Cheap Vacations in Dorchester County

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Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Baltimore executive Furnished rentals

Baltimore executive Furnished rentals

4 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $435, price is now $301 per person
$301
per person
Oct 8 - Oct 11
found 8 hours ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $1,197, price is now $760 per person
$760
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 $845, price is now $585 per person
$585
per person
Oct 16 - Oct 19
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
Downtown Washington D.C.
Save 100% on your flight
Price was $1,575, price is now $1,122 per person
$1,122
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Graham Georgetown

The Graham Georgetown

4 out of 5
Northwest
Save 100% on your flight
Price was $1,217, price is now $899 per person
$899
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Save 100% on your flight
Price was $778, price is now $575 per person
$575
per person
Oct 23 - Oct 26
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Harborside Hotel

Harborside Hotel

3 out of 5
Oxon Hill-Glassmanor
Price was $712, price is now $527 per person
$527
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Save 100% on your flight
Price was $1,333, price is now $991 per person
$991
per person
Oct 8 - Oct 11
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was $552, price is now $419 per person
$419
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Georgetown House

The Georgetown House

3 out of 5
Northwest
Price was $448, price is now $351 per person
$351
per person
Oct 10 - Oct 12
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.
Baltimore executive Furnished rentals

Baltimore executive Furnished rentals

4 out of 5
Save 100% on your flight
Price was $435, price is now $301 per person
$301
per person
Oct 8 - Oct 11
found 8 hours ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Hotel Burg

Hotel Burg

4 out of 5
Save 100% on your flight
Price was $1,197, price is now $760 per person
$760
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
Save 100% on your flight
Price was $845, price is now $585 per person
$585
per person
Oct 16 - Oct 19
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 $1,575, price is now $1,122 per person
$1,122
per person
Oct 16 - Oct 19
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
Save 100% on your flight
Price was $778, price is now $575 per person
$575
per person
Oct 23 - Oct 26
found 3 hours ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Save 100% on your flight
Price was $778, price is now $578 per person
$578
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Save 100% on your flight
Price was $1,333, price is now $991 per person
$991
per person
Oct 8 - Oct 11
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Live! Casino & Hotel Maryland

Live! Casino & Hotel Maryland

4.5 out of 5
Price was $683, price is now $510 per person
$510
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Price was $552, price is now $419 per person
$419
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Hotel Rendale Washington DC

Hotel Rendale Washington DC

3.5 out of 5
Price was $574, price is now $439 per person
$439
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Georgetown House

The Georgetown House

3 out of 5
Price was $569, price is now $436 per person
$436
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Baltimore (BWI)
Arlo Washington DC

Arlo Washington DC

4 out of 5
Price was $638, price is now $496 per person
$496
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)

4-night Dorchester 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
Save 100% on your flight
Price was $651, price is now $419 per person
$419
per person
Oct 2 - Oct 6
found 13 hours 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 $990, price is now $618 per person
$618
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Save 100% on your flight
Price was $1,079, price is now $694 per person
$694
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The Royal Sonesta Washington DC Dupont Circle

The Royal Sonesta Washington DC Dupont Circle

4.5 out of 5
Save 100% on your flight
Price was $738, price is now $487 per person
$487
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
The River Inn

The River Inn

4 out of 5
Save 100% on your flight
Price was $981, price is now $648 per person
$648
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Arlo Washington DC

Arlo Washington DC

4 out of 5
Save 100% on your flight
Price was $1,151, price is now $760 per person
$760
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $701, price is now $468 per person
$468
per person
Oct 2 - Oct 6
found 13 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 $996, price is now $679 per person
$679
per person
Oct 2 - Oct 6
found 13 hours 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 $1,986, price is now $1,360 per person
$1,360
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
YOTEL Washington DC

YOTEL Washington DC

4 out of 5
Save 100% on your flight
Price was $840, price is now $593 per person
$593
per person
Oct 2 - Oct 6
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
Save 100% on your flight
Price was $1,142, price is now $815 per person
$815
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Hyatt Regency Washington on Capitol Hill

Hyatt Regency Washington on Capitol Hill

4 out of 5
Save 100% on your flight
Price was $1,153, price is now $824 per person
$824
per person
Oct 2 - Oct 6
found 13 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.
Hotel Rendale Washington DC

