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Our top choices for Church Hill hotels

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (599 reviews)
"Nice location at a good price "
United States
Patrick
The price is CA $156
CA $173 total
includes taxes & fees
Jun 11 - Jun 12
Best Western Denton Inn

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
7.8 out of 10, Good, (86 reviews)
"This property is situated in a beautiful marina with excellent facilities. Guests staying at the Lodge can also enjoy complimentary golf, which was a great bonus. We thoroughly enjoyed our stay and would happily return. The only drawback was that the Wi-Fi service was somewhat inconsistent."
United States
Myrna
The price is CA $184
CA $211 total
includes taxes & fees
Jun 9 - Jun 10
The Lodge at Great Oak Landing

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (917 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is CA $148
CA $164 total
includes taxes & fees
Jun 14 - Jun 15
Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (921 reviews)
"Parking clean room"
United States
MARIANNE
The price is CA $149
CA $166 total
includes taxes & fees
Jul 6 - Jul 7
Comfort Inn & Suites Chestertown

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is CA $130
CA $594 total
includes taxes & fees
Jun 14 - Jun 15
3 Mi to Dover Motor Speedway: Pet-friendly Retreat

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (455 reviews)
"Nothing special but good for the price. "
United States
Andreas
The price is CA $100
CA $111 total
includes taxes & fees
Jun 14 - Jun 15
Red Roof Inn & Suites Chestertown

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (142 reviews)
"We loved the quaintness of the room, complete with a gas fireplace and floor to ceiling drapes. Having a restaurant right on site was incredible. I especially loved the girl dinner deal! We enjoyed the stay and the property was beautiful."
United States
Kiana
The price is CA $214
CA $284 total
includes taxes & fees
Jun 10 - Jun 11
Kent Island Resort

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (64 reviews)
"A beautiful place to spend a few days relaxing and enjoying nature. The owners are friendly, welcoming, and take excellent care of the property."
United States
Myrna
The price is CA $248
CA $275 total
includes taxes & fees
Jun 9 - Jun 10
Inn at Huntingfield Creek

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
10.0 out of 10, Exceptional, (2 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is CA $186
CA $206 total
includes taxes & fees
Jun 16 - Jun 17
Haven Point Inn and Gallery

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,001 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is CA $187
CA $207 total
includes taxes & fees
Jun 16 - Jun 17
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,007 reviews)
"Good hotel for the price"
United States
Brenda
The price is CA $153
CA $170 total
includes taxes & fees
Jun 9 - Jun 10
Best Western Kent Narrows Inn

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,004 reviews)
"Very big room. Comfortable."
United States
Sue
The price is CA $205
CA $227 total
includes taxes & fees
Jul 7 - Jul 8
Hilton Garden Inn Kent Island Marina

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (177 reviews)
"Terrible !!! Dirty not clean the owner was rude and didn’t care about the conditions of the room. I asked for partial refund and was denied. Rat poop in the heaters. Dog hair in tubs dead bugs. Body fluids everywhere! Also drug dealers outside with guns. The owner still didn’t care what they were doing. Don’t go to this place it should be shut down !"
United States
Gabriel
The price is CA $89
CA $98 total
includes taxes & fees
Jun 9 - Jun 10
Driftwood Inn

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (766 reviews)
"Great Stay!!"
United States
Richard
The price is CA $250
CA $277 total
includes taxes & fees
Jun 30 - Jul 1
Hyatt Place Kent Narrows & Marina

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (457 reviews)
"The entire place was beautiful, the staff, room, shops, restaurants all were amazing. Thanks"
United States
Winfred
The price is CA $314
CA $384 total
includes taxes & fees
Jun 15 - Jun 16
The Inn at Chesapeake Bay Beach Club
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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 canceled 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 Church Hill hotel booking with Expedia?
Members always get our best prices. Find our best Church Hill hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Church Hill hotel?
Prices for hotels in Church Hill often vary, but you can find a great deal from CA $98 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 the cheapest rate.

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