Church Hill Hotels from S$90

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Check prices for these dates

This weekend
22 May - 24 May
Next weekend
29 May - 31 May

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Our top choices for Church Hill hotels

Exterior

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (597 reviews)
"Nice location at a good price "
United States
Patrick
The price is S$182
includes taxes & fees
26 May - 27 May
Best Western Denton Inn
Exterior

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (907 reviews)
The price is S$151
includes taxes & fees
19 May - 20 May
Quality Inn Grasonville near Kent Island
Exterior

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (912 reviews)
"Great visit"
United States
Danielle
The price is S$158
includes taxes & fees
15 Jun - 16 Jun
Comfort Inn & Suites Chestertown
Exterior

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, (1,003 reviews)
"We were very pleased with our overnight here - it was economical and more than sufficient. It was clean, comfortable and it was nice to have breakfast included (try the cinnamon buns!) "
United States
Susan
The price is S$190
includes taxes & fees
7 Jun - 8 Jun
Holiday Inn Express Annapolis East-Kent Island by IHG
Lobby lounge

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (440 reviews)
"Nothing special but good for the price. "
United States
Andreas
The price is S$102
includes taxes & fees
25 May - 26 May
Red Roof Inn & Suites Chestertown
Exterior

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)
"Beautiful area"
United States
Dan
The price is S$219
includes taxes & fees
15 Jun - 16 Jun
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (761 reviews)
"Great Stay!!"
United States
Richard
The price is S$230
includes taxes & fees
26 May - 27 May
Hyatt Place Kent Narrows & Marina
Reception

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is S$263
includes taxes & fees
19 May - 20 May
Kent Island Resort
Private beach nearby, sun-loungers, beach volleyball

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
3.5 star property
Chestertown
8.0 out of 10, Very good, (82 reviews)
"clean, comfortable, and staff was friendly and helpful. "
United States
Gail
The price is S$194
includes taxes & fees
20 May - 21 May
The Lodge at Great Oak Landing
Front of property – evening/night

Driftwood Inn

Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (176 reviews)
"Terrible !!! Dirty not clean the owner was rude and didn’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 didn’t care what they were doing. Don’t go to this place it should be shut down !"
United States
Gabriel
The price is S$90
includes taxes & fees
19 May - 20 May
Driftwood Inn
Indoor pool

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,005 reviews)
"It is a nice Hotel."
United States
Dale
The price is S$152
includes taxes & fees
25 May - 26 May
Best Western Kent Narrows Inn
Interior

3 Mi to Dover Motor Speedway: Pet-friendly Retreat

3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
Exterior

Haven Point Inn and Gallery

Haven Point Inn and Gallery
2.0 star property
Rock Hall
10.0 out of 10, Exceptional, (1 review)
"Room was very clean and the owner was very helpful will definitely stay there again"
United States
John
The price is S$220
includes taxes & fees
19 May - 20 May
Haven Point Inn and Gallery
Front of property – evening/night

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, (454 reviews)
"Beautiful Boutique Hotel on the eastern shore right over the Bay bridge great restaurant Little market that’s amazing nice spa and very pretty and accommodating hotel would highly recommend it! "
United States
Kimberly
The price is S$353
includes taxes & fees
25 May - 26 May
The Inn at Chesapeake Bay Beach Club
Lake

Inn at Huntingfield Creek

Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
"The owners and staff were very courteous and nice. The room layout was great and thoughtfully designed and decorated."
United States
Sandra
The price is S$253
includes taxes & fees
25 May - 26 May
Inn at Huntingfield Creek
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.
See properties

Top Church Hill Hotel Reviews

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

8/10 Good
"The breakfast was scanty and the coffee was too weak."
Joshua 1-night trip
Posted 7 hours ago
Comfort Inn & Suites Chestertown

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD
The price is S$102 per night from 25 May to 26 May
S$102
25 May - 26 May
includes taxes & fees
7.2/10 Good! (440 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 Hyatt Place Kent Narrows & Marina and Comfort Inn & Suites Chestertown. 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. In Church Hill, there are 2 hotels and other accommodation options to choose from. Find out more about Church Hill.
What are the top places to visit in Church Hill?
A couple of favourite 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. 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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