Cheap Vacations in Dorchester County

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Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was $517, price is now $384 per person
$384
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Save 100% on your flight
Price was $1,206, price is now $702 per person
$702
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $826, price is now $494 per person
$494
per person
Oct 12 - Oct 15
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
Save 100% on your flight
Price was $1,604, price is now $997 per person
$997
per person
Oct 2 - Oct 5
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
Downtown Washington D.C.
Save 100% on your flight
Price was $1,346, price is now $916 per person
$916
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Indigo Old Town Alexandria by IHG

Hotel Indigo Old Town Alexandria by IHG

4 out of 5
Old Town Alexandria
Save 100% on your flight
Price was $1,015, price is now $692 per person
$692
per person
Sep 24 - Sep 28
found 20 hours ago
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
The Georgetown House

The Georgetown House

3 out of 5
Northwest
Save 100% on your flight
Price was $637, price is now $456 per person
$456
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Rachael's Inner Harbor Boutique Inn

Rachael's Inner Harbor Boutique Inn

3 out of 5
Ridgely's Delight
Save 100% on your flight
Price was $740, price is now $545 per person
$545
per person
Oct 2 - Oct 5
found 1 day 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
Hutchison
Price was $662, price is now $493 per person
$493
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Glover Park Hotel Georgetown

Glover Park Hotel Georgetown

4 out of 5
Northwest
Save 100% on your flight
Price was $812, price is now $619 per person
$619
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)

3-night Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Save 100% on your flight
Price was $658, price is now $417 per person
$417
per person
Oct 15 - Oct 18
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,206, price is now $702 per person
$702
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Save 100% on your flight
Price was $826, price is now $494 per person
$494
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Burg

Hotel Burg

4 out of 5
Save 100% on your flight
Price was $1,604, price is now $997 per person
$997
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Willard InterContinental Washington by IHG

Willard InterContinental Washington by IHG

5 out of 5
Save 100% on your flight
Price was $1,678, price is now $1,095 per person
$1,095
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Tampa (TPA) 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 $1,346, price is now $916 per person
$916
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Save 100% on your flight
Price was $835, price is now $573 per person
$573
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Georgetown House

The Georgetown House

3 out of 5
Save 100% on your flight
Price was $637, price is now $456 per person
$456
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Save 100% on your flight
Price was $838, price is now $601 per person
$601
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
The Watergate Hotel

The Watergate Hotel

5 out of 5
Save 100% on your flight
Price was $744, price is now $540 per person
$540
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
The Hoya Hotel at Georgetown

The Hoya Hotel at Georgetown

2 out of 5
Save 100% on your flight
Price was $734, price is now $535 per person
$535
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Save 100% on your flight
Price was $1,273, price is now $929 per person
$929
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)

4-night Dorchester 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
Save 100% on your flight
Price was $499, price is now $362 per person
$362
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Hive

Hotel Hive

3.5 out of 5
Save 100% on your flight
Price was $702, price is now $467 per person
$467
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The LINE Hotel DC

The LINE Hotel DC

4.5 out of 5
Save 100% on your flight
Price was $847, price is now $571 per person
$571
per person
Oct 10 - Oct 14
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Indigo Old Town Alexandria by IHG

Hotel Indigo Old Town Alexandria by IHG

4 out of 5
Save 100% on your flight
Price was $1,015, price is now $692 per person
$692
per person
Sep 24 - Sep 28
found 20 hours ago
Roundtrip flight included
Tampa (TPA) to Baltimore (BWI)
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Price was $1,066, price is now $764 per person
$764
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Baltimore (BWI)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Save 100% on your flight
Price was $1,108, price is now $795 per person
$795
per person
Oct 10 - Oct 14
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Washington

Hotel Washington

5 out of 5
Save 100% on your flight
Price was $998, price is now $717 per person
$717
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Price was $849, price is now $623 per person
$623
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
New Orleans (MSY) to Baltimore (BWI)
The Watergate Hotel

