Church Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Church Hill

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
The price is 4.169.775 ₫ per night from 21 Aug to 22 Aug
4.169.775 ₫
4.628.450 ₫ total
21 Aug - 22 Aug
includes taxes & fees
9.4/10 Exceptional! (604 reviews)
Great stay
"Only complaint, the blackout drapes were almost two feet too short. I had to barricade the windows with couch cushions to block the lights entering at the floor level up to two feet high. It would’ve been nice to have a light switch to turn off lights on the terrace (never found one). That issue ..."

Reviewed on 2 Aug 2025

Hyatt Place Kent Narrows & Marina
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3 out of 5
3206 Main St, Grasonville, MD
The price is 3.998.652 ₫ per night from 1 Sept to 2 Sept
3.998.652 ₫
4.438.504 ₫ total
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (981 reviews)
"Perfect view on Kent Island. Close to great restaurants. Great service at check-in. Will come back!"

Reviewed on 8 Aug 2025

Hilton Garden Inn Kent Island Marina
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road, Chestertown, MD
Fully refundableReserve now, pay when you stay
The price is 2.981.262 ₫ per night from 17 Aug to 18 Aug
2.981.262 ₫
3.309.201 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.4/10 Very Good! (791 reviews)
"Please move waffle station….it needs its own space! Could hardly get a plate and utensils with people trying to and waiting for their turn to make waffles. Breakfast choices just okay."

Reviewed on 4 Aug 2025

Comfort Inn & Suites Chestertown
See all 246 properties in Church Hill
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.

Popular places to visit

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.

Cassinelli Winery and Vineyards

Church Hill Theatre

You can make plans for a show at Church Hill Theatre on your trip to Church Hill.

Church Hill Theatre

Frequently asked questions

How much does a Church Hill holiday package cost?
You can grab a holiday package to this popular destination on Expedia. However, how much your holiday to Church Hill costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Church Hill?
January, February and November are great times to look for cheap Church Hill holiday packages. Travelling in less busy periods means you'll typically find better prices on flights and accommodation.
How many days is enough for Church Hill?
Usually, a handful of days is enough to see the top attractions during your Church Hill holiday. But if you prefer to have some time to relax or take day trips, consider extending your trip.
How to find the best Church Hill package deals?
Landing a cheap Church Hill package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most wallet-friendly Church Hill package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Church Hill holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Church Hill holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Church Hill?
If you've got your Church Hill holiday dates confirmed, book as soon as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Church Hill?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Church Hill.
  2. Budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Church Hill.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to get to in Church Hill. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Church Hill holiday package.