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Choose from 220 Church Hill Hotel Deals

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
The price is $141 per night from Nov 26 to Nov 27
$141
includes taxes & fees
Nov 26 - Nov 27
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
9.4/10 Exceptional! (440 reviews)
"The hotel has a great view. Breakfast was pretty good."

Reviewed on Nov 7, 2024

Hyatt Place Kent Narrows & Marina
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
The price is $100 per night from Nov 24 to Nov 25
$100
includes taxes & fees
Nov 24 - Nov 25
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)
"Nice clean room, clean bathroom, comfortable bed, i like the no carpet flooring"

Reviewed on Nov 10, 2024

Best Western Kent Narrows Inn
Hilton Garden Inn Kent Island
Hilton Garden Inn Kent Island
3 out of 5
3206 Main St, Grasonville, MD
  • 29 min drive from Cassinelli Winery and Vineyards
The price is $141 per night from Nov 20 to Nov 21
$141
includes taxes & fees
Nov 20 - Nov 21
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
9/10 Wonderful! (838 reviews)
"Great property, great location and staff. Will definitely return."

Reviewed on Oct 27, 2024

Hilton Garden Inn Kent Island
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
2.5 out of 5
1020 Kent Narrows Rd, Grasonville, MD
  • 28 min drive from Cassinelli Winery and Vineyards
The price is $105 per night from Nov 18 to Nov 19
$105
includes taxes & fees
Nov 18 - Nov 19
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! (771 reviews)
"Clean, quiet; easy access"

Reviewed on Nov 11, 2024

Holiday Inn Express Annapolis - Kent Island, an IHG Hotel
Quality Inn
Quality Inn
2.5 out of 5
101 Vfw Ave, Grasonville, MD
  • 29 min drive from Cassinelli Winery and Vineyards
The price is $93 per night from Dec 1 to Dec 2
$93
includes taxes & fees
Dec 1 - Dec 2
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. ...
7.6/10 Good! (705 reviews)
"Clean & cozy"

Reviewed on Nov 12, 2024

Quality 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
The price is $118 per night from Dec 12 to Dec 13
$118
includes taxes & fees
Dec 12 - Dec 13
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! (727 reviews)
"Was there just one night and didn't eat breakfast, but staff were wonderful and the room seemed newly renovated. Room was large and clean with coffee maker and mini-fridge."

Reviewed on Nov 15, 2024

Comfort Inn & Suites Chestertown
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
The price is $88 per night from Dec 1 to Dec 2
$88
includes taxes & fees
Dec 1 - Dec 2
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 attraction ...
7.2/10 Good! (319 reviews)
Nice but no breakfast
"Comfortable room and fair price for the room size. Very clean. Bathroom was nice but had a broken wall mounted hair dryer and the bathroom door did not latch closed so it stayed open about an inch. Front desk was businesslike but not the least bit friendly. There is no breakfast or even coffee offered. ..."

Reviewed on Nov 10, 2024

Red Roof Inn & Suites Chestertown
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
The price is $127 per night from Dec 1 to Dec 2
$127
includes taxes & fees
Dec 1 - Dec 2
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! (517 reviews)
"Nice room. Clean. The usual breakfast bar."

Reviewed on Oct 28, 2024

Best Western Denton 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
The price is $223 per night from Dec 1 to Dec 2
$223
includes taxes & fees
Dec 1 - Dec 2
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 ...
9/10 Wonderful! (89 reviews)
"Wonderful stay, charming inn."

Reviewed on Nov 14, 2024

Kent Island Resort
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
The price is $257 per night from Dec 1 to Dec 2
$257
includes taxes & fees
Dec 1 - Dec 2
Stay at this 4-star 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! (364 reviews)
"Beautiful Property, wonderful staff"

Reviewed on Nov 9, 2024

The Inn at Chesapeake Bay Beach Club
The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
3.5 out of 5
22170 Great Oak Landing Rd, Chestertown, MD
  • 23 min drive from Cassinelli Winery and Vineyards
The price is $143 per night from Dec 2 to Dec 3
$143
includes taxes & fees
Dec 2 - Dec 3
Stay at this 3.5-star beach lodge in Chestertown. Enjoy free WiFi, free parking, and an outdoor pool.
7.6/10 Good! (45 reviews)
Respite
"Generally okay, Clean but property could use some upgrade"

Reviewed on Oct 27, 2024

The Lodge at Great Oak Landing
Driftwood Inn
Driftwood Inn
2 out of 5
609 Washington Avenue, Chestertown, MD
  • 15 min drive from Cassinelli Winery and Vineyards
The price is $70 per night from Nov 16 to Nov 17
$70
includes taxes & fees
Nov 16 - Nov 17
Stay at this motel in Chestertown. Enjoy free WiFi, free parking, and a 24-hour front desk.
5/10 (167 reviews)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"

Reviewed on Oct 16, 2024

Driftwood Inn
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.

HOTW-Hotel-Deals-726-959@2x.jpg (1918×258)*Savings based on Hot Rate® hotel bookings as compared with the lowest published rates found on leading retail travel sites. Hot Rates are different from retail rates. With Hot Rates you enter the date, location and star rating. Hotel revealed only after booking. All bookings final.

Find cheap hotels in Church Hill

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Church Hill.

Choosing the right hotel in Maryland has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Church Hill’s 220 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $70. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Church Hill hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Church Hill. No matter your reason for visiting Church Hill, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Church Hill hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Church Hill for as low as $70.

How many hotels are there in Church Hill?

With over 220 hotels in Church Hill, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $70.

How to find cheap car rentals in Church Hill?

Finding a cheap car rental deal in Church Hill is as easy as scoring cheap hotels in Church Hill. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Church Hill now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Church Hill right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.