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Our top choices for Church Hill hotels

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (861)
"Everything was well!"
United States
Ahmed
The price is AU$162
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn & Suites Chestertown

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (580)
"Desk staff was friendly and courteous. Couldn’t stay for breakfast, but smelled great! Room was clean and comfortable."
United States
Andrew
The price is AU$181
includes taxes & fees
4 Jan - 5 Jan 2026
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, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is AU$139
includes taxes & fees
1 Jan - 2 Jan 2026
Quality Inn Grasonville near Kent Island

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, (945)
"It was very comfortable and clean"
United States
Maria
The price is AU$144
includes taxes & fees
19 Jan - 20 Jan 2026
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (686)
"friendly staff, clean room / lobby, nice bar, everything was great"
United States
William
The price is AU$192
includes taxes & fees
19 Jan - 20 Jan 2026
Hyatt Place Kent Narrows & Marina

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (424)
"Professional staff, warm greetings clean room "
United States
Dr. Nicholas and Mrs. Karen
The price is AU$119
includes taxes & fees
7 Jan - 8 Jan 2026
Red Roof Inn & Suites Chestertown

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is AU$251
includes taxes & fees
4 Jan - 5 Jan 2026
Kent Island Resort

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1001)
"Clean and friendly staff"
United States
Lisa
The price is AU$203
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Kent Island 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, (432)
"Very nice and clean! Only complaints A few stains on the couch And no body lotion. We really enjoyed our stay! "
United States
DEANNA
The price is AU$311
includes taxes & fees
4 Jan - 5 Jan 2026
The Inn at Chesapeake Bay Beach Club

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
7.8 out of 10, Good, (77)
"Very nice rooms, "
United States
Stephania
The price is AU$169
includes taxes & fees
4 Jan - 5 Jan 2026
The Lodge at Great Oak Landing

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (59)
"Quiet. Friendly staff. Beautiful grounds. Very clean."
United States
Brian
Inn at Huntingfield Creek

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1000)
"Nice place "
United States
Tucker T
The price is AU$124
includes taxes & fees
7 Jan - 8 Jan 2026
Best Western Kent Narrows Inn

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (175)
"Rooms are clean, staf was helpful "
United States
Daryl
Driftwood Inn
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

Where is the best place to stay in Church Hill?
Located 18.3 mi (29.5 km) from the heart of Church Hill, Hyatt Place Kent Narrows & Marina is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Hilton Garden Inn Kent Island Marina and Best Western Kent Narrows Inn. See all available top hotels, or vacation rentals in Church Hill.
What are some of the best holiday rentals that Church Hill has to offer?
BAYSIDE BUNGALOW: This holiday home rental outside of Church Hill is equipped with a patio, air conditioning and WiFi to help you feel comfortable during your stay. Kitchen amenities include a fridge, a microwave and a coffee maker. See all vacation rentals in Church Hill.
If I need to cancel my hotel reservation in Church Hill, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If your reservation is non-refundable, it might still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Church Hill.
How is it to stay in Church Hill?
Visitors can enjoy all that Church Hill has to offer, including its wineries. There are 239 hotels and other accommodation options in the surrounding area. Find out more about Church Hill.
What are the top places to visit in Church Hill?
A couple of favourite places to visit are Cassinelli Winery and Vineyards and Church Hill Theatre. You'll also find Rolphs Wharf Marina and Historical Society of Kent County Maryland in the area. Take a look at what more there is to see and do in Expedia's Church Hill guide.
What's the weather like in Church Hill?
The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Church Hill is 1223 mm.

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