Kent County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Kent County

Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA
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Chestertown

Chestertown

Top hotels in Kent County

Sonesta Hotel Baltimore Inner Harbor

Sonesta Hotel Baltimore Inner Harbor

4 out of 5
1 East Redwood Street Baltimore MD
Fully refundableReserve now, pay when you stay
The price is 3.136.152 ₫ per night from 21 Jun to 22 Jun
3.136.152 ₫
3.684.716 ₫ total
21 Jun - 22 Jun
includes taxes & fees
8.2/10 Very Good! (1,568 reviews)
"Overall, it was a great location and had great restaurants in the hotel. The carpet was getting old and probably needs to be replaced and there was a few stains."

Reviewed on 12 Jun 2026

Sonesta Hotel Baltimore Inner Harbor
Holiday Inn Baltimore BWI Airport by IHG

Holiday Inn Baltimore BWI Airport by IHG

3 out of 5
815 Elkridge Landing Road Linthicum Heights MD
Fully refundable
The price is 2.999.340 ₫ per night from 21 Jun to 22 Jun
2.999.340 ₫
3.419.247 ₫ total
21 Jun - 22 Jun
includes taxes & fees
9.2/10 Wonderful! (1,291 reviews)
"5 star service! Super friendly and welcoming staff. I had a great stay!"

Reviewed on 12 Jun 2026

Holiday Inn Baltimore BWI Airport by IHG
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is 2.434.618 ₫ per night from 22 Jun to 23 Jun
2.434.618 ₫
3.675.267 ₫ total
22 Jun - 23 Jun
includes taxes & fees
9/10 Wonderful! (1,877 reviews)
"First room had non-functional ac in 90+ heat. Went to dinner while it was worked on. Was notified during dinner that it couldn't be repaired and to expect a new room upon return. Eventually got a room but had to wait 10 minutes in heat although they knew we were coming back. The staff member was ..."

Reviewed on 12 Jun 2026

Historic Inns of Annapolis
See all 2,404 properties in Kent County
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 . 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 1null000null000 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

4.3/5 (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.
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