Church Hill Hotel & Accommodation Deals 2026 from NZ$126 - Fully Refundable Options

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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 hotel entrance with a clear sky, multiple flags, and a well-maintained lawn.

A hotel room with a large bed, a flat-screen TV mounted on the wall, a desk with a microwave, and a chair.

A reception desk with a flat-screen TV, a cash register, and a payment terminal. There are two pendant lights above the desk, and a large abstract painting on the wall.

1. Comfort Inn & Suites Chestertown

Chestertown

Amy

NZ$198

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a sofa, two beds, a painting, and a lamp.

A hotel room with a bed, two bedside lamps, a sofa, a small table, and a painting on the wall.

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

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

2. Red Roof Inn & Suites Chestertown

Chestertown

Kate

NZ$142

includes taxes & fees

12 Oct - 13 Oct

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

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

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 Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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

Grasonville

Marc

NZ$217

includes taxes & fees

25 Oct - 26 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.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

NZ$300

includes taxes & fees

13 Oct - 14 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.

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

5. Hilton Garden Inn Kent Island Marina

Grasonville

roney

NZ$274

includes taxes & fees

19 Oct - 20 Oct

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 hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

6. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

NZ$190

includes taxes & fees

1 Nov - 2 Nov

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

A wooden pavilion with picnic tables and benches, a grill, and a red bench.

A poolside area with lounge chairs and a mural of a sunset over water.

A restaurant with a counter, seating area, and a clock on the wall.

7. Best Western Kent Narrows Inn

Grasonville

Beth

NZ$227

includes taxes & fees

1 Nov - 2 Nov

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 campfire in a stone fire pit by a lakeside at sunset.

8. The Lodge at Great Oak Landing

Chestertown

Sandra

NZ$220

includes taxes & fees

7 Oct - 8 Oct

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

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.

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

9. Inn at Huntingfield Creek

Rock Hall

Christine

NZ$317

includes taxes & fees

1 Nov - 2 Nov

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.

10. Haven Point Inn and Gallery

Rock Hall

Joe

NZ$264

includes taxes & fees

6 Oct - 7 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.

11. Kent Island Resort

Stevensville

Bethany

NZ$379

includes taxes & fees

28 Oct - 29 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 spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

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

12. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

NZ$423

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

13. Driftwood Inn

Chestertown

Kathy

NZ$126

includes taxes & fees

6 Oct - 7 Oct

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

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.

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

14. Queenstown Harbor Golf Resort

Queenstown

NZ$627

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a metal ladder, lounge chairs, and a small building in the background.

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.

A restaurant with a bar area, seating, and a kitchen in the background.

15. Best Western Denton Inn

Denton

Courtney

NZ$235

includes taxes & fees

8 Oct - 9 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

Quality Inn Grasonville near Kent Island

10/10 Excellent

"I didn’t use any amenities and was only there a few hours to sleep - but it was smooth and properly is unkept"

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent

"Beautiful home on very spacious well-kept property. Loved our stay there."

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

10/10 Excellent

"Supplies were well stocked. The kitchen had everything needed. Sheets and towels provided. Good location and beautiful views of the marsh and bay. Hal was readily available to answer questions. Perfect for our group of 5 ladies."

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."

Serene Waterfront Cottage with dock and gorgeous views.

10/10 Excellent

"Home was beautiful, great views! Easily rented and all my questions answered. We crabbed right out back of the house. Made for a relaxing enjoyable long weekend."

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

NZ$142

12 Oct - 13 Oct

includes taxes & fees

7.2/10 Good! (506 reviews)

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

NZ$190

1 Nov - 2 Nov

includes taxes & fees

7.8/10 Good! (985 reviews)

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD

NZ$198

1 Nov - 2 Nov

includes taxes & fees

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD

NZ$217

25 Oct - 26 Oct

includes taxes & fees

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

NZ$227

1 Nov - 2 Nov

includes taxes & fees

Best Western Denton Inn

521 Fleetwood Rd Denton MD

NZ$235

8 Oct - 9 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, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 NZ$126 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.

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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. Quality Inn Grasonville near Kent Island

7. Best Western Kent Narrows Inn

8. The Lodge at Great Oak Landing

9. Inn at Huntingfield Creek

10. Haven Point Inn and Gallery

11. Kent Island Resort

12. The Inn at Chesapeake Bay Beach Club

13. Driftwood Inn

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

Recent Reviews in Church Hill

Quality Inn Grasonville near Kent Island

Island Life! Kent Island Waterfront with Pool-Bring your boat!

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

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

Holiday Inn Express Annapolis East-Kent Island by IHG

Serene Waterfront Cottage with dock and gorgeous views.

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

Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

Best Western Denton Inn

Frequently asked questions

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