Search Deals onChestertown Vacation Packages
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Chestertown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Saint Tropez
per person
May 23 - May 26
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Salisbury (SBY)
Stay at this 3-star beach apartment in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Bay Club Resort by Coolvacay
Save 100% on your flight
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star condo in Ocean City. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Miramar Condominiums
Save 100% on your flight
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Grand Hotel Ocean City Oceanfront
per person
May 23 - May 26
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and 4 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Cayman Suites Hotel
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Ocean City. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Jolly Roger Amusement Park are located nearby.
The Americana Hotel
per person
May 23 - May 26
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, a beach locale, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Flagship Oceanfront Hotel
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Ocean Terrace Family Apartments
per person
May 23 - May 26
found 11 hours ago
Roundtrip flight included
Charlotte (CLT) to Salisbury (SBY)
Stay at this 3-star apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Chestertown Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chestertown Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, May 11 - Tue, May 13
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 2 days ago
$58
Roundtrip
found 2 days ago
Wed, Mar 26 - Thu, Mar 27
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$61 Roundtrip, found 6 days ago
$61
Roundtrip
found 6 days ago
Tue, Apr 1 - Tue, Apr 1
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$65 Roundtrip, found 3 days ago
$65
Roundtrip
found 3 days ago
Thu, Apr 10 - Mon, Apr 14
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$78 Roundtrip, found 4 days ago
$78
Roundtrip
found 4 days ago
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