Cheap Vacations in Dorchester County

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Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Hudson house

Hudson house

4 out of 5
Canton
Price was $561, price is now $450 per person
$450
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5 out of 5
Save 100% on your flight
Price was $1,703, price is now $1,196 per person
$1,196
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
One Washington Circle DC, Tapestry Collection by Hilton

One Washington Circle DC, Tapestry Collection by Hilton

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,258, price is now $891 per person
$891
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Save 100% on your flight
Price was $3,281, price is now $2,426 per person
$2,426
per person
Dec 10 - Dec 15
found 19 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
The Potomac Hotel, Autograph Collection

The Potomac Hotel, Autograph Collection

5 out of 5
Southwest
Save 100% on your flight
Price was $1,451, price is now $1,115 per person
$1,115
per person
Nov 18 - Nov 20
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
The Elegant Spring House Loft

The Elegant Spring House Loft

2 out of 5
Northwest
Save 100% on your flight
Price was $2,467, price is now $1,902 per person
$1,902
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Price was $1,100, price is now $878 per person
$878
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,762, price is now $1,407 per person
$1,407
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
The Serene Spring House Retreat

The Serene Spring House Retreat

2 out of 5
Northwest
Save 100% on your flight
Price was $2,467, price is now $1,996 per person
$1,996
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was $655, price is now $531 per person
$531
per person
Nov 15 - Nov 19
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)

3-night Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
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 $466, price is now $386 per person
$386
per person
Nov 20 - Nov 23
just found
Roundtrip flight included
Chicago (CHI) to Baltimore (BWI)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Price was $804, price is now $600 per person
$600
per person
Nov 26 - Nov 29
found 19 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Baltimore (BWI)
Hyatt Regency Washington on Capitol Hill

Hyatt Regency Washington on Capitol Hill

4 out of 5
Price was $606, price is now $465 per person
$465
per person
Nov 26 - Nov 29
found 19 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Baltimore (BWI)
The Elegant Spring House Loft

The Elegant Spring House Loft

2 out of 5
Save 100% on your flight
Price was $2,467, price is now $1,902 per person
$1,902
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Arlo Washington DC

Arlo Washington DC

4 out of 5
Price was $547, price is now $442 per person
$442
per person
Nov 26 - Nov 29
found 19 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Baltimore (BWI)
The Serene Spring House Retreat

The Serene Spring House Retreat

2 out of 5
Save 100% on your flight
Price was $2,467, price is now $1,996 per person
$1,996
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Hotel Laurance

Hotel Laurance

3.5 out of 5
Price was $960, price is now $781 per person
$781
per person
Nov 26 - Nov 29
found 22 hours ago
Roundtrip flight included
Chicago (CHI) to Baltimore (BWI)
Elegant 2BR Apartment - Minutes to D.C.

Elegant 2BR Apartment - Minutes to D.C.

3.5 out of 5
Price was $764, price is now $623 per person
$623
per person
Nov 21 - Nov 24
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
The Westin Alexandria Old Town

The Westin Alexandria Old Town

4 out of 5
Price was $589, price is now $481 per person
$481
per person
Nov 26 - Nov 29
found 19 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Baltimore (BWI)
Hotel Washington

Hotel Washington

5 out of 5
Price was $649, price is now $533 per person
$533
per person
Nov 26 - Nov 29
found 19 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Baltimore (BWI)
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Price was $674, price is now $555 per person
$555
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
citizenM Washington DC Georgetown

citizenM Washington DC Georgetown

4 out of 5
Price was $560, price is now $464 per person
$464
per person
Nov 26 - Nov 29
found 19 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Baltimore (BWI)

4-night Dorchester 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 $383, price is now $278 per person
$278
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Swanendele Inn at St. Mary's Maryland

Swanendele Inn at St. Mary's Maryland

5 out of 5
Save 100% on your flight
Price was $1,703, price is now $1,196 per person
$1,196
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
One Washington Circle DC, Tapestry Collection by Hilton

One Washington Circle DC, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,258, price is now $891 per person
$891
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Save 100% on your flight
Price was $881, price is now $651 per person
$651
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Convention center Indoor free parking

Convention center Indoor free parking

4 out of 5
Price was $436, price is now $332 per person
$332
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Price was $528, price is now $420 per person
$420
per person
Dec 5 - Dec 9
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 $1,100, price is now $878 per person
$878
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Save 100% on your flight
Price was $1,762, price is now $1,407 per person
$1,407
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Hyatt Regency Washington on Capitol Hill

Hyatt Regency Washington on Capitol Hill

4 out of 5
Price was $701, price is now $561 per person
$561
per person
Nov 25 - Nov 29
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Club Wyndham Old Town Alexandria

Club Wyndham Old Town Alexandria

2.5 out of 5
Price was $1,189, price is now $953 per person
$953
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Hudson house

Hudson house

4 out of 5
Price was $561, price is now $450 per person
$450
per person
Dec 5 - Dec 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
The Hoya Hotel at Georgetown

The Hoya Hotel at Georgetown

4 out of 5
Price was $789, price is now $638 per person
$638
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)

