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Hotels in Church Hill

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Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S Grasonville MD
  • 29 min drive from Cassinelli Winery and Vineyards
Book a stay at this business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9.4/10 Exceptional! (708 reviews)
The room was spacious and clean. The staff were friendly. Special thanks to Aung for his help and thoughtfulness! Thanks to Paul also!

Reviewed on Jan 26, 2026

Hyatt Place Kent Narrows & Marina
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
  • 28 min drive from Cassinelli Winery and Vineyards
Book a stay at this spa hotel in Stevensville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (434 reviews)
Amazing rooms and service!

Reviewed on Jan 17, 2026

The Inn at Chesapeake Bay Beach Club
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 out of 5
3101 Main Street Grasonville MD
  • 29 min drive from Cassinelli Winery and Vineyards
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,000 reviews)
This place was awesome. Very clean. In a beautiful spot to see the sun rise . The breakfast was cool and the staff was awesome.

Reviewed on Jan 9, 2026

Best Western Kent Narrows Inn
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road Chestertown MD
  • 16 min drive from Cassinelli Winery and Vineyards
Book a stay at this business-friendly hotel in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (870 reviews)
Polite and kind hotel manager

Reviewed on Jan 25, 2026

Comfort Inn & Suites Chestertown
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 out of 5
1020 Kent Narrows Rd Grasonville MD
  • 28 min drive from Cassinelli Winery and Vineyards
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
9/10 Wonderful! (956 reviews)
Was very comfortable and I had a nice quiet room so I had a good nights rest.

Reviewed on Jan 22, 2026

Holiday Inn Express Annapolis East-Kent Island by IHG
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3 out of 5
3206 Main St Grasonville MD
  • 29 min drive from Cassinelli Winery and Vineyards
Book a stay at this business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
I would have rated it 5 stars but they charge you for the

Reviewed on Jan 25, 2026

Hilton Garden Inn Kent Island Marina
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
160 Scheeler Rd Chestertown MD
  • 16 min drive from Cassinelli Winery and Vineyards
Stay at this hotel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.2/10 Good! (427 reviews)
Arrived earlier than expected and the staff was very accommodating and friendly which made for an excellent stay from start to finish.

Reviewed on Jan 16, 2026

Red Roof Inn & Suites Chestertown
Quality Inn

Quality Inn

2.5 out of 5
101 Vfw Ave Grasonville MD
  • 29 min drive from Cassinelli Winery and Vineyards
Stay at this hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (868 reviews)
Nice staff and rooms

Reviewed on Jan 26, 2026

Quality Inn
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
  • 28 min drive from Cassinelli Winery and Vineyards
Book a stay at this golf hotel in Stevensville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (132 reviews)
Adorable property and very quaint. Understandable may be hard to find staff off-season, but your front desk staff could use some coaching. She was not very friendly and did not tell me about any of the amenities. As a traveler who was so happy to finally get to the property after a long day of travel ...

Reviewed on Jan 26, 2026

Kent Island Resort
Best Western Denton Inn

Best Western Denton Inn

2.5 out of 5
521 Fleetwood Rd Denton MD
  • 40 min drive from Cassinelli Winery and Vineyards
Stay at this hotel in Denton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (584 reviews)
Everything was great except for the fire alarm went off several times a day.

Reviewed on Jan 30, 2026

Best Western Denton Inn
Inn at Huntingfield Creek

Inn at Huntingfield Creek

3.5 out of 5
4928 Eastern Neck Rd Rock Hall MD
  • 6 min drive from Cassinelli Winery and Vineyards
Book a stay at this spa B&B in Rock Hall. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rock Hall Harbor and The Mainstay are located ...
9.8/10 Exceptional! (59 reviews)
Quiet. Friendly staff. Beautiful grounds. Very clean.

Reviewed on Dec 24, 2025

Inn at Huntingfield Creek
Mariners Motel

Mariners Motel

2 out of 5
5681 South Hawthorne Avenue Rock Hall MD
  • 6 min drive from Cassinelli Winery and Vineyards
Stay at this motel in Rock Hall. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Rock Hall Harbor and Waterman’s Museum are located ...
9.4/10 Exceptional! (90 reviews)
Clean and restful, convenient charm
Although I booked this thinking it was a different place, lol it was a VERY nice and clean, peaceful, convenient retreat. It was actually a better choice than my original selection, You can walk to most things in town and the cleanliness, and charm and quiet were just what I needed to relax.

Reviewed on Sep 7, 2025

Mariners Motel
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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