Search Deals onChestertown Vacation Packages
Chestertown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Comfort Inn Gold Coast
Price was $890, price is now $760 per person
$760
per person
May 11 - May 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Maryland Beach are located nearby.
Fenwick Shores, Tapestry Collection by Hilton
Price was $1,199, price is now $922 per person
$922
per person
May 11 - May 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Fenwick Island. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and DiscoverSea Shipwreck Museum are located nearby.
The Americana Hotel
Price was $1,031, price is now $820 per person
$820
per person
May 11 - May 17
found 7 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, 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.
Grand Hotel Ocean City Oceanfront
Price was $1,160, price is now $924 per person
$924
per person
May 11 - May 17
found 7 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 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.
Cypress River Inn & Spa
Price was $1,425, price is now $1,219 per person
$1,219
per person
May 11 - May 17
found 7 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this B&B in Snow Hill. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Worcester County Library Snow Hill Branch and Bishop's Stock Fine Art, Craft & Wine are located nearby.
Hotel Monte Carlo Ocean City
Price was $955, price is now $820 per person
$820
per person
May 11 - May 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this family-friendly hotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. 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.
Hotel Bethany Beach
Price was $1,110, price is now $955 per person
$955
per person
May 11 - May 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maryland Beach and Bethany Beach Beaches are located nearby.
Club Ocean Villas II by Coolvacay
Price was $1,167, price is now $1,004 per person
$1,004
per person
May 11 - May 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Maryland Beach 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.
Thu, Apr 30 - Thu, May 14
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$56 Roundtrip, just found
$56
Roundtrip
just found
Wed, Apr 29 - Sat, May 2
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$56 Roundtrip, just found
$56
Roundtrip
just found
Wed, Aug 19 - Sat, Sep 5
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$66 Roundtrip, found 13 hours ago
$66
Roundtrip
found 13 hours ago
Thu, Apr 9 - Thu, Apr 9
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$70 Roundtrip, found 4 days ago
$70
Roundtrip
found 4 days ago
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