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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Church Hill hotels

Free daily full breakfast

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (940 reviews)
"Our room was clean, staff was friendly and a fair amount to choose from for breakfast. Would absolutely stay here again"
United States
Brandon
The price is ļæ„17,552
ļæ„19,482 total
includes taxes & fees
Aug 20 - Aug 21
Comfort Inn & Suites Chestertown
Lobby lounge

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (469 reviews)
"Perfect for an overnight trip, staff was very helpful."
United States
Anasmel
The price is ļæ„10,315
ļæ„11,450 total
includes taxes & fees
Aug 5 - Aug 6
Red Roof Inn & Suites Chestertown
Front of property - evening/night

3. Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (178 reviews)
"Terrible !!! Dirty not clean the owner was rude and didnā€™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 didnā€™t care what they were doing. Donā€™t go to this place it should be shut down !"
United States
Gabriel
The price is ļæ„10,397
ļæ„11,541 total
includes taxes & fees
Jul 29 - Jul 30
Driftwood Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, WiFi (free), bed sheets

4. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (943 reviews)
"Great staff and breakfast crew. Extremely reasonable price, for convenient location."
United States
Jonathan
The price is ļæ„17,241
ļæ„19,138 total
includes taxes & fees
Aug 18 - Aug 19
Quality Inn Grasonville near Kent Island
Outdoor pool

5. Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (617 reviews)
"Clean room , staff was really friendly and lobby was very nice walking into"
United States
craig
The price is ļæ„22,554
ļæ„25,035 total
includes taxes & fees
Aug 3 - Aug 4
Best Western Denton Inn
Exterior

6. 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, (1,009 reviews)
"I have stayed several times over the last few years and the place continues to be very good."
United States
Thomas R.
The price is ļæ„19,255
ļæ„21,374 total
includes taxes & fees
Aug 19 - Aug 20
Holiday Inn Express Annapolis East-Kent Island by IHG
Private beach nearby, sun loungers, beach volleyball

7. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.0 star property
Chestertown
8.0 out of 10, Very Good, (94 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 ļæ„17,683
ļæ„20,217 total
includes taxes & fees
Aug 2 - Aug 3
The Lodge at Great Oak Landing
Terrace/patio

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (796 reviews)
"Great location"
United States
jeanette
The price is ļæ„32,419
ļæ„35,985 total
includes taxes & fees
Aug 18 - Aug 19
Hyatt Place Kent Narrows & Marina
Terrace/patio

9. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,007 reviews)
"Me and my husband went for a one year anniversary. Staying at the hilton was wonderful relaxing, everyone was so pleasant and helpful.The restaurants nearby were great. I love the view we'll be coming back again."
United States
Tammy
The price is ļæ„24,032
ļæ„26,675 total
includes taxes & fees
Aug 23 - Aug 24
Hilton Garden Inn Kent Island Marina
Lake

10. Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (69 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 ļæ„29,542
ļæ„32,792 total
includes taxes & fees
Aug 2 - Aug 3
Inn at Huntingfield Creek
Exterior

11. Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
9.8 out of 10, Exceptional, (7 reviews)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is ļæ„22,383
ļæ„24,845 total
includes taxes & fees
Aug 12 - Aug 13
Haven Point Inn and Gallery
Bungalow | Living area | 50-inch Smart TV with cable channels

12. Queenstown Harbor Golf Resort

Queenstown Harbor Golf Resort
2.5 star property
Queenstown
The price is ļæ„152,450
ļæ„173,794 total
includes taxes & fees
Jul 29 - Jul 30
Queenstown Harbor Golf Resort
Reception

13. Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (168 reviews)
"Wonderful room, bar and food!"
United States
Leigh
The price is ļæ„25,200
ļæ„33,517 total
includes taxes & fees
Aug 19 - Aug 20
Kent Island Resort
Front of property - evening/night

14. 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, (471 reviews)
"helpful staff, nice rooms"
United Kingdom
Jamie
The price is ļæ„38,570
ļæ„46,977 total
includes taxes & fees
Aug 3 - Aug 4
The Inn at Chesapeake Bay Beach Club
Indoor pool

15. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,007 reviews)
"good for a short stay"
United States
chanel
The price is ļæ„19,564
ļæ„21,715 total
includes taxes & fees
Jul 30 - Jul 31
Best Western Kent Narrows Inn
House (3 Bedrooms) | Interior

16. Dover Home Base: 3 Mi to Motor Speedway!

Dover Home Base: 3 Mi to Motor Speedway!
3.0 star property
Dover
The price is ļæ„19,987
ļæ„70,091 total
includes taxes & fees
Aug 2 - Aug 3
Dover Home Base: 3 Mi to Motor Speedway!
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

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

10/10 Excellent
"Hotel was conveniently close to the Jetty. Couldnā€™t get into room for ice on second floor, had to go to 1st floor,(this was very late at night). No cart in lobby when we checked in. Had to lug everything upstairs without a cart. We found a luggage cart when we were walking to ice machine on first floor."
Carolyn 1-night trip
Posted 8 hours ago
Best Western Kent Narrows Inn

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„10,315 per night from Aug 5 to Aug 6
ļæ„10,315
ļæ„11,450 total
Aug 5 - Aug 6
includes taxes & fees

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 The Inn at Chesapeake Bay Beach Club and Hyatt Place Kent Narrows & 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?
Pool + Hot Tub + Pickleball | Waterfront: This Church Hill vacation home rental is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. 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 248 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 Church Hill Theatre and Cassinelli Winery and Vineyards. 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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