Find hotels in Church Hill, MD from ₩100,778

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Our top choices for Church Hill hotels

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Comfort Inn & Suites Chestertown

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 ₩139,508
₩154,853 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Comfort Inn & Suites Chestertown
Outdoor pool
Best Western Denton Inn

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 ₩157,280
₩174,581 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Denton Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

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 ₩121,145
₩134,471 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Quality Inn Grasonville near Kent Island
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

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 ₩125,248
₩139,024 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hyatt Place Kent Narrows & Marina

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 ₩166,997
₩185,367 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Hyatt Place Kent Narrows & Marina
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn & Suites Chestertown

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 ₩102,937
₩114,261 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Red Roof Inn & Suites Chestertown
Aerial view
Kent Island Resort

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 ₩171,291
₩240,174 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Kent Island Resort
Terrace/patio
Hilton Garden Inn Kent Island Marina

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 ₩174,678
₩193,892 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hilton Garden Inn Kent Island Marina
Front of property - evening/night
The Inn at Chesapeake Bay Beach Club

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 ₩235,897
₩298,217 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Inn at Chesapeake Bay Beach Club
Private beach nearby, sun loungers, beach volleyball
The Lodge at Great Oak Landing

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 ₩142,523
₩162,945 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Lodge at Great Oak Landing
Lake
Inn at Huntingfield Creek

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
In-room safe, individually decorated, individually furnished, desk
Best Western Kent Narrows Inn

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 ₩106,969
₩118,735 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Best Western Kent Narrows Inn
Front of property - evening/night
Driftwood 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
The price is ₩90,785
₩100,778 total
includes taxes & fees
Jan 30 - Jan 31, 2026
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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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 enjoy a show at Church Hill Theatre during your trip to Church Hill.
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Top Church Hill Hotel Reviews

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"The staff are the absolute best. Our room was perfect."
Deborah 1-night trip
Posted 6 days ago
Hyatt Place Kent Narrows & Marina

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD
The price is ₩102,937 per night from Jan 6 to Jan 7
₩102,937
₩114,261 total
Jan 6 - Jan 7, 2026
includes taxes & fees
7.2/10 Good! (422 reviews)

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 traveler data. Two other choices for your stay in 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.
If I need to cancel my hotel reservation in Church Hill, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Church Hill.
Where can I learn more about changing or cancelling my trip to Church Hill?
To find more details about changing or cancelling your trip to Church Hill, go to https://www.expedia.com/service/.
Where is the best place to stay close to Cassinelli Winery and Vineyards?
Comfort Inn & Suites Chestertown is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. You'll find it 7.6 mi (12.2 km) from Cassinelli Winery and Vineyards. Other good options in the area include Driftwood Inn and Red Roof Inn & Suites Chestertown.
What is the best accommodation for staying close to Baltimore Washington International Thurgood Marshall Airport (BWI)?
Red Roof Inn PLUS+ Baltimore - Washington DC/BWI Airport is a popular hotel, featuring free WiFi and free parking. It's located a short 1.4 mi (2.3 km) from Baltimore Washington Intl. Thurgood Marshall Airport. Other accommodations within close proximity to the airport include Country Inn & Suites by Radisson, BWI Airport (Baltimore), MD and Holiday Inn Baltimore BWI Airport.
What's it like to stay in Church Hill?
Visitors can enjoy all that Church Hill has to offer including its wineries. There are 239 hotels and other accommodations in the surrounding area. Find out more about Church Hill.
What should I see while I'm in Church Hill?
A couple of favorite 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. Check out what more to see and do in Expedia's Church Hill guide.
What's the seasonal weather like in Church Hill?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Church Hill is 48 inches.