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Compare 248 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express Annapolis East-Kent Island by IHG
Welcome to the Holiday Inn Express, where guests can check in and enjoy a convenient stay.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (874)
"Great place"
The price is ￥22,114
￥24,547 total
includes taxes & fees
Jul 31 - Aug 1
Holiday Inn Express Annapolis East-Kent Island by IHG
Comfort Inn & Suites Chestertown
Welcome to our reception area, where friendly staff are available to assist with your stay.

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (786)
"It was a clean comfortable spot to rest for the night. "
The price is ￥16,761
￥18,605 total
includes taxes & fees
Aug 17 - Aug 18
Comfort Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
Classic hotel room with a large bed, bedside tables, and a comfortable armchair.

Red Roof Inn & Suites Chestertown

2.0 star property
7.2 out of 10, Good, (379)
"Good location."
The price is ￥11,202
￥12,434 total
includes taxes & fees
Aug 7 - Aug 8
Red Roof Inn & Suites Chestertown
Best Western Denton Inn
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Best Western Denton Inn

2.5 star property
8.4 out of 10, Very Good, (554)
"I really enjoyed our 2 night stay. Hotel and room were clean, staff were friendly and helpful, bed was comfortable, it was easy to find, good water pressure in the shower, walmart and restaurants nearby. "
The price is ￥20,871
￥23,167 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Denton Inn
Hyatt Place Kent Narrows & Marina
Relax by the fire pit in this scenic waterfront seating area, overlooking the marina with boats docked.

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (595)
"Great place to stay. "
The price is ￥24,772
￥27,497 total
includes taxes & fees
Jul 28 - Jul 29
Hyatt Place Kent Narrows & Marina
Best Western Kent Narrows Inn
Two single beds with white linens and dark wood headboard, flat-screen TV, and a dresser with drawers.

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1006)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
The price is ￥16,184
￥17,964 total
includes taxes & fees
Jul 30 - Jul 31
Best Western Kent Narrows Inn
Quality Inn
Relax in a comfortable seating area with a sofa and armchairs, and enjoy a view of the outside from the large window.

Quality Inn

2.5 star property
7.8 out of 10, Good, (793)
"The place was clean and quiet, staff was great, not much nearby to see and do. It’s a fishing town. "
The price is ￥14,340
￥15,917 total
includes taxes & fees
Aug 24 - Aug 25
Quality Inn
The Lodge at Great Oak Landing
Surrounded by a tranquil lake, this serene setting features a cozy fire pit amidst a picturesque landscape.

The Lodge at Great Oak Landing

3.5 star property
8.0 out of 10, Very Good, (55)
"Great place to get some quiet rest by the water"
The price is ￥18,891
￥20,968 total
includes taxes & fees
Jul 27 - Jul 28
The Lodge at Great Oak Landing
Mariners Motel
Docked in the marina, a sleek yacht awaits your arrival.

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is ￥22,736
￥25,237 total
includes taxes & fees
Aug 18 - Aug 19
Mariners Motel
Hilton Garden Inn Kent Island Marina
Relax on the outdoor terrace with a view of the marina, surrounded by wicker furniture and beautiful flowers.

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (965)
"Great spot with beautiful views. "
The price is ￥23,652
￥26,253 total
includes taxes & fees
Jul 28 - Jul 29
Hilton Garden Inn Kent Island Marina
Inn at Huntingfield Creek
Relax on the lakeside deck with a comfortable lounge chair, surrounded by lush greenery.

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (52)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
The Inn at Chesapeake Bay Beach Club
Welcome to our hotel, featuring a modern entrance with a covered area and lush greenery.

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (402)
"Staff was very polite and friendly. "
The price is ￥30,022
￥37,050 total
includes taxes & fees
Aug 24 - Aug 25
The Inn at Chesapeake Bay Beach Club
Driftwood Inn
Rows of rooms with stone facades and windows line the building's side.

Driftwood Inn

2.0 star property
5.2 out of 10, (171)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
The price is ￥9,300
￥10,324 total
includes taxes & fees
Jul 26 - Jul 27
Driftwood Inn
Kent Island Resort
Surrounded by lush greenery and a serene lake, this historic property offers a picturesque setting with a spacious parking area and a circular driveway.

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (105)
"Welcoming and well-staffed property, in a lovely and tranquil setting. Staff was friendly and helpful. Restaurant/bar service and food were outstanding. Great quiet getaway weekend spot. "
The price is ￥29,152
￥37,918 total
includes taxes & fees
Aug 12 - Aug 13
Kent Island Resort
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
The price is ￥32,384
￥38,876 total
includes taxes & fees
Jul 31 - Aug 1
Inn at Haven Harbour
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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Learn more about Church Hill

Get away to Church Hill! Enjoy the wineries and more.

See all hotels in Church Hill

Top Church Hill Hotel Reviews

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

10/10 Excellent
"Our check-in quicl Staff was quick. The rooms have a very spacious area it was clean and the beds were comfortable just for a night to crash. "
Marie Paz 1-night trip
Posted 3 days ago
Red Roof Inn & Suites Chestertown

Frequently asked questions

Where is the best place to stay in Church Hill?

Located 18.3 mi (29.5 km) from the heart of Church Hill, Hyatt Place Kent Narrows & Marina is a top choice for your stay based on our traveler data. Two other choices for your stay in the area are Best Western Kent Narrows Inn 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?

Amazing Waterfront house with expansive views of the Chesapeake Bay and Sunsets: This vacation home near Church Hill is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a microwave, and a coffee maker, so you can cook with friends or family. 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 are some accommodations with pools in Church Hill?

Hilton Garden Inn Kent Island: Features free parking, a pool, and TVs. Best Western Kent Narrows Inn and The Inn at Chesapeake Bay Beach Club are a couple of other choices that offer an onsite pool. View all hotels with pools in Church Hill.

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 Cassinelli Winery and Vineyards and Church Hill Theatre. You'll also find Rolphs Wharf Marina and Historical Society of Kent County Maryland 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 74°F, while the coldest months are January and February with an average of 39°F. Average annual precipitation for Church Hill is 48 inches.