Search Deals onChestertown Vacation Packages
Chestertown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Fenwick Shores, Tapestry Collection by Hilton
Save 100% on your flight
Price was $965, price is now $735 per person
$735
per person
Jun 12 - Jun 14
found 6 hours ago
Roundtrip flight included
Boston (BOS) 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 Bethany Beach Boardwalk are located nearby.
Ocean Terrace Family Apartments
Price was $1,629, price is now $1,200 per person
$1,200
per person
Jul 3 - Jul 7
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this 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.
Grand Hotel Ocean City Oceanfront
Price was $1,594, price is now $1,215 per person
$1,215
per person
Jul 3 - Jul 7
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Sahara Motel
Price was $1,154, price is now $891 per person
$891
per person
Jul 3 - Jul 7
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this motel 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 Jolly Roger Amusement Park are located nearby.
Empress Motel
Price was $1,143, price is now $884 per person
$884
per person
Jul 3 - Jul 7
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this motel 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 Boardwalk and Ocean City Beach are located nearby.
Princess Bayside Beach Hotel
Price was $1,354, price is now $1,069 per person
$1,069
per person
Jul 3 - Jul 7
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach 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 Jolly Roger Amusement Park are located nearby.
Hilton Garden Inn Ocean City Oceanfront
Price was $1,845, price is now $1,465 per person
$1,465
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 Ocean City 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.
Sat, Jun 6 - Tue, Jun 9
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$56 Roundtrip, just found
$56
Roundtrip
just found
Tue, Jun 16 - Tue, Jun 30
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$68 Roundtrip, found 2 hours ago
$68
Roundtrip
found 2 hours ago
Thu, May 28 - Sat, Jun 6
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$70 Roundtrip, found 16 hours ago
$70
Roundtrip
found 16 hours ago
Thu, May 21 - Wed, May 27
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$86 Roundtrip, found 23 hours ago
$86
Roundtrip
found 23 hours ago
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