Cheap Vacations in Caroline County

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Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup by IHG

Holiday Inn Columbia East-Jessup by IHG

3 out of 5
Price was $520, price is now $383 per person
$383
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Price was $1,201, price is now $803 per person
$803
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Baltimore (BWI)
Convention center Indoor free parking

Convention center Indoor free parking

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $702, price is now $485 per person
$485
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $862, price is now $617 per person
$617
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG

4 out of 5
Mount Vernon
Save 100% on your flight
Price was $639, price is now $466 per person
$466
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

3.5 out of 5
Arundel Mills
Save 100% on your flight
Price was $847, price is now $631 per person
$631
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Marriott Marquis Washington, DC

Marriott Marquis Washington, DC

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,231, price is now $939 per person
$939
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Price was $1,237, price is now $951 per person
$951
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Homewood Suites by Hilton Arlington Rosslyn Key Bridge

Homewood Suites by Hilton Arlington Rosslyn Key Bridge

3 out of 5
Rosslyn
Save 100% on your flight
Price was $858, price is now $661 per person
$661
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Inner Harbor
Price was $653, price is now $511 per person
$511
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)

3-night Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
Eden Park Guest House

Eden Park Guest House

3.5 out of 5
Price was $406, price is now $340 per person
$340
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Price was $588, price is now $439 per person
$439
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Price was $480, price is now $373 per person
$373
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
Holiday Inn National Airport/Crystal City by IHG

Holiday Inn National Airport/Crystal City by IHG

3.5 out of 5
Price was $513, price is now $402 per person
$402
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
YOTEL Washington DC, Select by Hilton

YOTEL Washington DC, Select by Hilton

4 out of 5
Price was $514, price is now $409 per person
$409
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
The Darcy Hotel

The Darcy Hotel

4.5 out of 5
Price was $571, price is now $455 per person
$455
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
Omni Shoreham Hotel Washington DC

Omni Shoreham Hotel Washington DC

4 out of 5
Price was $605, price is now $486 per person
$486
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
Residence Inn by Marriott Alexandria Old Town South at Carlyle

Residence Inn by Marriott Alexandria Old Town South at Carlyle

3 out of 5
Price was $465, price is now $383 per person
$383
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Price was $459, price is now $379 per person
$379
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
Placemakr Dupont Circle

Placemakr Dupont Circle

4 out of 5
Price was $530, price is now $445 per person
$445
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
The LINE Hotel DC

The LINE Hotel DC

4.5 out of 5
Price was $474, price is now $399 per person
$399
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)
The Westin Crystal City Reagan National Airport

The Westin Crystal City Reagan National Airport

4 out of 5
Price was $584, price is now $501 per person
$501
per person
Dec 6 - Dec 9
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Baltimore (BWI)

4-night Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
Placemakr Marymount Ballston

Placemakr Marymount Ballston

4 out of 5
Price was $415, price is now $364 per person
$364
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Burg

Hotel Burg

4 out of 5
Price was $1,201, price is now $803 per person
$803
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Baltimore (BWI)
Homewood Suites by Hilton Arlington Rosslyn Key Bridge

Homewood Suites by Hilton Arlington Rosslyn Key Bridge

3 out of 5
Price was $634, price is now $520 per person
$520
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Airlie Hotel

Airlie Hotel

3.5 out of 5
Price was $718, price is now $594 per person
$594
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Baltimore (BWI)
Marriott Marquis Washington, DC

Marriott Marquis Washington, DC

4 out of 5
Price was $604, price is now $501 per person
$501
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Crowne Plaza Dulles Airport by IHG

Crowne Plaza Dulles Airport by IHG

3.5 out of 5
Price was $610, price is now $507 per person
$507
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Baltimore (BWI)
Hyatt Regency Washington on Capitol Hill

Hyatt Regency Washington on Capitol Hill

4 out of 5
Price was $728, price is now $620 per person
$620
per person
Nov 24 - Nov 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Briar Patch Bed & Breakfast Inn

Briar Patch Bed & Breakfast Inn

3 out of 5
Price was $823, price is now $701 per person
$701
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Baltimore (BWI)
Embassy Suites by Hilton Washington DC Chevy Chase Pavilion

Embassy Suites by Hilton Washington DC Chevy Chase Pavilion

3.5 out of 5
Price was $538, price is now $461 per person
$461
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Country Manor at 55 Acres

The Country Manor at 55 Acres

2 out of 5
Price was $17,477, price is now $14,987 per person
$14,987
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Fort Myers (RSW) to Baltimore (BWI)
Hyatt Regency Bethesda

Hyatt Regency Bethesda

4 out of 5
Price was $525, price is now $457 per person
$457
per person
Dec 11 - Dec 15
found 6 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Courtyard by Marriott Washington, DC Dupont Circle

Courtyard by Marriott Washington, DC Dupont Circle

3.5 out of 5
Price was $521, price is now $461 per person
$461
per person
Dec 14 - Dec 18
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)

5-night Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
Hyatt Place National Harbor

Hyatt Place National Harbor

3 out of 5
Price was $865, price is now $748 per person
$748
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Price was $1,237, price is now $951 per person
$951
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Price was $1,404, price is now $1,197 per person
$1,197
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Price was $2,038, price is now $1,769 per person
$1,769
per person
Nov 24 - Nov 29
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Baltimore (BWI)
The Darcy Hotel

