Somerset County Vacations & Trips from $328
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Your Somerset County Vacation
Book a vacation package to Somerset County and make planning your adventure quick and easy. With the logistics organized before you depart, you can focus on enjoying every moment in this amazing destination. Get your trip to Somerset County off to a great start by experiencing its most renowned cities. Princess Anne is one you can't miss. When it's time to stop dreaming and start doing, Expedia will help turn your Somerset County vacation into a reality.
Top destinations in Somerset County
The Latest Somerset County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Beach Walk
Downtown Ocean City
$2,085
per person
Dec 16 - Dec 20
found 7 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Salisbury (SBY)
7.6/10 Good! (126 reviews)
Do not know if it was Expedia or the place but the initial booking was a mess… the girl was trying to be helpful and stated that she would refund our first night but have not received any communications…. If you want “economy” in ever since of the word… no extra pillows walls are thin you can hear everyone’s conversations…. However the location is awesome… very convenient for walking to the inlet…. There is no elevator so pack light and they are held together by plywood
Reviewed on Oct 4, 2026
Find the Best Somerset County Vacation Packages
Somerset County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Salisbury - Ocean City Wicomico Regional Airport (SBY) |
Somerset County Hotel Deals
Best Western Salisbury Plaza
1735 N Salisbury Blvd Salisbury MD
Fully refundableReserve now, pay when you stay
$85 nightly
$96 total
Oct 11 - Oct 12
Total with taxes and fees
6.4/10 (1,000 reviews)
"Our room was very clean, if spartan in appearance. Unfortunately, the smell of disinfectant was strong and enduring, lasting from checkin (around 4 PM) through the night. The bed was super comfortable and firm, the pillows were crumbly foam. You need to check and replace your pillows! Fortunately, ..."
Reviewed on Oct 4, 2026
Wingate by Wyndham Salisbury MD Airport North
406 Punkin Ct Salisbury MD
Fully refundableReserve now, pay when you stay
$90 nightly
$101 total
Nov 2 - Nov 3
Total with taxes and fees
Chincoteague Inn
4417 Deep Hole Road Chincoteague VA
Fully refundableReserve now, pay when you stay
$79 nightly
$89 total
Oct 12 - Oct 13
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"The property is a clean budget hotel. The rooms are large and the bathroom recently remodel. Location is right in the middle of town. Good value for chincoteague"
Reviewed on Oct 4, 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 Somerset County attractions
University of Maryland Eastern Shore
8.4/10 (90 reviews)
Explore the campus of University of Maryland Eastern Shore, during your travels in Princess Anne. Wander the seaside and beaches in the area.
Smith Island
9.0/10 (21 reviews)
Commune with nature and explore the great outdoors at Smith Island during your travels in Smith Island. Discover the sunsets in this relaxing area, or seek out the fishing spots.
Somers Cove Marina
8.8/10 (5 reviews)
Explore the waterfront in Crisfield with a trip to Somers Cove Marina. Discover the sunsets and seafood restaurants in this relaxing area.
Mount Vernon Park
Mount Vernon Park is just one of the places to see in Mount Vernon, so why not enjoy the other things to explore during your travels?
Crab Island
Commune with nature and explore the great outdoors at Crab Island during your travels in Deal Island. Discover the sunsets in this relaxing area.
Hytche athletic Center
6.0/10 (1 review)
Catch an event at Hytche athletic Center during your trip to Princess Anne. You can enjoy the restaurants while in the area.
Crisfield City Dock
Explore the waterfront in Crisfield with a trip to Crisfield City Dock. While in this relaxing area, you can enjoy the seafood restaurants.
Wellington Beach and Park
Explore the great outdoors at Wellington Beach and Park, a lovely green space in Crisfield. While in this relaxing area, you can enjoy the seafood restaurants.
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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.
