Dorchester County Vacations & Trips from $355

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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 destinations in Dorchester County

The Latest Dorchester County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Bethesdan Hotel, Tapestry Collection by Hilton
Eurostars Saint Gregory Dupont Circle Georgetown
Kellogg Conference Hotel at Gallaudet University
Hotel Hive
Residence Inn by Marriott Alexandria Old Town South at Carlyle

Find the Best Dorchester County Vacation Packages

Dorchester County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Top Sights
Great Marsh Park, Long Wharf Park and Dorchester County Visitors Center

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
$261 nightly
The price is $296 total per night from May 17 to May 18
$296 total
May 17 - May 18
Total with taxes and 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
$81 nightly
The price is $90 total per night from May 17 to May 18
$90 total
May 17 - May 18
Total with taxes and fees
6.6/10 (1,005 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
$122 nightly
The price is $136 total per night from May 17 to May 18
$136 total
May 17 - May 18
Total with taxes and 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
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 package bookings compared to the price of the same components booked separately. Savings not available on all packages.