Search Deals onChestertown Vacation Packages
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Chestertown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Surf Shanty Motel
Save 100% on your flight
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Salisbury (SBY)
Stay at this motel in Dewey Beach. Enjoy free WiFi, free parking, and 20 beach bars. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rehoboth Beach Boardwalk and Rehoboth Beach are located nearby.
Boardwalk One
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Ocean Terrace Family Apartments
per person
Jul 17 - Jul 22
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 Ocean City Beach are located nearby.
The Americana Hotel
per person
Jul 6 - Jul 10
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, 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.
Rideau Oceanfront Motel
per person
Jul 17 - Jul 22
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this 3-star beach hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ocean City Beach and Ocean City Boardwalk are located nearby.
Grand Hotel Ocean City Oceanfront
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 Ocean City Beach are located nearby.
Princess Bayside Beach Hotel
per person
Jul 17 - Jul 22
found 12 hours 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 private beach. 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.
Madison Beach Motel
per person
Jul 17 - Jul 22
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ocean City Beach and Ocean City Boardwalk 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.
Tue, Jun 3 - Tue, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$51 Roundtrip, found 1 day ago
$51
Roundtrip
found 1 day ago
Thu, Jun 12 - Sat, Jun 14
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$70 Roundtrip, found 4 days ago
$70
Roundtrip
found 4 days ago
Wed, May 28 - Tue, Jun 3
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$78 Roundtrip, found 3 hours ago
$78
Roundtrip
found 3 hours ago
Sun, May 25 - Tue, Jun 3
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
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