Kent County Vacation Packages
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Your Kent County Vacation
Make planning your next getaway a breeze with a Kent County vacation package. Whether it's the food scene, history or something else entirely that brings you to this destination, our packages will help you discover the best of it. During your trip to Kent County, you'll want to tick off a few of its top cities. What shouldn't you miss? Chestertown. Expedia has flights, hotels and all your other travel needs to help you create your own customized Kent County vacation today.
Top Kent County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Trolley Stop Motel
Price was CA $2,002, price is now CA $1,320 per person
CA $1,320
per person
Dec 20 - Jan 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
8/10 Very good! (854 reviews)
very nice staff! love this location close to everything we needed. the showers are way to small and uncomfortable they need to be bigger can’t even move the shower head to be more comfortable. but other then that it was nice.
Reviewed on Nov 10, 2026
YOWIE (Hotel & Shop)
South Philadelphia
Price was CA $4,672, price is now CA $2,998 per person
CA $2,998
per person
Dec 20 - Jan 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
9.8/10 Exceptional! (77 reviews)
It was our first time staying here! We loved it! Felt like more of a home than a hotel and we had a ton of space in our room! Microwave with mini fridge is amazing so we could enjoy meals we had more than once! Loved the location and we had a wonderful time! Staff was quick at responding when we had questions! Thank you!
Reviewed on Oct 31, 2026
Hampton Inn Philadelphia Center City-Convention Center
Center City
Price was CA $2,183, price is now CA $1,686 per person
CA $1,686
per person
Dec 20 - Jan 1
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philadelphia (PHL)
8.2/10 Very good! (3,147 reviews)
24 hours of ice water, hot water, coffee and tea is a BIG PLUS. Breakfast is good. Staffs are very friendly. Room is clean and tidy but not soundproof, pray to have a quiet neighbor or you'll hear all the chatting/conversations/tv channels. There is no ventilation in the bathroom so it has a little smell.
Reviewed on Nov 10, 2026
Kent County Hotel Deals
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
1734 W Nursery Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
The price is CA $103 per night from Nov 22 to Nov 23
CA $103
CA $117 total
Nov 22 - Nov 23
includes taxes & fees
8.2/10 Very good! (4,757 reviews)
"Pillows were horrible and tv had a giant white line through it and you could see a previous image burned into the tv. Room AC barely worked and curtains did not cover window so lights showed into the room. Breakfast was just cereal and waffles."
Reviewed on Nov 11, 2026
Hyatt Regency Baltimore Inner Harbor
300 Light Street Baltimore MD
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from Dec 8 to Dec 9
CA $168
CA $198 total
Dec 8 - Dec 9
includes taxes & fees
Lord Baltimore Hotel
20 W Baltimore St Baltimore MD
Fully refundableReserve now, pay when you stay
The price is CA $133 per night from Nov 22 to Nov 23
CA $133
CA $156 total
Nov 22 - Nov 23
includes taxes & fees
8.4/10 Very good! (3,393 reviews)
"It has a lot of history. Didn't really like the tenants that live on certain floors(city subsided apartments). I would definitely come back."
Reviewed on Nov 11, 2026
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.
Frequently asked questions
Stay near popular Kent County attractions
What to do in Kent County
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
CA $42
per adult
America 250 Historic Walking Tour of Annapolis (with Guide)
CA $48
per adult
Ashes and Apparitions of Annapolis Ghost Tour
CA $37
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
