Dorchester County Vacation Packages

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Your Dorchester County Vacation

Reserve a vacation package to Dorchester County and go wherever your adventurous soul takes you. This exciting destination has much to offer, including its watersports, culture, golfing, and so much more. A trip to Dorchester County promises plenty to see and do. Not sure where to start? Cambridge is one of the most popular places to stay here. When it's time to stop daydreaming and start doing, Expedia will help turn your Dorchester County vacation into a reality.

Top vacation destinations in Dorchester County

FlightsFlightsHotelsHotels

Cambridge

Cambridge

Top Dorchester County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Price was CA $1,065, price is now CA $832 per person
CA $832
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,563 reviews)
Property clean room decent No parking on site $25/ day with parking deck across the street.

Reviewed on May 13, 2026

The Normandy Hotel

The Normandy Hotel

3 out of 5
Northwest
Price was CA $1,508, price is now CA $1,050 per person
CA $1,050
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,012 reviews)
Nice and quiet. Small rooms and much older hotel, but some rooms may be bigger if you pay more I’m not sure. It does show some signs of aging but that didn’t bother me at all. The breakfast good quality and all I need. All the options were fairly healthy although they ran out of boiled eggs quick every morning! Free coffee always ready whenever, love that. They also did a free wine hour from 6-7p, which was just nice to have offered. Staff were professional and personable. I probably won’t stay anywhere else in DC due to my recent experience with them. Not worth having a bad experience somewhere else when I know this place is exactly what I want.

Reviewed on May 16, 2026

Placemakr Buzzard Point

Placemakr Buzzard Point

4 out of 5
Southwest
Price was CA $1,760, price is now CA $1,293 per person
CA $1,293
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.2/10 Wonderful! (176 reviews)
Very nice apparent Check in was not the easiest, not clear on how to get into the building and miserable receptionist on the ground floor.. Waited to be allowed up to the 6tj floor where we checked in to the hotel Email with instructions was sent out 4 hours after check in was allowed.

Reviewed on Apr 29, 2026

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Price was CA $1,442, price is now CA $1,062 per person
CA $1,062
per person
Jul 16 - Jul 19
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,089 reviews)
Very expensive hotel; not any options to dine except for hotel restaurant and room service. Hotel was close to National Monuments (within walking distance). Employees were helpful and the room we stayed in was comfortable.

Reviewed on May 14, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $4,349, price is now CA $3,396 per person
CA $3,396
per person
Jun 21 - Jun 28
found 1 hour ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
9/10 Wonderful! (3,531 reviews)
Nice view of the boardwalk and ocean.

Reviewed on May 16, 2026

Dorchester County Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
The price is CA $323 per night from May 19 to May 20
CA $323
CA $433 total
May 19 - May 20
includes taxes & fees
Hyatt 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
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from May 25 to May 26
CA $111
CA $123 total
May 25 - May 26
includes taxes & fees
6.6/10 (1,006 reviews)
There was ample parking. The room was clean. However, the water in the shower was a dark gray each time I turned it on. The lower part of the curtain was a filthy shade of brown. There was some mildew or powery looking substance on the back of my room door. The glass of a body length mirrorin the ...

Reviewed on May 10, 2026

Days Inn & Suites by Wyndham Cambridge
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
Fully refundable
The price is CA $168 per night from May 31 to Jun 1
CA $168
CA $187 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (835 reviews)
Second time staying here. Rooms are clean and beds are comfy. They allow pets, so those with bad animal allergies might have symptoms. Staff is always super nice. We will likely stay here again.

Reviewed on May 11, 2026

Comfort Inn & Suites Cambridge
See all 1,129 properties in Dorchester County
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.
All Inclusive Vacations
All Inclusive Vacations
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Frequently asked questions

How much does a Dorchester County vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Dorchester County from just CA $832. And the more you bundle, the more cash you save. The vacation of your dreams has never been so affordable.
How do I get a cheap travel package to Dorchester County?
Just think of all the wonderful things you could do in Dorchester County with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your airfare and hotel bookings into a Dorchester County vacation package. You have loads of choice when it comes to booking with Expedia too. In fact, you can select from more than 550 airlines and 1,000,000 hotel options worldwide. Whether you're heading off with the entire family or flying solo, organizing a getaway to Dorchester County is better with a package.
What are the top hotels in Dorchester County?
When it comes to properties in Cambridge, Hyatt Regency Chesapeake Bay and Comfort Inn & Suites Cambridge are two excellent options. If you're also spending time in East New Market, Holiday Inn Express Cambridge, an IHG Hotel and Days Inn & Suites by Wyndham Cambridge will make you feel at home.
How far in advance should I book my Dorchester County vacation?
Browse Expedia to compare international flights as soon as you've got your travel dates. In most cases, you can purchase a seat up to a year in advance. If you can't see your preferred air carrier, or you're booking late, don't worry. The lowest prices to Dorchester County sometimes occur a few weeks before the date of departure.
What does an Expedia Dorchester County travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your ideal Dorchester County vacation. You can also add on tours and activities once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll score discounts you won't find anywhere else.
What should I know before booking a Dorchester County travel package?
When you book your hotels, flights and car rentals together, you'll pick up incredible discounts. Whether you're organizing a rural escape in a cottage or would rather stay in a cozy apartment in the city, Expedia can make it happen for less.
Can I choose my airline with a Dorchester County Expedia vacation package?
Yes, and with more than 550 airlines to select from throughout the world, you have plenty of choice. Browse the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Dorchester County vacation package?
Don't worry if you're rethinking your Dorchester County vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally get that life can sometimes throw a spanner in the works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.