Top 10 Hotels in Church Hill, MD in 2026 (from $63)

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Where to stay in Church Hill?

A hotel lobby with a fireplace, seating area, and a television.

1. Comfort Inn & Suites Chestertown

Chestertown

$107 total

includes taxes & fees

Dec 6 - Dec 7

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

2. Red Roof Inn & Suites Chestertown

Chestertown

$80 total

includes taxes & fees

Nov 18 - Nov 19

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

3. Driftwood Inn

Chestertown

$70 total

includes taxes & fees

Nov 13 - Nov 14

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

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

Grasonville

$105 total

includes taxes & fees

Dec 13 - Dec 14

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

5. Quality Inn Grasonville near Kent Island

Grasonville

$91 total

includes taxes & fees

Dec 13 - Dec 14

A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

6. Best Western Kent Narrows Inn

Grasonville

$100 total

includes taxes & fees

Nov 18 - Nov 19

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

7. Hyatt Place Kent Narrows & Marina

Grasonville

$149 total

includes taxes & fees

Nov 15 - Nov 16

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

8. Hilton Garden Inn Kent Island Marina

Grasonville

$133 total

includes taxes & fees

Nov 18 - Nov 19

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

9. Inn at Huntingfield Creek

Rock Hall

$173 total

includes taxes & fees

Nov 16 - Nov 17

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

10. The Lodge at Great Oak Landing

Chestertown

$137 total

includes taxes & fees

Nov 15 - Nov 16

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

11. Kent Island Resort

Stevensville

$169 total

includes taxes & fees

Dec 1 - Dec 2

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

12. The Inn at Chesapeake Bay Beach Club

Stevensville

$226 total

includes taxes & fees

Dec 9 - Dec 10

A spacious living room with a large window overlooking a deck and the sea. There are two sofas, a chair, and a small table with a lamp.

13. Queenstown Harbor Golf Resort

Queenstown

$407 total

includes taxes & fees

Nov 15 - Nov 16

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

14. Best Western Denton Inn

Denton

$121 total

includes taxes & fees

Dec 13 - Dec 14

View all properties

Go beyond your typical stay in Church Hill

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

Check out reviews of Church Hill hotels guests love

Comfort Inn & Suites Chestertown

Chestertown

10/10 Exceptional

Laura

Inn at Huntingfield Creek

Rock Hall

10/10 Exceptional

George

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

10/10 Exceptional

The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look...

Christina

Hilton Garden Inn Kent Island Marina

Grasonville

10/10 Exceptional

Kathie

The Inn at Chesapeake Bay Beach Club

Stevensville

10/10 Exceptional

Chuck

Kent Island Resort

Stevensville

10/10 Exceptional

I stayed here for a quick overnight and did not utilize many of the amenities however, the staff was incredibly kind overall and with tips on dinner. This place is historic, which is a nice way of saying old but classic. Don’t expect a huge room, the photos portray the room accurately. Some things were a little rickety, but everything was clean. Overall I recommend this if you’re solo or a couple looking for a place as you enjoy the bay.

John

Best Western Kent Narrows Inn

Grasonville

10/10 Exceptional

Valerie

Quality Inn Grasonville near Kent Island

Grasonville

10/10 Exceptional

My wife and have been staying here off and on for a few years now. We have always found it to a lovely place stay . The staff there is especially courteous and helpful whenever a special need arises ! We give special notice of thanks to general manager Amy Patel for her attention to service and her pleasant attitude at all times ! Her caring manner and attention to detail are par excellence ! The cleanliness , breakfast included , location and the inground pool make this a sure bet for any...

Chuck

Best Western Denton Inn

Denton

10/10 Exceptional

rich

The Lodge at Great Oak Landing

Chestertown

10/10 Exceptional

Nancy

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.