Book Exclusive Dorchester County Vacation Packages

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Dorchester County flight + hotel packages

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
Northeast
Price was CA $988, price is now CA $733 per person
CA $733
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Smithsonian Institution and National Mall are located nearby.
Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Price was CA $2,096, price is now CA $1,403 per person
CA $1,403
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Stay at this hotel in Leesburg. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Popular attractions Gleedsville Art Gallery and Tally Ho Theatre are located nearby.
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Price was CA $1,284, price is now CA $942 per person
CA $942
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this historic hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Smithsonian Institution and National Mall are located nearby.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was CA $1,281, price is now CA $957 per person
CA $957
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Washington Monument are located nearby.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,764, price is now CA $1,322 per person
CA $1,322
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Washington Monument are located nearby.

Top Dorchester County hotels deals

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
The price is CA $399 per night
CA $399
CA $521 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Dorchester County Historical Society and Bay Country Shop are located nearby.
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
The price is CA $115 per night
CA $115
CA $127 total
Jul 14 - Jul 15
includes taxes & fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
Pool
Breakfast included
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
Free cancellation
Reserve now, pay when you stay
The price is CA $107 per night
CA $107
CA $118 total
Jul 19 - Jul 20
includes taxes & fees
Stay at this hotel in Cambridge. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
Pet-friendly
Parking included
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Free cancellation
The price is CA $165 per night
CA $165
CA $183 total
Aug 3 - Aug 4
includes taxes & fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
Pool
Breakfast included
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 out of 5
2715 Ocean Gtwy Cambridge MD
Free cancellation
The price is CA $199 per night
CA $199
CA $221 total
Jul 19 - Jul 20
includes taxes & fees
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Bay Country Shop and Dorchester County Historical Society are located nearby.
Pool
Hot tub
Best Western Salisbury Plaza

Best Western Salisbury Plaza

2.5 out of 5
1735 N Salisbury Blvd Salisbury MD
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
CA $164 total
Aug 2 - Aug 3
includes taxes & fees
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Poplar Hill Mansion and Coco's Funhouse are located nearby.
Pool
Breakfast 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.

Stay near popular Dorchester County attractions

A modern building with large glass windows, a metal roof, and a small tree in the foreground.

Harriet Tubman Underground Railroad National Historical Park

9.6/10 (95 reviews)
You can spend time studying the exhibits at Harriet Tubman Underground Railroad National Historical Park in Madison. While you're in the area, stroll along the riverfront.
See properties

Photos of local treasures

Browse Dorchester County vacation photos for more inspiration

A lighthouse on a pier with a red roof and white walls, surrounded by calm water.
A lighthouse on a pier with seagulls.
A small building with a sign reading "Emily's Produce".
A visitor center with a sign for the Harriet Tubman Underground Railroad Visitor Center, surrounded by a grassy area and a stone wall.
A wooden pier extending into a body of water during sunset.

Frequently asked questions

How much are vacation packages to Dorchester County?
Travelocity has package deals to Dorchester County, as well as flights and hotels, starting from as low as CA $733. With all that extra cash, you could book some popular tours or perhaps even add on a couple of extra days to your adventure.
Where can I get the best vacation package deals for Dorchester County?
You can lock in sensational Dorchester County package deals with Travelocity. Choose from 400 airlines and 1,000,000 worldwide properties and turn those travel dreams into a reality.
Why should I purchase my Dorchester County vacation package via Travelocity?
We've got destinations and experiences to suit every kind of traveler, top-notch service and support available 24/7. On top of that, we'll match any better price you happen to find with our Price Match Guarantee.
Can I save on my Dorchester County car rental if I combine it with my hotel or flight?
Bundling your bookings into a Dorchester County vacation package will certainly save you money. You can combine a car and flight; a flight, car and hotel; or a hotel and car. You won't find a better way to explore the greater Dorchester County region than from behind the wheel of your own rental car. You can also add activities and experiences to your Travelocity package.
Which airport is best for Dorchester County?
Ronald Reagan Washington National Airport (DCA) is a popular option for those flying to Dorchester County. Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and Salisbury - Ocean City Wicomico Regional Airport (SBY) also welcome many of the region's flights.
What is there to do in Dorchester County?
A diverse and lively destination, Dorchester County boasts some excellent sights and attractions. Layton's Chance Vineyard and Winery and Elliott Island are among the most renowned here.