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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.
Dunes Suites Oceanfront

Dunes Suites Oceanfront

2.5 out of 5
Price was $242, price is now $197 per person
$197
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
Save 100% on your flight
Price was $413, price is now $286 per person
$286
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Save 100% on your flight
Price was $416, price is now $297 per person
$297
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Save 100% on your flight
Price was $524, price is now $404 per person
$404
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
Book a stay at this 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 Bandstand and Bethany Beach Boardwalk are located nearby.
Miramar Condominiums

Miramar Condominiums

2 out of 5
Save 100% on your flight
Price was $944, price is now $730 per person
$730
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip 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.
Quality Inn Oceanfront

Quality Inn Oceanfront

2.5 out of 5
Save 100% on your flight
Price was $366, price is now $290 per person
$290
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 pool and the bar in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.
Quality Inn Boardwalk

Quality Inn Boardwalk

2.5 out of 5
Save 100% on your flight
Price was $317, price is now $257 per person
$257
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Save 100% on your flight
Price was $382, price is now $311 per person
$311
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Jolly Roger Amusement Park are located nearby.

Chestertown Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
North Ocean City
Save 100% on your flight
Price was $413, price is now $286 per person
$286
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $416, price is now $297 per person
$297
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Save 100% on your flight
Price was $524, price is now $404 per person
$404
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Salisbury (SBY)
Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $944, price is now $730 per person
$730
per person
Mar 20 - Mar 24
found 1 day ago
Roundtrip 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.
Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $797, price is now $667 per person
$667
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,971, price is now $1,631 per person
$1,631
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was $1,359, price is now $1,178 per person
$1,178
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was $1,010, price is now $877 per person
$877
per person
Feb 28 - Mar 7
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
Mon, Mar 23 - Mon, Apr 6
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$56 Roundtrip, found 3 hours ago
$56
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Mon, Apr 6, priced at $56 found 3 hours ago
Frontier Airlines
Thu, Feb 19 - Thu, Feb 26
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 19 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Thu, Feb 26, priced at $58 found 1 day ago
Frontier Airlines
Fri, Feb 6 - Sun, Feb 8
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Fri, Feb 6 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Feb 8, priced at $68 found 2 days ago
Spirit Airlines
Wed, Feb 11 - Wed, Feb 18
FLL
Fort Lauderdale - Hollywood Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Feb 11 from Fort Lauderdale - Hollywood Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Wed, Feb 18, priced at $68 found 1 day ago