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Oct 30 - Nov 1
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Nov 6 - Nov 8

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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 ļæ„15,503
ļæ„17,208 total
includes taxes & fees
Nov 18 - Nov 19
Comfort Inn & Suites Chestertown
Two Adirondack chairs facing a calm body of water with a clear sky above.

2. 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)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is ļæ„16,536
ļæ„18,355 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express Annapolis East-Kent Island by IHG
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

3. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (847 reviews)
"Awesome place"
United States
Joseph
The price is ļæ„21,891
ļæ„24,299 total
includes taxes & fees
Nov 24 - Nov 25
Hyatt Place Kent Narrows & Marina
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, (511 reviews)
"Friendly staff, plenty of parking spaces,family friendly. The building is old but would do some renovation. Furniture needs replacement."
United States
Mary
The price is ļæ„11,338
ļæ„12,585 total
includes taxes & fees
Nov 3 - Nov 4
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)
"Great bartender she was a true professional at her job"
United States
Charles
The price is ļæ„20,534
ļæ„22,792 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Garden Inn Kent Island Marina
A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

6. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (1,000 reviews)
"Clean room, friendly staff, great breakfast attendant"
United States
Crystal
The price is ļæ„13,172
ļæ„14,621 total
includes taxes & fees
Nov 22 - Nov 23
Quality Inn Grasonville near Kent Island
A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

7. 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)
"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 ļæ„14,155
ļæ„15,712 total
includes taxes & fees
Nov 8 - Nov 9
Best Western Kent Narrows Inn
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

8. 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, (505 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is ļæ„33,675
ļæ„41,386 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Chesapeake Bay Beach Club
A lakeside picnic area with wooden benches and picnic tables, surrounded by trees and a clear sky.

9. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (124 reviews)
"Nice restairant and bar"
United States
Steve allen
The price is ļæ„17,009
ļæ„19,447 total
includes taxes & fees
Oct 29 - Oct 30
The Lodge at Great Oak Landing
A large, two-story barn-style building with a covered front porch and a garage.

10. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (188 reviews)
"Just a wonderful place, we had an amazing stay!"
United States
Bethany
The price is ļæ„19,271
ļæ„26,598 total
includes taxes & fees
Nov 17 - Nov 18
Kent Island Resort
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 ļæ„22,066
ļæ„24,494 total
includes taxes & fees
Nov 16 - Nov 17
Inn at Huntingfield Creek
A row of motel rooms with stone walls and red doors.

12. 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 ļæ„10,001
ļæ„11,102 total
includes taxes & fees
Oct 29 - Oct 30
Driftwood Inn
A two-story house with a covered porch, a staircase, and a garden area.

13. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.6 out of 10, Exceptional, (17 reviews)
"Host is fantastic. Great room with garden view. Breakfast made to order. Beautiful art gallery."
United States
Joe
The price is ļæ„21,048
ļæ„23,363 total
includes taxes & fees
Nov 3 - Nov 4
Haven Point Inn and Gallery
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 ļæ„47,329
ļæ„53,955 total
includes taxes & fees
Nov 25 - Nov 26
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, (636 reviews)
"Very nice! Staff extremely helpful. Breakfast very plain & towels are like sandpaper."
United States
Lorna
The price is ļæ„17,954
ļæ„19,930 total
includes taxes & fees
Nov 12 - Nov 13
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 enjoy a show at Church Hill Theatre during your trip to Church Hill.
See properties

Top Church Hill Hotel Reviews

Island Life! Kent Island Waterfront with Pool-Bring your boat!

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent
"Was a great stay !Nice location and still close to everything."
Bruno R. 3-night trip
Posted 23 hours ago
Island Life! Kent Island Waterfront with Pool-Bring your boat!

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD
The price is ļæ„11,338 per night from Nov 3 to Nov 4
ļæ„11,338
ļæ„12,585 total
Nov 3 - Nov 4
includes taxes & fees
7.2/10 Good! (511 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 traveler data. Two other choices for your stay in 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.
What are some of the best vacation home rentals that Church Hill has to offer?
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*: This vacation home near Church Hill is located on a river and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. 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 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 264 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 Chestertown Historic District 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 74Ā°F, while the coldest months are January and February with an average of 39Ā°F. Average annual precipitation for Church Hill is 48 inches.

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