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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, (601 reviews)
"Everyone was very nice. I have no complaints at all."
United States
Dorothy
The price is CA $159
CA $177 total
includes taxes & fees
Jun 28 - Jun 29
Best Western Denton Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (927 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is CA $142
CA $158 total
includes taxes & fees
Jul 23 - Jul 24
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, (926 reviews)
"Great visit"
United States
Danielle
The price is CA $154
CA $171 total
includes taxes & fees
Jul 20 - Jul 21
Comfort Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (458 reviews)
"Perfect for an overnight trip, staff was very helpful."
United States
Anasmel
The price is CA $102
CA $114 total
includes taxes & fees
Jul 13 - Jul 14
Red Roof Inn & Suites Chestertown

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (147 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is CA $219
CA $291 total
includes taxes & fees
Jun 30 - Jul 1
Kent Island Resort

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
7.8 out of 10, Good, (88 reviews)
"Peaceful and beautiful location. Such a relaxing spot. Very clean throughout the whole property. Staff very pleasant and attentive. Would stay here again "
United States
Nicola
The price is CA $188
CA $215 total
includes taxes & fees
Jul 16 - Jul 17
The Lodge at Great Oak Landing

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, (1,000 reviews)
"Beautiful view!!! Clean hotel and very nice helpful staff. Would stay again."
United States
Michele
The price is CA $191
CA $212 total
includes taxes & fees
Jul 20 - Jul 21
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,002 reviews)
"The hotel was clean and looked nice, the bed was very soft in the middle and uncomfortable and the $14 breakfast was no where near worth it."
United States
Sandy
The price is CA $222
CA $246 total
includes taxes & fees
Jul 15 - Jul 16
Hilton Garden Inn Kent Island Marina

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (65 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 $253
CA $281 total
includes taxes & fees
Jul 6 - Jul 7
Inn at Huntingfield Creek

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 $90
CA $100 total
includes taxes & fees
Jun 27 - Jun 28
Driftwood Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"Good hotel for the price"
United States
Brenda
The price is CA $178
CA $198 total
includes taxes & fees
Jul 5 - Jul 6
Best Western Kent Narrows Inn

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (775 reviews)
"Great Stay!!"
United States
Richard
The price is CA $246
CA $273 total
includes taxes & fees
Jun 30 - Jul 1
Hyatt Place Kent Narrows & Marina

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (4 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is CA $182
CA $202 total
includes taxes & fees
Jul 8 - Jul 9
Haven Point Inn and Gallery

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, (466 reviews)
"Wonderful stay! Everything was amazing..,the staff, rooms, Knoxie’s Table, the spa! Couldn’t have asked for a better stay. I’ll definitely return."
United States
Damika
The price is CA $321
CA $393 total
includes taxes & fees
Jun 29 - Jun 30
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 $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 the cheapest rate.

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