Cheap Vacations in Caroline County

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Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Alexandria

Hotel AKA Alexandria

4 out of 5
Old Town North
Save 100% on your flight
Price was $882, price is now $584 per person
$584
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
Save 100% on your flight
Price was $1,382, price is now $802 per person
$802
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Save 100% on your flight
Price was $1,597, price is now $973 per person
$973
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Crystal City
Save 100% on your flight
Price was $1,124, price is now $741 per person
$741
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Hotel AKA Washington Circle

Hotel AKA Washington Circle

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $969, price is now $644 per person
$644
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Southwest
Save 100% on your flight
Price was $1,336, price is now $894 per person
$894
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Northwest
Save 100% on your flight
Price was $1,239, price is now $830 per person
$830
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Save 100% on your flight
Price was $940, price is now $632 per person
$632
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
Crystal City
Save 100% on your flight
Price was $2,127, price is now $1,443 per person
$1,443
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

4 out of 5
Navy Yard
Save 100% on your flight
Price was $1,486, price is now $1,016 per person
$1,016
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)

3-night Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Price was $706, price is now $575 per person
$575
per person
Jul 24 - Jul 27
found 23 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Baltimore (BWI)
The Waypoint

The Waypoint

2 out of 5
Price was $864, price is now $689 per person
$689
per person
Jul 10 - Jul 13
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) to Baltimore (BWI)
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Price was $1,064, price is now $862 per person
$862
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Price was $1,081, price is now $876 per person
$876
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
The Breakers Hotel & Suites

The Breakers Hotel & Suites

2.5 out of 5
Price was $859, price is now $701 per person
$701
per person
Jul 10 - Jul 13
found 1 hour ago
Roundtrip non-stop flight included
Cleveland (CLE) to Baltimore (BWI)
Marriott Marquis Washington, DC

Marriott Marquis Washington, DC

4 out of 5
Price was $940, price is now $771 per person
$771
per person
Jul 28 - Jul 31
found 23 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Baltimore (BWI)
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Price was $1,326, price is now $1,091 per person
$1,091
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Price was $917, price is now $756 per person
$756
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Price was $916, price is now $759 per person
$759
per person
Jul 28 - Jul 31
found 23 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Baltimore (BWI)
Capitol Hill Hotel

Capitol Hill Hotel

4 out of 5
Price was $757, price is now $630 per person
$630
per person
Jul 28 - Jul 31
found 23 hours ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Baltimore (BWI)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Price was $1,220, price is now $1,018 per person
$1,018
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Price was $1,182, price is now $990 per person
$990
per person
Jul 18 - Jul 21
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)

4-night Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Price was $726, price is now $578 per person
$578
per person
Jul 24 - Jul 28
found 24 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Baltimore (BWI)
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,810, price is now $1,317 per person
$1,317
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Salisbury (SBY)
Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Price was $1,409, price is now $1,099 per person
$1,099
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Salamander Washington DC

Salamander Washington DC

5 out of 5
Price was $1,539, price is now $1,202 per person
$1,202
per person
Jul 16 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Baltimore (BWI)
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Price was $811, price is now $636 per person
$636
per person
Jul 17 - Jul 21
found 24 hours ago
Roundtrip flight included
Oklahoma City (OKC) to Baltimore (BWI)
Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
Price was $1,169, price is now $920 per person
$920
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Salisbury (SBY)
The Waypoint

The Waypoint

2 out of 5
Price was $1,141, price is now $904 per person
$904
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Baltimore (BWI)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Price was $1,534, price is now $1,215 per person
$1,215
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Price was $2,275, price is now $1,824 per person
$1,824
per person
Jul 6 - Jul 10
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
The Breakers Hotel & Suites

The Breakers Hotel & Suites

2.5 out of 5
Price was $1,125, price is now $908 per person
$908
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Baltimore (BWI)
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Price was $1,238, price is now $1,003 per person
$1,003
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)
Miramar Condominiums

Miramar Condominiums

2 out of 5
Price was $2,175, price is now $1,770 per person
$1,770
per person
Jul 6 - Jul 10
found 23 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Salisbury (SBY)

