
Dorchester County Vacations & Trips from $430
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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

Cambridge
The Latest Dorchester County Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Eurostars Saint Gregory Dupont Circle Georgetown
Downtown Washington D.C.
Save 100% on your flight
Price was $621, price is now $430 per person
$430
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.8/10 Excellent! (1,000 reviews)
Unexpected upgrade at check in. Was much appreciated!
Reviewed on May 16, 2026

Fenwick Shores, Tapestry Collection by Hilton
Save 100% on your flight
Price was $1,997, price is now $1,255 per person
$1,255
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
9.4/10 Exceptional! (753 reviews)
Clean room, great staff, nice bar
Reviewed on May 13, 2026

Bay Club Resort by Coolvacay
Midtown Ocean City
Save 100% on your flight
Price was $1,882, price is now $1,252 per person
$1,252
per person
Jul 3 - Jul 8
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
8.4/10 Very Good! (39 reviews)
I loved the dock and the gorgeous sunsets .
Reviewed on Sep 7, 2025

The Waypoint
West Rehoboth
Save 100% on your flight
Price was $1,191, price is now $795 per person
$795
per person
Jul 3 - Jul 8
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.6/10 Exceptional! (94 reviews)
Wonderful property. Definitely a hidden gem. Will definitely stay here again on our next trip
Reviewed on May 18, 2026

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Save 100% on your flight
Price was $1,536, price is now $1,037 per person
$1,037
per person
Jul 3 - Jul 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,531 reviews)
Everything you needed was at the hotel. From the bar or the 2 restaurants. Walk right onto the boardwalk. Was a very nice place
Reviewed on May 18, 2026
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
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$262 nightly
The price is $297 total per night from May 26 to May 27
$297 total
May 26 - May 27
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
"Hotel needs a big update. Very dated"
Reviewed on May 17, 2026

Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from May 24 to May 25
$90 total
May 24 - May 25
Total with taxes and fees
6.6/10 (1,009 reviews)
"There is no elevator"
Reviewed on May 18, 2026

Comfort Inn & Suites Cambridge
2936 Ocean Gtwy Cambridge MD
Fully refundable
$120 nightly
The price is $134 total per night from May 28 to May 29
$134 total
May 28 - May 29
Total with taxes and fees
8.2/10 Very Good! (837 reviews)
"The young that checked me in was friendly and knowledgeable."
Reviewed on May 17, 2026
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.
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