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Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

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Our top choices for Church Hill hotels

Hotel
Bed & breakfast
Breakfast included
Pet friendly
Reserve now, pay later

1. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
United States
Deanna
CA $150
CA $167 total
includes taxes & fees
Aug 31 - Sep 1
Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
Chestertown
United States
Anasmel
CA $88
CA $98 total
includes taxes & fees
Aug 23 - Aug 24
Red Roof Inn & Suites Chestertown

3. Driftwood Inn

Driftwood Inn
Chestertown
United States
Daryl
CA $89
CA $99 total
includes taxes & fees
Aug 15 - Aug 16
Driftwood Inn

4. The Lodge at Great Oak Landing

The Lodge at Great Oak Landing
Chestertown
United States
Nicola
CA $148
CA $169 total
includes taxes & fees
Aug 13 - Aug 14
The Lodge at Great Oak Landing

5. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Jonathan
CA $140
CA $156 total
includes taxes & fees
Sep 7 - Sep 8
Quality Inn Grasonville near Kent Island

6. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Jackie
CA $167
CA $185 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

7. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
chanel
CA $161
CA $179 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Kent Narrows Inn

8. Inn at Huntingfield Creek

Inn at Huntingfield Creek
Rock Hall
United States
Myrna
CA $253
CA $281 total
includes taxes & fees
Aug 19 - Aug 20
Inn at Huntingfield Creek

9. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
Tammy
CA $206
CA $228 total
includes taxes & fees
Aug 31 - Sep 1
Hilton Garden Inn Kent Island Marina

10. Haven Point Inn and Gallery

Haven Point Inn and Gallery
Rock Hall
United States
John
CA $171
CA $189 total
includes taxes & fees
Aug 25 - Aug 26
Haven Point Inn and Gallery

11. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
jeanette
CA $237
CA $263 total
includes taxes & fees
Aug 16 - Aug 17
Hyatt Place Kent Narrows & Marina

12. Kent Island Resort

Kent Island Resort
Stevensville
United States
Leigh
CA $251
CA $327 total
includes taxes & fees
Sep 7 - Sep 8
Kent Island Resort

13. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United Kingdom
Jamie
CA $302
CA $371 total
includes taxes & fees
Aug 31 - Sep 1
The Inn at Chesapeake Bay Beach Club

14. Best Western Denton Inn

Best Western Denton Inn
Denton
United States
Courtney
CA $173
CA $192 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Denton Inn
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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.
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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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Top Church Hill Hotel Reviews

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

8/10 Good
"even tho pet friendly we had to move our room due to dogs no problem changing rooms"
william 3-night trip
Posted 4 hours ago
Holiday Inn Express Annapolis East-Kent Island by IHG
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

10/10 Excellent
"The room was clean nice staff"
Brandon 1-night trip
Posted 15 hours ago
Red Roof Inn & Suites Chestertown
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

8/10 Good
"Hotel was fine. Area was a little sketchy."
Angelo 1-night trip
Posted 2 days ago
Comfort Inn & Suites Chestertown
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

10/10 Excellent
"We had a wonderful stay! The listing was exactly as described, so there were no surprises when we arrived. The hosts were friendly, welcoming, and easy to communicate with throughout our trip. The home was superbly clean, and it was obvious they take great pride in its presentation and thoughtful decorations. It also had all the basics we needed for a comfortable weekend getaway, making it easy to relax and enjoy our stay. We would definitely stay here again and highly recommend it to others! Just some advice to future renters- take a screenshot of your check-in information for codes, etc ahead of time, as cell service (we have Verizon) is terrible in the area."
Jason V. 2-night trip
Posted 2 days ago
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Inn at Huntingfield Creek

Inn at Huntingfield Creek

10/10 Excellent
"Beautiful property, gracious hosts. 5 Star all the way. Planning our next visit!"
Mary Ann 4-night trip
Posted 2 days ago
Inn at Huntingfield Creek
Best Western Denton Inn

Best Western Denton Inn

8/10 Good
"Great hotel, nice staff, quiet and safe, will definitely stay here again"
Sheila 1-night trip
Posted 3 days ago
Best Western Denton Inn
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Perfect stay in Kent Narrows!!"
Sandra 2-night trip
Posted 3 days ago
Hyatt Place Kent Narrows & Marina
240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent
"I basically bought groceries for this trip! I loved that it supplied beach towels and we didn’t have to tote our own! The house was equity for all visitors: a room on the first floor to accommodate someone that can’t do stairs and a hideaway floor for all the kids. It’s was the best set up for us!! Not to mention the fun stuff to do on the property: crabbing, biking, swimming, paddle boarding, and kayaking!! A great family vacation!!"
Alaina D. 5-night trip
Posted 3 days ago
240' Private Beachfront @Kent Island Love Point - Great for Families
Kent Island Resort

Kent Island Resort

10/10 Excellent
"I loved the kayaks!!"
Melinda 2-night trip
Posted 3 days ago
Kent Island Resort

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD
CA $88
CA $98 total
Aug 23 - Aug 24
includes taxes & fees
7.2/10 Good! (475 reviews)
Red Roof Inn & Suites Chestertown
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD
CA $140
CA $156 total
Sep 7 - Sep 8
includes taxes & fees
Quality Inn Grasonville near Kent Island
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD
CA $150
CA $167 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (944 reviews)
Comfort Inn & Suites Chestertown
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
CA $161
CA $179 total
Sep 7 - Sep 8
includes taxes & fees
Best Western Kent Narrows Inn
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD
CA $167
CA $185 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Denton Inn

Best Western Denton Inn

521 Fleetwood Rd Denton MD
CA $173
CA $192 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (623 reviews)
Best Western Denton Inn

Hotels in Church Hill with star rating

Frequently asked questions

What is the best area to stay in Church Hill?
The best area to stay in Church Hill is right in the village centre, particularly around Main Street and the historic district.This area is the heart of Church Hill, offering a relaxed, small-town atmosphere. Main Street is where you'll find local shops, eateries, and a few historic buildings. The layout is very walkable, making it easy to explore the village on foot.For couples seeking a quiet getaway, staying in the village centre is ideal. You'll be close to the local antique shops and the community park, superb for a leisurely stroll. The proximity to the historic sites provides a pleasant backdrop for a relaxing break.Families will also find the village centre convenient. Being able to walk to local ice cream parlours and the open spaces of the community park makes it easy to entertain children.
When is the best time to go to Church Hill?
The best times to visit Church Hill are during the shoulder seasons of spring (April to May) and autumn (September to October).During these months, the weather is pleasantly mild, making it ideal for exploring the outdoors without the intense heat and humidity of summer. You'll find fewer crowds compared to the peak summer season, allowing for a more relaxed experience at local attractions and eateries.Spring brings blooming flowers and lush greenery, great for those who enjoy scenic drives and walks through the countryside. It's a lovely time for couples seeking a tranquil getaway, perhaps enjoying afternoon tea at a local inn or exploring the nearby nature preserves.Autumn offers stunning foliage as the leaves change colour, creating beautiful backdrops for photography and leisurely drives along the Chesapeake Bay. This season is also great for solo travellers looking for a peaceful retreat, with opportunities for quiet reflection by the water or visiting local art studios.While summer (June to August) is popular for water activities, it can be quite warm and busy. Winter (November to March) is generally cold and quiet, with many seasonal businesses closed.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Church Hill.
How much is the nightly rate at a Church Hill hotel?
Prices for hotels in Church Hill often vary, but you can find a great deal from CA $98 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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