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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.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
per person
Sep 4 - Sep 7
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this 3-star beach hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bethany Beach Boardwalk and Bethany Beach Bandstand are located nearby.
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
White Marlin Inn

White Marlin Inn

2.5 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Americana Motor Inn

Americana Motor Inn

2.5 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
OCHG Ocean Block 7-11

OCHG Ocean Block 7-11

3 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
Stay at this 3-star condo in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
OCHG Beachviews

OCHG Beachviews

2 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ocean City Beach and Ocean City Boardwalk are located nearby.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
Stay at this 3-star condo in Ocean City. Enjoy free WiFi, free parking, and laundry facilities. 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.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
per person
Sep 4 - Sep 7
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
White Marlin Inn

White Marlin Inn

2.5 out of 5
Downtown Ocean City
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)
Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Salisbury (SBY)

Chestertown Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
per person
Sep 16 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Americana Princess Suites and Condos

Americana Princess Suites and Condos

2.5 out of 5
Downtown Ocean City
Save 100% on your flight
per person
Sep 16 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront

3 out of 5
Downtown Ocean City
per person
Sep 16 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
per person
Sep 16 - Sep 21
found 23 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)

Top Flight Deals

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

Frontier Airlines
Wed, Oct 8 - Tue, Oct 14
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$65 Roundtrip, found 3 days ago
$65
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Oct 8 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Oct 14, priced at $65 found 3 days ago
Frontier Airlines
Thu, Aug 7 - Thu, Aug 7
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$76 Roundtrip, found 2 days ago
$76
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Aug 7 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Aug 7, priced at $76 found 2 days ago
Spirit Airlines
Thu, Sep 4 - Thu, Sep 11
DFW
Dallas-Fort Worth Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$82 Roundtrip, found 3 days ago
$82
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, Sep 4 from Dallas-Fort Worth Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Sep 11, priced at $82 found 3 days ago
Frontier Airlines
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$90 Roundtrip, found 3 days ago
$90
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Aug 13 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Aug 16, priced at $90 found 3 days ago