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

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Go beyond your typical stay in Church Hill

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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 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.

1. Comfort Inn & Suites Chestertown

Chestertown

Amy

AU$165

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

6 Oct - 7 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.

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

Grasonville

Marc

AU$174

includes taxes & fees

25 Oct - 26 Oct

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.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

AU$240

includes taxes & fees

6 Oct - 7 Oct

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

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.

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

5. Hilton Garden Inn Kent Island Marina

Grasonville

roney

AU$232

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 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 large brick building with a symmetrical facade, multiple chimneys, and a central entrance.

6. The Lodge at Great Oak Landing

Chestertown

Sandra

AU$176

includes taxes & fees

1 Oct - 2 Oct

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

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

AU$158

includes taxes & fees

21 Oct - 22 Oct

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

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.

8. Best Western Denton Inn

Denton

Courtney

AU$188

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

9. Inn at Huntingfield Creek

Rock Hall

Christine

AU$285

includes taxes & fees

4 Oct - 5 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 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 large, two-story white house with a porch and multiple windows.

10. Kent Island Resort

Stevensville

Bethany

AU$255

includes taxes & fees

28 Oct - 29 Oct

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 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.

11. Driftwood Inn

Chestertown

Kathy

AU$100

includes taxes & fees

1 Oct - 2 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 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 row of stationary bicycles with green frames and white seats, parked outdoors.

12. Haven Point Inn and Gallery

Rock Hall

Mary

AU$199

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

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

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

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 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 golf course with water hazards, surrounded by residential houses.

14. Queenstown Harbor Golf Resort

Queenstown

AU$584

includes taxes & fees

1 Oct - 2 Oct

A hotel room with a large bed, bedside tables, a chair, a desk, a window with curtains, and a wall-mounted air conditioner.

A lobby with a reception desk, a clock, and a wall-mounted deer head.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

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

15. Best Western Kent Narrows Inn

Grasonville

Beth

AU$171

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

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"Best spot at Kent Narrows."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Beautiful inn. Upscale, beds and room space very comfortable, clean, newly decorated. Grounds are lovely with cozy spaces outdoors to comfortably sit at a firepit or walk through the chefs garden its a place to relax, gather with friends, or simply enjoy."

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

10/10 Excellent

"This is an excellent setting for my wife's 70th birthday, with three children, their spouses/significant others, and four dogs. The owner was congenial and extremely easy to work with and communicate with. The owner does not understate when saying that the house is well-furnished with what one would need for an extended stay, including spices, cooking oil, storage options, etc. The rooms are comfortable and spacious. The porches have beautiful and expansive views of the water, and the beach was so relaxing. the one issue that we had was with the locking mechanism to get in. We are older and our short-term memory is limited. There was a resulting bit of a dance to enter the code in a timely fashion into the lock to open it. It was helpful to have younger people who are digitally quicker. Otherwise, an excellent stay and we look forward to the next time we can stay."

The Lodge at Great Oak Landing

10/10 Excellent

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

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10/10 Excellent

"Property was incredibly clean, comfortable, and exactly as described. The host was absolutely wonderful—very pleasant and incredibly easy to reach. Whenever we sent a text, her response was incredibly fast, which made our stay completely stress-free. We had a great time and would definitely stay here again!""

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."

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

10/10 Excellent

"We had a wonderful long weekend at the cottage. It is beautifully decorated and very clean. It was perfect for our needs. We spent our days boating on the upper bay (gorgeous weather) and evenings relaxing on the deck with a perfect view of the sunset and turkey point lighthouse. Thank you Chris and we would love to come back next season."

More cheap accommodation in Church Hill

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

AU$114

6 Oct - 7 Oct

includes taxes & fees

7.2/10 Good! (500 reviews)

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

AU$158

21 Oct - 22 Oct

includes taxes & fees

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD

AU$165

25 Oct - 26 Oct

includes taxes & fees

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

AU$171

6 Oct - 7 Oct

includes taxes & fees

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD

AU$174

25 Oct - 26 Oct

includes taxes & fees

Best Western Denton Inn

521 Fleetwood Rd Denton MD

AU$188

4 Oct - 5 Oct

includes taxes & fees

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. Holiday Inn Express Annapolis East-Kent Island by IHG

4. Hyatt Place Kent Narrows & Marina

5. Hilton Garden Inn Kent Island Marina

6. The Lodge at Great Oak Landing

7. Quality Inn Grasonville near Kent Island

8. Best Western Denton Inn

9. Inn at Huntingfield Creek

10. Kent Island Resort

11. Driftwood Inn

12. Haven Point Inn and Gallery

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

Hyatt Place Kent Narrows & Marina

The Inn at Chesapeake Bay Beach Club

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

The Lodge at Great Oak Landing

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

Holiday Inn Express Annapolis East-Kent Island by IHG

Red Roof Inn & Suites Chestertown

Kent Island Resort

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

More cheap accommodation 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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