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Chestertown Vacation Packages

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Chestertown Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Price was $795, price is now $682 per person
$682
per person
May 23 - May 25
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.
Beach Walk

Beach Walk

2 out of 5
Price was $1,345, price is now $1,112 per person
$1,112
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Price was $1,158, price is now $962 per person
$962
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Miramar Condominiums

Miramar Condominiums

2 out of 5
Price was $1,692, price is now $1,410 per person
$1,410
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Price was $916, price is now $767 per person
$767
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free parking, a beach locale, and daily housekeeping. 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.
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
Price was $1,201, price is now $1,016 per person
$1,016
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 breakfast and the pool in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Boardwalk One

Boardwalk One

3 out of 5
Price was $800, price is now $688 per person
$688
per person
May 4 - May 8
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.

Chestertown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,158, price is now $962 per person
$962
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $1,345, price is now $1,112 per person
$1,112
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,692, price is now $1,410 per person
$1,410
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)

Chestertown Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Monte Carlo Ocean City

Hotel Monte Carlo Ocean City

3 out of 5
Downtown Ocean City
Price was $871, price is now $802 per person
$802
per person
May 9 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $935, price is now $833 per person
$833
per person
May 9 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,074, price is now $965 per person
$965
per person
May 9 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
Price was $937, price is now $891 per person
$891
per person
May 9 - May 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Apr 18 - Mon, Apr 20
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$61 Roundtrip, just found
$61
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Apr 18 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Apr 20, priced at $61 just found
Frontier Airlines
Tue, May 12 - Wed, May 13
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$68 Roundtrip, found 3 hours ago
$68
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, May 12 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, May 13, priced at $68 found 3 hours ago
Frontier Airlines
Thu, Apr 30 - Sat, May 2
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$85 Roundtrip, found 2 days ago
$85
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Apr 30 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, May 2, priced at $85 found 2 days ago
Spirit Airlines
Sat, Apr 18 - Wed, Apr 22
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Apr 18 from Logan Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Apr 22, priced at $99 found 1 day ago