Dorchester County Vacations & Trips from $308
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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.
Phoenix Park Hotel
Northwest
$558
per person
Oct 26 - Oct 31
found 12 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9.4/10 Exceptional! (2,183 reviews)
The room was clean and staff helpful. Best part is its location just a 3-minute walk from Union Station.
Reviewed on Aug 23, 2026
Furnished Apartments
Ashton Heights
$602
per person
Oct 8 - Oct 12
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (4 reviews)
Location is excellent. Walking distance to pretty much everything you need. Space was very comfortable, clean, and the bed was excellent for sleeping. Lots of light and windows.
Host was helpful and able to accommodate my schedule needs too.
Reviewed on Apr 1, 2025
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
$253 nightly
$287 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (1,022 reviews)
"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf ..."
Reviewed on Aug 20, 2026
Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway Cambridge MD
Fully refundableReserve now, pay when you stay
$79 nightly
$88 total
Sep 6 - Sep 7
Total with taxes and fees
6.6/10 (1,029 reviews)
"I would of gave this hotel a 5 star if the pool was working properly and not full of garbage and dark green. The reason I chose this hotel was for the pool for my 3 yr old daughter! Needless to say she was upset because I wouldn’t let my worst enemy swim in that pool!"
Reviewed on Aug 23, 2026
Comfort Inn & Suites Cambridge
2936 Ocean Gtwy Cambridge MD
Fully refundable
$120 nightly
$133 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (883 reviews)
"The room was great, nice and clean. We booked the hotel for the use of the pool and fitness room both were closed. We were told the pool would be open on Saturday, but remained closed the entire stay. Staff was friendly, parking was adequate. Breakfast was pleasant not crowded and was filled to your ..."
Reviewed on Aug 24, 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.
Stay near popular Dorchester County attractions
Blackwater National Wildlife Refuge
8.8/10 (172 reviews)
Discover a sanctuary for birds, reptiles, amphibians and mammals on Maryland's Eastern Shore in this beautiful area rich in wetlands, forest and meadows.
Long Wharf Park
9.2/10 (64 reviews)
Find this lovely park along the shoreline and enjoy many exciting tourist attractions in Cambridge. It’s a pleasant spot for a fun day outdoors.
Choptank River Lighthouse
9.2/10 (46 reviews)
Enjoy scenic views of the Choptank River from the beautiful replica of a historic lighthouse and learn about Cambridge’s rich maritime heritage.
Harriet Tubman Underground Railroad National Historical Park
9.6/10 (95 reviews)
Learn about one of the key figures in the historic freedom of enslaved people in this park and visitor center.
Dorchester County Visitors Center
9.6/10 (34 reviews)
Pick up useful information with interesting details about Chesapeake Bay and relax at this center with beautiful outdoor areas and activities.
Gerry Boyle Park at Great Marsh
9.0/10 (60 reviews)
Explore the great outdoors at Gerry Boyle Park at Great Marsh, a lovely green space in Cambridge. Wander around the natural setting or enjoy the area's seafood restaurants.
Harriet Tubman Museum and Educational Center
9.6/10 (87 reviews)
You can spend an afternoon browsing the exhibits at Harriet Tubman Museum and Educational Center during your travels in Cambridge. While you're in the area, stroll along the riverfront.
Layton's Chance Vineyard and Winery
You can enjoy a tasting or tour at Layton's Chance Vineyard and Winery during your travels to Vienna. Wander the riverfront in this relaxing area.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.