Hotel Rendale Washington DC

3.5 out of 5
Price was $949, price is now $674 per person
$674
per person
Oct 15 - Oct 20
found 18 hours ago
Roundtrip flight included
Chicago (ORD) 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 $1,519, price is now $985 per person
$985
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Save 100% on your flight
Price was $2,010, price is now $1,334 per person
$1,334
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Furnished Apartments

Furnished Apartments

3 out of 5
Price was $1,403, price is now $1,011 per person
$1,011
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) 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 $1,226, price is now $891 per person
$891
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Glover Park Hotel Georgetown

Glover Park Hotel Georgetown

4 out of 5
Price was $1,499, price is now $1,095 per person
$1,095
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Le Meridien Arlington

Le Meridien Arlington

4 out of 5
Price was $1,790, price is now $1,564 per person
$1,564
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Falls Church Marriott Fairview Park

Falls Church Marriott Fairview Park

4 out of 5
Price was $1,100, price is now $968 per person
$968
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
The Ritz-Carlton Georgetown, Washington, D.C.

The Ritz-Carlton Georgetown, Washington, D.C.

5 out of 5
Save 100% on your flight
Price was $3,533, price is now $3,126 per person
$3,126
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 $1,021, price is now $904 per person
$904
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
Courtyard by Marriott Washington, DC Dupont Circle

Courtyard by Marriott Washington, DC Dupont Circle

3.5 out of 5
Price was $1,815, price is now $1,609 per person
$1,609
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
The Westin Arlington

The Westin Arlington

4 out of 5
Price was $1,578, price is now $1,484 per person
$1,484
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)

6-7 night Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Wingate by Wyndham Baltimore BWI Airport

Wingate by Wyndham Baltimore BWI Airport

3 out of 5
Price was $807, price is now $690 per person
$690
per person
Oct 18 - Oct 25
found 1 day 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 $1,420, price is now $1,177 per person
$1,177
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG

4 out of 5
Price was $1,447, price is now $1,215 per person
$1,215
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
ROOST Baltimore

ROOST Baltimore

4 out of 5
Price was $1,274, price is now $1,099 per person
$1,099
per person
Oct 18 - Oct 25
found 1 day 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 $1,145, price is now $994 per person
$994
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore

3.5 out of 5
Price was $1,116, price is now $975 per person
$975
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Hyatt Place Baltimore/BWI Airport

Hyatt Place Baltimore/BWI Airport

3 out of 5
Price was $814, price is now $717 per person
$717
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Courtyard by Marriott Baltimore BWI Airport

Courtyard by Marriott Baltimore BWI Airport

3 out of 5
Price was $966, price is now $856 per person
$856
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Holiday Inn Columbia East-Jessup by IHG

Holiday Inn Columbia East-Jessup by IHG

3 out of 5
Price was $777, price is now $690 per person
$690
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Sonesta ES Suites Baltimore BWI Airport

Sonesta ES Suites Baltimore BWI Airport

3 out of 5
Price was $831, price is now $741 per person
$741
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The Westin Baltimore Washington Airport - BWI

The Westin Baltimore Washington Airport - BWI

4 out of 5
Price was $1,129, price is now $1,008 per person
$1,008
per person
Oct 18 - Oct 25
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, Oct 9 - Mon, Oct 12
BOS
Boston
SBY
Salisbury
$487 Roundtrip, found 17 hours ago
$487
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Fri, Oct 9 from Boston to Salisbury, returning Mon, Oct 12, priced at $487 found 17 hours ago
Sun, Sep 20 - Sun, Sep 27
ATL
Atlanta
SBY
Salisbury
$719 Roundtrip, found 5 days ago
$719
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sun, Sep 20 from Atlanta to Salisbury, returning Sun, Sep 27, priced at $719 found 5 days ago
Thu, Sep 10 - Sun, Sep 13
LGA
New York
SBY
Salisbury
$750 Roundtrip, found 5 days ago
$750
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Sep 10 from New York to Salisbury, returning Sun, Sep 13, priced at $750 found 5 days 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
$260 nightly
The price is $295 total per night
$295 total
Sep 29 - Sep 30
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 31 - Sep 1
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
$114 nightly
The price is $126 total per night
$126 total
Sep 7 - Sep 8
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.
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.