Search Deals onChestertown Vacation Packages
Photo by Assya A
Chestertown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Americana Princess Suites and Condos
per person
Jul 7 - Jul 10
found 13 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Book a stay at this business-friendly condo in Ocean City. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
The Americana Hotel
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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
per person
Jul 25 - Jul 28
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) 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
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Ocean Terrace Family Apartments
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Ashore Resort & Beach Club
per person
Jul 6 - Jul 9
found 15 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Stay at this 3.5-star beach hotel in Ocean City. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the restaurant and the bar in our reviews. Popular attractions Ocean City Boardwalk and Maryland Beach are located nearby.
Americana Motor Inn
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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, May 31 - Wed, Jun 4
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$72 Roundtrip, found 3 hours ago
$72
Roundtrip
found 3 hours ago
Thu, Jun 12 - Sat, Jun 14
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$93 Roundtrip, found 14 hours ago
$93
Roundtrip
found 14 hours ago
Thu, May 29 - Tue, Jun 3
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Mon, Jun 9 - Tue, Jun 10
DFW
Dallas-Fort Worth Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations
Car Rentals in Chestertown
- Car rentals in Annapolis
- Car rentals in Dover
- Car rentals in St. Michaels
- Car rentals in Delaware Beaches
- Car rentals in Grasonville
- Car rentals in Easton
- Car rentals in Aberdeen
- Car rentals in Edgewood
- Car rentals in Havre De Grace
- Car rentals in Perryville
- Car rentals in Glen Burnie
- Car rentals in Elkton