Top 10 Hotels in Church Hill, MD from ￥10,828 - Competitive Prices

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Apartment

Pool

Hot tub

Family friendly

Waterpark

Cottage

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Church Hill hotels

Desk, laptop workspace, blackout drapes, iron/ironing board

1. Comfort Inn & Suites Chestertown

Chestertown

Amy

￥15,969

￥17,726 total

includes taxes & fees

Oct 4 - Oct 5

2. Red Roof Inn & Suites Chestertown

Chestertown

Linda

￥11,058

￥12,275 total

includes taxes & fees

Oct 6 - Oct 7

Room | Desk, soundproofing, WiFi (free), bed sheets

3. Driftwood Inn

Chestertown

Kathy

￥9,754

￥10,828 total

includes taxes & fees

Sep 17 - Sep 18

Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, WiFi (free), bed sheets

4. Quality Inn Grasonville near Kent Island

Grasonville

Faezeh

￥15,361

￥17,051 total

includes taxes & fees

Oct 5 - Oct 6

In-room safe, iron/ironing board, cribs (free)

5. Best Western Denton Inn

Denton

Courtney

￥18,241

￥20,247 total

includes taxes & fees

Oct 4 - Oct 5

Standard Room, 1 King Bed, River View | Premium bedding, in-room safe, desk, iron/ironing board

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

Grasonville

jayne

￥18,280

￥20,290 total

includes taxes & fees

Oct 13 - Oct 14

Woods Cottage | Living area | Flat-screen TV, fireplace

7. Inn at Huntingfield Creek

Rock Hall

Christine

￥27,716

￥30,765 total

includes taxes & fees

Sep 28 - Sep 29

8. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

￥23,349

￥25,918 total

includes taxes & fees

Oct 4 - Oct 5

Private beach nearby, sun loungers, beach volleyball

9. The Lodge at Great Oak Landing

Chestertown

Lynda

￥16,590

￥18,965 total

includes taxes & fees

Sep 13 - Sep 14

Indoor pool, open 5 AM to 11 PM, sun loungers

10. Hilton Garden Inn Kent Island Marina

Grasonville

roney

￥18,937

￥21,020 total

includes taxes & fees

Oct 13 - Oct 14

11. Haven Point Inn and Gallery

Rock Hall

Mary

￥18,414

￥20,440 total

includes taxes & fees

Sep 15 - Sep 16

Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

12. Kent Island Resort

Stevensville

Bethany

￥21,687

￥29,222 total

includes taxes & fees

Oct 12 - Oct 13

13. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

￥29,527

￥36,702 total

includes taxes & fees

Sep 28 - Sep 29

Standard Room, 1 Queen Bed, Non Smoking, Refrigerator & Microwave | In-room safe, desk, laptop workspace, iron/ironing board

14. Best Western Kent Narrows Inn

Grasonville

Joshua

￥17,869

￥19,834 total

includes taxes & fees

Sep 28 - Sep 29

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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

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

Holiday Inn Express Annapolis East-Kent Island by IHG

10/10 Excellent

"The view was beautiful, we loved and used the pool, breakfast was great. Staff was kind and helpful! Will stay again! Very much recommended!"

Comfort Inn & Suites Chestertown

10/10 Excellent

"Everything was PERFECT, nothing to change"

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

10/10 Excellent

"Extremely clean and well stocked."

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"Would gladly book again. Upgrading to a room with a balcony overlooking the Bay was too expensive but it was a special occasion, so I paid it. The upgrade would be a lot cheaper, most likely, it I had done in it advance. The desk clerk allowed us to check in early because the room was clean and ready. This was very kind and not usually offer in any case at hotels and motels. It made it easier when we came back later in the afternoon and went directly to the room. Thanks!"

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

10/10 Excellent

"We genuinely loved our stay at this property. Betty was a wonderful host with great communication. Check-in was simple and easy; the directions were clear. They left us beach chairs and an umbrella for our use while we were, which was a nice touch. The property was clean, comfortable, and in a great location. The sunsets were as incredible as advertised! We absolutely loved this for a holiday weekend getaway and hopefully will have the opportunity to stay there again in the future!"

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Great overnight getaway with comfy beds & pool by the water!"

Kent Island Resort

10/10 Excellent

"Just a wonderful place, we had an amazing stay!"

Red Roof Inn & Suites Chestertown

8/10 Good

"Tv didn’t work and the place needs some updating, new carpet and some new mattresses, staff is great."

Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining

10/10 Excellent

"Beautiful place. Clean and fully equipped. Liked the close proximity to the beach."

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

￥11,058

￥12,275 total

Oct 6 - Oct 7

includes taxes & fees

7.2/10 Good! (489 reviews)

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD

￥15,361

￥17,051 total

Oct 5 - Oct 6

includes taxes & fees

7.8/10 Good! (965 reviews)

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD

￥15,969

￥17,726 total

Oct 4 - Oct 5

includes taxes & fees

8.6/10 Excellent! (975 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

￥17,869

￥19,834 total

Sep 28 - Sep 29

includes taxes & fees

Best Western Denton Inn

521 Fleetwood Rd Denton MD

￥18,241

￥20,247 total

Oct 4 - Oct 5

includes taxes & fees

8.6/10 Excellent! (627 reviews)

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD

￥18,280

￥20,290 total

Oct 13 - Oct 14

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

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

240' Private Beachfront @Kent Island Love Point - Great for Families: This vacation home near Church Hill is located on the beach and has a fireplace, a patio, 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. Kick off your shoes and enjoy yourself with a garden and a selection of games. 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 249 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 Chestertown Historic District 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.

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Book Hotels in Church Hill on Expedia.com

Find hotels in Church Hill, MD from ￥10,828

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Church Hill

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Church Hill hotels

1. Comfort Inn & Suites Chestertown

2. Red Roof Inn & Suites Chestertown

3. Driftwood Inn

4. Quality Inn Grasonville near Kent Island

5. Best Western Denton Inn

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

7. Inn at Huntingfield Creek

8. Hyatt Place Kent Narrows & Marina

9. The Lodge at Great Oak Landing

10. Hilton Garden Inn Kent Island Marina

11. Haven Point Inn and Gallery

12. Kent Island Resort

13. The Inn at Chesapeake Bay Beach Club

14. Best Western Kent Narrows Inn

Stay near popular Church Hill attractions

Cassinelli Winery and Vineyards

Church Hill Theatre

Top Church Hill Hotel Reviews

Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn & Suites Chestertown

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

Hyatt Place Kent Narrows & Marina

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD

The Inn at Chesapeake Bay Beach Club

Kent Island Resort

Red Roof Inn & Suites Chestertown

Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining

More cheap stays in Church Hill

Red Roof Inn & Suites Chestertown

Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Chestertown

Best Western Kent Narrows Inn

Best Western Denton Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

Frequently asked questions

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