Kent County Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Kent County Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Top hotels in Kent County
Renaissance Baltimore Harborplace Hotel
202 E Pratt St Baltimore MD
Fully refundableReserve now, pay when you stay
S$280
16 Sept - 17 Sept
includes taxes & fees
La Quinta Inn & Suites by Wyndham Baltimore BWI Airport
1734 W Nursery Rd Linthicum Heights MD
Fully refundableReserve now, pay when you stay
S$101
8 Sept - 9 Sept
includes taxes & fees
8.2/10 Very good! (4,742 reviews)
"Excellent service. All the staff are very friendly, from the driver, reception staff and maintenance personnel."
Reviewed on 4 Sept, 2026
Hyatt Regency Baltimore Inner Harbor
300 Light Street Baltimore MD
Fully refundableReserve now, pay when you stay
S$240
16 Sept - 17 Sept
includes taxes & fees
8.4/10 Very good! (2,040 reviews)
"I had the perfect stay here. The room was clean and I enjoyed the rooftop pool."
Reviewed on 5 Sept, 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
How much does a Kent County holiday package cost?
We make it simple to travel somewhere new, with Kent County packages starting from as little as S$1,643. You'll have the flexibility to combine your favourite hotels, airlines and car rental. For the ultimate getaway, why not add a few activities and tours to your travel itinerary?
How do I get a cheap travel package to Kent County?
Creating your own Kent County holiday package with Expedia is one of the easiest ways to save. We offer more than 550 air carriers and 1,000,000 hotel options around the globe. With such a huge range to choose from, you'll have no worries putting together your ideal getaway.
What are the top hotels in Kent County?
Comfort Inn & Suites Chestertown and Red Roof Inn & Suites Chestertown know how to make their guests feel welcome in Rock Hall. If you also plan to explore Chestertown, check out Driftwood Inn and Mariners Motel. Both are very popular with travellers.
How far in advance should I book my Kent County holiday?
Smart travellers often book early. You can normally start comparing international fares on Expedia up to a year before your intended flight. If you've left booking to the last minute, don't worry. Bargain prices sometimes occur just weeks before departure.
What does an Expedia Kent County travel package include?
With Expedia, you can choose any combination of car rentals, hotels and flights to build your perfect Kent County travel package. Once you've made your booking, you can add on the fun stuff like day tours and activities. Don't forget — the more you bundle, the greater the savings!
What should I know before booking a Kent County travel package?
So many places to wander around, so many things to do. With a travel package, you'll be able to check more of them off your list. Combine your hotels, flights and rental cars and make big savings.
Can I choose my airline with a Kent County Expedia holiday package?
You can, and with more than 550 airlines to choose from across the globe, it's all about choice. Scroll through the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Kent County holiday package?
Whether it's your flight or hotel, you can cancel or change it. Locked in your Kent County holiday package in the last 24 hours? You may be able to make changes at no cost. For bookings made more than 24 hours ago, you may incur a fee from your hotel, airline or car rental company. For more information, head to our Customer Service Portal. We'll help you each step of the way.
Stay near popular Kent County attractions
Washington College
8.6/10 (87 reviews)
Enjoy the student vibe when you visit Washington College during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
Rock Hall Harbor
9.6/10 (12 reviews)
Explore the waterfront in Rock Hall with a trip to Rock Hall Harbor. While in this family-friendly area, you can savour the top-notch restaurants.
Chestertown Historic District
Find out about the history of Chestertown with a stop at Chestertown Historic District. Experience the area's festivals and art scene.
Eastern Neck National Wildlife Refuge
9.8/10 (6 reviews)
Explore the great outdoors at Eastern Neck National Wildlife Refuge, a lovely green space in Rock Hall. Experience the area's entertainment choices and theatre scene.
River Arts Chestertown
7.4/10 (6 reviews)
Enjoy the student vibe when you visit River Arts Chestertown during your trip to Chestertown. Take in the festivals in this family-friendly area.
Historical Society of Kent County Maryland
7.4/10 (6 reviews)
You can spend an afternoon browsing the exhibits at Historical Society of Kent County Maryland during your trip to Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
The Mainstay
8.0/10 (2 reviews)
You can get tickets for a performance at The Mainstay during your stay in Rock Hall. While in this family-friendly area, you can savour the top-notch restaurants.
What to do in Kent County
Weird, Wacky, and Unusual History of Annapolis Tour
S$36
per adult
Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl
S$37
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
