Search Deals onChestertown Vacation Packages
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Chestertown Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Motel 6 Pocomoke City, MD
Price was $549, price is now $513 per person
$513
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this hotel in Pocomoke City. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Newtown Park and Pocomoke Fair Grounds are located nearby.
Boardwalk One
Price was $579, price is now $526 per person
$526
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this 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.
The Shore House
Price was $2,094, price is now $1,916 per person
$1,916
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. 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.
Comfort Inn & Suites Cambridge
Price was $660, price is now $605 per person
$605
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
Studio 6 Suites Pocomoke City, MD
Price was $559, price is now $521 per person
$521
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this motel in Pocomoke City. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Newtown Park and Pocomoke Fair Grounds are located nearby.
Aloft Ocean City
Price was $596, price is now $558 per person
$558
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, 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.
Grand Hotel Ocean City Oceanfront
Price was $613, price is now $574 per person
$574
per person
Feb 14 - Feb 17
found 1 day 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 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.
Quality Inn
Price was $568, price is now $533 per person
$533
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this hotel in Salisbury. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.
Chestertown Vacation Packages 3-4 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.
Wed, Jan 14 - Sun, Jan 18
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$69 Roundtrip, found 2 days ago
$69
Roundtrip
found 2 days ago
Wed, Jan 21 - Sun, Jan 25
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$73 Roundtrip, found 5 days ago
$73
Roundtrip
found 5 days ago
Thu, Jan 29 - Thu, Feb 5
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Sun, Jan 18 - Sat, Jan 24
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$103 Roundtrip, found 19 hours ago
$103
Roundtrip
found 19 hours ago
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