Flights To Dorchester County - Cheap Flights Starting at

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

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

Eurostars Saint Gregory Dupont Circle Georgetown

Aug 20 - Aug 23

3 night stay

Toronto (YTO) to Baltimore (BWI)

Air Canada • Non-stop roundtrip • Coach
Price was CA $1,200, price is now CA $834 per person
CA $834
per person
found 1 day ago
Sofitel Washington DC Lafayette Square
5.0-star property

Sofitel Washington DC Lafayette Square

Aug 20 - Aug 23

3 night stay

Toronto (YTO) to Baltimore (BWI)

Porter Airlines • Roundtrip • Coach
Price was CA $1,350, price is now CA $972 per person
CA $972
per person
found 1 day ago
Salamander Washington DC
5.0-star property

Salamander Washington DC

Jul 9 - Jul 12

3 night stay

Toronto (YYZ) to Baltimore (BWI)

Air Canada • Roundtrip • Coach
Price was CA $1,536, price is now CA $1,118 per person
CA $1,118
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Toronto to Dorchester County
View all trips

Travelers ❤️ These Dorchester County 🏨

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
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.
8.8/10 Excellent! (1,001 reviews)
"There’s nothing I don’t like about this place. It is so peaceful and beautiful."

Reviewed on May 25, 2026

Opens in a new windowHyatt Regency Chesapeake Bay
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
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.
6.6/10 (1,001 reviews)
"There is no elevator"

Reviewed on May 18, 2026

Opens in a new windowDays Inn & Suites by Wyndham Cambridge
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
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.
8.2/10 Very Good! (843 reviews)
"Mattress where uncomfortable and staff where no where to be found half the time"

Reviewed on May 24, 2026

Opens in a new windowComfort Inn & Suites Cambridge
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Cambridge Inn

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
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.
5.4/10 (560 reviews)
"I did not have a very good experience here and I would never return as I have pictures, but I’m not going to post them my greeting with the guy in the front after I checked in he asked if I was a night worker? He was looking for a night worker. I asked for a non-smoking room the whole place smell ..."

Reviewed on May 26, 2026

Opens in a new windowCambridge Inn
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.

Frequently asked questions

How much is the cheapest flight to Dorchester County?
Travelers picked up a roundtrip flight to Dorchester County for as little as within the last seven days. If you spot a fare you like, get in quick. Cheap deals don't stick around for long! This price was available on Travelocity for flights to Dorchester County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Dorchester County?
With airlines flying in and out of Dorchester County, finding your perfect fare should be a snap. If your vacation starts in Cambridge, select the highly rated carrier, American Airlines. It offers roughly 169 services to this exciting city per month.
What is the cheapest month to fly to Dorchester County?
Be sure to leave empty in your calendar, because it's the cheapest time to fly to Dorchester County. That's based on Travelocity's direct flight demand from January to December last year. With more money in your pocket, you can go on a spending spree, go out on the town or whatever makes you happy.
How can I check my flight status to Dorchester County?
There are a couple of simple ways to look up your flight status. You'll discover all the details you need in our Trips portal, which is located at the top right of our homepage. Sign in or create a new account — you'll then be able to browse and make changes to your bookings whenever you want to. If you're already on the move, the Travelocity app can also help you look up the status of your flight to Dorchester County, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Dorchester County?
Score an unbeatable deal with Travelocity — our "Flexible dates" search tool makes it even easier. Enter your desired dates, then hit the flexible dates box above your search results to compare prices with the surrounding days. was the lowest price for a roundtrip flight to Dorchester County in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Dorchester County with Travelocity?
An unforgettable vacation is at your fingertips when you arrange your trip with Travelocity. With a wide range of choices and competitive deals on cheap family flights, places to stay, activities and more, we make it simple to find awesome prices to suit your needs. You can also take advantage of our 24/7 customer support and free cancellation policies on most hotels throughout your trip. Wander wisely with us and snag your cheap flights to Dorchester County today.
How much is a flight to Dorchester County on average?
Roundtrip flights to Dorchester County cost between and in the last seven days. If you see a price that suits your budget, snap it up right away. Cheap deals don't last forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.