𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Church Hill (2026)

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Family friendly

Waterpark

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Our top choices for Church Hill hotels

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

A gym with various exercise equipment, a television, and a clock on the wall.

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

1. Comfort Inn & Suites Chestertown

Chestertown

Amy

S$144

includes taxes & fees

1 Nov - 2 Nov

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

A hotel sign with a red background and white lettering, a parking lot, and a building with a brick facade.

2. Red Roof Inn & Suites Chestertown

Chestertown

Linda

S$102

includes taxes & fees

14 Oct - 15 Oct

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

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

Grasonville

Marc

S$156

includes taxes & fees

25 Oct - 26 Oct

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

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

4. Hilton Garden Inn Kent Island Marina

Grasonville

roney

S$197

includes taxes & fees

19 Oct - 20 Oct

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

A hotel room with a bed, a desk, a chair, a television, and artwork on the walls.

A kitchenette with a coffee machine, a framed picture, and a potted plant.

5. Best Western Kent Narrows Inn

Grasonville

Beth

S$154

includes taxes & fees

4 Oct - 5 Oct

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.

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

6. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

S$216

includes taxes & fees

13 Oct - 14 Oct

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

7. The Lodge at Great Oak Landing

Chestertown

Sandra

S$158

includes taxes & fees

4 Oct - 5 Oct

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.

8. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

S$136

includes taxes & fees

1 Nov - 2 Nov

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

A sunflower field with a white barn and a large house in the background.

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.

9. Inn at Huntingfield Creek

Rock Hall

Christine

S$227

includes taxes & fees

1 Nov - 2 Nov

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 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.

10. Driftwood Inn

Chestertown

Kathy

S$90

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

11. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

S$304

includes taxes & fees

19 Oct - 20 Oct

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

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

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.

12. Haven Point Inn and Gallery

Rock Hall

Joe

S$190

includes taxes & fees

6 Oct - 7 Oct

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

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.

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.

13. Kent Island Resort

Stevensville

Bethany

S$272

includes taxes & fees

28 Oct - 29 Oct

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

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

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

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

14. Queenstown Harbor Golf Resort

Queenstown

S$499

includes taxes & fees

1 Nov - 2 Nov

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 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.

15. Best Western Denton Inn

Denton

Courtney

S$168

includes taxes & fees

6 Oct - 7 Oct

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Stay near popular Church Hill attractions

Cassinelli Winery and Vineyards

You can enjoy a tasting or tour at Cassinelli Winery and Vineyards during your travels to Church Hill. Take in the festivals while you're in the area.

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Church Hill Theatre

You can make plans for a show at Church Hill Theatre on your trip to Church Hill.

See properties

Top Church Hill Hotel Reviews

Haven Point Inn and Gallery

10/10 Excellent

"Host is fantastic. Great room with garden view. Breakfast made to order. Beautiful art gallery."

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Had a good time. Nice area"

The Lodge at Great Oak Landing

10/10 Excellent

"This is a wonderful facility for a couple or family. The restaurant is just "ok"."

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"Pet friendly. Full breakfast. Desk was accommodating for a ground floor room for my dog. Room was clean and comfortable."

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."

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

S$102

14 Oct - 15 Oct

includes taxes & fees

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

S$136

1 Nov - 2 Nov

includes taxes & fees

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD

S$144

1 Nov - 2 Nov

includes taxes & fees

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

S$154

4 Oct - 5 Oct

includes taxes & fees

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD

S$156

25 Oct - 26 Oct

includes taxes & fees

Best Western Denton Inn

521 Fleetwood Rd Denton MD

S$168

6 Oct - 7 Oct

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Church Hill?

Located 18.2 mi (29.3 km) from the heart of Church Hill, Best Western Kent Narrows Inn is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Red Roof Inn & Suites Chestertown and Hilton Garden Inn Kent Island Marina. See all available top hotels, or vacation rentals in Church Hill.

If I need to cancel my hotel reservation in Church Hill, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Church Hill.

How is it to stay in Church Hill?

Visitors can enjoy all that Church Hill has to offer, including its wineries. There are 264 hotels and other accommodation options in the surrounding area. Find out more about Church Hill.

What are the top places to visit in Church Hill?

A couple of favourite places to visit are Cassinelli Winery and Vineyards and Church Hill Theatre. You'll also find Rolphs Wharf Marina and Chestertown Historic District in the area. Take a look at what more there is to see and do in Expedia's Church Hill guide.

What's the weather like in Church Hill?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Church Hill is 1223 mm.

Church Hill Hotels from S$90

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Church Hill

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Church Hill hotels

1. Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

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

4. Hilton Garden Inn Kent Island Marina

5. Best Western Kent Narrows Inn

6. Hyatt Place Kent Narrows & Marina

7. The Lodge at Great Oak Landing

8. Quality Inn Grasonville near Kent Island

9. Inn at Huntingfield Creek

10. Driftwood Inn

11. The Inn at Chesapeake Bay Beach Club

12. Haven Point Inn and Gallery

13. Kent Island Resort

14. Queenstown Harbor Golf Resort

15. Best Western Denton Inn

Stay near popular Church Hill attractions

Cassinelli Winery and Vineyards

Church Hill Theatre

Top Church Hill Hotel Reviews

Haven Point Inn and Gallery

Hilton Garden Inn Kent Island Marina

The Lodge at Great Oak Landing

Holiday Inn Express Annapolis East-Kent Island by IHG

Kent Island Resort

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Chestertown

Best Western Kent Narrows Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Denton Inn

Frequently asked questions

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