Kennedyville, MD

Travel Guide

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
$207 nightly
The price is $232 total per night from Nov 8 to Nov 9
$232 total
Nov 8 - Nov 9
Total with taxes and fees
Stay at this hotel in Perryville. Enjoy free WiFi, 4 restaurants, and water park access (surcharge). Popular attractions Hollywood Casino and Garrett Island ...
Great Wolf Lodge Perryville
Red Roof Inn Perryville

Red Roof Inn Perryville

2 out of 5
61 Heather Lane Perryville MD
$71 nightly
The price is $80 total per night from Nov 15 to Nov 16
$80 total
Nov 15 - Nov 16
Total with taxes and fees
Book a stay at this business-friendly hotel in Perryville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hollywood Casino and ...
Red Roof Inn Perryville
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

3 out of 5
2112b Emmorton Park Rd Edgewood MD
$70 nightly
The price is $78 total per night from Nov 12 to Nov 13
$78 total
Nov 12 - Nov 13
Total with taxes and fees
Stay at this hotel in Edgewood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
See all 484 properties in Kennedyville
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.
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna

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

Rock Hall MD
Book a stay at this family-friendly villa in Rock Hall. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Rock Hall Harbor and The Mainstay ...
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
5BR Chesapeake Waterfront Estate with Private Dock

5BR Chesapeake Waterfront Estate with Private Dock

Perryville MD
Book a stay at this family-friendly vacation home in Perryville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Craft Haven Marina and ...
10/10 Exceptional! (14 reviews)
"Great host, great house, great location. Plenty of room for multiple families with plenty of things to do. Highly recommended in spring, summer and fall. Check in and out was extremely easy. Communication before and during our stay was excellent. Highly recommended."

Reviewed on Nov 4, 2026

5BR Chesapeake Waterfront Estate with Private Dock
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville MD
Stay at this cottage in Earleville. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Turkey Point Light and Elk Neck State Park are located ...
9.8/10 Exceptional! (72 reviews)
"We had a wonderful long weekend at the cottage. It is beautifully decorated and very clean. It was perfect for our needs. We spent our days boating on the upper bay (gorgeous weather) and evenings relaxing on the deck with a perfect view of the sunset and turkey point lighthouse. Thank you Chris ..."

Reviewed on Sep 1, 2026

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
See all properties in Kennedyville
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.

Stay near popular Kennedyville attractions

Kent Museum

You can spend an afternoon browsing the exhibits at Kent Museum during your trip to Kennedyville.
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Frequently asked questions

Is Kennedyville worth visiting?
Kennedyville is worth visiting for its unique attractions like Crow Farm and Vineyard, and the natural beauty of Turner's Creek Park. Travelers can also find local grocers for self-catering, making it easy to enjoy a relaxed stay.
When is the best time to visit Kennedyville?
The best time to visit Kennedyville is from July through September, when the destination is most popular. For travelers seeking fewer crowds and potentially better value, the quieter months of November through January are a good option, offering a more relaxed experience.
What is Kennedyville known for?
Kennedyville is known for Crow Farm and Vineyard, providing travelers with a taste of local agriculture and wine. The destination also features Turner's Creek Park, a natural space perfect for outdoor activities and relaxation.
What is a good itinerary length for Kennedyville?
A good itinerary length for Kennedyville is one to two days to explore highlights like Crow Farm and Vineyard and Turner's Creek Park. For a more relaxed trip, consider three to four days to enjoy the local North American and seafood cuisine, and revisit your favorite spots.
What are the top things to do in and around Kennedyville?
In Kennedyville, travelers can enjoy local agriculture, nature, and history. Some things to do include:

  • Visit Crow Farm and Vineyard.
  • Explore Turner's Creek Park, a natural area.
  • See the Kent Museum.

How do I plan a trip to Kennedyville?
To plan your trip to Kennedyville, search for flights and places to stay on Expedia. Book your rental car and activities like visiting Crow Farm and Vineyard or Turner's Creek Park in advance. Remember to pair outdoor plans with indoor backups for weather flexibility, ensuring a smooth trip.
Can I book a refundable hotel in Kennedyville?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Kennedyville by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Kennedyville with Expedia?
Expedia makes it easier to plan your Kennedyville trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Kennedyville?
The best choice depends on your travel style. Hotels in Kennedyville can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Kennedyville trip on Expedia?
Once you've booked your Kennedyville trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Kennedyville trip?
Expedia offers customer support before, during, and after your Kennedyville trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Kennedyville?
If it's your first trip to Kennedyville, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Kennedyville hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Kennedyville hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Kennedyville

An aerial view of a town with a river, buildings, and surrounding greenery.

Chestertown

An aerial view of a marina surrounded by dense forest, with boats docked at the piers and a small building on the shore.

Earleville

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