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

Cambridge
FlightsFlightsHotelsHotels

Cambridge

Cambridge

Top Dorchester County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
Southwest
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Washington (DCA)
9.4/10 Exceptional! (1,009 reviews)
It is very nice place

Reviewed on Jul. 26, 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
10/10 Exceptional! (12 reviews)
Very nice and clean hotel, very friendly team, neat and impressive technology equipped rooms, I would highly recommend it to friends and family

Reviewed on Jul. 25, 2025

The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Washington (DCA)
8.6/10 Excellent! (1,007 reviews)
My stay was very pleasant

Reviewed on Jul. 27, 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Washington (WAS)
8.2/10 Very Good! (1,001 reviews)
Beautiful facility inside Galludet University. Allowable price and free parking in the middle of Washington DC. Thoroughly enjoyed my stay. The room was large and had many amenities. My stay was quiet and peaceful. I will definitely be back!

Reviewed on Jul. 21, 2025

Club Wyndham National Harbor

Club Wyndham National Harbor

3.5 out of 5
per person
Sep 3 - Sep 9
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Washington (WAS)
8.4/10 Very Good! (451 reviews)
Great walkable location! In the heart of the harbor and very close to MGM. Friendly and accommodating staff

Reviewed on Jul. 4, 2025

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 $302 per night from Aug 25 to Aug 26
CA $302
CA $408 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"My issue was with the bedding, it was not very comfortable"

Reviewed on Jul. 24, 2025

Hyatt Regency Chesapeake Bay
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy, Cambridge, MD
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Aug 11 to Aug 12
CA $176
CA $195 total
Aug 11 - Aug 12
includes taxes & fees
8.2/10 Very Good! (758 reviews)
"Nice place."

Reviewed on Jul. 23, 2025

Comfort Inn & Suites Cambridge
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 out of 5
2715 Ocean Gtwy, Cambridge, MD
Fully refundable
The price is CA $184 per night from Aug 3 to Aug 4
CA $184
CA $204 total
Aug 3 - Aug 4
includes taxes & fees
8.8/10 Excellent! (715 reviews)

Reviewed on Jul. 23, 2025

Holiday Inn Express Cambridge by IHG
See all 1,061 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
Beach Vacations
Beach Vacations
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Family Vacations

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 $793. 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.