Hotels in Church Hill

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Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (909 reviews)
Tucked in peaceful Chestertown, this hotel welcomes guests with spotless rooms and an attentive staff. Swim in the seasonal outdoor pool, maintain your routine in the fitness center, and start each day with complimentary breakfast, all within reach of local attractions.
The price is $114
$126 total
includes taxes & fees
May 25 - May 26
Comfort Inn & Suites Chestertown
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)
Embrace coastal charm at this hotel in Grasonville, where superior rooms frame magical sunset vistas over the water. After exploring nearby walking trails, unwind in the indoor pool, hot tub, or sauna. Free breakfast fuels adventures to local restaurants.
The price is $107
$119 total
includes taxes & fees
May 10 - May 11
Best Western Kent Narrows Inn
The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
3.5 star property
Chestertown
7.8 out of 10, Good, (80 reviews)
Escape to this waterfront retreat featuring a seasonal outdoor pool and private beach with chairs and umbrellas. Play a round at the 9-hole golf course, dine at the restaurant, or relax at one of 3 bars before exploring nearby attractions.
The price is $132
$151 total
includes taxes & fees
May 17 - May 18
The Lodge at Great Oak Landing
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (900 reviews)
Discover quiet comfort at this Grasonville hotel with complimentary buffet breakfast, WiFi, and parking. Take a refreshing swim in the seasonal outdoor pool after exploring nearby Chesapeake Bay Environmental Center. Friendly staff and clean rooms await just 50 minutes from BWI Airport.
The price is $106
$118 total
includes taxes & fees
May 25 - May 26
Quality Inn Grasonville near Kent Island
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (440 reviews)
This quiet Chestertown retreat offers free parking and WiFi to make your stay stress-free. Explore nearby Rolling Road Park and Historical Society of Kent County Maryland, with 24-hour staff ready to assist throughout your visit.
The price is $72
$80 total
includes taxes & fees
May 10 - May 11
Red Roof Inn & Suites Chestertown
Kent Island Resort
Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
The price is $179
$233 total
includes taxes & fees
May 4 - May 5
Kent Island Resort
Haven Point Inn and Gallery
Haven Point Inn and Gallery
2.0 star property
Rock Hall
The price is $155
$172 total
includes taxes & fees
May 5 - May 6
Haven Point Inn and Gallery
Inn at Huntingfield Creek
Inn at Huntingfield Creek
3.5 star property
Rock Hall
10.0 out of 10, Exceptional, (63 reviews)
Surrounded by garden landscapes, this waterfront B&B features in-room refrigerators and laundry amenities. After enjoying the complimentary breakfast, relax by the outdoor pool or book a massage at the spa, just minutes from Rock Hall Harbor.
The price is $200
$223 total
includes taxes & fees
May 5 - May 6
Inn at Huntingfield Creek
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, (997 reviews)
Wake up to tranquil Chesapeake Bay vistas at this quiet waterfront retreat. Steps from the scenic bike trail with an inviting seasonal pool for afternoon dips. Complimentary breakfast fuels adventures to nearby Environmental Center and Queenstown Harbor Golf Club.
The price is $134
$149 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express Annapolis East-Kent Island by IHG
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
3.0 star property
Dover
The price is $93
$426 total
includes taxes & fees
May 13 - May 14
3 Mi to Dover Motor Speedway: Pet-friendly Retreat
Driftwood Inn
Driftwood Inn
2.0 star property
Chestertown
5.2 out of 10, (175 reviews)
Wake up refreshed at this comfortable Chestertown motel near Rolling Road Park. Enjoy convenient amenities like free WiFi and parking while exploring local attractions including the Historical Society of Kent County Maryland.
The price is $64
$70 total
includes taxes & fees
May 23 - May 24
Driftwood Inn
Best Western Denton Inn
Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (593 reviews)
This Best Western offers an outdoor pool and daily continental breakfast at no extra charge. Helpful staff welcome you to clean rooms near the Museum of Rural Life and Martinak State Park. Enjoy free WiFi and parking during your Maryland countryside visit.
The price is $124
$137 total
includes taxes & fees
May 18 - May 19
Best Western Denton Inn
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)
Overlooking the bay in Grasonville, this hotel offers a refreshing indoor pool, restaurant, and bar. Unwind on the terrace after exploring nearby Chesapeake Bay Environmental Center, with convenient room service and in-room microwaves for added comfort.
The price is $147
$163 total
includes taxes & fees
May 10 - May 11
Hilton Garden Inn Kent Island Marina
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, (452 reviews)
Escape to this serene Chesapeake retreat featuring an outdoor pool and indulgent spa treatments. Just minutes from Northern Chesapeake Bay and Paul Reed Smith Guitars, the hotel offers a cafe, 24-hour fitness center, and attentive staff that guests consistently praise.
The price is $216
$265 total
includes taxes & fees
May 10 - May 11
The Inn at Chesapeake Bay Beach Club
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (751 reviews)
Experience coastal luxury at this modern Kent Narrows hotel with marina access. A 24-hour fitness center, bar, and café await after exploring nearby Chesapeake Bay Environmental Center. The helpful staff and convenient location make for an exceptional stay.
The price is $169
$188 total
includes taxes & fees
May 10 - May 11
Hyatt Place Kent Narrows & Marina
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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Frequently asked questions

What accommodations do travelers recommend in Church Hill?
Can I book refundable accommodations in Church Hill?
If you're looking for the flexibility to change your travel plans to Church Hill, most accommodations provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Church Hill be like during my visit?
July and August are typically the warmest months in Church Hill when the average temp is 74°F. January and February are the coldest months when the average temperature is 39°F. August and July are the months with the most rain.
Why should I book my Church Hill accommodation with Hotels.com?
There are lots of reasons to book your Church Hill trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.