Kennedyville Holidays from £639

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Your Kennedyville Holiday

Our holiday packages to Kennedyville offer countless opportunities to immerse yourself in new sights, sounds and sensations. And with all the travel planning worked out, you can kick back and enjoy your city escape to the fullest. A trip to Kennedyville wouldn't be complete without seeing its leading attractions, like Crow Farm and Vineyard. Check out Expedia's wide range of travel options and begin planning your ultimate holiday to Kennedyville today.

Top Kennedyville Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was £814, price is now £639 per person
£639
per person
15 Jan - 18 Jan
found 8 hours ago
Return flight included
London (LHR) to Baltimore (BWI)
8.6/10 Excellent! (1,007 reviews)

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was £1,796, price is now £1,306 per person
£1,306
per person
20 Dec - 27 Dec
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9/10 Wonderful! (1,285 reviews)

The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

5 out of 5
Southwest
Price was £1,741, price is now £1,407 per person
£1,407
per person
20 Dec - 27 Dec
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,072 reviews)

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Price was £1,669, price is now £1,362 per person
£1,362
per person
20 Dec - 27 Dec
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
9.4/10 Exceptional! (1,629 reviews)

Kimpton Hotel Monaco Washington DC by IHG

Kimpton Hotel Monaco Washington DC by IHG

4.5 out of 5
Downtown Washington D.C.
Price was £1,588, price is now £1,333 per person
£1,333
per person
20 Dec - 27 Dec
found 1 day ago
Return flight included
London (LON) to Baltimore (BWI)
8.6/10 Excellent! (1,000 reviews)

Kennedyville Essential Information

Language
English
Currency
U.S dollars
Population
200
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Historical Society of Kent County Maryland, Garfield Centre for the Arts at the Prince Theatre and Crow Farm and Vineyard

Top hotels in Kennedyville

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
The price is £158 per night from 30 Nov to 1 Dec
£158
30 Nov - 1 Dec
includes taxes & fees
8.6/10 Excellent! (367 reviews)
"I was stuck in a bad traffic jam that looked like it was going to last for hours, and I had to be on a business call in an hour. Thus, I exited I95 and looked for a hotel for the night. My choice was Great Wolf Lodge or Red Roof Inn. I picked Great Wolf Lodge knowing it was a family-centric amusement ..."

Reviewed on 15 Nov 2026

Great Wolf Lodge Perryville
Red Roof Inn Perryville

Red Roof Inn Perryville

2 out of 5
61 Heather Lane Perryville MD
Fully refundableReserve now, pay when you stay
The price is £57 per night from 22 Nov to 23 Nov
£57
22 Nov - 23 Nov
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is £59 per night from 19 Nov to 20 Nov
£59
19 Nov - 20 Nov
includes taxes & fees
La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A
See all 481 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Kennedyville attractions

Kent Museum

You can spend an afternoon exploring the galleries in Kent Museum in Kennedyville.
See properties

Frequently asked questions

Why should I book my Kennedyville holiday with Expedia?
Expedia has your back for every detail of your upcoming Kennedyville trip. You'll always get the best deals around, but when you bundle your airfares, accommodation and/or hire car into a holiday package, you'll get even bigger savings. Want to really make the most of your adventure? Add a few fun tours and activities to your customised package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to worry if you have to change your plans. Visit our Customer Service Portal link to discover more.
When is the best time of year to holiday in Kennedyville?
Into sightseeing but don't like crowds? Plan your Kennedyville escape for September, November and December. Typically, it's a lot quieter than it is in February, March and October. To give you an idea of the type of weather you can experience, the average temperature during the day in January, the coolest month in Kennedyville, is 1ºC. The warmest month here is July, when temperatures are around 25ºC.
What is the top hotel for my holiday in Kennedyville?
Comfort Inn & Suites Chestertown is the perfect base for an unforgettable trip to Kennedyville, offering all the comforts and amenities you need and more.
How do I get a cheap holiday to Kennedyville?
Booking a Kennedyville holiday with Expedia is a smart way to save. We have access to more than 400 airlines and 321,000 hotels spread across the globe. With such a fantastic range to select from, you'll have no trouble creating your next dream escape. Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Kennedyville holiday?
With top attractions such as Washington College and River Arts Chestertown, a holiday in Kennedyville promises lots of fun places to visit. Historical Society of Kent County Maryland and Garfield Centre for the Arts at the Prince Theatre are two other sights worth checking out.
What is the best area to stay in when on holiday in Kennedyville?
If you're interested in visiting Crow Farm and Vineyard, maximise your time sightseeing and lock in a stay close by. It's one of the most popular attractions in Kennedyville.
Do I need a visa for my Kennedyville holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and reason for your visit, whether it be for tourism or business, will determine if you'll need a visa for Kennedyville. Also double-check that your passport is up to date and has a minimum of six months validity remaining after your planned date of return. Finalise all your travel planning well in advance to avoid any last-minute surprises.
What should I wear on my Kennedyville holiday?
First, think about the type of activities planned during your Kennedyville holiday and take versatile pieces that you can easily mix and match. For fashion inspiration or information on any dress codes, browse style blogs or social media accounts. Daytime temperatures in January, Kennedyville's coolest month, are around 1ºC. July marks this city's warmest month when the average reaches 25ºC. Our tip? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Kennedyville holiday include?
Expedia has all you need to arrange your Kennedyville trip, but how your package is structured is up to you. Choose from any combination of hotels, hire cars and flights. Looking for some activities or tours to keep you on the go? Once you've made your booking, you can add them too. Whatever your budget or style, there's a holiday package to suit your needs. Discover an excellent range of property types and select one that matches your travel needs. The most popular rentals here are cottages and private holiday homes. With Expedia, it's easy to customise your Kennedyville retreat the way you like.
Does Expedia offer Book Now, Pay Later Kennedyville holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you conveniently pay for your trip in instalments. Simply select the payment plan that suits you best during checkout and take the stress out of budgeting for your trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Check out our flexible payment options below:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in multiple instalments will make your getaway dreams come true.
  • No-deposit holidays: When you come across an unbeatable deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to secure your getaway.

Can I choose my airline with a Kennedyville Expedia holiday?
Yes — that's the beauty of an Expedia package. You're in charge! We have more than 400 airline partners all over the world, so you have options galore when organising your Kennedyville escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.