Deals on vacations and trips to Kent County

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

Chestertown

Vacations
Chestertown

Kent County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Crystal City
Save 100% on your flight
Price was $1,347, price is now $775 per person
$775
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Self parking, a coffee shop, and a terrace are also offered.
Casa De Miliki

Casa De Miliki

3 out of 5
South Philadelphia
Save 100% on your flight
Price was $3,017, price is now $1,741 per person
$1,741
per person
Aug 31 - Sep 2
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Philadelphia (PHL)
This guesthouse includes free WiFi in public areas and laundry facilities.
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Save 100% on your flight
Price was $1,630, price is now $975 per person
$975
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and express check-out are also offered.
Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $1,768, price is now $1,068 per person
$1,068
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
Cozy Home near City Center with Hot tub

Cozy Home near City Center with Hot tub

3 out of 5
South Philadelphia
Save 100% on your flight
Price was $3,164, price is now $1,949 per person
$1,949
per person
Aug 31 - Sep 2
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Philadelphia (PHL)
This vacation home includes free WiFi in public areas and laundry facilities.

Top Kent County hotels deals

Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $168 total per night
$168 total
Aug 5 - Aug 6
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
20 W Baltimore St Baltimore MD
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $180 total per night
$180 total
Aug 3 - Aug 4
Total with taxes and fees
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $111 total per night
$111 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
Renaissance Baltimore Harborplace Hotel

Renaissance Baltimore Harborplace Hotel

4 out of 5
202 E Pratt St Baltimore MD
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $179 total per night
$179 total
Aug 30 - Aug 31
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and laundry facilities and concierge services are also offered.
Hyatt Regency Baltimore Inner Harbor

Hyatt Regency Baltimore Inner Harbor

4 out of 5
300 Light Street Baltimore MD
$169 nightly
The price is $199 total per night
$199 total
Aug 12 - Aug 13
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and laundry facilities.
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
711 Eastern Avenue Baltimore MD
Free Cancellation
Reserve now, pay when you stay
$103 nightly
The price is $121 total per night
$121 total
Aug 2 - Aug 3
Total with taxes and fees
This smoke-free hotel features a marina and 2 restaurants. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and wedding services are also provided.
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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 Kent County attractions

Washington College

8.6/10 (87 reviews)
Take a campus tour or just explore the area of Washington College, during your travels in Chestertown. Amble around this family-friendly area's riverfront or experience its festivals.
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Photos of local treasures

Browse Kent County vacation photos for more inspiration

A coastal town with a marina, a bridge, and a highway.
A bird standing in shallow water with a fish in its beak.
A sunset over a body of water with clouds and a reflection of the sun.
A field of soybeans with a barn and silos in the background.
A red church with a white steeple and a clock tower.

Frequently asked questions

How much are vacation packages to Kent County?
Exciting adventures await in Kent County, with Travelocity vacation packages starting from just $775. Providing both flights and hotels, these awesome deals make it a cinch to explore more of our beautiful planet.
Where can I get the best vacation package deals for Kent County?
Your dream escape is waiting for you at Travelocity. With access to 400 airlines and at least 1,000,000 hotels all over the world, creating the ultimate Kent County package deal couldn't be easier.
Why should I book my Kent County vacation package via Travelocity?
We take the hassle out of travel planning. Whether you're seeking an amazing new place to uncover or want to make sure you get the best price on offer, we're here to assist. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can book with confidence with Travelocity.
Can I save money on my Kent County car rental if I book it with a hotel or flight?
You certainly can with our Kent County vacation packages. With one of these, there are tons of ways to stretch your budget further. Combine any two or more car, hotel, flight and tour bookings and see the savings add up. With your own ride, all the popular sights around Kent County are a fun road trip away.
Which airport is best for Kent County?
If you're considering flying into Kent County, you'll probably be arriving at Ronald Reagan Washington National Airport (DCA) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI).
What is there to do in Kent County?
A well-known attraction you won't want to miss in Kent County is Crow Farm and Vineyard. After you've been there, spend time meeting the locals and getting a feel for the essence of this interesting destination.

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