Cheap Vacations in Dorchester County

Choose two or more items and save on your trip:

Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Roadhaven1830

Roadhaven1830

3 out of 5
Price was $476, price is now $376 per person
$376
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Baltimore (BWI)
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Price was $558, price is now $436 per person
$436
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Baltimore (BWI)
Hilton Arlington National Landing

Hilton Arlington National Landing

4 out of 5
Crystal City
Price was $868, price is now $716 per person
$716
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
Crystal City Comfortable Apartments

Crystal City Comfortable Apartments

3.5 out of 5
Crystal City
Price was $916, price is now $757 per person
$757
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Wingate by Wyndham Springfield

Wingate by Wyndham Springfield

3 out of 5
Price was $766, price is now $638 per person
$638
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
The Hay-Adams

The Hay-Adams

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,693, price is now $1,413 per person
$1,413
per person
Aug 30 - Sep 3
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Northwest
Price was $987, price is now $826 per person
$826
per person
Aug 30 - Sep 3
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
DoubleTree by Hilton Washington DC - Crystal City

DoubleTree by Hilton Washington DC - Crystal City

4 out of 5
Crystal City
Save 100% on your flight
Price was $1,908, price is now $1,616 per person
$1,616
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

3 out of 5
Price was $457, price is now $392 per person
$392
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Baltimore (BWI)
Super 8 by Wyndham Alexandria/Washington D.C. Area

Super 8 by Wyndham Alexandria/Washington D.C. Area

2 out of 5
Alexandria West
Price was $667, price is now $572 per person
$572
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)

3-night Dorchester County vacations

Price found within the past 48 hours. Click for updated prices.
Roadhaven1830

Roadhaven1830

3 out of 5
Price was $476, price is now $376 per person
$376
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Richmond (RIC) to Baltimore (BWI)
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Price was $608, price is now $478 per person
$478
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Baltimore (BWI)
The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Price was $642, price is now $508 per person
$508
per person
Aug 20 - Aug 23
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Marriott Marquis Washington, DC

Marriott Marquis Washington, DC

4 out of 5
Price was $623, price is now $499 per person
$499
per person
Aug 20 - Aug 23
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Elegant 2BR Apartment - Minutes to D.C.

Elegant 2BR Apartment - Minutes to D.C.

3.5 out of 5
Save 100% on your flight
Price was $714, price is now $581 per person
$581
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Elegant Apartments Near the Pentagon

Elegant Apartments Near the Pentagon

3.5 out of 5
Save 100% on your flight
Price was $733, price is now $599 per person
$599
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Prime Crystal City Apartments

Prime Crystal City Apartments

3.5 out of 5
Price was $706, price is now $579 per person
$579
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Well Appointed Apartments W Full Comfort

Well Appointed Apartments W Full Comfort

3.5 out of 5
Price was $688, price is now $565 per person
$565
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Hilton Arlington National Landing

Hilton Arlington National Landing

4 out of 5
Price was $591, price is now $490 per person
$490
per person
Aug 20 - Aug 23
found 4 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Serene DC-Area Apartments

Serene DC-Area Apartments

3.5 out of 5
Price was $617, price is now $511 per person
$511
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Walkable DC View Apartments

Walkable DC View Apartments

3.5 out of 5
Price was $595, price is now $497 per person
$497
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Hotel Madera

Hotel Madera

4 out of 5
Price was $529, price is now $443 per person
$443
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Baltimore (BWI)

4-night Dorchester County vacations

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

Hotel Hive

3.5 out of 5
Price was $632, price is now $508 per person
$508
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Price was $681, price is now $508 per person
$508
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Price was $692, price is now $528 per person
$528
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
Hilton Arlington National Landing

Hilton Arlington National Landing

4 out of 5
Price was $868, price is now $716 per person
$716
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
Crystal City Comfortable Apartments

Crystal City Comfortable Apartments

3.5 out of 5
Price was $916, price is now $757 per person
$757
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
The Westin Alexandria Old Town

The Westin Alexandria Old Town

4 out of 5
Price was $680, price is now $562 per person
$562
per person
Aug 21 - Aug 25
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
The Hay-Adams

The Hay-Adams

5 out of 5
Save 100% on your flight
Price was $1,693, price is now $1,413 per person
$1,413
per person
Aug 30 - Sep 3
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Landing at Bridge District

Landing at Bridge District

4 out of 5
Price was $806, price is now $674 per person
$674
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