5-night Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
Hotel AKA Alexandria

Hotel AKA Alexandria

4 out of 5
Save 100% on your flight
Price was $882, price is now $584 per person
$584
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Save 100% on your flight
Price was $1,382, price is now $802 per person
$802
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Salamander Washington DC

Salamander Washington DC

5 out of 5
Save 100% on your flight
Price was $1,597, price is now $973 per person
$973
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,124, price is now $741 per person
$741
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Hotel AKA Washington Circle

Hotel AKA Washington Circle

4 out of 5
Save 100% on your flight
Price was $969, price is now $644 per person
$644
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Save 100% on your flight
Price was $1,336, price is now $894 per person
$894
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Save 100% on your flight
Price was $1,239, price is now $830 per person
$830
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Arlo Washington DC

Arlo Washington DC

4 out of 5
Save 100% on your flight
Price was $940, price is now $632 per person
$632
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
Save 100% on your flight
Price was $2,127, price is now $1,443 per person
$1,443
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

AC Hotel by Marriott Washington DC Capitol Hill Navy Yard

4 out of 5
Save 100% on your flight
Price was $1,486, price is now $1,016 per person
$1,016
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
DoubleTree by Hilton Washington DC - Crystal City

DoubleTree by Hilton Washington DC - Crystal City

4 out of 5
Save 100% on your flight
Price was $1,135, price is now $788 per person
$788
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)
Capitol Hill Hotel

Capitol Hill Hotel

4 out of 5
Save 100% on your flight
Price was $921, price is now $643 per person
$643
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Baltimore (BWI)

Top places to visit in Caroline County

Coastal tidal wetlands on a Sunny Day
FlightsFlightsHotelsHotels

Denton

Denton
FlightsFlightsHotelsHotels

Ridgely

Ridgely

Flight deals to Caroline County

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

Mon, Jun 22 - Fri, Jun 26
PHL
Philadelphia
SBY
Salisbury
$559 Roundtrip, found 3 days ago
$559
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Jun 22 from Philadelphia to Salisbury, returning Fri, Jun 26, priced at $559 found 3 days ago
Fri, Aug 14 - Mon, Aug 17
PBI
West Palm Beach
SBY
Salisbury
$560 Roundtrip, found 14 hours ago
$560
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Fri, Aug 14 from West Palm Beach to Salisbury, returning Mon, Aug 17, priced at $560 found 14 hours ago
Wed, Jun 24 - Wed, Jul 1
JFK
New York
SBY
Salisbury
$702 Roundtrip, found 5 days ago
$702
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jun 24 from New York to Salisbury, returning Wed, Jul 1, priced at $702 found 5 days ago

Top rated hotels for your Caroline County vacation

Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy Dover DE
Free Cancellation
Reserve now, pay when you stay
26.25 mi from city center
$90 nightly
The price is $98 total per night
$98 total
Jun 11 - Jun 12
Total with taxes and fees
With a stay at Bally's Dover Casino Resort in Dover, you'll be just steps from Dover Downs Casino and 7 minutes by foot from Dover International Speedway.
Parking included
Free WiFi
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Free Cancellation
Reserve now, pay when you stay
25.26 mi from city center
$288 nightly
The price is $327 total per night
$327 total
Jun 8 - Jun 9
Total with taxes and fees
Located in Cambridge, Hyatt Regency Chesapeake Bay is on the waterfront, a 4-minute drive from Bay Country Shop and 5 minutes from Eastern Shore Hospital Center.
On private beach
Pool
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd Dover DE
Free Cancellation
Reserve now, pay when you stay
24.57 mi from city center
$65 nightly
The price is $70 total per night
$70 total
Jul 5 - Jul 6
Total with taxes and fees
With a stay at Microtel Inn & Suites by Wyndham Dover, you'll be centrally located in Dover, within a 10-minute drive of Dover Downs Casino and Dover International Speedway.
Breakfast included
Parking included
Don't see what you're looking for?
See all available properties in Caroline County
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.