. Conveniently across the street from great restaurants"

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.

Keep exploring

More ways to book

Book Hotels in Church Hill on Hotels.com