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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Church Hill hotels

A hotel lobby with a fireplace, seating area, and a television.

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (997 reviews)
"Good hotel"
United States
Michael
The price is ąøæ3,355
ąøæ3,724 total
includes taxes & fees
3 Dec - 4 Dec
Comfort Inn & Suites Chestertown
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (853 reviews)
"Great place to stay"
United States
Michael
The price is ąøæ5,796
ąøæ6,433 total
includes taxes & fees
17 Nov - 18 Nov
Hyatt Place Kent Narrows & Marina
Two Adirondack chairs facing a calm body of water with a clear sky above.

3. 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, (1,002 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is ąøæ3,412
ąøæ3,787 total
includes taxes & fees
22 Nov - 23 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
A living room with a fireplace, a television, and a stone accent wall.

4. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (512 reviews)
"Nice clean place and priced good. Plenty of mirrors, plenty of counter space, many tv channels even Christian based ones and comfortable bed. The room needs up dating since damage area on ceiling and corner location rug worn spot. I felt safe as a solo, could check in late and close to historic Chestertown. I would come again."
United States
Regina
The price is ąøæ2,427
ąøæ2,694 total
includes taxes & fees
10 Nov - 11 Nov
Red Roof Inn & Suites Chestertown
A patio with outdoor seating, overlooking a marina with boats.

5. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Everything was fantastic"
United States
Gamil
The price is ąøæ4,210
ąøæ4,673 total
includes taxes & fees
29 Nov - 30 Nov
Hilton Garden Inn Kent Island Marina
A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"We were in town for a wedding. The hotel was close to the venue which is why we chose it. The staff was very friendly upon check in, the room was very clean, nice bathroom, comfortable bed and the view of the bay from our room was fabulous! The included breakfast was the standard breakfast items but very good!"
United States
Beth
The price is ąøæ3,030
ąøæ3,364 total
includes taxes & fees
10 Nov - 11 Nov
Best Western Kent Narrows Inn
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (1,002 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is ąøæ2,835
ąøæ3,146 total
includes taxes & fees
29 Nov - 30 Nov
Quality Inn Grasonville near Kent Island
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

8. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (127 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is ąøæ3,641
ąøæ4,163 total
includes taxes & fees
5 Nov - 6 Nov
The Lodge at Great Oak Landing
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

9. 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, (506 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is ąøæ6,225
ąøæ7,769 total
includes taxes & fees
2 Dec - 3 Dec
The Inn at Chesapeake Bay Beach Club
A row of motel rooms with stone walls and red doors.

10. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.4 out of 10, (183 reviews)
"It was a nice, clean place to stay the night."
United States
Kathy
The price is ąøæ2,141
ąøæ2,377 total
includes taxes & fees
4 Nov - 5 Nov
Driftwood Inn
A boat deck with a white bench and a view of a calm lake and distant trees.

11. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (74 reviews)
"The property was stunning. The rooms were very comfortable and the bathroom had all you need. We also really appreciated the drinks and free salted chocolate chip cookies. They were delicious. The inn keepers were and their dogs were a highlight for us. The breakfast was also absolutely delicious. Definitely would recommend this I"
United States
Christine
The price is ąøæ4,733
ąøæ5,254 total
includes taxes & fees
16 Nov - 17 Nov
Inn at Huntingfield Creek
A two-story house with a covered porch, a staircase, and a garden area.

12. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay and would go back again."
United States
Linda
The price is ąøæ4,506
ąøæ5,002 total
includes taxes & fees
4 Nov - 5 Nov
Haven Point Inn and Gallery
A large, two-story barn-style building with a covered front porch and a garage.

13. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (189 reviews)
"Just a wonderful place, we had an amazing stay!"
United States
Bethany
The price is ąøæ4,125
ąøæ5,694 total
includes taxes & fees
18 Nov - 19 Nov
Kent Island Resort
A spacious living room with a large window overlooking a deck and the sea. There are two sofas, a chair, and a small table with a lamp.

14. Queenstown Harbor Golf Resort

Queenstown Harbor Golf Resort
2.5 star property
Queenstown
The price is ąøæ12,030
ąøæ13,714 total
includes taxes & fees
4 Nov - 5 Nov
Queenstown Harbor Golf Resort
A swimming pool with a metal ladder, lounge chairs, and a small building in the background.

15. Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (637 reviews)
"Very nice! Staff extremely helpful. Breakfast very plain & towels are like sandpaper."
United States
Lorna
The price is ąøæ3,844
ąøæ4,266 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Denton 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

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

Frequently asked questions

Where is the best place to stay in Church Hill?
Located 18.2 mi (29.3 km) from the heart of Church Hill, Best Western Kent Narrows Inn is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Red Roof Inn & Suites Chestertown and Hilton Garden Inn Kent Island Marina. 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 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 264 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 Chestertown Historic District 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 23Ā°C, while the coldest months are January and February, with an average of 4Ā°C. Average annual precipitation for Church Hill is 1223 mm.