The Darcy Hotel

4.5 out of 5
Price was $1,096, price is now $957 per person
$957
per person
Nov 24 - Nov 29
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Baltimore (BWI)
The Hay-Adams

The Hay-Adams

5 out of 5
Price was $2,139, price is now $1,917 per person
$1,917
per person
Nov 24 - Nov 29
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Baltimore (BWI)
Riggs Washington DC

Riggs Washington DC

5 out of 5
Price was $1,507, price is now $1,355 per person
$1,355
per person
Nov 24 - Nov 29
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Baltimore (BWI)
Gaylord National Resort & Convention Center

Gaylord National Resort & Convention Center

4 out of 5
Price was $1,191, price is now $1,074 per person
$1,074
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
AC Hotel by Marriott Washington DC Convention Center

AC Hotel by Marriott Washington DC Convention Center

4 out of 5
Price was $1,094, price is now $997 per person
$997
per person
Nov 24 - Nov 29
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Baltimore (BWI)
Kimpton George Hotel by IHG

Kimpton George Hotel by IHG

4.5 out of 5
Price was $1,043, price is now $971 per person
$971
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
The Mayflower Hotel, Autograph Collection

The Mayflower Hotel, Autograph Collection

4 out of 5
Price was $1,037, price is now $975 per person
$975
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Viceroy Washington DC

Viceroy Washington DC

4.5 out of 5
Price was $1,175, price is now $1,112 per person
$1,112
per person
Nov 24 - Nov 29
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to Baltimore (BWI)

6-7 night Caroline County vacations

Price found within the past 48 hours. Click for updated prices.
citizenM Washington DC NoMa

citizenM Washington DC NoMa

4 out of 5
Save 100% on your flight
Price was $756, price is now $464 per person
$464
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,043, price is now $547 per person
$547
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Save 100% on your flight
Price was $1,283, price is now $723 per person
$723
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,964, price is now $1,154 per person
$1,154
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Eaton DC

Eaton DC

4.5 out of 5
Save 100% on your flight
Price was $1,033, price is now $629 per person
$629
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
YOTEL Washington DC, Select by Hilton

YOTEL Washington DC, Select by Hilton

4 out of 5
Save 100% on your flight
Price was $825, price is now $504 per person
$504
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Holiday Inn National Airport/Crystal City by IHG

Holiday Inn National Airport/Crystal City by IHG

3.5 out of 5
Save 100% on your flight
Price was $936, price is now $585 per person
$585
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Club Quarters Hotel White House, Washington DC

Club Quarters Hotel White House, Washington DC

3 out of 5
Save 100% on your flight
Price was $1,047, price is now $684 per person
$684
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
citizenM Washington DC Georgetown

citizenM Washington DC Georgetown

4 out of 5
Save 100% on your flight
Price was $807, price is now $539 per person
$539
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Graham Georgetown

The Graham Georgetown

4 out of 5
Save 100% on your flight
Price was $1,926, price is now $1,326 per person
$1,326
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Convention center Indoor free parking

Convention center Indoor free parking

4 out of 5
Save 100% on your flight
Price was $702, price is now $485 per person
$485
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Glover Park Hotel Georgetown

Glover Park Hotel Georgetown

4 out of 5
Save 100% on your flight
Price was $1,031, price is now $720 per person
$720
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)

Top places to visit in Caroline County

A calm lake surrounded by tall trees and dense reeds.
FlightsFlightsHotelsHotels

Denton

Denton
A forest with tall trees and a sunset in the background.
FlightsFlightsHotelsHotels

Ridgely

Ridgely

Flight deals to Caroline County

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

Fri, Nov 6 - Sun, Nov 8
SJU
San Juan
SBY
Salisbury
$356 Roundtrip, found 6 days ago
$356
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Nov 6 from San Juan to Salisbury, returning Sun, Nov 8, priced at $356 found 6 days ago
Fri, Nov 6 - Sun, Nov 8
SJU
San Juan
SBY
Salisbury
$373 Roundtrip, found 6 days ago
$373
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Nov 6 from San Juan to Salisbury, returning Sun, Nov 8, priced at $373 found 6 days ago
Fri, Nov 6 - Sun, Nov 8
SJU
San Juan
SBY
Salisbury
$412 Roundtrip, found 6 days ago
$412
Roundtrip
found 6 days ago
Select American Airlines flight, departing Fri, Nov 6 from San Juan to Salisbury, returning Sun, Nov 8, priced at $412 found 6 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
$100 nightly
The price is $109 total per night
$109 total
Nov 22 - Nov 23
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
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Free Cancellation
Reserve now, pay when you stay
21.94 mi from city center
$89 nightly
The price is $98 total per night
$98 total
Nov 1 - Nov 2
Total with taxes and fees
When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime Museum.
Pool
Breakfast included
Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

2 out of 5
22297 Dupont Blvd Georgetown DE
Free Cancellation
Reserve now, pay when you stay
27.28 mi from city center
$93 nightly
The price is $103 total per night
$103 total
Nov 8 - Nov 9
Total with taxes and fees
A stay at Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches places you in the heart of Georgetown, within a 5-minute drive of Delaware Technical Community College Georgetown Campus and Georgetown Circle.
Pool
Breakfast included
Don't see what you're looking for?
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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.