5-night Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Washington DC Area

Wyndham Garden Washington DC Area

3 out of 5
Price was $567, price is now $450 per person
$450
per person
Dec 4 - Dec 9
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Price was $1,323, price is now $929 per person
$929
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Beach Walk

Beach Walk

2 out of 5
Save 100% on your flight
Price was $3,281, price is now $2,426 per person
$2,426
per person
Dec 10 - Dec 15
found 19 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Salisbury (SBY)
Yours Truly DC, Vignette Collection by IHG

Yours Truly DC, Vignette Collection by IHG

4.5 out of 5
Save 100% on your flight
Price was $928, price is now $717 per person
$717
per person
Dec 4 - Dec 9
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Price was $1,911, price is now $1,516 per person
$1,516
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
The Quincy, an Ascend Collection Hotel

The Quincy, an Ascend Collection Hotel

2.5 out of 5
Price was $972, price is now $786 per person
$786
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $658, price is now $539 per person
$539
per person
Dec 4 - Dec 9
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Price was $1,024, price is now $849 per person
$849
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
The Royal Sonesta Washington DC Capitol Hill

The Royal Sonesta Washington DC Capitol Hill

4.5 out of 5
Price was $1,002, price is now $833 per person
$833
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
DoubleTree by Hilton Hotel Largo/Washington DC

DoubleTree by Hilton Hotel Largo/Washington DC

4 out of 5
Price was $544, price is now $455 per person
$455
per person
Dec 4 - Dec 9
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
The Normandy Hotel

The Normandy Hotel

3 out of 5
Price was $890, price is now $745 per person
$745
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
One Washington Circle DC, Tapestry Collection by Hilton

One Washington Circle DC, Tapestry Collection by Hilton

4 out of 5
Price was $1,015, price is now $855 per person
$855
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)

6-7 night Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Convention center Indoor free parking

Convention center Indoor free parking

4 out of 5
Price was $1,031, price is now $891 per person
$891
per person
Nov 24 - Nov 30
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was $1,105, price is now $922 per person
$922
per person
Nov 24 - Nov 30
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The William Fell Baltimore, Tapestry Collection by Hilton

The William Fell Baltimore, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,074, price is now $927 per person
$927
per person
Nov 24 - Nov 30
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Harbor free indoor parking

Harbor free indoor parking

4 out of 5
Price was $1,169, price is now $1,022 per person
$1,022
per person
Nov 24 - Nov 30
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The Hotel at Arundel Preserve

The Hotel at Arundel Preserve

3.5 out of 5
Price was $1,157, price is now $1,018 per person
$1,018
per person
Nov 24 - Nov 30
found 24 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Price was $1,746, price is now $1,142 per person
$1,142
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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
Price was $1,287, price is now $968 per person
$968
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Price was $1,469, price is now $1,119 per person
$1,119
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The Westin Alexandria Old Town

The Westin Alexandria Old Town

4 out of 5
Price was $1,270, price is now $977 per person
$977
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Arlo Washington DC

Arlo Washington DC

4 out of 5
Price was $1,176, price is now $917 per person
$917
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
citizenM Washington DC Georgetown

citizenM Washington DC Georgetown

4 out of 5
Price was $1,165, price is now $916 per person
$916
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Club Quarters Hotel White House, Washington DC

Club Quarters Hotel White House, Washington DC

3 out of 5
Price was $1,344, price is now $1,059 per person
$1,059
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)

Top places to visit in Dorchester County

A marina with several boats docked, a building with a sign, and trees in the background.
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Cambridge

Cambridge

Flight deals to Dorchester 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, just found
$356
Roundtrip
just found
Select American Airlines flight, departing Fri, Nov 6 from San Juan to Salisbury, returning Sun, Nov 8, priced at $356 just found
Fri, Nov 6 - Sun, Nov 8
SJU
San Juan
SBY
Salisbury
$364 Roundtrip, found 2 days ago
$364
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Nov 6 from San Juan to Salisbury, returning Sun, Nov 8, priced at $364 found 2 days ago
Fri, Nov 6 - Sun, Nov 8
SJU
San Juan
SBY
Salisbury
$373 Roundtrip, found 6 hours ago
$373
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Fri, Nov 6 from San Juan to Salisbury, returning Sun, Nov 8, priced at $373 found 6 hours ago

Top rated hotels for your Dorchester County vacation

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
1.64 mi from city center
$215 nightly
The price is $244 total per night
$244 total
Nov 10 - Nov 11
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.
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
Free Cancellation
Reserve now, pay when you stay
2.35 mi from city center
$76 nightly
The price is $84 total per night
$84 total
Nov 1 - Nov 2
Total with taxes and fees
When you stay at Days Inn & Suites by Wyndham Cambridge in Cambridge, you'll be near the beach, within a 5-minute drive of Bay Country Shop and Meredith House.
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
2.02 mi from city center
Get rates
A stay at Cambridge Inn places you in the heart of Cambridge, within a 5-minute drive of Bay Country Shop and Meredith House.
Pet friendly
Parking included
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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.