Find hotels in Kennedyville, MD from SAR 190

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Compare 456 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Comfort Inn & Suites Chestertown

2.5 star property
8.6 out of 10, Excellent, (734)
"Front desk staff was welcoming and friendly. We had a suite so I am guessing it was a bit larger than a regular room but it was really wonderful to have the extra space. The room was clean and the breakfast was decent (the coffee was good for hotel coffee). Would certainly stay here again when I am in the area. "
The price is SAR 409
SAR 454 total
includes taxes & fees
6 Jan - 7 January 2025
Comfort Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2.0 star property
7.4 out of 10, Good, (322)
"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. You have to go out for breakfast. Excuse was not since Covid. That adds another $20 per couple for breakfast to the room price."
The price is SAR 257
SAR 285 total
includes taxes & fees
5 Jan - 6 January 2025
Red Roof Inn & Suites Chestertown

The Lodge at Great Oak Landing

3.5 star property
7.8 out of 10, Good, (46)
"Generally okay, Clean but property could use some upgrade"
The Lodge at Great Oak Landing

Driftwood Inn

2.0 star property
5.0 out of 10, (167)
"Rooms were clean. Check-in was a breeze, and the housekeeping lady is the best left her a nice tip"
The price is SAR 239
SAR 265 total
includes taxes & fees
25 Dec - 26 Dec
Driftwood Inn

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (49)
"We had a great stay at this nice inn. It is exactly what we are looking for: a quiet place on the eastern shore surrounded by nature. The cottage (one of seven) is spacious and well appointed. The bed is very comfortable. The tranquility of sitting on the back porch looking at the golden sunset beyond the vast field and tree line!! We took many walks across the 70 plus acre property to the shore and just absorbed the peace and sound of the wind blowing over the water. It’s amazing. The living...
The price is SAR 501
SAR 556 total
includes taxes & fees
5 Jan - 6 January 2025
Inn at Huntingfield Creek

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (88)
"Great location and very well cared for older motel. Updating extremely well done. We enjoyed the complimentary bikes, being so close to the water and the many good restaurants nearby. We will be back!"
The price is SAR 540
SAR 599 total
includes taxes & fees
25 Dec - 26 Dec
Mariners Motel

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (77)
"The room and bathroom were very spacious and clean! I love and appreciate the small toiletries that were left for us! The small refrigerator and table are a nice touch that we used during our stay! "
The price is SAR 368
SAR 593 total
includes taxes & fees
1 Jan - 2 January 2025
First Floor Studio Apartment in Historic Chestertown

BAYSIDE BUNGALOW

10.0 out of 10, Exceptional, (33)
"The bay cottage's porch was a perfect spot to enjoy a bottle of wine and snacks provided by the thoughtful hosts. Clever decor , furnishings, and sauna made our stay special and warm. Had crab dinner viewing sunset over the bay at dockside suggested by hosts. we hope to return. "
The price is SAR 657
SAR 1,019 total
includes taxes & fees
30 Dec - 31 Dec
BAYSIDE BUNGALOW

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (17)
"This property was exactly what we needed! The apartment was very clean and well maintained making it such a pleasant experience. Even though the property is shared with the owners, they weren’t constantly around or hovering over us allowing us to enjoy our time together. We loved having the dock and availability of the kayaks so we didn’t have to bring us along for the long trip there. We found some small shops and cute little towns along with a wonderful winery all within a short drive from...
The price is SAR 657
SAR 1,166 total
includes taxes & fees
5 Jan - 6 January 2025
Waterfront Retreat with Private Dock and Beach

Bayside Cottage steps from Rock Hall Harbor

10.0 out of 10, Exceptional, (2)
"Thank you - towels hanging bathroom. Outside trash can was full when we got there. We took our trash with us. thank you - MBVK"
Bayside Cottage steps from Rock Hall Harbor

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

10.0 out of 10, Exceptional, (4)
"A great place to chill out and enjoy what Rock Hall has to offer. It’s always great to come back to my childhood town. Rick is a great host and takes really good care of the property! We will be back."
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

River Cottage, Chestertown

2.0 star property
River Cottage, Chestertown

Pet-friendly Home on Chester River w/ Dock!

3.0 star property
Pet-friendly Home on Chester River w/ Dock!

200 steps to the beach!

10.0 out of 10, Exceptional, (85)
"I enjoyed my stay. I've stayed in the house before."
200 steps to the beach!

Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD

10.0 out of 10, Exceptional, (17)
"We really enjoyed our stay in Rock Hall! Perfect house in a great location."
Beautiful home & short walk to beach, restaurants, and marinas in Rock Hall, MD

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

10.0 out of 10, Exceptional, (5)
"My friend and I wanted to meet up part way between our two cities, and when we decided on the Chesapeake Bay, Rock Hall seemed a good option, and we were right! What a great little town, and the house was just perfect for us. She brought her two little ones (6 and 2), and I was on my own. I think with just 1 bathroom, many more than that would really not be ideal. The whole stay was great, we both agreed we'd love to come back again. The only hiccup (and I am sure it will be fixed), was that...
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD

9.8 out of 10, Exceptional, (60)
"Great place near the marina. Kitchen was well equipped for cooking our own meals. Nice recent updates to the bathroom and kitchen. Covered porch out back is also quite nice. We enjoyed our stay and would gladly return to this house!"
Cottage with Harbor and Chesapeake Bay View in Rock Hall, MD

Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

10.0 out of 10, Exceptional, (32)
"Beautiful home, beautiful property! My family meets up annually and the house fit us perfectly. Plenty of room to spread out and congregate together. The home also provides so much to do with all the amenities! Thanks for the memories "
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

Unobstructed view of the Chesapeake Bay, w/ a beach!

10.0 out of 10, Exceptional, (19)
"This property is beautiful and relaxing. The view of the sassafrass is very peaceful, its fun to watch the boats go by, and watch the joy of people at the beach. The place has everything you could want. It’s comfortable, clean, and relaxing. We had a wonderful time, and hope to come back one day. Very much recommend it for your stay in the area. "
Unobstructed view of the Chesapeake Bay, w/ a beach!

Olivia House - 3bd 1bth

Olivia House - 3bd 1bth
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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Frequently asked questions

What's the best place for a stay in Kennedyville?

Located 19.7 mi (31.7 km) from the heart of Kennedyville, Quality Inn & Suites Bel Air I-95 Exit 77A is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A and La Quinta Inn & Suites by Wyndham Aberdeen-APG. See all available top hotels, or vacation rentals in Kennedyville.

What are some of the best vacation home rentals in Kennedyville?

A waterfront gem with dock, kayaks great water views. Sleeps up to 12.: Visitors like this Kennedyville vacation home rental. It is located on the waterfront and has a patio, a garden, 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. You and your friends and family can relax into your vacation with amenities like a selection of books. See all vacation rentals in Kennedyville.

If I need to cancel my hotel reservation in Kennedyville, will I receive a refund?

Yes, most hotel room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Kennedyville.

Where can I learn more about changing or cancelling my trip to Kennedyville?

For additional details about rescheduling or cancelling your trip to Kennedyville, go to https://www.expedia.com/service/.

What is staying in Kennedyville like?

Those traveling to Kennedyville are sure to enjoy the sights to see and things to do. In Kennedyville, there are 3 hotels and other accommodations to choose from. Find out more about Kennedyville.

What is there to see in Kennedyville?

A favorite place to visit is Crow Farm and Vineyard. You'll also find Betterton Beach and Elk Neck State Park in the area. Check out what more to see and do in Expedia's Kennedyville guide.

What's the seasonal weather like in Kennedyville?

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 Kennedyville is 48 inches.