The Watergate Hotel

5 out of 5
Save 100% on your flight
Price was $1,168, price is now $861 per person
$861
per person
Oct 10 - Oct 14
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Rendale Washington DC

Hotel Rendale Washington DC

3.5 out of 5
Save 100% on your flight
Price was $760, price is now $561 per person
$561
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
The Georgetown House

The Georgetown House

3 out of 5
Save 100% on your flight
Price was $697, price is now $517 per person
$517
per person
Oct 10 - Oct 14
found 2 hours 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 $868, price is now $653 per person
$653
per person
Oct 10 - Oct 14
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)

5-night Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Sonesta Select Arlington Rosslyn

Sonesta Select Arlington Rosslyn

3 out of 5
Price was $706, price is now $576 per person
$576
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,528, price is now $993 per person
$993
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
The Royal Sonesta Washington DC Capitol Hill

The Royal Sonesta Washington DC Capitol Hill

4.5 out of 5
Save 100% on your flight
Price was $1,426, price is now $1,081 per person
$1,081
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
citizenM Washington DC Georgetown

citizenM Washington DC Georgetown

4 out of 5
Save 100% on your flight
Price was $1,056, price is now $807 per person
$807
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
The Westin Alexandria Old Town

The Westin Alexandria Old Town

4 out of 5
Save 100% on your flight
Price was $1,064, price is now $817 per person
$817
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) 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 $1,218, price is now $947 per person
$947
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
Sheraton Pentagon City Hotel

Sheraton Pentagon City Hotel

3.5 out of 5
Save 100% on your flight
Price was $979, price is now $766 per person
$766
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) 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 $945, price is now $743 per person
$743
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
Cambria Hotel Washington D.C. Navy Yard Riverfront

Cambria Hotel Washington D.C. Navy Yard Riverfront

3 out of 5
Save 100% on your flight
Price was $1,189, price is now $949 per person
$949
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
Hyatt Centric Arlington

Hyatt Centric Arlington

4 out of 5
Save 100% on your flight
Price was $1,053, price is now $846 per person
$846
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Save 100% on your flight
Price was $1,101, price is now $889 per person
$889
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Baltimore (BWI)
citizenM Washington DC Capitol

citizenM Washington DC Capitol

4 out of 5
Save 100% on your flight
Price was $1,353, price is now $1,106 per person
$1,106
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) 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.
FlightsFlightsHotelsHotels

Cambridge

Cambridge

Flight deals to Dorchester County

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

Fri, Oct 9 - Mon, Oct 12
BOS
Boston
SBY
Salisbury
$487 Roundtrip, found 1 day ago
$487
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Oct 9 from Boston to Salisbury, returning Mon, Oct 12, priced at $487 found 1 day ago
Sun, Sep 20 - Sun, Sep 27
ATL
Atlanta
SBY
Salisbury
$710 Roundtrip, found 5 days ago
$710
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Sep 20 from Atlanta to Salisbury, returning Sun, Sep 27, priced at $710 found 5 days ago
Thu, Sep 10 - Sun, Sep 13
LGA
New York
SBY
Salisbury
$750 Roundtrip, found 1 day ago
$750
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 10 from New York to Salisbury, returning Sun, Sep 13, priced at $750 found 1 day 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
$253 nightly
The price is $287 total per night
$287 total
Sep 2 - Sep 3
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
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
$81 nightly
The price is $90 total per night
$90 total
Aug 27 - Aug 28
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.
Pool
Breakfast included
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Free Cancellation
2.54 mi from city center
$120 nightly
The price is $133 total per night
$133 total
Aug 31 - Sep 1
Total with taxes and fees
Located in Cambridge, Comfort Inn & Suites Cambridge is within a 10-minute drive of Harriet Tubman Museum and Educational Center and Choptank River Lighthouse.
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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.