Church Hill Hotel & Accommodation Deals 2026 from AU$100 - Compare prices by date

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Our top choices for Church Hill hotels

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

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

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

1. Comfort Inn & Suites Chestertown

Chestertown

Amy

AU$166

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A spacious living room with a fireplace, a stone accent wall, and a television mounted above it.

2. Red Roof Inn & Suites Chestertown

Chestertown

Linda

AU$114

includes taxes & fees

4 Oct - 5 Oct

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

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

3. Driftwood Inn

Chestertown

Kathy

AU$100

includes taxes & fees

6 Oct - 7 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 marina with docked boats, a wooden walkway with railings, and a sign indicating 'D DOCK'.

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.

4. The Lodge at Great Oak Landing

Chestertown

Jane

AU$175

includes taxes & fees

8 Oct - 9 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 modern food court with a central island, various food stations, and a yogurt display.

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.

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

Grasonville

Marc

AU$163

includes taxes & fees

25 Oct - 26 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 Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

6. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

AU$158

includes taxes & fees

18 Oct - 19 Oct

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

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

7. Best Western Denton Inn

Denton

Courtney

AU$187

includes taxes & fees

8 Oct - 9 Oct

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

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

8. Inn at Huntingfield Creek

Rock Hall

Christine

AU$286

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

9. Hilton Garden Inn Kent Island Marina

Grasonville

roney

AU$231

includes taxes & fees

6 Oct - 7 Oct

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.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

10. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

AU$240

includes taxes & fees

6 Oct - 7 Oct

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

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.

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

11. Haven Point Inn and Gallery

Rock Hall

Mary

AU$199

includes taxes & fees

20 Oct - 21 Oct

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

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.

12. Kent Island Resort

Stevensville

Bethany

AU$269

includes taxes & fees

20 Oct - 21 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 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.

13. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

AU$339

includes taxes & fees

19 Oct - 20 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 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

AU$702

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a desk, a chair, and a television.

A laundry room with a stainless steel refrigerator, two white LG washing machines, and a small shelf.

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

A gym with exercise equipment, a bench, and a wall-mounted mirror.

15. Best Western Kent Narrows Inn

Grasonville

Joshua

AU$201

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.

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Top Church Hill Hotel Reviews

Recent Reviews in Church Hill

Comfort Inn & Suites Chestertown

10/10 Excellent

"Overall the job couldn’t have been done better…"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Good stay. I wish I could have used the spa. It was closed on tuesdays. I also wish they could have provided free breakfast for the price that they charge per room"

Best Western Kent Narrows Inn

8/10 Good

"Everyone was pleasant but the hotel was older and fairly expensive for the quality and look of the hotel. It was a motel at one point."

Quality Inn Grasonville near Kent Island

10/10 Excellent

"A+"

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."

Red Roof Inn & Suites Chestertown

10/10 Excellent

"Perfectly adequate room for a visit to Chestertown. Good furnishings and amenities. Walkable to stores and 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."

The Lodge at Great Oak Landing

8/10 Good

"Unique location with a beachy feel. Comfortable with basic amenities. Communication with the lodge staff was very good as I checked in late and they sent me my room entry information. I would stay there again."

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"The property was very picturesque. The host could not have been more accommodating. The children on our trip ( ages 1 to 9) will not forget the experiences boating, fishing, being with family."

More cheap accommodation in Church Hill

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

AU$114

4 Oct - 5 Oct

includes taxes & fees

7.2/10 Good! (498 reviews)

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

AU$158

18 Oct - 19 Oct

includes taxes & fees

7.8/10 Good! (976 reviews)

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD

AU$163

25 Oct - 26 Oct

includes taxes & fees

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD

AU$166

25 Oct - 26 Oct

includes taxes & fees

8.6/10 Excellent! (986 reviews)

Best Western Denton Inn

521 Fleetwood Rd Denton MD

AU$187

8 Oct - 9 Oct

includes taxes & fees

8.6/10 Excellent! (628 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

AU$201

6 Oct - 7 Oct

includes taxes & fees

8/10 Very good! (1,002 reviews)

Frequently asked questions

What is the best area to stay in Church Hill?

The best area to stay in Church Hill is right in the village centre, particularly around Main Street and the historic district.This area is the heart of Church Hill, offering a relaxed, small-town atmosphere. Main Street is where you'll find local shops, eateries, and a few historic buildings. The layout is very walkable, making it easy to explore the village on foot.For couples seeking a quiet getaway, staying in the village centre is ideal. You'll be close to the local antique shops and the community park, superb for a leisurely stroll. The proximity to the historic sites provides a pleasant backdrop for a relaxing break.Families will also find the village centre convenient. Being able to walk to local ice cream parlours and the open spaces of the community park makes it easy to entertain children.

When is the best time to go to Church Hill?

The best times to visit Church Hill are during the shoulder seasons of spring (April to May) and autumn (September to October).During these months, the weather is pleasantly mild, making it ideal for exploring the outdoors without the intense heat and humidity of summer. You'll find fewer crowds compared to the peak summer season, allowing for a more relaxed experience at local attractions and eateries.Spring brings blooming flowers and lush greenery, great for those who enjoy scenic drives and walks through the countryside. It's a lovely time for couples seeking a tranquil getaway, perhaps enjoying afternoon tea at a local inn or exploring the nearby nature preserves.Autumn offers stunning foliage as the leaves change colour, creating beautiful backdrops for photography and leisurely drives along the Chesapeake Bay. This season is also great for solo travellers looking for a peaceful retreat, with opportunities for quiet reflection by the water or visiting local art studios.While summer (June to August) is popular for water activities, it can be quite warm and busy. Winter (November to March) is generally cold and quiet, with many seasonal businesses closed.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Church Hill.

How can I save on a hotel booking in Church Hill with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Church Hill hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Church Hill?

Prices for hotels in Church Hill often vary, but you can find a great deal from AU$100 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia

Book Hotels in Church Hill on Expedia.com

Search Church Hill hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Church Hill

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Church Hill hotels

1. Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

3. Driftwood Inn

4. The Lodge at Great Oak Landing

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

6. Quality Inn Grasonville near Kent Island

7. Best Western Denton Inn

8. Inn at Huntingfield Creek

9. Hilton Garden Inn Kent Island Marina

10. Hyatt Place Kent Narrows & Marina

11. Haven Point Inn and Gallery

12. Kent Island Resort

13. The Inn at Chesapeake Bay Beach Club

14. Queenstown Harbor Golf Resort

15. Best Western Kent Narrows Inn

Stay near popular Church Hill attractions

Cassinelli Winery and Vineyards

Church Hill Theatre

Top Church Hill Hotel Reviews

Recent Reviews in Church Hill

Comfort Inn & Suites Chestertown

The Inn at Chesapeake Bay Beach Club

Best Western Kent Narrows Inn

Quality Inn Grasonville near Kent Island

Holiday Inn Express Annapolis East-Kent Island by IHG

Red Roof Inn & Suites Chestertown

Kent Island Resort

The Lodge at Great Oak Landing

240' Private Beachfront @Kent Island Love Point - Great for Families

More cheap accommodation in Church Hill

Red Roof Inn & Suites Chestertown

Quality Inn Grasonville near Kent Island

Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn & Suites Chestertown

Best Western Denton Inn

Best Western Kent Narrows Inn

Frequently asked questions

Explore a world of travel with Expedia

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