5 out of 5
Price was $987, price is now $826 per person
$826
per person
Aug 30 - Sep 3
found 1 hour ago
Roundtrip flight included
Chicago (ORD) 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 $1,908, price is now $1,616 per person
$1,616
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
The Jefferson, Washington, DC

The Jefferson, Washington, DC

5 out of 5
Price was $1,368, price is now $1,174 per person
$1,174
per person
Aug 9 - Aug 13
found 11 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)
Element by Marriott Arundel Mills BWI Airport

Element by Marriott Arundel Mills BWI Airport

3 out of 5
Price was $657, price is now $564 per person
$564
per person
Aug 9 - Aug 13
found 15 hours ago
Roundtrip flight included
Nashville (BNA) to Baltimore (BWI)

5-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
Price was $706, price is now $560 per person
$560
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The River Inn

The River Inn

4 out of 5
Price was $1,120, price is now $835 per person
$835
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Price was $814, price is now $616 per person
$616
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Hotel Madera

Hotel Madera

4 out of 5
Price was $905, price is now $732 per person
$732
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The Normandy Hotel

The Normandy Hotel

3 out of 5
Price was $771, price is now $628 per person
$628
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Arlo Washington DC

Arlo Washington DC

4 out of 5
Price was $921, price is now $755 per person
$755
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
The Watergate Hotel

The Watergate Hotel

5 out of 5
Price was $980, price is now $816 per person
$816
per person
Aug 19 - Aug 23
found 9 hours 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 $935, price is now $781 per person
$781
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Sheraton Pentagon City Hotel

Sheraton Pentagon City Hotel

3.5 out of 5
Price was $720, price is now $611 per person
$611
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Price was $788, price is now $671 per person
$671
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
citizenM Washington DC NoMa

citizenM Washington DC NoMa

4 out of 5
Price was $770, price is now $657 per person
$657
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Baltimore (BWI)
Global Luxury Suites at Georgetown

Global Luxury Suites at Georgetown

3.5 out of 5
Price was $1,094, price is now $936 per person
$936
per person
Aug 19 - Aug 23
found 9 hours ago
Roundtrip 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.
citizenM Washington DC NoMa

citizenM Washington DC NoMa

4 out of 5
Save 100% on your flight
Price was $714, price is now $498 per person
$498
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $1,005, price is now $664 per person
$664
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Hotel Belvoir Springfield

Hotel Belvoir Springfield

3.5 out of 5
Price was $846, price is now $665 per person
$665
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Baltimore (BWI)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Save 100% on your flight
Price was $1,136, price is now $611 per person
$611
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Save 100% on your flight
Price was $854, price is now $519 per person
$519
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 $1,623, price is now $1,033 per person
$1,033
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
The River Inn

The River Inn

4 out of 5
Save 100% on your flight
Price was $1,035, price is now $687 per person
$687
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $977, price is now $666 per person
$666
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Hotel Washington

Hotel Washington

5 out of 5
Save 100% on your flight
Price was $1,168, price is now $802 per person
$802
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Save 100% on your flight
Price was $876, price is now $602 per person
$602
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $845, price is now $588 per person
$588
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Baltimore (BWI)
Hilton Arlington National Landing

Hilton Arlington National Landing

4 out of 5
Save 100% on your flight
Price was $808, price is now $577 per person
$577
per person
Aug 17 - Aug 22
found 24 hours ago
Roundtrip non-stop 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.
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, Aug 14 - Mon, Aug 17
PHL
Philadelphia
SBY
Salisbury
$457 Roundtrip, found 11 hours ago
$457
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Fri, Aug 14 from Philadelphia to Salisbury, returning Mon, Aug 17, priced at $457 found 11 hours ago
Wed, Aug 19 - Mon, Aug 24
ATL
Atlanta
SBY
Salisbury
$667 Roundtrip, found 11 hours ago
$667
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Wed, Aug 19 from Atlanta to Salisbury, returning Mon, Aug 24, priced at $667 found 11 hours ago
Fri, Aug 7 - Mon, Aug 10
IAD
Washington
SBY
Salisbury
$670 Roundtrip, found 4 days ago
$670
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Aug 7 from Washington to Salisbury, returning Mon, Aug 10, priced at $670 found 4 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
The price is $367 total per night
$367 total
per night
Aug 3 - Aug 4
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
The price is $90 total per night
$90 total
per night
Jul 12 - Jul 13
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
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
Free Cancellation
Reserve now, pay when you stay
2.02 mi from city center
The price is $83 total per night
$83 total
per night
Jul 9 - Jul 10
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
Don't see what you're looking for?
See all available properties in Dorchester County
View all properties
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.